SCIENTIFIC ABSTRACT ARBUZOV, A. E. - ARBUZOV, A. E.

• Document Type: CREST
• Collection: Scientific Abstracts
• Document Number (FOIA) /ESDN (CREST): CIA-RDP86-00513R000101920001-7
• Release Decision: RIF
• Original Classification: S
• Document Page Count: 100
• Document Creation Date: November 2, 2016
• Document Release Date: June 5, 2000
• Sequence Number: 1
• Publication Date: December 31, 1967
• Content Type: SCIENCEAB

A A C A A P Nil VU U11 '161P,mme 6i Us) marlip
-A-9 INL -1 b .1 k a .
Vat- 0 1 .of's
&tcf . p . _~
OV'r ;"O~
A. iumv, J. GO.'
A pemille. A.R. Arbusay a I
00 C
908
:,09
0 e
.3
00,
I I
98
Chem. k1l. S. S. It.) 4, K34 41(11100; cf. A. and Arbil-
C, A ~ 23s .1114, ;HHH.-r-Pirvi-01Y It was shown
I, hight,
IC. A. 33. 4410 thal ill Ito SY1111101111, ill Of
hunfolfte 14 c&tlxixy Idiuslihisk, oftillkilf. Insul the Nil
millml. fit (HU1110O)CIllmn" (1) 9/6 of theittitial
Insteliah tracts rutrimaily:
+ R ... Hal - (X'U)*P(:O)CHR-"R" + Nallid
it). while the other Is" gives the add ester and atkyl
halitic. This could be explaincil only by the ezistence of a
tautonicric form of the Na compill. of 1. since the (EtO)
. r
PONs from which I is obtained, is komm In 2 tautomem
lanns ($tmkrr end .1iiiiiater, C. A. 21, IW2; $telling.
'"%r .4 lite hill.'Whill tral-lialls filar he 0.0111tirti:
(WO)..
IltUNm1:CJICthR*' + bt-ital - OVO)WIlis](0140-
Ill" COW11 - R,01100)(ONA)CHU"UhIt" +
C
I
R'Hid (2). WO).11~0CHC(OKII)ONs + K"'Hal
(R'O)&P('.O)CIIR"CIIDJ(OR"JONa - (R'O)sP-
(.,O)CIIR-C(:O)OX* + ]VIII&I (3). A chark mWd
he Istedc by using an emer with 2 different alkyl radiralls.
Not camlil. of tip_.IhAo).P(.O)CIICChHt. bm 170-0-
7:
Wk I
ill' 1,111212 (0- itst. W.; A. and Duum, C, A, S. L1
210 1627) with Niel Pruduced 511% OW-BUO)SPOW
CI[MeCO,Ht. th., 165-XV. and W% Net (wb=e 1).
"list. so
-d W% of the acid ester and unexilectedly a
Met mid tims-Itul. Thus. the reaction is biably mmph
caled. vibich can bli vitlitained by lauloinellsill ul fill) Ne
"llild. 14 1. 'A by a kilkillic r%dialige I%( Iful Ili'livals,
iv
both. Thum, tile jusleve shows a great atinUily Ili the
cuol-ketunic lautunictisin ill tile Na tuntisl, of C114.
(CN)C(hil C011111tKIPOOd by the 1.11110111CW 811JUJORS, Suit
imakes claw the entire emrale of the teartion betwom the
Na comrstf. of I and AALkyI hafids,,l am-unfing to the Ist
2ndand3rdischemes. It ww of interi-st to study the furruis
lion of keto esters, which could be anakwously obtained
by the intefoctiun of (EIO)sllONa and helogm-sub-
ituted kelovest. Sylen (Studiror Wwr erfamisrAt r1wj-
PhOlOWN11dw "logo. Vill. Upiald 1930, 43, W-W) failed
its obtain Slit postudi rmniml. in lite srwti,m: Witt),
PON& + lifellCullh - lhltl)lPlJj)Cll,COPh +
Nal3r. The autlummobtained thsivoinfid, by this and the
lotims4int reaction: 1'(0130. 4- UrCII.C011h - HIM +
MO)WOO)CILCOPIA, b24 174-41% Alt 1.1stM. Thm.
eneverted into the Na catutid. and then tumted with
Met. gave a small lield fill Isrubalsky IHsO)Jlj:O)CII-
MeCOPh, bs 171-40 . Ph,PCI with Is-l-BuONs gave a
good yield of Ph.POIIu. th. 19H*. di 1 1.03111. This with
AcCHmCI gave llhP(;O)CII%Av. in. 73'; it gives no Na
LUss. Illaw
To-
F_ w "i 11 1 411111 LIlpt 0%1 All
U a AT ci is
M, A % V OW 0 m 6 1 w IN 9 is a -5
IT cf It 009 K It gas 9 K cut a Is of A I Is
00 0 0 0 00 0 0 0 9.~,
1,00
1.*6
.90
xes
z*0
4*0
0 0
log 0
"Ille

0 so m U bi Is Is U a x a it
I L -!J- a ,
A -4 n It P,
MiA rUQ1 70U
-r INV oftelef 1-D AND 01. k~iip~qj
00 Pilot
-Vt.-
A

Tie 11110" "W of A. it.
W4 l4skSC194WO W-1)
WMSSIt iVR

.
f. Gdo. CA
)
skvhoiom Imet to give a. plinci

silkyl p"bitte (1) &M 10-9-
h&lidcS-

0* a

i4 by 2 ermAIMS! (1) IU ot Mat'
Wtesip (2) thermat tie
mid", immimeta witk ballidn itt"i
I

law"plimAtku, elk, VA'"ll-linx to thli rituat 0%,
+ + K X.

vulent 1'. the immirtilalitlit
derivs. of QuItUll't
f R'X
tilt
uantit
til

.
lititall an the ttt
nil,,
t q
y
1twuldhe

( R' j'
Wkjfh
0R)1
J
h

-
CW 0
b
aV
(
Jt,'X Where k' it lkikyl or lklyIL '11'r jilk.""ll palwl I-If
s the riectim between PhpC1' (11) and lift-ON'a

c%m
which yiekW (kt CIft-Ord V11NOAtch 111) 41141 at-
I

t was addrd
WN101vomome (IV). pleThly '160.
00.4

dfull*Lm to dty WONa (fim
Id.9 K. Na) rilytt"I with

NO re dry HtsO. itivins it Yciltier
mixt. with the ertalitit"I
00

4 bmi. The Two day the Ht,0 I&M wnm
jklum) all,
0

10Y
A
~

the Ro.0 diiKd. wild The rwaidual remirikiii inixt. i-xiti.
with the atio. Mier wirerw kWh Vitaii. 4h S. Of "dUr

O

i" - the Nw. Frairtimal distil.
(V) swa tilitainind oil is
de Ij aml 2111. mWe IV. 111, h,&
c
10

p
0
I

cu
-4 V pvt
p
101-21, d: J.11w. dv U"111. at I'AN), gave a rival.
H1011) sddn~ prildurt with C1111r, m.
(fitatm ashyd

.
40'. IV. kho INA-W. dil 1.167,15. vi%t 1AXIA). m liv-
HCI isave the know. PhMel-0,11. Ill.
with dil
i
l
d

.
x
ru
ys
13.3' (Inwn hot HiO14). Lewis W. Illitz.

a? U a At rig
0
-00
406
roe
U wee
r
0
ISO*
0
tiell,
go
41
wee
1.10*a
U so AT tail, 61~17
-iw _i ...... L - -
of a a- -a-
all via w too
3 9
1 *
go a 0 Vo 0 0 0 4 0 0 0 a 0 'b 0
oto 0 0 0 0 0 0 0 0 0 0 0 0
0 0 0 a 0 0 0 o o * 00 o o 0 0 0 0,

I
0#000000 000 0 0 0 it

is

-80
~

Ott
A
I 1 4
1 1 -,1 - i ~ --I- A, -I -A-0 A-
-A-AL--A I

J
4-

A

009

4

at ftvhiW' A, Arbullm SW li. Pt.
"Wj- 1

"00

00
e0#

L Als. J. A 00W Ckft. El. S. S. R. 7, MO-T(lM)
r

-
. almost theoretical rWd of jurfural is obtained Imn
.00

go Ar
I

straw, with 1141K)a as C$WY$t at 8-10 Cut- PS, tv-

0 *.r

with O.b-2% acid. The yield in the prevence of 11*IK)i
000

41.3

i

1
lower than with HCI and 11404 h ki der
tI
Th
H
FzMhMhr(x
=00

.W-
c&
eavp
ono(

with the other adds:
ield is
1=1=111. .1 Ni
and its
ualit
he

r
y
q
y
g
di
b
h
I
l
3)
h
I
2
h
i
W
C go

s-
e corros
t
s
t
e
on
ess; (
er; (
) t
e app.
g
illates, so obtained are characirriscd by a loAvr acidity,

Zoo

which Is also true for the residue; (4) II&PO& Is not cm-

1
~swned in the proem and it can be re-uscil. The highest

furfural yield was 9.3% from a straw cmts. 9% 11t0,
s,o*

The
straw left after the plot Is not carbonited and re.
i

Was its appearance.'and it can. therefore, find other
;
00

al)plicatioma. HjlKl. may be used an a catalyst in the
ago

14"It. aLlWural from other raw materisig A A. H.

AIM.SLA
OtIALLUR KAL LITIERAUMNI CLAWSWKAIW*

low, *.low

-00

d4l Olt .31AII OW a.. ist
VILAII(WC

W AT 10 U

it 0 Of
T-- I . I
IN a R K MW a 1 M L I a r.A a W 9 1 IN Do 9 a a 3 1
i A-It

I

'
W:19099990699669*
*1
r-
!

1 6 1 1 0
NO.&S. units
j
4 it it It W It I) Alp
it ji
1 4 t, Lffl
M i A
M
%
JL
L
W
L
'A

4
-
,
L-.L--d-s-L
-
-v - A-
-
-
-
Ki~

POOC151" Ake VIOP1117,15 U.

A#AIW Ckw. 193) 2. Ill. 1, 831
701M.5). A iuriluml

of obWaim finfural Irm rye straw with l1&P04
as a

catskyarr bas tiera devvk4wd. At -"nwy wesslite thr
a
4VtlMlt
ilk IOWK thAU With IICI and lisSO.; Ott ekvatnl
- I
,
l
Ob""
Ali
i
N
10
) i

-
.
~
~
alms.
t ajq"X
lWir"Ures (
y
t
10%). the Avoca. of the avid tWjj1A %."y I'm to.'. 41

Th~ use tA
11fro. lead. t.. 111ch" q'salkyof 11w

to a low &xorruslon of the
Cu waliq of the otaiii-lave, lo A

lim acidity til the tuaterial
obtained; the acid can lie umA

repeatedly. IMe residual straw
does not chitiogr its mi.-i

Aspect and cousimlesicy and can bt
timed for irclink-al
of, a
pu S.
IWcantwuswaW(orolitaininsititturaI
raw nimlvsial~ (tvan. sawdust, tic.).

!qp,
A 1 6 - 11 4 OTALUROKAL LITIMAIUSt CLA$1WKAT1Q"
U a AV M3 It b-1 I
0 it It is of 9 0 111 OR it 0 ff It Of KLD 4 1 34
o 0 0 0:0 o 0 0000 0 o 0 0 0 e 0 go go We
00 0 0 0 0 6 619
v a or 4 o a d) W a
C-A .-k k f 4-A- L
-00
-00
-00
see
roe
'Foo
roe
Ago
~66
P
At so
Lee
.44.,
AA I I I tw- m's I a -M q -go -1 WX
dft*~
00 00 0 0 0 9 go 0 00 of 0 0 6~
4 0 06 go 0 0 O't

0 0 0 0 60 0 0 0 1 0 s0 0 0 111 0 4 0 0 0 0 00 0 0
I kV: 11 11 11 if It WI? to0u11 PS is V It 11 11 It W 41 14 114
to 0 01 4! a) 41W
A L s LJ I -ft i k L a I( r a to I, ivv -Lk- -AYAA 0 CL UP14 d
a s 4 1)
4 a . I 1 1 -- '~ :
(q 1, 0
'ejphooWts toold 00
CV Aldo of be" Ga sth
PM". A. IS.*
the saft of
C11111 with P(OH01 (1) micts &~S; C1411 Hit +
s@ ICII.Io0(oRt)j (ti). und not, as c4mid he exitected:
CHRIS +I_ 2Rtj + I (Rio)gpolletf. (it[). AttcnipU
to obtsM M by iptemtkm 0( It with (Ht0)jMN& havv -00
11 vdth (Eto),110K in 90% ate. nve 110C".- -00
p0(ljj())$ (IV). CHII, (24 gj with IA 91vr" heated
to 11W, w%d milter the exothenuic fractitin WtIs C0111- -01111
lArted. the fewflkto pcodLwt wea redistd., giving IXI% zoo
11, Its 132% d: 1-691,d:o I.GM. IV. Its 72% it: 1.11726.
Imulted In newly 11,11% yield when 30 K. CIt Is it, 10' ISO*
- 0
and 4.--" a. K f.
.JC'. Ws" added to 15 X.
lit.o. IV. AqXWA. by h-thill in a ft-Alett tubc at UW
1,11.4 111$.. gave 110CHIPM0108, tit. 144.b-0'. C. It. go
Veto
ice 0
a0 411
ttOO
CT-/ 7 93
lKi A j aI I. A.111141ttt,1061LAL 1.11110%,111 CLASSIMA0009
a J ..' .;
S1100 it 04- J I
jkq -t ow o a v i or e4 s a It 3
0
a cr If it (a W a of ct rt If a1W ft 1 :14
0 0 st0 00 0 go es 0 0 0 0 00 0 0 4 0 0 Ole 0 00 0 0 0 0 0 0 0
0 0 9 0 0 a 0 V
t
0 0 0 01 Q 0 0 0 9 0 0 0 0 0 0 0 * 0 0 0 0 & ois, 0 0 0 0 0 q 0
0 0 4 0 6 0 0 0 0 0

0A
**A
00
00
oeu
.004 1 1

0*000
000*0 00 -0

a it va x III j? R it III III v 4 11 Q a
I J , . -
a 0

.00

.60

-00

-00

-00

welift -by

-00

-RIL

a
xvmi~ IIWA

Oft of DOE;$ ko.
at 200*

vidd 34 VI. SW
wk
XMIEDY - #"W-indole,
"
W
N

a**

A. I . .
I
Sim"W)"
'A14 WdA .2.
N N3c3bjk

oo
1.

( . - 11 13401 mw.
7'
NHPb-WXPkb; m
i

I

, S
3-mdhji,
l~
im&k, M.P. 112-50 P
M. 139 R. T.

=so
-IL 84TALLUNCKAL LITINATUMIL CLASSWICATION
slow
MIKk L
qb U I AV 10 Mj,'
eg
0
too
woo
Q"v Ili----
I I fw 0 14 w I if 14 5 A 6 3 0
IA I

9-9 111-M Is V W WE 1w
-low 'a
A I I I to it it is U is m it a I
A Ak-11--l-12 A - _J- AA M CC UP U 4 1 1
A all .?p
A
L/
The efti meant of cycloblutanons and its conversion
to the etbW of Cyclobazenot.- -A. H. Arbuzov lind H. M.
a Mikhadlova. 1. Gew. CArlm. (U. S. S. R.) 6. 31111 '1 1; -0 4
(10Q.-Cyclohmnone (1) dom not react with 11C-
1(080, (U) In ak% without the addn, of a Mal)-m. The
reari km inarts with evolution of heat an the addn. of a few
dropq of rom-d. WcA. The Ht stvtal of I I III) i, lw,t
p"14, ~y nditing 1, a avid a few dtop% (if INSAI, willmill
life., *1114V 111C~ KiVM riW In 111PIONSililig JuM4110%. I
010 x.). 120 it. It ¬ 3 tv, 1101,11 did not irart within 1
lit. Addis. of I drop Ill%). ink lated (tic react kin.
Nt-uttali- zoo
00 a z4ktkm an the following day with UtONa slid Ira.-thnial
dimin. gaire M.2 g. III, Ill 04
00 a -5-5..V, d: 41-11:1101), z0 0
I IM. Toelinflitate MOII front lit. 40 it, 1,10, WO-Olkh't
IL"W"Sall lxwt k,lkq it) a ull% 1. of 311 M. Ill and M S. pyt
Idille.
Rrfl i a water Wilt rof .5 1114., Irill"Val t4 the P'(J.
1.vyrlolu,%~oyl lit Mmi.
x d: 0AC36, d:- O.OW W. lxwis W. fliltz
W7
Alb
1% Z_
S a. I L A &ITAMIrGICAL UIERAUNI! CLOSIFICA71"M
ILO 0
lie
it" 44
U 1% IT W3 1% An A I a V
it it to 14 4109 it It lot it It It it It 4W 11 1
0 0 0 0 0
:A o 0 0 0 o 0 0 0 0 6 0 a 0 0 0 4 a a's a 0 a 0 0 0 a 0 0 0 0
0 G 0 401 0 0 *1
7

I T_ ~'T T1 VVVt_'_'__

; f)
6.0 Ave 0

6 0 0 0 0 to to 0 6

03

1111~34tll,l tits "A
ll If jj Al h J* it x
m
IV if U 11 m A k 11 it a,
41 . of: 0

A

A-
I
_11. P_ 0 4 1 T Y I
CC DU U
JL_v_.A__AA' Do Oc It) U
A. k a 4
.41- a-Ai

1%1 INS! 24P Cart"

If
A.9 -rlf is - I

..99

-00

aramdc ullimais on cthjI h)rpo-
'!OO
,
M

ulay &fill It. I
. Luxuv ill. J.
A
"
is
l
rivx7r

go
00

-
).- lit hylkl-
m
,
m CmMf
27
158
l
1
i

me a

1;:
W
1
l
i
.
r1hN I.. P
4-faylidifir and O-COLNIl
MCC
HIN111
1
3

0
:
O
1.
.
s
,
O
xavc
liq~& cryst. pmducts by a viclarous esolharmlic

'00

0

gralict C~iitoflem clyall. pniddets am not 111v V%-
l
~cvtcd aryl mauddes d (9101,11(JIMII sim-v khrio lit tqwi -
1

-00

,
triadiffermill theMuct (11) liation PhNiloisivol hirsilivol
N,
isioithar(RIO),11 (lit,
A'
U57,J
26 2937
U
70
6
h
I
l

-00

#90

-
1l"1
oill I-
in.
.
).
.
; litm
.
*
t

- hapin 1.3 4 -%vlkliur (IV 1. if..
UlWo. 74 -.'v
i
I
0"
A
1
I
I
IV
V
11
11
~
M

zoo

-c
1.40
PI
. ill.
. H
I,
.
mod
;
. 1
N
,
age ". lit 8180. Off and 111111, Ilismilve lit fill 1.41 ."ill

lmry truip. Withimt glecluilpil. to Siva: machl mahl'.. All'I
Alt

'00

lImpanlactuAby The moistiurol the alron bmsmaisdiiix maid

I-10110 Puler. AijulTsis law C xmvr vajimbla, ormils- Wil
'
I
N

wror mii-l- mo-
ogettl -tali a),--
am
Ilir whirs tv
suil

"a 0
00

Alk-111441% M., 141141111161. It I. Alwlll,l. by
Kalil 4.1.1
,
*Ih
1
i
PhN
IICI
h A
Cl
h
I
F
k

*0

,
v"
w
t
v
iatis
14
&.
'l k
,
W
s
W11):Nk is tentailivrly mqormed law II-V. Tlu- filtall.1
-
waicis
,
a
th
t
t
j v
uvo
i
n
t

z;o 0

oc
s.
a
4ini
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nt
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t
x
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tiv.
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o

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ToWLS I (C. A. 23.3618) was addM5.7 r'. illy, IlvQ%ly
'
I
1i
i
di
d
91(
IU
k
1

00
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M 111
tCF SM11.
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TMt
%1. R
ll t'll
st
.
lla
j.
*

vvvinislit slow emil" to - it)
Suvr 11.11 Ic. If (14-clyM is.

hasin Htjo) and
14A%.IiqWdIlIudUi:t%.

0

t.'o 0

t:0 0
00 8:

voo

'7
AA NO 0 4 1 19 N -3 ill
WID n a 1. 1 S .

v0 0
0 0 0 0

of q it 1% It 11 Fq
to 0 a o 0 a 0 4 0 0*6 0 0 0 0 a a 0 a 0 9 0 0 0 0 0 0

4 0

~

0 0 0 09006100000
0 4 0 0 0 9 0 0 0 9 0 Wo 0 0 0 0 0 0 0 0 0 a * 0 99 0 0 ei I
OLP 0 0 0 * 0 0
x I I iv I IS co 10 31 12 IS 34 Is 36 v A 311 4 41a a 60 4
6 r 11's7 as Av a n 0
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S.ft oM
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0

001'
'
'IV 'It '1110 1ATAIll III I 411A% 0130"

1

.1 i. 9194nm
III
Irt I' I 1
'
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1

.1
.(?t Ml
13,10
.aAIN 0I)l All, III I(IIIA li.1119(tA

a.,pt o1 0,11 (q pmeAft,ill

-Aq Altsim if puy pliv if R11,11 8) forl
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W-drid-P4101 10
.i

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-oltur Ilvm put !qvilitIdlia
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t 11-fift
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hS.3164 NUUAOIICJ 4-41 %IM1Iju%40wj pallwj-.(q q3lqa tuail

*111111 1 ims 01 uvcLall a'% tijj qilaL wom (1) rstlqdsoqcl
.

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mel) t- M., I
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iq
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06
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o
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r W. Ir
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o
4
0 0
0
6 &

G
o

-1 a
VA 0
0-0
6-0 0 110 0-9 0-0-9 0 0 0-0-

so it f I a 4 1 4 1

1 0 to
OJU1114114 site ts a
A
F
4 A I I U 1
1
11 SL 4 1W A is 111 a Is
1
L 1
1
is
I
me 11 ji It
Is aisV 111 to dl At as 4d a to

0
.
.
-
1
1-
-AA
U
-
U
is,
,! cl I wtll S
0.11471 Isis AND P!Lc,!

III d
, o A. j

to o

A
As
4.

.

l
;;;
~Wfl
b1
d

go

e
ecc
on of
dou
Medutalm at the ractisin sir
I
tneW derivatives of comp
~gn d a i 9 A
,
O
39;

00

,
in
ff. .
M Arbuxov. Trudy
d i
b
th
f
f

00
06

e
oun
n
e
211-40.--61w no yatis
actog answer can
-t
-IS
t-
i
t
l d
of k

f

4

a
v%.
r
t
u
et
litntature an the structure me
and other tAujointric conlIsdo.. the inechanhon of I Ile dou-
-
i
IL
I
h

-00

-4
*, ut tautonteni w
R
t
Y
hie derarnpo, of turtal dM%

aryl halides rentalits unvDlvM.
Proof of the rxwt-n~v iJ

-00

an equil. system of mctal drdia, of tRutomeric rolnpl~-

0

would he very valuable. The author's own exix-nitten,
1-71-
haq)hitc* (W
that the reaction of dialk
l
l
di
t

.00
:

"
ca
,
n
e
y
p

fto fp

0 43

I-
Pr, lio-11r, lm-Hu) of metals (As. Cu. Na) with triary

methane
halides or with chlorid" of sodium malonic esivi s

arc Very
similar to the reactions of ket"nols and lactim-

.3

betarns. It
is established that in the reaction between

alkali dialkyl
phosphites and triarylbromoinethancs these

a00
00

are fanned free
radicals (e
;~.=hs:nY1cthanc

e 0

00 IN

;,
Ix-roxide) &oil also. prolla I
V

'
ingtothrequation: 2WIMPONa + MCI% - VE101,

i
ctoo

aintif
1101, + 02C11h, + 214al1r. This fact cannot be expl

0

tin the
basis of the prevent conception of the nierhankni t4

double
decouslin. reactions. C )mplete details of the

expist. will be
published later. G4 rclt~mccs.

Bruno C. Me(aner

1300

j-

METALLURGIC.L LITER&TUNC CLASS&PICATION

0
%viola Nit 041 "at
U U AT 113 it I
0 fj,",ml %Nod D 0 5 -1 Mr 14.3ag 310 via
.A(
so 0 0!0 0 0 o 0 0 0 0 0 0 0 0 * a 0 0 0 *10 0 0 0 4 ir 0 0 o 0
0 0 0 6 0 0
00 0 0 A 0 0 so 00009 99999816 -0 010 * 0 0a a 9 * 00 0900000
see
U411

4.4
psocit"I ^Am poeve 00 fooil
JANUM"fM at lung; A. It. JUDUMV. BX11. ami
V. R. S. S., C74uj* A.-evow. 1040;1"(In lWilib,
104)-With the aim to establish the minictum of lutin (1) '00
the trityl deriv. has Wen prcpd. To 1.02 C. P14COr (U)
in 16 cc. dry C411# Is added 0M5 C. Na salt of 1 &ad the 000
mixt. warawd for 30 min. on the water bath. Crystalt '00
Irp from the filtered voln. which. togSher with the residue.
are and. with ether. The lot fractioutyiddrellowumdles
(IM wkrm red crystals (TV) am obtained from the Ust
fractions. Both forms of ".Wi"s m. 2324*. IV
turns yellow shortly before melting. Ether (I ce.) di&. V
00 sWv" O.ODI C. of IV and 0.022 g. of Ul. Ansloms cv- 'bo
a sults am obtained when U or lIbICCI macts with Ag
00 deriv. of 1. M and IV give with PhNIINH, at lW* thk. 0
00 pkewyfkydrawwofiritylissUpe.ni.231-2'. llydrolysisof
III and IV with sq. ale. KOH yidds I and MuCOH.
00 ro C~p 0
r
00 00
'00
00
,ass
CsL,
A
too
L
8"" "it a-* Got 6111111 Got OWWTSI
IA a S 4 Do 0 x v I W a 0 A~e 9-v
u it so a'
0,4'0 0 0 0.0 0 0
0:0 * 0 w 0 0

0:900000000
0
U N 11 P 0 0 .1 41 U 44 a 49 $4
A CC ON ~ a _ a A 4 A
PROCtills 4.0 'hilt.
P3 lead. A
A le Md F."G. '11slitova. 0
L AftPAM a .1R.U.S.S.,ft",
Memo sei. them. 190. MR-43(in Ungliall, 643-4); c(.
Cf A. 35, 24KPi--Ilic traction tif pyrocestrehol and PCI,
with the feenciation of Coll.0,11V (1) takes pleace in several
00 4 Alaps. line of which is the formation of p-pbenytirree phos-
phile. I was obtained by I lie following lerticedure! a -00
ittist. of 2clel 1. pyrocaft-chol (I mot.) &M 374 If. PCIA (1.8
Word ether milits. steer diOll. 11111 the 1-iduld ProdUct was -
vscuuni~lissd. 111t JUft 11111411JO Will 1011WAMP4 Vkh-
wait bleat"I Aewly me a eclyct~"A Inch In a ttask I
vacuum~iWir... 'Mr virld .4 11 via" with the -00
quiplied with a teflux roudeteslet and C&Clt tutv. 'Me lover"
ilk,&) Irmit 14 .1111~ .I ibeivv. They wrtr All
00 1 select IlCl wa% alw%tarbed in a Wixilfr bottle conig.
little. all, -00
The loth Irmp. we% Inerrawd slowly to 711-01' as entire
114.1111: liquids skied ca-My gave interiti-
110 was rv,4v"l. Iler IICI ev-Julkin slopleed after b-41 halogen
malt% 44 Cit. The File rAtel wx% L;I*o highli, fr- Pno*
0a tractive. The malt, 114%. cinisl.. tit It arr: R
JIM The haill terrep. was ihenreii-M for a abort lierind it, -0
I t *all in. 130-A, Willi
ho TV. ill.' X418, Wapil; Cull 0
0" its
:Hiciii tit rintut fertile, The trar(Itnt liculuct wait
tiatially He. It,, Fit% tlO nei, I.-MIM; Culte, no 0
0 rank(ormt. while %iffl [lot. to tulk-,l Which wrrv hieff
fill"I lilu III, fit i1'". of: 1.12hMI, 06%, IAMI;
0 V. .00
&till ticaled. Tier itilwit w"r there heated to MI-MI for Cul
aall, fee. 134". 1N)44. It, 7.1 4'. 4.0 1.1171, its,'
I.,
4-A his. The traction ptcuttict well, slow distill The 724* CuCl
halt, ice. 143% Col -All. tit. 17A
01,1111 collective
00 -a riterss of I"Cl, wait dioll. tender atm. presailte, and I
wait I.. 11P. (Ill 1. 11M. av CUCI salt, I It
diod. tender 10 Intel. al 141, in JWtfITlIy Peter form. It 'it
ItAll", m. 202". No-flu. Jet tit%'. if*. 1. NN" 01V 1,41Cf).
0z cry"Id. fit flerellro, Ile. 30% on ro.4111S 4W ofirn Inerely
One .11.6 1.011111; elect "nit. ~itllrtvd at tit. *.'it% [it'.
"0 he Me well I(I "let% f,uinrd i-mriu- pho,libillie
M ii
flafl-frithill ftflot tier rverlyrt to a flook. In aralrd volt- U
friftift" the lifixturt kritt eiril list till ludrdidir
lerriewl. arid when briefed with Niel and till, its4hes-dittla-,
The yk-1411 of I *a% 2M jc~ tit 01% r4 Ifircery- Tier alkyl At
IIW'4 for 4 .5 lelik. I'ler 1"Illirl- alt. e1 Y41, .441%, Tho
.991
ITYMMIerhol estetq cji.011"R Ulf of 13,110S vetm .1'. l'itfort
ill. *I* alill the Were, fill *.I%'. Thewc fultit"s voill. a of
tained by the actinn of I (in dry alcolcolatru in a (try ether
hinod Willi I tool. 4 140 eitilb HIK-tallillf cil a very 6141
AMm. liquidt. Mr
Iteavv ct
ittedium, while tier ntim. wo,% vipicieusly Stiltril. The a"ll.
of beat Mail (twilivil
11114i Cl! rilled clear ether miln. was Iwait"I off the ticea
111orning *',,I lie "in, tractrci with PlIC11,14, yieldinx ill
all ca-
. the ~.tllc v%iri 44 fivnivit,lue,phittic acid, Ii
slid the irsidur vAid, .1,41 tianc~ with ether. Tier role% W
A S a . L A 1_1)YtihKKtjj;4*4_t4 -011
3C
die
-Aire A I 'w- 0
6 U .0 At A It cc "1 131%
0 Is to to 11 at M Or a of a It ff it - c1
0 0 0 0 0 0 0 0 9 0 :!9 0 0 o to 0 0 0 0 0 9

0 00 0 a 0 0 * 0 0 0 0
"is
IT jo it R " )i AS 14 31 a " w .1
AL r a E F I AA IM 0
-00
00

ooo

-Lit
-00
*oj
I c
hol phospbome monachlorids.
Pteparadw of f

A. U, Arb= F. 0 valitova. Tramij. Kiwi- Inji.
7
CA
ih
r
K
N
h
of

em.
asam
o. 8, 12-15(1940).-T
t
..
e mixt. of I
l
f
l
f

1-00

so

ino
. o
pyrocatecho
and 1.5 tnt4s. o
PCI, (freshly disid..
'
*

60

b. A;
) Tons; rcduxed at 70-W
(or 6 hm iti a g1mrol bath.
00

0*

rbt 11C) cvWsvd was sentoml by absurptim in wairr.
At tbern4ofilictrartion the temp. wasraisirdto HAI, W.

1-06
90 a

After Icnininatim of the 110 the reaction mixt.
'
-00
ir

IOIJUI heated in half4ull weLk-d ghim tubes at 17540
fix
k',,ride
rm
s r"one
ho
h
5 h
The
i
f yrmte
h
l
ld

00
00

irs.
o
o
t
c
r
o
c
,
sp
y
p
1'0
RV
RV
l
t
di
d N
0 C
11 0
pr
00

et vamunt
an
at
stn.,
o
,
ill
4
~
o 0

,3
0
*

as A. A. P-Ig'.111Y

o

=Go

of

r-O 0
00

"00
VE
StIALLURCKAL LITINATURI CLA$%tFKATM%
AS&-ILA
r~ Wov~ taltil'? UAI'LWI Q41
Uvt AT Tr it to of A OF It IT n It I
4100 000 00 0 00 0 0 * 0 1
PTd. . . S r *0 0m 406 a 0 ta 00 a a40* ***1
i Z:oo
Coe
boat
Ze 0
roe
eq- - COO
kill, ow akv it-,
4D
0 0 all 6 00
0 0 0 9 0
0 sole of es 009 * 00,00 Is, 00

-'we-

7qp
7

(711

-
,
,
0 to a S I In VON1
a c
'a' M-`-
t~* ~ . I- z a it
f .j! f

.

R
I IT mull so Lliffs
$m

re

t
Aut"m owl

2%"S ON1114111

e
i

Ji

oon

0

fee

A4
Its
-
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AwIft
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--
l
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OmI

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Isola 04LL "14 All owl

.
-A
OR me As

00

At

I- W.

l

;Zwe so 04 0*0 0 0411910~9

so*

Ara*

I L It, MV"WGKAL LITINATM
CLASWK&TIN

Room SN"Malva Is" MOVIFIV

161000 who, env G*t-
41still dw off ask

S
A

"
o 0

A CS
t

I I . I "D ." T.

-06

r"Ce "at Ale.ps"Iffli "Ig

R. Admov.

m dwmi*.
Usk

A M

.00

woo
00

Soil

gas
Sed

logo
O*u

410o

ASO.SLA METALLURSICALUTINOWN
CLASIMPICATION

floo

Isom SIT1411"
Isom 190"Aftv
woe
isl* s"T OR

SUMONS Inill OK Oftv AS&

'
o

'
104
0 100-00
e
0 0 0
a *J

000400 0 0 0 0 0 0 0 0 a 0 0

-
:': : SL$ a 0 0 * L *: W'o 1 40 0
:

0100000 6 0 6 a 6 0 a 9 0 0 0

w4j w

L

I

0 4

flMIUI AS* "aptartis i"ta

T

o 0

egg

'00

go.,
fes

"d ad""$ asweveswais &I MOW NA961-vish

woo

h
i
h

e
Parusit an t
a. 2. w
t

th Gulvapay of Zi d6mvery of the rWuc-

see
so

of
A. S. Patil-KO.WL,

IW. 1".-Thr" paws of
ZWb. - A. R. Arbum.

eow
Zimis pWAMW Itt Gonma 1w IM" we Inmabad
Ititc

%o
So I
kuWw md c"wWand hm. Da"Wpo" ti So dim-

0

4t1 4d do
wwak dys*Wb 44W dwif lawrowkilot pmd.

00

of pw IS (1917-
1;=_-lRcTicw
Ibid
Pad-)WaWts
E
INS); A

.
.
,
. ~
%Abot:300; da m, - to tbik Russim literative on dyt.

GO 0

(
-Waft am lRtwu%t*%". . R Rathuann

woo

we

allss 'v III
4

III Aly 10
b. 0, It
,
.
0

0 0~ 0 0
0 0 il., o 4
i, _0 00-01 -0.016-0600000,06000666,00
oe . o Is 'o 'a '
. O.:,Ik IA
60 ~A
0~00000,0,0000040:,o Um -9 W0090,090009-00,04*00*

r _~ 16-6 e- 644 4 -06
OW11 I
J.
0
go i
Go
::
Alls.*L& "TALLURWAL Uff
IL s 4ITmjJv.
V
u is AT 10 a
; 0 a b p Op K
oil w 13 bi 11 ft v a lp 0 41 u kJ
L4b*dtw 18741-IM. Tm* mW.
1606. A. R. AYLZV. UjP*IAiKb4m. 13.
ven to tba de-
110*
Zoo
zoo
to
Fee
600
see
II**
one
CLAISLOCATICK too*
0 An I 1 4 fW 0 N a I N 2 1
m . n u at n I u

0

ox
000*00000000000.90 000 0000000000000000000
00000000900000000::oooooooooooooooooooo0000
I IT Cali 0 is n
:cup
Or m x I. . w 0 Fu a I I w u 1 T I
IST 1.0 m 1.91111111 36OLITTIN Sao AND 8" cooll"
W01111 ..11411ALI ~-0911
- --- -- *I

NOIATMAPHV113 bullivoull 1010*11111vall IF I Ia I IF ti
-.1

004

009

oolt

SOP

oo:~

000

&00

063

so

002

r 0 o

i
c. 0 0

00

00

1~ A
00

'061 10111A, NON
-Ai
tuaij*'*j" io'
VA
o juvoutdo
s

00
0 o
j
l
j
j

-ap 2q, ptly atp ;o s*3ua124.; putiapy3y aql.
00

roe

0

0
00
a., iv
A
"
1
r 00

0 are
of
1
A
w p tv It ev IN K a w a K A,I
0
0
0
00
0

to
0
9
0
60000
0
a 0 0 0 0 0 0 0o 0

sell
0
490 -4
01111,
00
*a
a a
A-111 J,
A. L. At an I A. 1. Ratunniv (Org C Iirnl~
S.S., (74w jei. chim. 1943, 1674I.-The r%tt-tu were
preltil. fly diFret action Of J-hpClj on the approproile alr.
lit (try ether arid fit the presence of I,hNhtt,. Nit-011133.0
a.). W, K. Phlich, and ful K. PhNmv, In city ethrr gave
W X. (70.5%) W Me P.1r, 41) 4 pjkeftylA~.P"~ - ~U a.
lin 94.5% d: 1.0%)7#21, 1:- 1m-,32. *I; i.bllvi. .1kow %t~
elder (11). lit, 1:17.2-9.2% (A met hy lphravlph~phiniv
1will (IlKnutriu-41 141141110) Wait 4140 olliallivil, I'mill It'
K~ 4 rille I ill a V10-cc. 1144 trilh I re. 44 Met wa% oh.
wil" 17,110 ff. of lite isnowdaml rilrr (112.51), the
141.76'. d: 1.16W. oW 1.14:16. xj,' I I 4MM x" L%2211.
PrOll (Mlig.). 122.0g. llhl'Clt.attd 141sYlit.
fractional dion., gave the Pr raff (M) of phexylphow-
Pkintimmis arid. his 137% yield 73%. No isainefiml mut
wft found. 'Me Ill is a rulotivis liquid, sol. in most org.
solvents. it: 1.01'WI, d.43 UJI412.5. x1t,6 1.41M). Ill (55 X.)
anti air equiniol. anti. of PrI. heated for 2.41 lit,. at MIAMI'
anti then mlijkvied to fractional dism., gave 45 jr. 1'r
riter (IV) qf rkn#Prop.Wp4infJ4xie arid (141%). li,i 11"'.
.1, LoWl. d.' 1 14,13. xj,' 1 '4117.10. ev4ebh,- liquid %011%
it 111camni odor: lit ester (VI) of phroylpho,phooon%
acid (40 X.) (pti-Wed Ilk. 111) son) 21.7, X. of litOCII,
gave _I(l g. S 1,7
Cl ISCI heatett at 81-M' for sixtut I hr . r)
Fj eiter IV) ef *mWjrJhArwlhyJ)Owjphixir atod, I.,.,
141.1.5'. it: 1.1017, tl:~ 1.0811. pet* 1,41111). colorless
liquid.
having all wint if ro--. V1 C.19.0 C.) and IV. r. of %I,.
OClI%CI WVTC 11VA1041 to 7112 10 sl=t lite T"ctitml, aild.
after completion of the reaction. heated 45 min. at
120* anti Then subjectrif to fractional di%lit. tit give
Fj "Jor Pf &"d, tit
A %a. I L A IATALLURCKA 1:1.4-#'. '1.' rokwilt-f, litinid illi
.1 C_Z_
ples~xml ollor.
51,104.0 boat 0" (Im
AT
-00
-00
.00
"go
so
.00
-a*
coo
see
Its a
U Is
11 V ew 0 a 11 1 w lm 0
0 SO 1, a OCK19111111 Kan Hol
OS' go 000OLS ego 00 0 0 0 000 0 0 0 00 0 0 0 0 9
4114111111111411111 6 *as** 41111110111

0

4
--- ---- 0000 go** Do**::* 0t
a : 0 0 o 0 o 0 0 0 04
lit It ou I Mot

-a
v 31 2 33 as bit SJOC41 124 Of at
L-A--1-J-.ALAUAMX- -A-A d -L.- A
lit A

PROCMIS No V1100-101,1S Vt.

'Do

-00

0o r

00

so

Prepwj*j% of 4.4'
"g. A. H. Arburov.
-V
i

.
" Sc
aw. ~wj. U.R.S.S..
'
i

ne is described
111
impraved method of 4 Chi
ti
v
l mist:
t
~

904

i
o a s
n
jk
t
Powd. 71AM (50 1.. 411
C&H6N (50 W.) and AciO (150-250 in] -, free from

)duriujj3-4hvs-At23-W*- Aft-2 furtherMiniu.,

0013

the mist, Is
warmed in &'~-W' (bath) and rapidIY filtered.
'
Coo
00.3

-bipy-tiditte (1) (19
Cry"s of 1.1-(Uacttyltetmhydro-4.4

0

13D-1 *) sep, overnight. A thin layer k 1.5 cut.,
*
"
Ila

00

,
t of 1 (2 S.) Is placed in a closed vessel also cuntg, 70
t
;

AcOH 0 .3 It.) and a stream of 0 Is In 6 bra. at 5W.
h AcOlneldwl
then NsOll

41

.
,
yields unchanged 1 (0.3 t-) and bipyridine dihydrate (I C..
'
'

9 re's

. D.A.
-bipyridine.m.73
m. 111-12% and tbevce4,4

6.
&SO-SLA SITALLURGICAL
1 Ile
Ir
0.; Iii
u w A, .0 &1 .11 19 Is SA AA 1
99 9 a a
di 0
LO 0 0 0 06 0 0

'N'l ,u, W

oR
WW

t t I

33 1,
"I
I vj 11 a I:

0011

06 4

go 4

00

moo
0o

=00
of

40
00 41

we*

goo

410 0
900
AIL

Moo

710 0 0 fp 0 'n M a ll'A 8, =W ~j
WO 0 0 0 a a 0 0 60000400

lee
loo
"00
!-so
was
%dl
1*0
L4 Tong" -0 j
0 O-Ob 6.46 0 0 0

...
R. le. 6. Kn., Belorossove.~ G. N.
"On the Isopropyl Ester of Phenyl-Phosphinic Acid,," Zhur.
Obshch. Kbim., 1945.
Mbr.j Lab. Organic Chemistry) Kazan Chumico-Technological
Inst. im. S.M. Kirov) -1944-.

-1 i 9*6-on Lu'la of bjnLe ~hps hopous ti-tidA/A:
and 0. N.
ol. --
en. cl,~G.7UTTIV -is,
r
a is
16 .-W ,ca iso-PrOH and PhINAle, in (Irv M20 are
c(x)lcd and treatcd with PhPClj ina CO, atill., ihey
form a
distillate, 60 of which is di-iso-Pr bensenephosphonile
(1). big 121-2R, d: 1 .0103, d'O' O.P952, n't"
1.15021, and*
15% iso-Pr I'llenylisapropylphosphi Ile (11), hi,
146-7-,
d*~ 1 -0057, d" 1.0813, n'.* 1,4929, formed by
isomeriz-ation
of 1. when I is licated to 160* in the PTESOICC Of
iSO-Pf I
(111) it liberates MeCll:ClIj and forms
phenylisoprepyl-
phoSphinic acid. in. Ot-2*, which gives cryst. Nza, K,
Ca,
and I)a salts. When land III arc allowed to stand 10
days
at To)in isamerization to 11 occnirs. Adda.
ri, -a little PliNhie, hicren". Iliv ismacrization to
957e.
hl. Leicc%lcr

ARB,"TEVIP 'A. Ye.
Preparation of -phosphonopropionic acid, by A.Y~.!. Arbuzov, T.
KonFtant no-,ra-, and
T. Antsy-ferova. Izvest Ak Nauk SSSR., Gtdel khim nauk
19116-1`11.19,51h.
The preparation of 110 CGH Cl12PO3H2, both by the (RO)~P and (RU)3
PONa mutes in tileir No
reaction with XGH-)GH2602~'Ii, was investigated in detail. To 8'
g. (ETO)IP was added
f- t~ D
drriprrise 70 g. ICIIi,)GH2C02Et at 120-50; after -Une EtI distn.,
the produclu was distd.
in vacuo to rive 3~.5 g. (45.B%) (EtO)2P(0)CII CH GO Et (I), b 10
1510) b 2B7-~,'~),
1.1172; hydrolysis with HC1 in a sealed tu hr's. at 12CY) gave
th,71'ree acid
(I) m. 1700. The difference in m.p. between this and Nylen's
prepn.0,1-178-W, C.A.
18 3167) is unexplainable. The free acid may be also obtained from
the tri-Et ester
by heating per se to 2600, when 3 moles Of 02114 are split off in
4,,,hrs. and the resi-
dual oil solidifies on cooling to give nearly 100% of the acid,
m.1700; the acid is
sta.ble even to 3601. An unspecified amt. of a by-product b -5
36.5-80, was obtained-,
this substance contains '2% iodine and does no'. wet glassy ill
identity is unknown.
W~02POH (36.5)9.) was added dropwise to 18-5 g. EtONa suspended in
dry Et20, '-dth
PONa treated with an equiv. ant. of IC"ICIOCNEt dild.
coc.-liiig, the resulting (EtO)2
with Et20., the rLbt. heated o.5 hr. on a steam bath, filtered
fror, e NIaT ~17 4 U;j
40.7%), and the filtrate distd. to give 23.5 g. I, b1, 151o, do 1.
1162, 4 1: 1,)l
ana 33.2 g. residual oil. The latter was dissolved in H20, exta. b
times vith EteO
(the ext. on evapn. f!ave only- 2.35 g. oil, which was free of
halogen andwhich on
hydrolysis by IIC1 gave an acid m. 148-5,R0) and the aq. la,,er
acidified by 11-SOi and
VI-x)roughly extd. iuith Et e Q
0 to give 24 g. viscous oil; on atterpt d distn. in vacuo
2 Ue
this yielded 10 g. EtO11, after which the distn. stopped even at
2500 bath temp., at
Ioqler?

which Poirt decompn. set in; hydrolysis of the residual o-J-1
b,,r HC1, as descr-Ibed
above, gave 13-35 g. II; thus the botal id.eld of II was 69~`%
(Eto)2poll (37.5 g.)
ZL~O were treated slowly with 1C.5 C. I
and 1~-5 E. EtOll in 300-400 ml. TL K in thin
slices, and the resulting microcry~t. suspension of (EtO)~-POK
treated drapi-rise irith W
62 g. ICII Gil CO,Et; a mild heat evolution took place an- the
reaction vns con-
2 2 1 -
pleted by warming 1 lar. on a steam bath. Filtration gave
100"S' KI and distn. of
the filtrate gave 54 g. pure 1 (85%). The distn. residue on
hydrolysis gave an addni.
amt. of H (amt. not specified). The distn. residue in the
prepn. using MO),)PONa
was evidently a m,)no-E'U ester of II (either C- or P- ester).
Such a product may be
visualized by an "abnormal" cleavage of the hypothetical
intermediate (EtOY(01,1a)
(CH'GH C02Et)I, so that EtI, rather than Nal, splits off on
hcating. The came
proguci may be also formed by interaction of Nai idith I on
heating, resulting in
displacement of Et by Na. G.E.K.
,,D . . - I q q.G

'.,-A-.-Ye-.- -- - -_ - -_ - - --- -_ --- - - - -_
"On the Reactions of Halofen Derivatives of Triphenylmetbane with
Silver-Salts of Dialkyl-
phosphorous Acids," Iz. Ak. Nauk SSSR, Otdel Khim. Nauk, NO. 2,
1946.
Laboratirmy of Organic Chemistry, Kazan State University. -1946-.
Won 1946) Stalin Prize.

It lltlml%UIYN-"x flu Asin b A
-A- JARL. A I Ir T I M. A- IM-11
VIOCIISICS Me ONC*tOuts ."Is
cbk.,-. and
ail 4231 Mbut? 18w4141 Q4340
i-A -1-A .-j 1.t' .(-I- k_4_1__A

an tantit of
dj"hjr*hoqborvw acM, A, H. Arbuzm and V. S.
*oil
Abramov. Ismaj.
Akad. Nalill 9.S.S.R.. Odd. Kkin.

1,
Alauk 10", 2234,-To (EtO)jPONa (from OA S. Na
4
d 2
H
TOIf i
60
l
O

an
.
t
n
nil. H[jO) was added slow
g
),
y
r_IIBr In HtjO.- a villorous action ensued
4 S. U

and rapW ppig. of NaBt tonit pUce; alles, the addis. the
it
inixt. was bristed 15 min. an it water bath, the cooled

tinixt. treated with HgO and the org. layer ev*pd.. giving
4
crude (1
95
ure$ (CII(CO
9t)
73%
idd)
(1)
I

.
a.
.
g. p
.
.
,
y
(
When
Use of (BtO)"K in a similar ex
t
give 867
1

.
.
p
0
I HtILNC)jCIICI wax used, however, I HtO)IPONs rtacted

ul:
~Jowly and required 2 firs. boiling until 2.75 g. XaCl

'

liptd.; in I expt. the org. filtrate gave 7~
1. in other
Throsanic result
I could not--be Isolated at all
cxpts

.
.

was obtained with (EtO)sPOK. No other identifiable
3-ubstances wese Isolated. In an attempt to drt. wbrthn

the
formation of free radicals of (Ft(hC) and PbX

(previously
observed In similar reactions of PluClir

(J. Russ. Aw.-Clsem.
Sw. 61, IW230P2V)) jvmvdcs

the forrutims of the diuscric
products or the former arise

from dk%orn. of the latter. the
following exits. was per.
\'

fanned. To (EtO)%PO
a Morn 0.0 a. Na and 3.7 g.
090.1'011) Its Et.0 was added a inixt. of 3 g. (FtOiCh-

1
CHlir and 4.2 a. Ilh.Clir: immediately the gold;u color

cif
J'hC became v6ible; otter brief standing in contact

with air,
stis abund"t Mists. of (I%C)A, in. IM' (from

M0111), lfx)k
plitr. M-1n. fit ilk, fifirair giave a krMll

.4 1, "1 . 7444.6'
(froin tilt. FtOll). %ItKv ws

I'h'CCII(C%Fl)2 was found, It was
A"It-ludril that lilt!

vottl*- W the Traction IV must M1111ka
thmi mote Pti.n.
I'm I L 4
OZIALLU"ICAL tjjta~ ut NaX and
formation Is! hm 1. 0. hi ~ K.

-00
-00
-00
.00
are 0
=00
00
000
got
9
Use
*0 0
L
1k:
r-1--T I 1 4 K "5-T--r ZL
0 N 'I W
0 K It 9 KID n I Nm
0 00*0090006606*90606
00000616:64: so as 00 00 000000000 *_9 0 0 1011000 * 00060 0 0

1 9 10 it it 11

4 it
all It
4
did
u all 0 did

ad D It If ill )a

4
1 41 41

L it J A

-
-

.

I

at

-
'

idde by
dtiall Dipuire

di dbilk
t~=Itlid; abuchit Mn,l "tic or n, of light, A 1;
I. it
of tho combin't ".

.-fq

.00

#;J; . d.4j. lid. 1'. U.S.S. 54..#Axl loll I lit Jill
till 1.11 lik III

It

1,11c.. A641% 11my late I".. law"Ill. la.- I--

o" it IV 11
ill '41111 it fall till, III 111, 11 liquid

R 0

.11111hil. IMV,-, lit.-. Mv. awl
ttl,l Wa,
t
i
t
i
l
d

00

row
k
n
at 1111
e ati
l
vrry
Oxmi 24.35 cast. I Ymt mall Awl,fnm (C. 1. 29, N'll".

Il'ills file rmitivilev.1f
V It 1-1 1%, L~11111

Oki lilt-; the 11 11 x1mll. It( Ilar- ml,6 1111.1vit'.,
6
t
l
I

.w
.,
t
.11 ilit"It.. 1.1"110.1v 1111"Ilgh i
.
lit Ilia- tvJw P It, . P fir P It .0, 'I'lle P It Imml
0 It I
11
1
1
ffi

T

t.111.
1.611 1
1,
l- 1
1.1,failard i% nalrom-1 alld le" dg
lit fill' 14,lyt' irlic b"111.164111 of Wawa all't 044-11A,

but 1, 1 ow likv
flit- 0 11 ktwl ill riog A Ii.m.1
I

roe

If I,
W.4. 111mv fill 11--40 M '11.411 1:M11 vit,
%%VAkq,r and mm. 4111111w thall Ow LNE" cm, I lkill.1 0,

.90

1944

%Crvnt ill 160CL. Thi% dimillittioll 11111 for vallmll hy Ol%
......

milioll (4 the C- 0 frrqltciicv ill f.ttiv licids wilvil flit

Ilit-
Implati'm of file ImImIell-
ill
V - 4) Itto"lls talLm Iwitt

we 0

lit dt
11131 6,4111 (Cf. N1 1. la w%. ( A, 41. I.W.W.
J
,

alul 11alml vl~. .4 unmnt l."TA

goill

0_tml at alm,41t .309, vut.
l l
h
l
l

00

at%
it
um
am
I1 11 frequency. Init IN% type ill
-
them, avi& piols
Th
di
i
i

at,
mi
tip.
t
c r
Vharavirri.fic 4

MIN bVill It 41111Wth' M 4L IfitIH fit' 14119 11114"IbIll tilt'
If I if
tilt. 1%%%t JikK%iI`JV 101111~' I 1.11-:111V

woo

it ~v am

3_12- V

A' '0 It

ad I ill
04 5 Ad a

1 0

P 1' 11 00 9
0 It It 0 K 0 111 It 14

biW 11 1

; ~ - 4 ~ t ~ . . . I 1 0 *90000
~* _i0 0 0
01VII4 1116 oft
4 1; x a it U u M a to V Is It 411 a Q a Pe
A A.
oil .4 Cii; -00
40 A -00
9 Ae"al 1-browo-l-nitrokY A Ph- .00
r. A a Atbuim. B. A. aSupda Lugov
oil 9 a. Diu. '". sa, U R S S Cussil sci. (Aixl. 1047.
040-A & ffifi~:K& ,a with iato).P
J"(lu Russian).-
not glong the Mot -P-ted fornuttion. of RCII(.NO,)-
*41 i I P(o)(0901. but anomalously with forcri-tion of M.P0. -00
041 4r as the only identifiable product. evidently by a mechanism .00
It of the type priviented by Aku mil Wilm (C.A. 34,
04) aw) for the tbn,.w decompti. of bromooltro derivil. ago
eel tbrosighlithka"machaulam. Tbeciver-allreactiontimy =*o
it, 0 be given br: C11,T10101 - ell-/, + lir + N(h 4- MORI I a urmaid.
and pttmismi to. be "it lilimilg,
If 141, Willi not 4"1111'01'4~ imilli. #.( ~11PVJI 141.144 4towi, IVI,
*(010JI6, Tim itli-
:41 CISIX, Mh + NO 111 lit I use
114 1 Still
Ithatle ]MIN git-tils tit" "tit In Itsell 04114 lrd"I'll I(I-14h With
MeNtlil jdVV 110 FcAMIMI~
111" (MOM', T-, -Ill 28A K. at 4' IN" 111hiet! -1-1y '-- j. MC. woo
~1.1 g. (1ho).P lit OD cc. HtN0 was slowly added 8-8 Z' DriMN,
porstancotts reaction rai%cd the tenip. to M.
Clj.BrN(>N in 20 cc. stro over 20 min.- the temp. rose COO
Spactsultioulsly to 40* "it. after the iQ was distd. he and EtUr began
to distil: the ma%x wits heated to 1801
residue was bested to too*, when a spontaneous read'iton when
UtDrdistri. ceased for A total Yield o( 74%. Mtn: goo]
9 raised the temp. to 160' with evolution of 49.2% EtBr; gave 15.5 1.
crude EtsPO4 and an unidenti6~i product coo
(2-6 9.), b. 78-111". %J? 1-5049. which -0 Ali",, tie
distn. of the residue save 55% Rt&PO. and 3 it. unidentilied .ited
crystall, ro, 237-9' (from EtOAc), free Irlint p goo
liobid .gd.e; it,. off-cat prild-ced ill III- reaction was aprid B,
and .. lycd all Cjl.,No. G. jif. X. 200
wo 0
voo
no 0
A", i"i 41TALLURCOCAL LITERATIME CLASSMICATiON I Z r, tie*
%xiciij .10 4- ONE
killil ONE 041 tit
,iUU AV 1 4 so two W will-r-IM9,00 29- 14
0 A'1; i't M K a it Its tau t1ttim'M 61
0 0 0 0 0 0 0 0 0 a a 0 0 0 0 0 0 0 e 0 S` 0 41 0 0 0
111, Me 11 0 1*000 0 0 * 0.0 9_9
0 4D 0 We _9'q 0 0 0 0 0 0 0 0 0 0 0

7312
ic AbIA ft/Oct 1.947
"The Actib(a of c4 -B~mmItrdhydrocexbmo m the
.IWI-Ithso~ of Phosphorous Acia," A. 1. Aibuzor, P.
A. Arbuzoi; B. ?.-*Lugovkin, Chem Sei Res lust Imeni
A. Ii. Batlerav, Irazan State U, 3 pp
"Izv Akad Nauk SOW, Obd Xhim Nauk" No
-Contains experimental data and results, and shove
that In each awe vhoro bramonitraimthane) Oic-
brommItroothane and a/LdK -dibromophanyInitrometh-
an* acts on the ethyl other of phosphorous acid,
the reault is triethylphosphate.
53-T-2

is 1 41 A? Apo
-L-L ji-it. U-4 -a. I-, v- I x
A[ - it 00
00-11
oil (7 g.) In 80 mi. hot brozene gradually spi'lcil in
PCI, at 70% heated 2 firii. at 95'. part (if the Calls
Firilloyrd, 00
e-10 J Analogs of Boyd's chloride orb and the soln. coded. save
93.3c:, ~06
oil Pri"y'llethan"v =(An dxepkwjAovyj m. 2:0-2 (from ntror-
r thkeftioal. AL?. Atbugov an X. V. Mont
Chetn. Tech. in-A.). J. Gen. Christ. (US.S.R.) 17, pest. ether).
DWIng 1. U. or III with atm. litoll 1-3 00
01) 1 n)--A no. of comptis. at the hm. p%v the corre-litinding
Ar,COF1. m. tk,4-9 *.4 0-1 .. -
:! 2129-M(1047)(iri Russia 00
oil I type AtjCPDCIs wen wpd. freim the fdarykWbinals and 190'.
rtsP. 'mmilarlY. MeOlf gave the Mr ethers.
aMPCI,. Allot the lihosphottylehlorldes we susceptible m. M-W%
&H', avid V,74', Tp licaling 0.44 g. I
oil to hot HIM, forming the Ht ethers of the corresponding and
0.11 g. pyromift1iol to 140 0.7.% hr, and cooting
*40 s of the cyrflo 1)),roeatechyl e4ter. 114,
rArblooh. A mist. of 00 g. PCJj and 33.0 g. Flh(Pbc6H4). ve a
Slasy M24
3 PkrJ1,)CPO(O,(V1.-1,2), m. 163-41 (from IltiO).
40 COIf was brated %xi a stem bath 2 Ista, in C1116, wer rp.
0
wb;rh the wilvent was Partially removed iss must# and the in
1001a YkId. Similar e%tm wrrv m1-1. front 11 (in.
9400 residue was allowed to ctystiallise In a vacuuto
desiccator, 74-88'. too isol. in the uitud solvrnt% for adequate
purWa.
11-givins bvM79 lions) and from III (m. 212% front IluO). Whrn 1.
Oil 3 1 1 chlori& (1), ca. 13%-40' ( Mit Bu ), colorless
crystals, H. or M was baillrd 15 hr%. with IIjO. the
corresixinding roe
010. 1 sol. in betimne, difficultly W. in petr. ether or EtoO.
triarykarblool was regenerated. However, hydrAiNis
Phenyidi4ti-Mplicnylykarbind (10 g.) In 30 nd. hot with ask.
KOff. followed by beating with AcOlf-Ill, gave
benwoe added to 8 g. PCI, dropwise, the mist. heated the
corresponding phoslihonk acids. Thus,0.8g.ladded
JLI 2-3 hr%. on a steatu bath. 15 mi. of Wvent renteived by to
0.7 g. Koll in 10 nil. EtOll. the mist. warined 15 min .
d6tn. anti 2-3 ail. Par. ether added, filtervd to remove KCI.
the filtrate POUMI into water.
la "IYIZO IMZo
Phrayidi-( -.bi~4eMjdyfP9dhGjv )i nimt of the RtOll di,id.. the
aq. soln. Wed if)-13 min.. "S 0
"pk__L 'kA, Ir
100-2 rout benzene). acidified with IICI. and the ppt. filteml
off. boiled I hr.
r 11 ri_t yj . .
with ArOll anti III, and cooled, gave 0.5 X. P)6,p-
PACJI,)CPOJI,. tn. 270-2'. The correspondisil and
from 0.5 g. 11, obtained in 0.35-S. yield. in. 1641-5%
while 0.8 g. III twe 0.62 a. of the analogous iteid. in. N2-
4 *. 1, 11. and are stable In air, but gradually acquire
a itinUsh or bluish color. While the presence of the
law biphcuylyl groups Incrtisses the bailicity of the Doe
ASN.ILA OtTALLURGICAL MERATult CLAll#FKATtQm original carbinots,
their presence also lonens the C-P Cre 0
bond. as shown by the fair
%s0" 13, ready formation of the ca,---
.0 Ov car bitiols on sq. hydrolysis of the phospho"yl chlori6lex.
I - I 'j"AAL tistwo pin 0 jM. KovAA
Is. 11 19 It 'a x W " a,, zir .4 - - As Is 9 Ploff. 3 1 v
It I I
0 16 0 0 0 0 0! ; #0
J'A

Woo 9 fp 0 q q 0 0 0 fili-9

-*TO-O* 0 0 0668*0
l
be
0
o
e

Tt li
u I 1:!
V
s
n
o

F
IJL-
A M I K I V
L -6-IL A.

V Z AA -4 A- it -
-jLq-W-U L -A

0 A
asistal of
WASAMS11111-111004pittifile adds. A. H.
Arbutto
Vid K. V. Nikounrov (Klan Chem
Tech
j
I

00 a
,
T
,
-~
rVill ars. C (U.SS.R.) 17, 2139~-010947)0111
Rusin).-The Arbu-v reaction ym j-
s
d to

00 11
.
t
prep. a
of 0'.
w esters of
d
&

Ocemrred. Part of the solvent removed, and a few draps

f
h
f
i

00 2

hl phC611411CO, (9 '.)
w
X
1y

t
ng dj-
o
petr- ethrr added. save o
ecormpoud
Ba f3w (M). r4. 90-1 " total IM% (from petr - ether). Ileal-

o 8
(2 spontaneous reaction begins 70*
beat to 130, U6,

with dista
of Melit
on
l1
th
b
l

ns 1, Utor 1U In a %-Oftl u3be with 1:0 JICI 4-5 [its. to

.
di-Afo di
Mrxg(

coo
ere Was O
;
ng
ta
c
lar

IK)-= g%%-- Mentially (luatit. Vicidl 14 1114(.6-ilk-
I
0o
,
-, m- 124-6*

-
o
train tirtuene-pett. ether
then HU
0)

COU.)CI
A11'. m. :17,11-2 U1011). Ileating 5 4.
l
'h

0o

Sindlatir. (]RtO)&
If
'

.
.
1
P gave 83.16% of the dill esw (1). W.

In 1.5 mi.
l
*(jO-PhWI4)CBr am[ 4 a. (6o-DuOhi
PhMe to 145' save 74.8% of the correspandin -iso-Ba
q di
0o
a147-A
I
front petr. ether). yellow needles ; while Moist,
I,
"1 92.6% of the dii-Pr
132-3"
fittF
M
ale
ellow
A

eiter, yellowish. in.113-4* (from pctr.rther). SitnilarrrAc-
00
.
.
.
.P
y
=1 of 3
2 g. ifiso-PrObll and 6 & Phs(P-MAX11r,

tion using Ph (p-PA
C611j)s CBrgave the correspondinjesters:
di-Me, m, 159- (from DuA)). 81.7%; di-Fj In 140-11
*

go

go 4
gradually heated to 205' until the d to.cifiso-NDrevand

tbecockii mixt. treated with petr. ether, Save 5.8g, dif.
4

BujO), 75M70; di,Pr, in. I IG-I Is (train
NO.
r44 dkio-Pr in IN-W' (from Hu#O), SS.73%;

U
10
-prdi'"Myl(P-biphen sildbasle PWW4

in 194-
dii-Bis, m. 87-9'
(ir(;;; 11u0), 74S31,.. dii-ijo-Bu, in.
oo

It the ori 4nal reaction was conducted in Phb

4c
th
I 18-2D* (from BuA, 08-32%; hydrolysis a( these esters

e
;
uct (M in this mse is purer and tn. (from
an

under the conditions given above gave Ph(LAW101-

tn. Iffi-l".
CPOSHj

teve-pelf. ether). 11
hIfib-phC4If.)CI1r (4 Z.) and a

'
gave the correspondingt3ters: di-Arr
Ill
AVI, (Itow

g. (BUO)JI in 1.5 till. I'hhle heated to 95' until
soln.

.
,
IluO). 85M%. di-El, tn. 144-3* (from benzene). 84-59%;

di-Pr,
tn. 148-9'(from ButO). 77A% -, diwljo-Pr, m. 177-

l

8"(1frorn BuiO). W.65%; di-Bu, m. 1X3-3 ' (from Bulo),
I:X'-I'
f-im-Mis
il
d
74
h
dr
l
is 4 th
83%
58%

a
l

i
.
iv
, m.
o
e
ys
;
,
;
y
in scaled tubes as described above gave tri-(f4ipA-yryll-
4*
h
h
i
id
2W
f
F
Oll
h

I

-I

-
sad
ox
c ac
rom
, m.
t
awp
).
mp
(
11
.:

16f. KW.Oiapoff

:
Do** -
40 a It ate
-A -1--V
00
1:80
-00
Z
lee
r
*0
Z
00
r* *
r
-00
re 0
so 0
0*0
Zoo
woo
A Ross *~V Cbf VUAJI'3~6
. I . 0 3 v 6A S a rw 0 a 1 sr 14 9 a a 3 0 v
;J9 Nit 099 K.019 ftM KLO A I KA do
IT It IT It 0 000000 silo 00 Ce * 0 0 0 0 0 6 0 0 0 to 0 0
OTi

-11 A-L-LJ-M~A-9 A-L,
C, sat, 4
Tbs r of ths PTO VI-1 r)~
P"
P,j",.d
too, phojiganisawkeig #store. A. H. Ar YuWV an -11n. r,Action
ill yiewt-.1 as ifit m
Hy
01) A(Kmn Sect., Amd. Sd.)- J--CFN--M" (U.S.S.R.) 17.
identifiable ptodurts (MO)W011 and (JAWA:0. I it,
2149-M0947).-The phosphunation in this case is not due to
alculvulyus
01CC
oil 4CaTrHol from rMinugh.-C r).tedd of the phosphotiolonnale,
as the Utter is unchanged oil
IIt0II ( A. ~3. 4443) was =ted In view of fMdts of b boi in 5
lirs. with EtUll. Following the prefin. of
X*Oohpoff(C.A.40.40W)w obWned lower yields of P 'c esters
reported by K ff (we
oil I,
.i net in Htol I than in inert solvents. 2
the prod A (11.5 1.) ave). t I ]owing were prepti. ill g de
ecufpurity:
toto jin 2W Mi. ah, EtOH, treated with 09 g. (Ht0)jP0H ( ) 3allo
th IM-41, a d.1- 1.2184,
oil j=wise, beat Ill 2 hr%. on a steam bath, treated. dropirise
xV 1.4=5 (frora 2-1.6 g. ()6Ie0).P treated slowly with 43.1%
stir
In a gring a ad cooling, with 63 r. CICHiCOgEt. boiled - 9*
iIrHC(C0'Et). and heated I hr. oil stedin bath), NIT,
oil 3 bra `'th chitrenal, allowed to stand overnight. filtered,
IE10)sJ'0C11(C0jE1), (1). b. 154-6'. d: 1.17111, d."
.E .4 ~iatd'.. ge're 90.1 g. EACC14POW&h. bia I.I&W, xV 1.4451)
(front 10.6 g. ififflji.ll and M.9 g.
0
00 141-3'. Toh-89-NaIDMO lidded t.5g. PbOll a orlic(COislith on
the Steaul bAth). (Pr0)J'0CH
Oil Iand the M011 rreagoved in No, giving eggs dry ~M&),. b.
IOD-70', d: 1.12341, d.-- i.'1117. V 1.401
-Pb0Ma. a white mass; to thi nded In 200 ml *dry from 21 x.
(PrOW1 and 24 g. BMC(C(hlit), heated 2
jHt,0, was added 34.5 g. (Eto),POH, followed Is beaducl firs. on
a steam baith), 64.71,7~; (1Fu0).P0C1i(C0.E:).. bs
hr. on a steazi bath; the soln. was treated, th stirring
Oil '3 1"' (substantial deownpri.), nV I
.4405 (from 20 g.
WI -(DuOhl? and 20 g. lJrHC(C%Et), after 3 brs.'beating
Oil land cooling, vrith at g, CICHiMilt, then boiled 3 bra in a
CO, attig.), 401,'~ (mostly due to loss during distri.).
with charcoal. allowed to stand overnight, filtered. and the
filtnte distd., giving 31.8 t. (57%) Et HSP()(O'R')'- Althgh
phospbanotualonatts apparcoUy were funned on
roe sinall ting in yield (57 instead of 50%) on the ex- It -
ByIIC(MLjj1 ith (i50 D or
Pholl in EW Is cited as evidence of eating a _ u0jop plip(oprJ1,
chwW of RtOH by the products could not be isolated because of
decompa. on
the riod rate of reaction of (Et0)*P0N& with Use ddoro-d
wetate, which explishis the lilgis yW& obtained to
attempleddista. When 27.51.1 was treated with 1.8g.
We Na in 150 ml. Etr0 a bti&k reaction ensued and the Na
reactiou wbegs RtOH is nod sig Ow solvent. Tiss flaction deriv.
was formed in soln.; treatment with Afel, however,
CICHjC0gght with WIN& is& relatively slow one. N~ gave not the
expected Me deriv. of 1, but MePO(OF-t)..
-b-#80.5-1*,d:1.0725.jvVI.40t#-q. Siatilarly.(PrOV0
(GA S.) in 17h mi, ails. HtOll and :11.5 9. CICH*CWit CII(C%Et),
gave ArtPo(OPF)s' b. 6&-70% b., IOS4 , d:
boded 3 Isrs. an above save 19.3 9- (537') kU tjh-y--4' This
result is interpreted by a passi
:4 lin 61-2% dt sill IAQ20. A similar reaction using
it CJCosHt gave different results in Moli, because in this
bility of tautogglerism of the Na deriv. in which is formed
cast the aryl cliloride reacted preft-Frulfally with FtONa Ian
ecolic PONs comfid. which adds bfcl across the elsolic
or Et I and jw phusphimulonglic "ter was formed at '11; double
bwd and the adduct brtaks to give WPO(Olt)j.
in pgtr. either. however. hj17-L 0.0,f)(01.1)" b'1 I'V-I The
phosphorsomalooll: esters win yellow U uids hich
hyd
11 gavial klo 0.1, ast rolysix with I ICI gave inotil. P acid, M
gividwic acoind
14 Is AT M only, thus,confirming the earlier work o(K. G.M.K.
K a It if ,I XZ4A
! ro ! 0'
000,111100. 000000000000 to 100040,000
006400006006000000::o 411 00000000
mi~~ 6000000,0066
lee
'00
04
00
00
04 0
00
go
0
1100
1709
410 0
!:0 0
lase
0

USSR/Chemis try - Carbon Tetrachloride
Chemistry - Fhosphinic Acids
Jan 1947
"The Effect of Carbon Tetrachloride on Ester Phosphite and
Phenylphosphinic Acid,"
Gillm KaMY, 3 pp
"Dok Ak Nauk SSSR1' Vol LV, No 3
1.;ubmitted by 'A. E. Arbuzov, Institute of Chemistry, Kazan
Branch, Academy of Sciences
of the USSR. Experiments were conducted to determine the
interaction between
,:hlorine and bromine ethyl and hopyl on the middle esters and
salts of oxidized ester
phosphite acid. 0. N. Belorosson and L. F. Egorov assisted on the
experimental part.
iA 21T7

.ek -
I
1 -1 1,
I-I'll M."g-A's MuSliam Qwmk~- lml---

I(TRSA OV, N.Y.; ARBUZOV. A'aA, Glavuyy redaktor,
akademik; HIROPOLISAIT,
L.K., QtvatstvenW redaktor, professor.
[Pliocene clays in the Tatar A.B.S.R.] Pliotsenovye
gliny v Tatar-
skoi A.S.S.R. Izd-vo lazanskogo Filial& AWemii lauk
SM. 1948.
154 P. (Akadeniia nauk SM. lazaaskii filial, Xazan,
Trudy, no.1)
(Tatar A.S.tJL-Clay) (KM 9:12)

'VAI
000 0 00000 0 to 0 R IT I ~~~ ~
0 0 0 es 0 00 so* 4, 4, to to 0
to 0 0 0 0 0 0 0 4 0 00
r I . 1. 11 it If It It4 if to ?4 zs a I? v it m If u 0 1. If 0
P, 4) 41 u .1
41 -A- f.-A a. 1. 1- LO_ I X A AA I* IX M It
cIrM.I. . - 7-6o
III IA
.-so
oto -00
vhi:44 Khillsli v. Rt"h,
clWYN Nauk SAR-8 It 1048. 2-411-1s, flit,
.06
to
to:
too
too Of
too
so
a4l 0
fit 0
's
te 0
I k I Ii.k .1 1 M %At Ott I. AWOKalw"
It
wt IT so Ls f w ji a .1 1
vg
. IT (I t, 1, a 0 a R a I'l It It it
so* i I ~,~
~ST 0 0

"Obtaining Certain Esters of Diphenylphosphinous Acid." Zhur.
Obstich. Khim. 18, No. 11
1948.
Qem. Inst. Kazan Affiliate of USSR kcad. Sci. -cl948-.

uzo-v--4.-
AWL 1948
TWOM01017-1 ft*hbraixe Ukr/Apr
11stere of
Chemistry Synthesis
"Methods for Obtaining and Properties of Some Cyclic
siter-s''bf1hosphoroui-Aold," A. Y6. Arbuzov, V-M.
"Orbastm N. 1. Rizpol6zh~~--`66i 1~eq estl-
gat
10ji: t iii~ Kazan State U,
"Izvest Akad Nauk SSR, M Dim Nauk" No 2
Methods for'obtaining chlorine anhydrate from glycol
phosphate acid, and ethyb and metbyl eaters of glycol
phosphate-acid. Desorip*on of ame properties and
process of conversion. Submitted 15 Aug 1947.

ARM'SOV, A. Y'~'. rA -,A~,T22
48
Chemistry ftbaphinto Acid, Triary1mothyl,
Ister of
*The Action of Boyd's Ohl*rwnbjrdrlde Analogues on
Alodholates.," A. Too Arbnoavq X9 V. Nikonorov,
rAb of Org Clum., Uzem Chem Tboh Inst, 7 3/4 pp
wzhur ashch xhim" voi x= (=), No 6
Alcoholates react with analogues of Boyd's chloran-
bydride to form chloresters (I) or &looters of oor-
responding triary1mothylphosphinic aelds (1r); Ir'
can be formed from I by saponifioation. Submitted
12, Jul 194T.
A9222

0 0 0 0 0 0 0 0
fl
I a
L- U 4, - X J, JL L~ x P Q, K I -I M-CC W E(4v I' IS I
ite, I.I~tis I", 'OV14i
Oblel q 111 11,,, 1 1
1-00
00 of an&IW 01 1IQYd.s chloride on sodium Motoll.2-Ix. Nd) tit 10ini.benn-neat
The action 00
00' akoholates. A-I- AjIjuzQv anti K. V. Nikoliorov. colored Wit.; after wAthing
with water, no pure pmInt is i
Zhi,r. Obilichell Kki",.I j. t*,ell'. Client.) 18, 1137-41409U); ek"ild be
i~+itrql: -iiind.tt rvaclimi with RtONa at V5*g,%%r
cf. C.A. 42, 4151111-111 tilt re-kc-tion (if MCPO" with Phil PhCJ1,)tT0fOEl),.
lit. 115-0' 1732"IA, yell-v
V i"tedialkyl nt4mlr'*%: NaO11r flave di-Pr tikr, lit
14014a it was pcm*iUv, Ill H CAS4711 0111 Of IM, tO
14"tAMILAtC t-trf-. " InCh were idetittmi with the products' 1:11-2". i-PrONA
rive 31.11",
of timcdon of Ar,CX with (RO),P (d. A. and N.. C.A. 42. lit. (fiont Hilo,);
INON.A pv~ [?I,,
dry McO.Na di-Ifu ester, in. 10-1 ' (Itnut Ilu:M I; the tie tit I
4546b). 1'b,(P-PhC4II-)CPOCI- (1-89') and IInONa itave dis--IN lit. thl-4'. Ph:p
(1 .5 0 and Nlv()N;t (Ituin 11.17 If. N i,
lit drv Iwitrent- al- fail,A In give I IkIntill IWIAMI; 0
00 HtO%ta rAve tile di-IU tit. 13J0 11' (trials Ittit); ze 0
1P
00 0 51.4%); NuOlIr faillit it) five a definite proluct: I.I.
PrONa gave lite Pr rifer thleridr, tit. 133-4~ (frinit llij,4)i
60 .3 !36.8%). IWON'.t failt-d to give a cl"tl~ut priminct, %hit,
=09
00 M-11noNa c.tvc tile dwo-IN r5f,,, lit. 1114.5 20' Omni
[full)) ("KI' (p-PhC611,)itT()Ch with 2 molt. drs
06 .IeON;t in Iwcurrill, allkill f3iltll it) give it (it finite lit-olart;
!P: 90
N*;401-'t K.tve 72.7' ~ di-N rarr, tit 113 1 fmill 1141,01;
.1 11. !
Pro.'~l gave file Pr thl"W'. Ill. 1:11 It"I'l
IIII'M (4 1.3"'l: K tve III.. ro" 49 0
-0 91 tit. 170-V iftwit Itolo) UN.J11 ~I; linONt di-V-.
eittr, in. 134~ '-" iftont llti,O)'; i.)-IlII()N.L f.tll"l I.) ill v'* 4 =90
definite prMuct. ll%Art,lv~i% of lite vt~~ In the ester '400
chlorid" liv vrairr in t -Ini tulve 5 Ill- at t7tt-Sil' g4VV
tile co"I.NpandinK previoti4y I-cfiltol ArICI'OtOll)l
"o
flydrol)-4% tit tile crudc pro,lucts front McON3 al 9~sve 1=00
tile ~alnc FA,lilt. (1. Ko-1.11
L A 4fTALI4,4GI(A1 011441%,Ilf CLAWMATIC14 !:Soo
LO 0
0 UIS Av LS T-4
It It H K it R IS it ft It al m,, It I i'4 AA I I It 1w C) x lw D Al a
d-le,
so '00 00 00 *1* 0 0 00*00 **go*** 'D :100 9909 0 0000 0 09000 0 0

AI L -6 ...L -A A., L, t A r-1-1
_X as
Mwill## A.0 $SO-for'll
it eirtefs of diphen)IIAboaliblisouis acid.
go
00 A~i~. ~11"'Atburnv n1ind K. V . Nikonotov, Zhur. Obikchrl
KAINt. (I.-rkn-cf rill.) 18.
leoll-11 is) prep. Ph,POR, wile" R - Me or PhOll.
Wv i
0 0 0 0 0 0 * a 00
Is is ill is W V a N V F I M-re
8 1, 1 d I I A -. A 10
A 4
180
-90

A 'a and
Ph,PCI. gnvt. only tile corresponding
In.
liri-ji", which is also obtaintil fly addii. ill a trace o
I

00
11h.p(O)II. due to easy bAouirrilation of the esters M.
iodine
to the ester; heating with CCIs give% Ph,P(O)CCIs,
'
,
h

~i Tfir-%h. Kazan, 1014). Addn. of It r,. PhAPCI (1). his
w
ile I
ll.clir slAollialle.-mly givesi 1
11,040) Ph,. Addn.

17&-4*, to IA g. MOM, 3.0 x. pyridine, and 50
ml. dry
of 11 g. )'Is,]-Cl ill t1.2 g. I'hCII,SI I und 4 it.
Isyridine ill
'

SintiLit mutts may lie oil-

IFAS IA.
auny deriv.. -7
Il

tjO with cmling, stirring 11.5 In.. and filtradiln gave
I
11
IS
b1
h
H
h

tained fly oxilliti X the rotTespiniding brounxtiolictitt"c.
n
'
f
presuma
ic
1111 attelliptol di'til. in
C
WA. w
W
y
merely standing overnight xive,.t PhIP(S) C11111. In. 14 1 -

t
and tile reaction o
The formation ill V from IV and KOI-
'
7 %does not tract with CuCl
.\Jcl
CCI,
Air Ph&C III
Albin.
0
-dindreau4m~rne
f-Cjf#(NO2), with Sa,S ill give 4,4
,
,
,
,
of 11 g. I`hiPCI 02.11g. CII,:CIICIIjOII and 4 x. pyridin
c
.3
:
ere olnervtA. A 5-r y%ichi Ad bi3 (2.4 -din drophrmyl)
in MAO,
filtration after 40 min., and attempted dist
"

I 18itfolle %a% obtailull upon oxid'it'tn' "i
:
resullrd In vigortius actimi at IIUI* which RAvc PhOW

1 S.
prel.l. from Sa:Sj and 2.4-((hN),CfI,CI (VD:
I

in. 114-5'
C119C11.C11,
by isse All PhN\jr, in
a
-
2-Lh.N(ML4~hC)C.lI.Cl jV11) 11my al.. he 11'ett. lti,JL
"
.
,
-v the i
1114ce of pyridine gal. .&nic re,talj; midi,td. 11h,110.

, when
uhro4-A:AArbeth4ixypbenvI) disullide, in. 140-60
.
"
C1124711:01, gives tile ("'Ci 3all. 'it. 101 -3'
react% %itb a
o0 -
Julfone, An. !hZ-O
. Underproper
oxidized gave S-e .1 tile
.
trace of iodine giving Ilh!I`(O)CIf:CII:CIl2
%hiie %let

-rjto . -hich
conditionk I will until %ultutitition, u rmclion 14
xt
from VI und
lfides
4v
di
Th
i
.
gives PhsMeIAO and Ph,CIIr gives Ilb,CIl(O) Ph,. Use sit

.
su
e
n tylic.
j
1
with thc
;h
Clft:CIICII*Slf in the above prepo, givcs Phil'scul-

wl
t!~ corresponding G. T. Boykit
'
'
IIJ44-S').yidding
PW'(5)CJ1,C11:C11,, in. 49-50% "-this Lkouitri&ktion

-dimeth)-lanifina-m-suffonte acid.
,.N
I[: Preparation of N
01oh(hri KAsim. (J. Gen. Chem.)
Zhur
Kurakin
N
A
occurs spontaneously on standing 2 dAys; the smne phos-

.
.
.
.
15, 2Wf-91 (IP48).-Sulfonali-n Ali Mv?NIlh ut~N)rdinlt to
f "Mal Christ
eltisill
1f
i
of D
d It
b
Wr
l
M
phine sulfide was obtained from RS.Va and Pb3PCI in

, Mao. G. Nt. KasolApoff
. .
.
a,
i
etet
au an
ur
c
y
A 1927) gives 311111TC isn't P-tilf"'lie
is
3cids'. the n%e of tile ;,nine SUILIle fAlkli I,, change the
proportions. The IAr,1 selln. is fly %tily. of tile Ca -41ts;
2 the j!-!alt isims-1. and -I.. famt"t e-im. Inatypic-A
Pbo MI. hfe#Nllli and l.M g. 30% otruni gave 105
t
I L A 111TALLOPWAL r'
LITERATURE CLAISIMATfOll
:77 ---
- I
.10 04, AJAIL 11111al CNI
US AT I tF, I U-T-V
0? a K it I( a it n 1
Ia., 03.01
S-3-Iii-I ilwil;v
0 M Is; ill 0 a a 3 0 T
-00
-00
00
"0 0
re 0
14700
:4 0
to 0
40 0
0 0 0 66 0 0

m

u
A S I P a 10 11 u 11 14 U 11 U " Im

911011 sill Id" Mir Art, 11
a ti 61 a f~l 0
m 11127412

T U v

1

Synthesis a it the stud of properties of mised
thlo
f

Men o
pboo 0 &C
of I v suit K. V.
'NO
?Z
~

IS
ady .1kad
X. 62. 75-8

009

;
(twit): Cf. Divill.kal. d al.. C.A. 43.
5mg-Este" of

09 A

1
the general type (RO),IISR and RPO(SR), were

00

- Anil their imurritation with halogen derivs. was
pfepd

004

investigated. The ptvpn. was According to the wheme
(ROl,PCl + NaSH - (RO)tl'
SR + NaC1
and

.
,
*

ROPCIr + 2%
aSR - 2NaCl + ROP(SR),* (FJO),PSFI

ba 716-7% Pol! 1.45W. it!-
1.02113: ~PJOP(SEJ)l

ba 108- 11", ntl 1.5:1243, it.-* LMRI:
(PrO),PSEI

W'), bit 120-4'. n%' 1.52141. d.11 LOMLI; PrOP(SFJ),

Alitheesteirsore

god

evil-sturlhug, illl~lalllv rutntalim, ef%ily oithlifed its
Air;
1

tile tfi.]Kl cAlff ( l.t i`%AtlljllV) it 911WdAlh? Wilildift
to (
h

tl
go.

aml on bubbling W a fi,w tot. of air, it. temp. rises to
over
'

'

160
. Ali are dix-ontiA. by water. alkali. or strong acids;

age

11NO,
luads to exploi%v 41cronlim. They givit character.

!

Wic CuX
malts (no data) all,] add S. They react with

N
AJL

halodrt~ crunixiii.: 1.11,1011r, 1111,CC1, Pool, PhOlIC1.

A

ArCl. Or. and FtO-CCL However. these titers. in

addis. to tile
lx~%,iljlc Arbuiov traction at the P atom.

may undergo a ximilar
komerization at the S atom, which

a 00

of (RO),PX and R-S-R in
l

;Noe

j%
iltandRX. H%pts. indicate that both

rise
~l ions take PLICe. 111114, Eal art Ing oil (RtO)*PSBt or
mop
SHO
l
l

!tie*

Q

i
I vir
. Suit onlir tile litro(ORt)(SHt) t
(
"
l
- F
l
Sl
hi
h f
f
h
Tl
O

age

L
~
u
%w sort%(
w
t.
c
orms
rom t
e unst.
e
.
(ROW11 (from the 211d traction scheme) and Rl. No

cipil. data.
G. hf. K0601apoll

W

oo
tic., aa~4nv
t

$viola WO ON,, cog -.111 a.( 0.. &%l -

U

V 10 111
. , . I ; 9
it it KID
; A, It
as --V- -a-Al A I I rw 0 N 5 1 x 14 j a 9 1 V 4W~

Odi
I
00

*eg
g egg 0 go 0000 0 0 0 0 000 0 0-00 0 0 0 0 0 _0 0 0 6

try Phasphori~ "Acid, ~ep.48
AV
Thioestere-
Chemistry Synthesis
"Spthesis and Studies of the Properties of
Mixed
Thioesters of Phosphoric Acid," Acad. A. Ye.
Arbuzovs
X. V. Nikonorm, Chem Iwt imeni A. Yo. Arbuzor,
E%= Affiliate, Acad Sci USSR, 4 pp
5", Tok Ak Nauk SSSR" Vol IXII, No I
en .
The compounds (CIIER0)2MCI,-A C2~'--OP!SCcR'
0o
W cl H OP (SC wer; s.7nthesyized
w3H 0)2PSCIEI-- =
n ;Telda cT'; ?1, 8913 ~6, respective1jr,. RA
fOILlOws : (RO) 2PC I + IEKa --~* (RO) 2PSR
N&C 1;
35AM
USSR/Chamistry -,PhcsPhq-rIc Acid. Sep, W
Thloesters (Contd)
ROPC 12 + 2RSKa --l' ROP (SR) 2 + 21faC 1. -
They are
stable c2!gounds oxidizing rapi&ly in air,
boil
~"bstVeen 75 amd 1280 undei 10 - 15 mm
pressure.
~:Briefly describes thair chemical
properties. SO-
ititted 9 jul 48.
35AM
0

f4-
BARANOV, V.I., professor; ARBUZOT, A.Te.A akademik, glavW
redaIrtor; LIU,
NOV. N.A., professo`F-.--oMve-f_9-tvennyy redaktor; BASSMIGIR,
M.A., tekh-
nicheekly redaktor.
[Kuligashl KuligLoh. lzd-vo Kazanskogo filiala Akaclemii nauk SM,
1948. 72 P. (A~smii& nauk SM. XazsnOkii filial, Xazan. Trudy.
Seriia biologichookikh I sallskokhoziaistvannykh nauk, no,l)
(HLHA 10:2)
(Aktanysh District-Swamps)

:tbPrIspa n anallagopeme, of eMrs of tetramethyl
rous acid. A,.F. Arbuzov anti
Y ph 0
- 'S.S.S.R..
M. M. zAnovskava. smst. Akad. NaU
A.Wel Kkim. Nauk 1949. 473-0. - Slow addit. of 13.8 g.
e1. to 11.8 g. I Nfc,C(Oli) It (1). 15-S R. priditie.
and
-at 1111. Fito with ice clwlillg, heating 0.5 hr. oil
a deatil
Will. atid filtralimi gave 47-_ir)-C.V-1..C.Ve,.O (7,
his
St.r. d.$- 1.1.1412. d..: Orl., with -~.Jjjc-
'All undi%
. Al millAble rciijillic (Colltaill* soille ml fliNill,
1. AttC11:11ted). . hich on c,k,litig deptits,,il
stallding ,olne
(TC,Vet--CAffv-O--~O11 (U). also formcd oil exposure of
the chloride to moisture. A similar re.,ction will,
14.6
t. 1. 19.5 g. pyrittine, and 111.15 g. INICOPCIS in IM
lilt.
Elio -
gave 51.4c' S.CJfe,.Cjfr,.OpOAte, ill. 91
d- I-Ot=', d'.- 1.1449, 1.': 1-04119. n1,- 1.4417. and
3 9-*
It as residue; tile Mier reactq vig'Wotisly with 11.0.
vielding 11- white filixilir 11.5 a. with [Oil g.
MuClir in
CA 111141 refluxisig .5 litill., gave fill rValln.
0.( .Ate,. C'Met. 9). lit. 2'211.6 31.5' (frol,l
Coll,); reactil,11
44 2 9, Of tile cster will, 1.6 9. Well compirted fly
0.5 hr.
,. r
A 60-8U'. gave 2.0 g. I .P(
101' Ofilm ligroin). whirh ((,fills
u'1.4(11)-djFji1rophemyl
kydra:omr, lit- 11)4.f. is IV. 11 ~5
TWI im
,J Chl CSf -14 if it. 1,vildhir lit lilt() gave.
11'r 1~14111119 dild wAll"I'lit W
A-0.AZO., u ulw
ath. 46.7",
min. an a drain b C
Ill. 7"*. d*. L(K-22, d!* 1.013d, it.': 1-01-M. PIV
1.4,102
(land 1.5 g. 11). which nith 1110 -it CO-W ZAVc lix
identical %vith the Above. The
uqe of 1 (14jj g.). i9ji g. pyriditic. and 211 g.
PrOPCl
ill Rio gave 44.9C,,
tv.(*-A-tt,.-(*-.%-Iet-,-)-I.()I". K, 6 144.5
861, it: 1.0138, it:, ill, 0.1.09SI, stir 1,4406,
which
'0
on beating with MCI 4 lits. lit 10-110" wid evalin.
gave
hygroscopic BJ(0)TC.VroElfrj.O. in. 90-l' Ormn
tigroin). Sirtil,irly. 2-.7 g. 1. 41 g. BuOlIC1,, and
:17.2
- O.-C ---~OB..
s. pyridine in Et.0 gave #16.5 0
bi a 105-6.5 , if: 1.0070, d:j 0 . dl: 0.97W), alif
1.4413; the latter (4.4 g.) anti 0.36 g. 11.0 slightly
acidified
with 110 react villoruiv%ly and on cooling yield 11.
ra.
1M.5-S' (front petr. ether), hygriewopic, intol. in
lit3t)
of Coll,. lilvill .4 11111011.1irfic timl. "I. in the
lilt ester wit 1.145 if. llh,Cllr ill hill C.11, gxvc
C.%let. CA14-t.ii. tit. (fnim 10#11.),
sMng Ph,010(010, on hydrolvsiA with [let. bitating
5.2 S. fill emer with 3 it. PhCOXI 4 hr,. lit ItIO* in
a
o) 0. CAte'. -
scaled tube gave sotne BuCl and J'ACHIA
C~01.0. Sol. 115-16.3, (frottl IC1.11); Alillmigh
h'atiolt
lbe, lilt ratei with HIM or fill :1 4 lit% Ili 151)
till' govp
71 011".. 1111111 4'r 11111, file 1114111 1... llml
1i1(.1114.1% cillild
mit Ile 1INW. withimil Orvivinpit 1.. M. x,milmlildl
Q-1
4

7,6 V~
0,
TRUFANOV, A.A.; ARBUZ -eo4akedemik, glavayy redaktor;
MIROPOLISKIT,
L.M., prIM-161tor. otvatetveunyy radaktor.
(Cross eirculatiox in free flowixg chaimels (working hypothesis
of the theory of circulation)IO poperechnot teiriuliataii v
avobodmom ruslovom potoke (opyt rabochei gipotezy teorii tsirku
Kazan'. Izd-ve Kazaaskogo filials. All SSSR, 1950. 86 p.
(Academija
nauk SSSR. razanskii filial. Trudy, seriia. vodoltoziaistvamWkh
problem no.1) WBA 10: 4)
(H.vdr&ullcs)

A. K. Arbutto, and
IF-
7M17-Almol, Nawk X.Y.S.R.,
IWO, Kilism Ww" 60 IN11411 004w. 4,1106-f. 1
III m*. ilk CCI,, %lit flilk.Willf *jjIkAV
ttlonsents wen dotd. by the formula cd deViltv MAW
IC.A. is 2w) - 9-1112hit" P(OR)O. R - Me I M. Et
Iml. lit VW, Imos. , Hu 1.92. Ph LAA; the Issue
"Ism 41411*1% Veil mmildoulft films% that droL liv Lestrio
"1141 Allylls At, AVAI ), Plowliholth how still,
.141tfuld histm-i itolls, 114talm-ulf, th*tl plomphilva, I
liv
~oilun 14cid. fat I (OR)m. iuc. A - fillv3AW. lit Z1,07.
phowphikk wids havv. on.tbe whole, (Illittle Inowills fly
nt*mt (1.1 dlebye loswer thim ibe comsWimling phivi)luirs
mol solmout 1.0 higher lhots l1w It 4% lit%:
EWE V. 1644-
I lm% (sir 114VO(ON)s, It - Me 1,1177XX
Pt 2.91, Hill SIM. Whyl p Is tea jk0)jllOII
Me 2.06. Bt 3.08. Pr 3.15. h= 3.00, Du 3.17. 11w
high Values of the 4 tole mookents iollk-atc that the
sal 01 NOR). o OPII(OR)s, Le. tbt
ftr((
I. Allfd y fatr in disr r
Ilght. This
-hill loss litivivewor, thomwold fly few quilutv of I
wavvill,
hVIN't the 114141114' MMIWIII VWIW& Us MI4114' WV111
'Atilt OW
mwvcmt. Thus, Nor (U1041,011. thr MINAI, loolus-111% lit
CCIO 41MAill. C.H.. Atilt CYCICACYA11C. KtC3.00, 3,04.3.17.
"I'd 2-M, "). lit crissillIzam kodn.. the dip,* aKcnmt
to (140),110 Is, loosill:1,81, jipin diptinrily low" than
In
CC14.0,41". N. Thm

/A
Atilt OMM of ethylene., trimethylene-. and 1-mothyttri.
Methylenstilycol phosphorous lield and their
transtomAtIons,
A. P. Alibut.y4tut V. M. /orti.l'tri'va (A. Nt. Butlerov
Inst..
Karlin %tsie Univ.1, Vpe,l, Akad. SaNk S.S.S.R,. Oldel
Xhauv. Nawk 1950. 3,57 till; - I. V-L 41. UIZ12c. (CII,O)v
IICI (43.8 C.) wa- add,A. %%%ill tile o%dilig. lit :-Nl-I
S. -IiYl
ale., *7.4 g. dry pyriaint., and -,fill till. Ht,(). after
filtrul ion.
there was obtained M-61% (ClIrO),POCJlvCll:Cl1t. hai-ii
09.5--mo., d.11 I.M53, nV JAMS, which 3-kids a CuBp
addawt, in. l()7-81 (Imin C.11l), and evolved much beat on
contact with 11.0. Addn. o(Scatewit.1.011tancous reaction
and yields (40-, pure). bi
130-2'. till" I.&T-M. (I:. LWIll. flealing tile Illimphile
(10.5 g.) anti 4.1) g. Clio: CHCHICI 12 firs. to 1.35-40'
lit 4
Itral"I lulte Ca%T M)e*' 001,01,01"(0)(CII.M. C1J')OC-
11XII.- ell., It. s- 132-3', 0.7 1.471k9, 41:1 I.M-5. Simi.
larly I%Cll,Cj (4 hrx. at J."ril fw)*) gave a moderate
vield of
liquid. hS.4 1-.2-7 " which Oil mandillig drIxisitird
cryt,tab. M.
122-3, Ortn" C.114), appealing by anali,515 to he (01,0),-
P(O)CIjlPA; the liquid portion on further 46tn. gave an
unstated yield of Ilk Olil"(0) (OCH, C111MOCII.C11: C11S.
Ill 1751". d." I.:Ml. xJ.' 1.5210. Reaction with Ac8r,
run its Ft,O to inoileruir tile actlial, virlded a liquid,
L,#-,..
123-0~.V. till? 1.17411, .1.11 1 4:11m, 1,1114-11 rinild
lull be ob-
Illined lit little late, a, tilli'll 1%,IvlllCl Wa%
tl%TlHV41 dlitills
diltn-; the Pmltlct Wall CilliP.Pl1r. alihnugh lIr analvvr~
were quite low, a Sifaitir reaction with Art'l g:ive
Llrgr)vl
14%-ter an Alion. and only a linvill anti, lit di%tilijb1c
Cilh.O.PrIO-rryt-nide).b. 09-42"',J!" 1.11kill.
Addis. ofWtl g.r-dd tl,Otoh~ K plw~phitenin-,l a %ipit-
ou. fravils.n. VI'Millit 00 K. '11111 ales Ao'l a v"all
ana .I
liqulil. It. 1:12 40, K.
11.0g.allylair.. 15 SK, I'vriolillir.all'i FilOwill, ill
cooling gave 52.7" CIIj(CIIj0)jPO(*lI.C1I:(';I.' Ill, K-1-
'I-S". d.11 1.1214, til,' 1.4625, which reacts liigomuslY*
with
%1: the adduct, its. abinit 7n,, decomp. raOilly in air.
IlrAtifix tile priliblet with nllvl chl'ifide I ht. to IM,
ill a
1116r. frill"Wed by dkto. .'f Ihe "JIVI Wide. gave
N.3% CIMCHOWYN'll'al: 1*11,, lit. 7S' thotti C.11,);
similarly, PhCII,CI (5.6 hrN. at 1411-41,W) ga%v
P(mrMPA. m. which on by,imlysislA ith IICI galre
PAC11.11(o)(owl. nl~ 170-l": Phik'llr ill twii1ing C'll,
fill
111111.) gave lit =N-9' ((",in C01I.-
ligroill). Addn. of =11.49 g. allyl ate. lit till g.
--------------
Clio-OXCLI). 31 g. pyridine, anti 250 till. rip with
cooling
r--* ---- -
gaw 62,A% Ate ('11. ell,. Oll.o. 11~') cll~rlf-- ~515 ,
(1).
IlisKJ,1*. oil," 1.45PO.d;* 1.0777.
I(VAII.)hrittellwittiVs.

Ilyl imlide 2 his. at &J'
after 15 hrs. At milli
tellip.. rive
74.4,'~
Ve~II.Cli..Cll,.O.P(O)(Cilo
Cii:Cils).O, lis 130-
1'. (11.1 1.1540. Ili?
IAM. PbC)]sC) (7 his. at
14104,W)
li)(I V, voif 1.5210. dl*
1.1"; oil ntAndiny the
lm.hwt
tirpommed Mstalsof the
putt product, tit. 120
Addit. of 3.35 s. AcBr in
HtiO to 4.8 x. I in 1-*tO
with tiv
moling save 51% Projud,
N.4-1 142-3', 111?
1.4.'Akl, d-1-
contaminated with some Br
deriv. Addn. of I mole 8
to I
g.,%T a 1.1.1111all"'ll.
traction mid ".1,W 431";
Atr it,
i
Old,I). N . V.4 10'.
1.2111. flesting I mills
it, ".0, :! III%. Caw, a
.wtk.uti;fi%ti[Lilik-,hAlot
en-Irtmtiii.
1., .1, X. I gave a
"atauvous rvartiim and
distu. yield,A
('112. CHIP.P(Olf).0, 1),
1., 110-7% in. 414-50% aL
vvtv hygm-4-olik- Will. G.
M. x(Adipoll I

,.,.,ARBUZO,V., A.TI -;-. -
~14
--~ - I
From the histor7 of chemistrr,of phOBphorue-organic
compounds.
Izv.4zan.fil.AW SSSR Ser.khim.nauk no.1:5-20 '50.
(MLRA 10:5)
(Ch6mietry, Organic) (Phosphorus organic compounds)

AUUZOV, A.Ye.; ALIMOV, P.I.
Condensation products of pyrophosphorous acid esters with
aldetkvdOB. Izv.Kazan.fil.AN SSSR Ser.khim.nauk. no.1:21-30
'50. (MLRA 10:5)
(Pyrophosphorous acid) (Aldehydes)

P-I-
Nffect of strong mineral acids on certain phosphorus
acid esters. 0'
IzvJazan.fil.AN SSSR Ser.Ichim.nauk no.1:39-44 150.
ki,U-RA lu:~~) ,
(Phosphorus acids)

ARBUZOV, A.Ye.; RaUNDY, A. I.
Certain allters of allylphospbinic acid. Trudy XMI no.15:
3-6 '50 [Publ. '511 (14M 12:12)
(Phospblnic acid)

Act on of strong mineral acids on some *site% of dco4a of
phoogphllrug A. P" Artittrov awl 11, 1 Alwm%
I'nk.. V S h.jk '.Ikad Sitk ~ S A If Vel
Khl"1. Souk 1951. *-'tkK 72 A414n o( I I " X , r 11,14 1. to
1111) g, (H101.1', Milli 1001ifIg Vii-Iflifl IN 6 g.
ji'tillahtv iititti'l (S41, -14w Im-111'. N'hwh K.1%1-
itil'I'lull
A1111% Of M10111oll. I... 'a I "", Ili* I J.I.V;, awl Fjg'41"
1'~. ISS, W, 4%, 13011; Ott I'mvi ItTolmh1v 1'411i"l
ilivillig
the Ist-miiig floos Ilij- t-tjll~ are t1o, om %%h~t,
Ow molm mv 2:1 A.Mit 0 .4 14 it It ,A), to
9 26 a if Vif $ ~,PJJI, . 0i -finX. x.,v.- 6 7 g
snoctovt' And 3'." g. v('01w. .1wit of Ov (ocim-1 K.'kv A
g. p1m. OctO.'14)II i .... I 1 5 It h, I "k 1, Pit- 11jf),
(4 to it I .1thled I., N :1 It ( Ht4 ) -J, 41i.1 lit'l %
i'jI'1v li'm 1, but
dfut thorl heating tit 1.41' iii,iii gjtt- 5 1 it 11110i'l,
I"
it, of 111t, j4,i,Ijjv %%ttlt
1;1,0 aod '-valpfj. of the rc~idijd lit,l) gaw 2 7 1:
itqu 61. % how analy-4~ q( ill
Pa%%iip. If 1.4 R (fry IICl isit'111.51t. j(J:MhPi:0r;1%'r
It sic
di,tillable prMuct. m-lol, itiffo tan~lafetl wut~ of
(HO1.110,
b,, 1.4349. 1.-* 1.11MId. J1111 (EwO.Iiii. I.,,
1.7g.dryliClinto 12g. fHtOq't(),OI'
7g.
(FIC)ON)II. It.. fill 741'. wild 1 5 X Iflitt)hl'10110) If$,
I,:
Ni.', 7'. 1,- 1.4111N. Adflu, sit 1 :1.1. nit If;, s I,, x g.
(Pt(l,sf'OCI with ir~vwling. mumval-if 11w IICI byvt-,,tj-
lion. at firm With ice Coolisix, fillalli, Willi '11)%V
Ilvaling to
It.*,*. save sntir tuirracitA rbloride and A .1, g. 1. b. .
1:11, '-'
(4-rutit, 1. lt,.~ 1:1.'i V (purei, niP 1. 120. doo 1. 1910,
awl :;.L' it,
111111i'lillable reitIsiv. I'lli, rv--tiols proIJAIII),
CtIpLaill, 111C.
forilutioil of file 1))7q)ho~pbate iii ths- rearlitin it(
IICI %%illj
tit C.. M. K-0,41N.17

f
IW~ r) ll_ZlGVll.:q.
cr
lxtd~=h
Y Acidg..knd dleth
arous acid. A. R. Arbuzov and P,*J.-Alunov h
QeM
Kazan). .-MMA*,v4 '~Rauk. S.S.S.R.. 01 el ,cl
K M
AWak 1951, 404
-Addo. of acid, to-IM I)i
to)
~Pj 0
:after -an initial temp. rbc qnd further ImatIng a -0
t00
for 10 min.. gave (Sto),Polt (11) and mix anhy-,
&l.": of- th,~! ype 1PMWORth (111) which were. jso-~
ThL
I latbd by vacuum disui. a6d deriv,. wts, (gj-of ixi;ldj I
and d:* of
2, 1.4212, 1.0233; butyric (IV
iso
alcric (V 3,
v,
0,8,2,0. r-4.0*/Il, 1.4233,.1.0289;
19.7. 2.5. IQO-I*/Il, 1.4266, 1.(1078,, caproic
-19*/11~ 1.4310, O.P917;
c 94
il.5, 118 rtotoal , Ai
4 807- 24:-
1103-47M 1.4974,- 1.0~75, benzoic (VII), I.
11 b-to
-.4074 (after redistg. b, 102-3'), 1. luic
, 110*/1, 1.,'4129. 1.1001.
8.2, J.r
ro y I th ld
h1thly "othertnici V g~~,ca I ~ I max. z t PC mil,
A CO M
of iso-ljoCO-lf and U river a ninge of pres res ii rl
~U .SM14
lhydrolysk nf IV gave PrMll and 11 %~jhich f"Ined aI
imax. azt-otrope mitt., b,, 7S-OZ*, nl.* 1.4055. Synth!tlci -J
ICciamolar. mixts. gave the same coastg. The hydrol . 9
priduct of VU did not form an d7,cotmPe. Addn. of 0,36'
1g. S to 2.7 g. VlHnd heatiq at 120' until-all the 8 dlk461vedi
b: ilo, 1,4DO8. ThC:
=aydrlde of AcOff, which A-as itot k.01fited bemuse"
jo,f iti closentu in b.p. to U Ma #O-l') was shown to hi,
pf'.
ie r,~aciion with!
stent irt the frtrn. inixt, by the crothenn
OVIA or Arid tire formation, Mica Wntined IVIElt S at 1,10", of:
~ancj 0.3 g, Yl eVahemally dep6sited crystals of Bt.OHj,
ei4n. of liq -uld Yielded 3.3 g. (MO)3P, hl,,,, .5"'. cucl
(fl,35 g.) partially di"Ned in 0.9 ic. of V at 1(0* and from
evante -SIRIS of CA104peucl
56,411 epd, cr)
Ty, m. 105--0*, V (0.8 g.) heated with I
lich prcs~ed d
h'.t 135-42
ntl'.t 1.15 42 3 hj~. in R sealed tube r. unchitiiged'
n
1., 04 g. c411,c0jP(o)(()rst)Rt~ Ill 1"-130 which itpoll!
'S (Arbarov is~otncrj-l
qn), and 2 5 g,wildc-lifirted prolttM 1), 13(~43* ire
d., nV. t.43821, d. 1.0974). C. 111. S~

Prodom 4W V""wM11m of a of r
seww"bal"rts. A_R~A9pmttWkml .
F. Ali%'#.,. V ,. Kilrato. lawris. Aflalf. Sm"k
ijvdrl Kkd*v. Sank 1951, &*) A.-Andilvins4v I
famnsillom ill dillevi It-m,t mh1rltvlr% %ilh
vttt1mr%Ytsv
'anity4tk1wit. mkkhy&~ with
Samial type (KO%P001) )1()KfiRh. [hit%, hestilill 4 9-
AdOWW 14.1 s. j(HIOW),01birismakil tube I br-al DW
gave 16.2 S. (FjV6POCj1.Ur1%oxOFj), 11). IN.. jog-m,.
*VI.4.*M.d:*IAPJI.-M,int,rg.m4vrni-a.utillo. Toll.2
g. I and LM 0. #W110 "U. AMCA 1 411'.61 110S0.. "likil
"Aw.ftl & Irlilp, it- 1.037" atill 011ro 10 111111. 111
IIW kite
1I.W. xavr :1 6. 14 134 1". .111,
1.43w, 41:- 1 AWN. I liml lot# 7.4 It. %-ith 2.7,16 it.
(sitfitiml
411 1"i I Iwo Jlrf _2 dalins. 1.3 ff.
(CJIZj)A~OXOEj'Z1.. 140-14% mJ,- 41-.- I.IIWWI.
SinsAwly 7.b If. I with.3.1 S. hall I br. 1 131' gave
4.7, g.
(EK))m1W(WPk1jOXOF4)l. tp, 1411-110% *1.* JAMN. d:*
1.131h., W4. its slightly acidif" IW). P-MCC.11.010gave
the p4olylsmabr,th I&P-00% xj: 1.411011, dj* MUM. Oil
-km Mkin. 0( 2.8 6. CI.CCIIO 1.. 7.3 K. I beat Was
Cirtairrd
riw Ili Ctro') and afIrs Ill iniji. at 10111-2V0 wrrr ut~
Islowd 25 K. (Aro K%rtul 411,11m)(100 011. 1-1.41 1',
Ull'i
3.15 S. Ilia 127 N'. OV 1,44P.1, d1l
itulk,41itlK git t1baCtinn Mlfl*. The 1111
tri ptl.lml "W, 01- .4114111"1. a 1.1-4 of it. OnKtit".
in
7 '.1 11 w4chl M 4- 04n, 44 7.4 g. (1000' fit it 11 j.
0.,
OL'111 I, Wil-tA fly Ist'itills 111 111111. 0t JAIAW; thr
1"441
ilia Ill. 120-7% NJ? H. No tractim Ill-*
C Lltrl.
Ilia between chi,= I alsto fask4 to mwt
i1chl.W.W. It ImWed 6 lits. witb W% IICI. tbris brAir
with 11mCh. a..%r 105.211% fleCl. l4mikurly the (KtO),
I4K'1(Phl%(1WW 6 (IU) gisveW1.4% IISCIi hpIntly4snif
tile RM drflk. 14 frIllis with 111% Ilk 1. 1-PINOW441 fir
-
n.101i. with 11.41, m4ti, qll lite m%himp In till",
rtapti.. mid filmi AvOlIJUle. stalie I'ACIA010-
/jOK011 h. sit. 172 3% votifirthing; the son".tute,
Heating
11 (.N.1 It.) with I ivit.1illimastoWtobe4ismal 140'Suve
3
. t. b, 132-3% mV
iXnOll. it-* 1.12W. ~A. in twg. wilivent% anti l(to.
Sialitairly
III ill 2 hrx. at 1_10 45. save (Fjt),Vx())CJIPAOI
(0)(oAu)-
h;I. b#.6 174-7 . '. mV 1.4)04, .1-1 LIMR. ill ahmM I00%
vielti, 11 ge"Is with (CuX k with evolution of beat. but
(tic "Alld 11.0 1W C.. ht. K.

111164101 staffers W Plow. bloneeptiorhoomp at 4"4
aly"I phoopfmtoa and lobaclo!"'afte,
V. W /tiormossisliona (IlapAn
A'sook SA..% M. Opsifel, Kite.,
Norsk 1951. &01 43: 0. obod. 1966. "1. 4). M129.
I1hN161r,, :All# soil, 1A l(t#O-
cells. ."if v; .4 allhA01,01CI weril. lerill"I %vill
.liolkna Anil ive-44%oftla soilit 44AVI 2. 1111C.11A)II
troct I lit,;
11411861"Al gA1r 4(0 6.
.41. 1 _ ni, -
1.21= . . Ties
1411 A. IllsCli'lir. It"Ifif to hr.. &I IWV ill a Woret.
1~1 ::::111
the ustrerAvivil kilt c.alsel.. sells- 6.3 it. (45.391)
0.01-1
,.,I, (IJ."ll Cell,_hZINjille, ;~kjh
,Ilk .,4jr, Ilel ga%q.
WIT b$-1.1-11 V.:Of. MIC111061- N' 11- A ItUlo JtAlr 1.9 Eli
W."') 1.1.1,11141 WillOW01 Will) flir lh, lit.;
I
'Allil 4aloch InAl"641 U11411.1ill.shle ill 2W (114 1If
terisill')!
And.3 hallarol. loatid 1.41 X.~
11h,clic I's 3 Vill. coll. trou%ni 111. hr. xnv~ 01
re.11col. joild
-kin. wF liar.sese OX- X. (27%) 1
1
see. Vitl 4' 1 by.hAwpirvi it#
he,. of low,^ 1'. 1*4,( I's 0111 M h. lit. j
174 A% tulivit 1114,11'.
ItileamM afivii lilt, fractumi.
A,Ivln~ W wil x. .1sx1illy - idds"I 11,0 ill 9.9 x. 1.
milli the
kept .1 five P., joa%V,. ... dj~tfk_ I.:.' X. 1.1,C11,4111
lost
it. 1. h. , I Ill :t '-*. mll' LAMA. selowil C"l
1111.1 Anil es'.1011C 6orrow. 1 (7.4 X.)
Is' he .:III) .0h A. He r-4. Are 41WIl. 1"11%. g,
%1 1,11014111 alel lilt ll,ilfl;, 441 AtIC111111"I
.16111.: fit I'llciltOll Wilill L'IlAt, 110s,110, 'Imlitar
ell 11.0, 't..0.4 0 1Pvp~
1 V711.
cli'llh III). Is. it, .tl" %bell
VIII 411.1 , I(ml. It
let
(11.6 $J and 4 it, 1111011cl alit., I Is;-. III it flualill
tiller
114) 1W Ease vut V4.41111 ;I
I%:oq1CI1,1,A. ill. Ifill.411r), hive,woll %I'll
-little% pirl"t. [limit
t
tile i.4,46110 14 Illil 1-0-
SivillilAtIV M.ClIf ill
-11) .4 Its
It'll C.11. 11A%v I lit MM. wd -.1 ".Jet$$ 411.1 A.,
14.0 (Irs"ll
V.1 1. llo-mlit. 1. i4l, Ile 411 ill t1jr
stifle 0 ell, C110,119 11 POO IAA to I KA it,
I
110 milli
ectIA %'iS%1lqW1v.IV .1111 Is.7.0 V, 11.0 vill0q. a little
."I disla. pvj- S. ) HICIIAMI milli 4-1 9. '"'Pule
vvisl 1), Mo II'l III-At IIA'l thVil 14,14il'"I
pfrvivoti,tv IbV hv
4 file t"I 4 dw lita.
I ~ .
trij.11 "a,l lilt 1111,11,1111able Im.1yesel. t4ewilwily
1,11CII1011 41'a x-4.1 g. ell, C11'.clumcnilc .I() ill thr
plq~"Wv

~Astya (K4txn 81mir Univ.). Is".). .4444~ Vdwk
Kh im. %:all* 1931.:.44 "o;
rV plrv~llllfl '41"11. 141
W 7 1, 14WV WIM It 1.1 it MAINIv,. ..mI
fill- OISY C4,1141 WAI IIIMIN 41111431 'AIIII %11141111 S.
.:::If the Illi%t. 144- lItitt"I ~hl MISS At 644 A(;Vl
timls-11 so oko.m." 411,111. 'of lbs. W;Ak Ottlo,w%mille
Involl". 14 1144-4"111111.; Wrillm'd .4 111,- .4lirm I",---
th'.
1-14.4 111 -V0.111m, 111.1.11,10
Ast'. "Pko'~at. $1,. 10 7.... %1*9% %41au to
m i i,td - A.Mw -4 x it a Nlel il", 1" 1:1.-
at$ lovsime Its IdIsMu"S. "ltd i'varls. I,.%,-
310 P*p All" lll~ 4:1 OW, 'Afitt'll
ho lot] INIfir 111"ilAt 1.6 Out .1 ensm"I lov Ir.
orlys,111 sIN111111111,111mly cmlm,al t"ll'Judy aild
Sol or-oloolify its a few min. b"'*SSW .4 .141118.
kily. 11.1 It, 1. XA a. pritillile. and S~2 R. 1"101-Cl,
9"%4-
3A 1;. (:.'A1j? Es (111). IS,.
dl* I d-.: 'IAIK71. *J7 1.49961. SmitilAtIv
Sale J: I 4111tt'.1. I...
I'llm I
Illit INA. K 1. .1-:1, 14.
Ili# a IMI, X*' oil* 1,11616. 41'.. 1*
W. Sol, 1,191A, 111,21"It
'Alth 41.1% 4, 11,1111 lll~al Aml fililaliIal Att's j
-J"4 It pAk"tAtfor, %%1- 1%2 LI 'V
ad ~ Ili thv um
((mm hantillorf, ut A%tto,; thv Ilu or,to utth
Oightly a6fili"I IfO hydi-olvieJ Iiiml,ktlv~ Nkli-,s 11 0
X. ,its Colf.otith LCII. I'h.Cllr L.Nhr, X4%r Nfvltr
4mliNstivio.
WI-I'V4,01
Ill. O.A" tol'.11 Ill., ballit'l It'Son It--- HIS
Ili. It Tvaulir,l I -% Ill, , ~Sih 1*11CIIIIII owl V.11.,
'I'aXA
aild URSA) Alld"t save (h. ~ 1.4n W1 -1, C-44.1
pkPokitor, it, . 14:1.5 4.0' (fi.all ligivooil".). ~41.SiL
1y Itorcl Psi,
the notiloij, Ill. IVI.A -Us' (II:"SS lismillel.
fit all the .41--ve seloortiont, fhrc)ilw Itniclutrur
flirtirt t,
11(l 1.),A011.13S. Sill hog C.R.Cukt-JIVI III
litill. loss A Items" ImIll 011.1 -.1.7% 310. Ibis
I'V48.4 Ill. ll;,2* tfillis \1~4)11 ?.
ZA%V the Et assatec, its. W- 6' ifivolu por. rthet 1.
%hill- Ow
/', amaj..g~ pret.j. too. *do.'. IS' k(tinil joeft,

ganopbosp
~11:1~~/Chemistry Or horus Wj/~uni ~l
Compound&-
"Action of Strong Inorganic Acids on Some
Esters of
Thosphorus Acids," A. Ye. Arbuzov,. P. I.
Alimov,
Chem Inst iineni Acad A. Ye. Arbuzov, Kazan'
Affiliatej~
Acad Sci USSR
"Iz Ak Nauk SSSR, Otdel Khim Nauk, " No 3,
pp, 268-272
Sulfuric or phosphoric acid, similarly to
HCl, splits
,triethylphosphite into cliethylphosphorous
acid and.
ethyl ester of the inorganic acid. Action of
HC1..
~.Of
oa tetreethyl pyrophosphite results in
formation,
diethylphospnorous acid and
dietbylphosphorous acid.,
LC
S
~.-US.:R/Cheirlis try Organopbo pborus May
Jun
Compounds ntd)
(Co
"oride. Action of HCI on tetraethyl hypophos-
_,,,-cte resalts either in,formation,6f
diethylphos:7~,,-:,
r~113'horic acla chloride (1)
and'diethylphosphorous
id (II) or of diethylphosphoric acid (III)
and,,:'
e tlLylp, Tion pborous acid chloride (IV). Fo
,-,broducts ot Ivis reaction wer,.;.
isolated-I
d tetraethyl pyrophos-phate (V) - V is
product
of secondary reaction.between I arid III.

USES/chemistry - organophoopbQruo
~JVI/Aug 53.
Compounds
-Conbined Anhydrides of Carboxylic,
Acids sad Di-
ethylphosphorousAcid," A. Ye. Arbuzov,
P. 1. Ali-
mov, Chem Inst imeni Acad A. Ye.
Arbuzov, Kazan'
Affiliate, Acad Sci USSR
"Iz Ak Nauk SSSR, Otdel Khim XwW No 4,
pp 4og-416
Action of isobutyric, butyric,
isovaleric, cro-
tonic capronic benzoic, p-toluylic acids
on
(nO);~P_O-P(E:tOj2 yielded combined
anhydrides of
type RCOOPOE02 prepd for the lot time,
vhich
lYI2M
USSR/Chemi.stry - Organophosphorus
Jul/Aug 51
Compounds (Coutd)
react in the manner of acid anhydrides.,
Under ac-
tion of.EtI, they form by Arbuzov
reaction isomers,
contg P54 atom (phosphonic
acid-carboxylic acid
amhydrides) and high-boiling substances
of undetd
stracture.
TQP/PPI

USSR/Chemistry Organophosphorus Nov/Dec i~
1-4
tMV
Compounds
"Regarding Some Esters of ?kUylphosphoni.c
Acidi .,
A. Ye. ArbuzovKA. I. Razumov, Lab of Org Chem,
Kazan' Chem Technol Inst <
"Iz Ak Nauk SSSR, Otdel KhIm Naule' No 6, PP
-t16
Sy~thesized for lot time.methyl and isopropyl
e
ters of allylphosphonic acid. Established the
b lest conditions for preyg the methyl I
ester. F0=&-,,,,
that method of prepg allylphosphonic.esters
rron,i,,~.
salts of dialkylphosphorous acids by reacting
97T5.:,
USSR/Chemistry - Organophosphorus Nov/Dec
53.:'~;'
Compounds (Contd)
with RIHal is of no advantage as compared vith
the isom rization, of trialkyl phoopkiltes,
e.9.,,
trialkyl phosphite plus allyl chloride. . The
Ist
method often does not lead to the desired
prod-
ucts.

i
... I , I , . . , ;; - - " . - i- U-f-

the g-e 2 4, g A,'e-.'

sa.
ac,

USSk1 6hemist ryI--oiganophosphorus SeP/Oct 51
Compounds
"Organic Derivatives of the Acids of Phosphorus,"
A. Ye. Arb.uzoV, Kazan'
"Uspekh Miim!. Vol XX, No 5, pp 521-532
Gives general review of foreign and Russian
work on subject, with particu'lar emphasis on
results oe his own work. Discusses latest data
on Arbuzolt rearrangement) the constitution of
Boyd's acid chloride, etc.
191T9

UZCY A.

w1th n
Cl
n 3 xa-
oy

!.,
fe -dim lj~,`phffi j
T
it' I j II-& I W iv.
.....
~14LMV. _

.
V
IV? .
r) KIM): Vt. CA.

43, otlttp Ito I;- (CIUCII. 1(17.1
), into

CmIed HINQ III I L CHIC44, letting Amid ovallight, imil

di4m
gave IN 1j,
'

,, hYdi-o-
of (Ili

gellatvit in cyclutivicAllie ovtr .3 K. III-(: lit totlill
lentil. (fluk.

ti.1600ml. Hzind gavk,25,4 g. 1v1,r,dqdre(owj4,, fit
1111 ..Y ,

0.593, jfU 1,65,50. This ( MA g) i:i WO qtvl Ac()f I %w,

tmile.-I lit 4 porllmls %vith A9 g. /,it, ([list with khA-hig, 1~vl
-
'
fill
I f
dkfJ
oand 20
NaOllliffled
[I
o
I
160
1

.
. s
l
ITII-
. :,11.
t
2
.
g.
j
,
Ifiv fillvi.ed distil, I'v!-iffile vxt4l. ii ith Cd 1,; lliv . o ~
yicWt 11

7.7 (1), b, 151 -.1' d;" I Ill,,

M10 1.5636. ai.id awlak.
d(volliv. UN .5-5111 f 6(jill N1,01 111"

,
Ily( figell"Itioll #A HINIMIX11'ClIclWil fil Ft.()
!

If
:
t(
-fill). C 311:111,41 1111011, HIN[[_ PhShb?"

',I' ~'.
l"_ 95-6" (PI 0.91!11, , , -,:193 11
I')
I It I: V. ( z :%, I---

I
.
-
"
alld 175. 11 i'luillival milh ille Ibovi., bl", 1 1,
I
1J)IIII, Ili,`
1.5613~ G. M. K,.-1jj-jf

P. EUIN'~ Al
Aj~ eksaLijr Yenniuingel!2Zach
Izbrannyye Trudy (Selected WorIcs) Moskva, lzd-vo Akaderidi Nauk
SSSR, 1952.
755 P. Diagrs Ports., Tables.
"Literatura" At End Of Chapters.
At Head of Title: Akademiya NaiLk SSSR.
SO: N15
614.02
A6

C
Ninety years o( the theory of cbollllcal
Iffucturs (pro-
r.:wdlby) A. M. Buderov. A.-H -Ubutqv,_ K
I 111.1te
iv. lavis. Akad. Auk Y.S.S.1 . Ale"I'll,
Khim.
Nasik iQS2, 3-13.-Itistarical review with
Buticrov*, 1~w-
tralh (I. m, Ko~oujloff

iNi~i~v : IZI~-Ni~.1-~~,3~4-.4rlaay."Tl&uw !,Fa I lot~L tr_-
VW-=I%t--*YL.~~--~l%&--la4pl.,~!

-Abs t.
mical
o No. 8
r..;25p 1954
0 Ohemistry
,~~b_sti_tRed
phi
BNil
'S" 1952.11133L-W(E~n
4 g1.
tion):

7
Chamlwa Abet.

vol. 48 No. a
Complex comp

Apr. 25t 1954
Compounds
1(4th
Orgamic Chemistry

C.A. 47, 98M.

blvaleut platIma

M. Mplex cc

-t
ov
VdIVV"42'~'C C.A. 47, WM.,
nds with mercury saUs. IM. 743-;

-honi ~- A I A bst . I ". t~utlll,fl- "I a ;
- ~. ~~
I - 4.-~ N, . 11 11 4 " ~ .1 , ,
T-r'17-1. 1. - ": -1 "1 11 1 1
Apr. 25, 1954 C-A - 47. 111 05A H L.-14---J
~,,-F-nlc ChamAstry

J1n1JU-4UV',- A.
Chemical Abst.
Action of ahllk I h lid
a" on the sodi
val 1+8 No, 8 Silver its .01498111M, and
0
Apr. 25, 1954 horous acldx."
Arbux
- - ~-Nac.,L~
Organic Chemistry 6r) -11Rnoro" S"
r-, -9 - translation).
A. 48,
I'M
It

ARBUZOV, A.Ye.; ZOROASMOVA, V.M.
Estero of glycol-phosphorous acids. 1. Compounds containing and
8-member rings. Izvest. Akad. Hauk S.S.S.R.. Otdol. Maim. Nauk
'52, 770-8,
(PA 47 no.19:9900 '53) (MLRA 5:11)
1. Kazan State Univ.

ARBUZOV, A.Ye.; ZOROASTROVA, V.M.
Xaters of glycol-phosphorous acids. II. Compounds with 6-member
ring.
Izvest. Akad. Nauk S.S.S.R., Otdel. Khim. Nauk 152. 779-88. (MIRA
5:11)
(CA 47 no.19:9901 '53)

ARBUZOV. A.Te.; ZOROASTROVA, V.H.
Complex compounds of eaters of phosphorus acid. I. Compounds
with salts
of copper. silver. and gold. Izvast. Almd. Nauk S.S.S.R.,
Otdal Xhim.
Nauk 152, 809-17, (MLRA 5:11)
(CA 47 no,19:9898 133)
1. lasan State Univ.

ARBUZOV, A.Ye.; PROASTROVA, V.K.
Complex compounds of asters of phosphorus acid. II. Complex
co=pounds
with salts of bivalent platinum. Izvest. -dkad. Hauk
S.S.S.R., Otdel Khim.
.Naak 132, 818-25. (MLRA 5:11)
(CA 47 no.19:9899 '53)

ARBUZOV. A.Ye.; ZOROASTROVA, V.M.
Complex compounds of esters of phosphorus acid. III. Complex
compounds
with mercury salts. Izvest. Akad. Mauk S.S.S.R., Otdel Khim. Nauk
152,
826-3o. (MLRA 5:11)
(CA 47 no.19:9900 153)

ARBUZOV, A.Ye.; BASTANOVA, H.Sh.
"NowwwwaWN" ~ - - --
Tautomerism of derivatives of carbostyryl. Izvest. Akad.
Hauk S.S.S.R.,
Otdol Xhim. Nauk 152, 831-41. Wak 3:1.1)
(CA 47 no.21:11196 153). -
1. 5.M. Kirov Chem.-Tachnol. Inst., Kazan.

ARBUZOV.,-A.E.
CG,

K in I:t, IV suln. was collipl.te, theft addli.
.0, will tiling tint if 11 -

V. S ill CjI,, and the nikt. refilixed
for an unstated

1wri-A gave a colotlu%s lipt.; this mixt. tefluxed
for un-

tated ju-siod villi 28.2 g. Ell in CJI, gave 43 g. ppt-.
while
.ction of
I
Al
iuipti~nd
thesodium
potass
ides on

diAtli. of the filtiate pvr i.5 g. (.1.217,) 1, b,, 11.1-16*1
nN?
. silts o
~
~
~
n zn~.
~
~
~
JAY.:3. The (I7,tOI'(.1;)OK (4'3 g. iolat,~i front a previous
an

CC
It(, . .
.
expt . ah.ive) take;i ill) in nb-. EtOlf Irc-ated with Etl.

-t
Inst
7
Te"

'
ad. A'auk S.S.S.R., it e . ifin.
a white pilt. forliled,liefinxed 4
lirs., and let stand over-
Trudy Kazarisk. Khim. Tekh. In3l.
I- M ; c
i.
Na 2-
=

ith 4.5 g. nildrd. after conen.;
night. j-icldV,I 1.1.5 g. K1, w
1949. lft---r,:t]3r or Fir witl-
(FtO).P(S)ONa or (lie K.

-addli. (,.f EA:O g.lvr unicacted MOYIMOK;
the
or Ag snits yielded only (FtO)'Ps' although its different

filtrale. pvr 17 g. (35.12%,) 1, Ili% 111'. nV 1.45*2M.
yields. (For
prepn. of the above salts front (110y-olkf

'i.2 x
I'll.' -1 g. (FtOlIP(S)OK in abs. f'1011 wag ridded an e cc"

'
C
'
'
tint S, cf. above ref.). No reaction to k I I Ht 0
8

1)[ EMIr (white lipt. formed): file mixt. filtered, the filtrate,
)
1
K atid
(.S
betweem (EtO,)P(S)ONa and EtBr; d
)

refluxeil 4 firs., gave :45,9% 1, bm 119", PM 1.4520. Re-
E111r, fail
(EtO),P(S)OAg %fill Ut I. Milo. or 25 g. (1110),

fluxing a mo~pvusimi
of .1.5 g. (EtO)X(.;)OAg two Ills., or
'
1;011 to .1.1 g. Nn ill Ft,O, wanning until all the N'A hall

pvv no
traction. Milicu
Ilime ill FI,0 with 2.5 g. Ftl
tvacted (2.5 g. ester hall to be added
fit exurss for ON, fint-

VlnJIjt!,II iLW~ FtOll was added to file
mixt- to dissolve the
-
,)o,c), followed bv IS g. S in CjlI6, and the yellow mixt. let

~nlt,
reheating the-brown solu.-gave entirely different re-
stand
overnight, gave .I white pill.-. addu. of 31.6 g. 130

th,_%ohI_jUSt
ColUr.ajjd.UAV,WpJI.-_-.I ..-I
Et.O.-and

-3

USSR/Chemi.stry --Theory~of Strtictur* 'Jan
52
"A. M. Butlerovfs Theory of Chemical
Structure,"
Acad. A. Ye. Arbuzov
'TrixOda" No 1, PP 15-24
Revievs history of modern thea_"Ires of org
structure,
Points out that, Gerard # s, multiple f
ormulas for
ever_- arg compd, used depending on the
type of re-
action, were superseded by Butlerovts
concept of a
unique formula for every compd. States
further
that Butlerov empbasized the mutual
influence of
atoms in a mol. and the effect which this
influence
2lln6:
b" 'on reactivity. Criticizes resonance
theory On
the ground that it does not consider
complete mols
in inter1preting complex chem phenomena,
but relates
these phenomena to the motion of elementary
particles.
In,order to illustrate the futility of
resonan e
theory, says that calan of all resonance
structuxes
of one of the pental bexa or heptacyclic
cancer-Oge"
of the type synthesized by USSR chemists
'Would re-
quire a yearls work by a special office
organized
for., that parpose.
2nT36

USSR/Chemistry organo-rhosphorus may/Jun
52
Compounds
"Tbe Chloride of
1,2-dithiolethanephospborous Acid.
Ark Its Derivatives," A. Ye. Arbuzov, V M.
4roastrova, Sci Res Imst of Chem imeni A.
M.
biiieror, Kazan State U imeni V. I.
Ulyanov-
"Iz Ak Nauk, Otdel K12im Nauk" No 3, PP
453-458
he cyclic chloride of
dithiolethanephosphorous
acid was synthesized by the action of PC13
on
112-dithioethane. Esters of this acid were
Mthesized both by the action of alc on the
acid
chloride .:Ln lzrisence of pyridine,,
and'by the action
of *Wnshutkin's acid. chloride on
dithiolethane. The
enters react with alkyl halides (methyl
iodide,
tripbenylbromoethane). The structure of
these re-
action products was not established.
22

~M/Cfiamistry - Isatin May/Jun 52
"The Question of Tautomerism of Isatin,"
A. Ye.
ArUitov, M. Sh. Bastanova, Kazan'
Chem-Technol Inst
imeni S. M. KIrov
"Ix Ak Wauk, OtAel XhimSaWlt" No 3, PP
459-469
Sodium and silver derivs of isatin vhen
treated
with bromo-, and chloro-metbyl,
-metbyletbyl, and
-a*thylpropyl ethers, yield the
corresponding flactig
asters. All of them are easily saponif
iid. In sa-
ponification of methoxymethyl,
etboxymetbyl and pro-
poxymeth~l isatin esters " isatin,
formaldebyde, and
the coriesponding ales are obtained in
almost quant
yulds. Sodium and silver derivs of
isatin, tmated
with p-benzhydryltetrapheryl
bromometbaneo benzyl
Ibromide or chloride, or p-xylyl bromide,
yield
bitizyl isatinp p-xylyl isatin, and
diphanyl-p-tri-
pb=yImetby1phenylmethy1 isatin. Attempts
to sa-
pan;ty these, products veTe not
successful; the re-
a4tiozis reversed themse3-ves. The
structure of the
products.was, not detd. Yantbyl iodide
iind bromide$
up= reacting vith metboxymetbyl and
athoxymethyl
derivs of isatin form high-melting
products. Benzyl
does'not change in presence of., methyl
iodide
i6d,benzyl 'bromide.
220T10

ARMOV, A. Ye.
Chemists
"Butlerov.0 Reviewed by A. Ye. Arbuzov. Man. sila. no. 4 (1952)
2
9. Montlily List of Russian Accessions, Library of Congress,
August -194. Unclassified.
I

AIMUZOV, A.Te.
Igor Zgorovich Vagner. Trudy Inst.ist.ast. 4:46-61 152.
Oaa& 6:7),
(Vagner, Igor 39goravioh,,1849-1903)

-1--ARBUZOV, A. YE.t VALITOVA, F. G.
2. USSR (600)
4- Phosphorous Acid
7. Phosphorous acid derivatives with a e-yelohexyl radical. Izv. AN
SsSR. Otd. khim. nauk,
-No. 5, 1952
9. jjpjhIL List of Russian Accessions, Library of Congress, February
1953. Unclassified.

IMUZOV. A7.
ZORASTROVA, V. H.
2. IM (600)
4. Esters
7. Substituted amides of cyclic esters of phosphorous acid, Izv. AN
SSSR. Otd. khim.
nauk, No. 5, 1952.
9. Monthly List of Russian Accessions, Library of Congress, Februag
-1953. Unclassified.

l.A.YE. ARBUZOV
2.USSR (6oo)
4.Arbuzov,, Aleksandr Erminingell Dovich, 1877
7.General meeting of the Section of Chemical Sciences of the
Academy of the U.S.S.R.
dedicated to the 75th birthday of Acad. A. Ye. Arbuzov. Izv. AN
SSSR, Otd. khim, nauk
no. 6. 1952.
9. Monthly List of Russian Accessions) Library of Congress,
April -1953, Uncl.

ARBUZOV, A.Ye., akedemik; SHAPSHINSKAYA. O.M.
Some derivativee of inatin and inmtances of tautowerism.
Trudy IMI no 16:11-15 '51 [Pabl. '521. (MIRA 12-.12)
Neatin) (Tautomerism)

1-
-A-)-rU,-7,ljvy A. Ye... Acad.
9
Nikolay Nikolayevien Zini-n. Narka i zhiznl 19 no. P, 1952.
SO! ML%A., NTovL!nnber 1-952

111~inety years o~ the theory on chemica-I strilcture discussod
by A. Y. BuLlerov. Tr. frcm
the Russian. 11
CherrLicke Zvesti, Bratislava, Vol 6, No 9/10, fl'ov./Dec.
1952, P. 597
~~); &istern European Accessions List, Vol 3, No 10, Oct 195~;,
Lib. of Congress

VM/Chenlistry Orgmoybosphorus Sep .512
Compounds
"The Action of Triarylbromomethanes on
Allyipy-
r0eatechol. Eaters of Phosphorous Acid," A.
Ye.
Arbuzor, F. G. Valimava, Kazan, Che--Tech
Inst
"Zhur Obshch Khim" Vol 22, NO 9, PP 1479-1483
BY treating the ethylpyrocatecbol ester of
phoo-
PhOrOUS acid with trIphenylbrom=etbane, dip-
henAbiphenylbromomethane,
phenyldibiphenylbro-
thane, phenylxanthylbromomethane, and di-
Pbeny1naphtbylbromomethane, the corresponding
232T14
pyrocatechol esters of
triary1methylphosphonle
acids vere obtained. Saponification of the
py--
rOCatechol esters of triarylmethylphosphonic
acids leads to the forration of the
correspond-
ing triarylmetbv1phosphonic acids. The above
pyrocatechol esters of
triaLrylmethylphosphonic
acids are identical in physicochem properties
Vith those obtained from Boyd's acid
chloride.
232T14

1. 0BUSOV A. Ye., Acad.
2. USSR (600)
A.. Chemists
7. Outstanding Russian chemists (140,th anniversary of N. N.
Zinin's birth),
Priroda, 41, No. 12, 1952.
9. ~bnthl List of Russian Accessions, Library of Congress,
Mat!�, 1953. Unclassified.

U'SM/Cbemistr7 - Organopbosphorus .Com- .r
E- pounds
c~"Study of the Phosphorus-Containing
Members of the
.cz Products of the Reaction in Which 7ree
'Radicals Are
1x Obtained by the Method of A. Ye. and B.
A. Arbuzov*,"
A. Ye. Arbuzov, F. G. Valitova
"Dok Ak Fauk SSSR" Vol 83, ITO 4, PP 577-58o
Among the product8 of the reaction of
triphenylbromo-
methane with sodium diethylphosphite, the
presence of
subphosphoric acid, ester was established.
I-rs pres-
ence was proved by converting it to
benzylphos-ohonic
234T91
and tripbenylmetbylphosphonic acids by means
of ben-
zyl bromide and triphenylbrcmomethane. A
cryst comp&,
of cuprous bromide with the ethyl ester of
pyrophos-
phoric acid was obtained as a result of the
reaction
of the copper salt on esters of
subpbosphoric acid.
2,34T9