SCIENTIFIC ABSTRACT PETROV, K.A. - PETROV, K.A.

• Document Type: CREST
• Collection: Scientific Abstracts
• Document Number (FOIA) /ESDN (CREST): CIA-RDP86-00513R001240430006-1
• Release Decision: RIF
• Original Classification: S
• Document Page Count: 100
• Document Creation Date: November 2, 2016
• Document Release Date: July 19, 2001
• Sequence Number: 6
• Publication Date: December 31, 1967
• Content Type: SCIENTIFIC ABSTRACT

A ni,-.,dri I es of Hic s; !.,;no :7 hu%~r: ~.c-.'
e s 4 - F 'IK C
They
stabi 1 i ',y i rc. ai-s -i tj - r: nc.
in t' o e3 ' ~r -, . D r . t iI:i I
of the r, ( n,- i R ~-: ty i c ~4 t
+ o ac i d ~7h.' r4 if~ anot: r
mo
rom
f ir i
f rom t! - a c t ~1.. f r
i sobu ty ri c ac P,-~ c 1 f t.,- li-~ I
phr)3,-,h r1r) jfjrbUt,--ri -- e F C~
up to Pt~.yl chi ~'i ard ~~r, ir i
P-eti.yl Pq'-r .f t:.- ;)?,, h: - r., !t re
f I-phoqphono i.-cbutyrftt(.-.,, ro:% . i1y -~r, lyz.
wit?, ruiter and yie:i tw-o-ba-iic -acids the titra+i 'r.
sumes exactly 2 e (,f alkali . Iho
i.,3obutyric qcid metj.vl-ester vif,.j separate 1 in t:,,, -rm a
sa 1 t . ' ti a 1 k y I a t i,-~ n o f t!,i s o al t vi i th me t hy I 1,, 1, itll,- 'Iu * ji(-, rs
obtaiiied trim-t~.~!! ei:terq of the phc-ophoy~k, iscbutyr,- -,C4 I.
Larcl, 2-, 11')~.;~
Ca r,

5'3) S;v 79-29-5-19 '75
AUTH Pe t ro V, K. A. , Ne.-, my sl,r-va, A. A.
i c Ami nes 'Ni th P-Chl c, ro-Mane- Sul f ochl de
T I " 1. 'ca-tion of Ali
(Rea.'kt9tya alifa~icheskikh aminuv s 0 -khloretansullf')khlo.-idom)
PI-I'IJ DI C AL Zhurnal ob-,Iict.(~y rhimi i , 1 )1 ', Vol 29, Nr
pp 1494 - 1 ',9(, )
A', TA T In the preoart :a;.er th~-- cGnditi(~ns were inv,~13tif,,fl'Od unllf~r
by the action of .imi.thyl- ~tnd Iiethyl amine upon ~ -chl r,)-
otliar.e-julfachloride vinyl--ulfodialkyl-aipidea and dial *kyl -ami nc,-
,Y.e roa-ti,~n -.,:is c' ru ir. IM at 'erer~t
tr m t r,-!3 ~-1-7 t L. ~n r 'U] fO-
c hr)i a m ~ r,,,, 1:3. j e s t i c ril c 3
Ia4 n- d. r c, L a, t.. k! r(~ at s with -ch' or- t. inp-
(n c ~tz 1 ne
su' c h r r c j,-. in ~i s:
P
30 'N:"7-''
'J-
C l-30,' +
~17 a r,-'2 z

Roaction of Alip~atic Amiw.~s Nith S -')~l
3u I f och I - :-i I c
From rlrtl % il,l ~ :31, ;1:.,! ":.. re I ts ob
-May bc~ ~,.-It U.-
hi gh r,A t e fl.o reac t r) n rii t
of th(~ ;vni nf,. Dial' L.T I N' I. r u a
o b ta i ro!d b~, t ~. o I I ri itinji ,J' I j ;L I j,.IjLj-.j rj~- t-, V i
amidos at .-(j, m t o rr r-t t, v, . IN Y,
j 9 So v i
3 B '4 12' r E M a r- `3
Card 11 2

it T!T If OR I,e t ro v A.
T L E' f ky I i hos, -A,or,)U9
t i i ocyana t P.,i . r i ~q oye ! i r, (? n I ye i a I I f s fo r i a t s I t k.
a I k i 1 1 z a t I a t 0 1 ~i r,:, t t m
PER T OD IC AL nu rn a 1 b F~, r t, Y i:., i V -, I
5R
ABSTRACT: I t wr 11 1 k y
th~ Y t v :1 ~i r, t q ~1 3 r T.
t

1r, the --)resence !3,) m u"Apr
-in s Co -1P I e t P i y n e r. I: tlre r.
conditior,~; mar,e ~ ,y affert t .,,,, yio:ld ii. th., r c, u r t 1
the reaction masn i n 13;, b
.1 P c t
?,d t - v i c u um d i s t i I a i or,
immediately after he fit in ~~ -1 .: e r r)M p Oq I t 1 0 r, 0 f-
product takes yJa ce lifter re mova:
.,i rd cons'-ituentq. e F, t P f

',ombinatlon of Dialkyl ?hosphorous Acids
Alkyl Isothiacyanates
phosphono-tnioformic acil can --)-.Iy be J~.stiled after
washing the reaction mass w:th wat,!r -he
phosphites with 130thiocyanates w~is carri,edl .-ut vitr~ -_ethyl
and allyl-isothiocyanates. In the latter case the addition
took place -oth at the C-C and at the 11-C bond 'n the f-.r~kt
case the esters of the y-isothocyarate propyl phosp%;.nic
acid must be formed, ir. the se.-DrA the esters of the a,lyl-
amido-phos~,hono-tnioformic acil 'Scheme 2., The atter esters
are determined by ~.ydrolysis of t.,;p re-.ction ~roductB with
hydrochloric acil, In vrt.i~-r ccrnect:or phosphoric ic:d is
obtaineJ, as was exi,ectel, which was sepqrated in tne f-~rm.
of the trianilinp salt. The alkyl-imi,4o-phos~hono-thiof.)r,.n~itL-
are viscous, yellow li;uids wit!. a stronw unpleasant od~)r.
which are easily 931~.;tle ir. or,~anic solvents. When heated
with hydrochloric acid tl '~ they are hydrolyzei to ..,ive
ortho-phosphoric acid 1':-.e constants of tne c m,'Junis
synthesized are i:.ver. in the table Thpre are ' tatle a%1
t. refvroncei3, 5 of wh,.c,) are 3oviet
Card 2/3

5 3)
AUTHORS. Petrov K A. Neymysheva, A. A
TITLE. Mixed A-nhydrides of CarLoxylic Aii4q ai,a of tt,~ Acid Esters
Phosphoric- and Methyl Phoaphin,,: Acid fSmQahanryye angidridy
ka.rbonovykh kis"ot I kislykh efir~v foefornoy I metilf,)sfinovof
kislot j A New Method for the Product,,on of ;Iyr.- Ph,sptiates
(Novyy metod polucheniya pirofoofatov~
PERIODICAL: Zhurnal obanchey khimil Vol 2'~ Nr f, pp ' h 22 b 2 6
(USSR)
ABSTRACT. Among the organic derivatives of the anhydrides of the phos-
phoric acids there Is a groat nLmber of physiologically active
compounds in the fiell of biochemistry and agriculture. At
present In addition to the well Investigated pyro-phosphates
and thiopyru phosphates only the mixed anhydrides of the car-
boxylic acids of the phosphites the anhydrides _,f the -~%rbox-
ylic acids and of the thionephosphates (i.e. the dialkyl-acyl-
-phosphites and dialkyl acyl-thione phosphates) are known (Refs
1-4,' In the present paper the authors describe the synthesis
of the dialkyl-acyl phosphates h~thertc unknown and their prop-
erties. rht-se compounds were obLained by reaction of the silver
Card 1/3 salts of the Pqrboxylic acidn with, thp a,id chluri,les uf the

Mixed Anhydrideq f "a r, -.ij!. , ~ A,-, J a ' ! t~.e A-., 5 . 7 - -- ~ -1 - , ~ -
Eaters of Phosihori- a n I V, e t t. -.9 17), A-- j A
New Yethod for the ri A r g s
pho s ph a t e a r 'S J'n '-i t 4E, s t an , n e ;j,-, 1 v e
1100. The ~nd ~r, i-I w.9 a, t pu r *, 3 ph, -%a e
r
which wag (,n".rm-~I t~"' -A! "Yaln (quan'Iti!'vv J'elris "A
phosphorus ant rr-uj - Tht4 41alkyl-a-,yi ph-9phateg -ire
thermolabilE~ - Irk the -,,3.-uum distillation thcy ie
compose ac-,rlinj t,~ a-heme ' . Tt~ts behavc.r -f the Eiyl~ phis
phates was .9,?ri , 'e tne ai,lri' r,! r, the eynthesi3 f
pyrc. phcspnat-s wh,-,,,,, :an -~.- -~,tainel -T. -re ginoo,;i4 run with-
out separaLlrri 'f the a"Y; Pri-'sphates. Ph~ react*, ;n ',' tr;p acii
chlorides -if the ph-sphat-~, esters with s~~I --er a..etate tc.,,k PlacQ
by heatlni~ ii. tvn:en- Aftor se;,~Lrati, ri ~f ttliu prv(--,.I)Itatg and
after distillat:~~n -f tie s '-i-fnt the rtst wits fract-natedi
thus the acet,c arriyJ?-),I* 9.:-.J tr.~ pyr- ~h,.spt,a~es jr--e se,,a.-at-
ed The yields in qyrD pn Sptcitt-~ W-7e Tre tetrs-~tnyl
pyro phosphate was tbtairud '.,~ -J i,&A arl-rding t- allhc-mcl I
by reaction of 6-.Iv,?r .r a-v) with
Card 2/3 -phosphate. 'Ihe dtieap, t~ "&k) ingtelld ~f these salts s"d.um

1/7
Mixed knhydrides of Carboxylic Acids and of the Acid 3~)V
Enters of Phosphoric- and Methyl Phosphinic Acid. A
Now Method for the Production of Pyro-Phosphates
potassium salts was a failure, The formation of the pyro-phos-
phatee on the thermal decomposition of the acyl phosphates is
only possible if the latter do not contain any alkyl amide
groups. The alkyl-amido-acyl-phosphates decompose according
to scheme 4. The constants of the compolinds synthesized are
given in the tables. There are 2 tables and 6 references, 4 of
which are Soviet.
SUBMITTED: AuKust 9 1956
Card 3/5

AUTHORS; Petrov, K A. Gatsenko L. G., SCV/79-2'~-6 121"112
IT #YMY al ev -a A. A~
TITLE. Estero of the Alkyl-cyano phosphinic Acids (Efiry alkiltsian-
foafinovykh kislot)
PERIODICAL. Zhurnal' ol~shchey khimil 195') Vol 29. Ir 6, pp 1627 - '9~1
(USSR)
ABSTRAM In addition to the authors' papers (Ref 1) the influence exer
c1sed by the alkyl halides upon the dialkyl-cyano-phosphites
was Investigated in this paper. The authors assumed that this
reaction takes place according to the rearrangement of Arbuzov,
and eaters of the alkyl cyano-phosphinic acids were to be ex-
pected which was confirmed experimentally according to the foi-
lowing scheme,
ZCN R 0
(RO)2PCN+R'J RO)2F R P +RJ
RO/ '- CN
N.-propyl-methyl-cyano-phosphinate was thus formed under j-
sure at 1600 within 8 10 hours from di-n.-propyl cyano-phosphite
Card 112 with the 3-4 fold quantity of methyl iodide, the structure of

Eaters of the Llkyl-cyano-phosphinic Ac.ds
which was confirmed by the analysis fhl)~C yield). Chlorine. when
reacting with it in the presence ,f an eqiimolar quantity of
PCI 51 yields mothyl-phosphinic acid-dich1cride the constants of
which are in agreement with the data published (Ref 2) (Scheme
2). The synthesis auggeuted of the alkyl-cyano-phosphinatee is
of general character. These eaters are colorless liquids. sol-
uble In organic solvents and hydrolyze readily with water and
alkali lyes. The dialkyl-cyanQ--phosphites used as initial pro-
ducts were obtained by substitution of the CN-group for the
chlorine in the dialkyl-cliloro-phosphites by means of silver
cyanide in other on heating. Alkyl -cyano-phosphites are I iquid-9
of unpleasant phosphine odor, soluble in organic solvents which
form solid complex salts with zuprous chloride. There are ~ ref-
erences, I of which is Soviet.
SUBMITTED March 20. '958
Card 212

50)
AUTEOR5t Petrov, F. A. , A. A.
TITLE: C arby I ri - J r~,a 1 i 1, s (I.arb

PERIODICALt Zhurrull V( (F;

A.B iLA A r1 i r, nr 3

mc '1,./ r i r- fi - -
y
S I..

littlr~ invn t~ n. to 1. In t~.e n
r-. e tl~y I- ir~ -l -i 77~ 11 ori J r.e
a -' r,1 y rovei
m.? t I: y--a r ~y .c :1. 1:7 r;. is 1

ain i z, c1,) re u% s 1, t a i n- 1~, yt
It Co. 7!.
isothiocyanate _
9
tic I rojrr'.,, f n~ c i i no rr, -i:i
rot as sium j () (14 1, 1. ~10 1 1 1 1
determinati-)r, -,f
c a rhy I -unit,),:hl 1(-.. TY.il 3

bard 1,12 t 4
Ar,-.mt -

Cr-rbylami notalli des. 1. A: 4
in contraot to i' i I ~.n t 1,(, ~hl(, rl I re t
trichloro mt~th~,'. carbylamdnochl ..-ile oc-ul -.9 t t, r::.,
posit,'on between a2 i iha t i c az,d a r,-,c- 'i I i - -,~: i ii '~ c,-,
to aromatic carbylar.-.inrchlori -les, -npth-,12_ jr,~ t y I
carl,ylaminocl.' rilp de- not rith H Si ii
copl.er sulj,hidos in f,ol,-;tir,nq thf?y r--rici -i'
temperatures (above %(J"). In thr, ~,f ir ii. -
tric~loro rriiet~.yl carb~-laminochlr;riie al-,%-s ,A r. I I
subst't7.tir,r. of chlcrine v-t,,ms ta'-.Qs
ro,l uc t '3 1, r0L n~' 1y r~ r r F
equal
furt~~('r i.,.v- . tiL~'Ond. 71.e
mercaptan lescrib(-.1 in ; -Alicati nF 4)' a r,
complicated arA produce I n v , - i r - 1, 1 ~; . R ~ :,-. - 11 i f .-,' -4 -,. _7 M i In
synthesis 4) it r7a s :)o t; s i b 1 v t,. -4 1-,, r - a.7 E,
yield, i..-?. ~.y a:7V':!J u:,.l
a Ci ~' 18 F7 P -' I-~.S by t i n' 7 . E
~eee experimiental iart). 3.
SUBMI T ED: March 20, 17-,
Card 2/12

5(3)
AUTTIORS: Petro-,,# K. A. A. A. 3 r ?
TITLE: C a rl,,y I am ino i li~ii (Kar I' l:c!!n_., I
Sp.--orvlary Amin,-.,i ,'t
W i t 1,
vtorichnykY, aminov s
PE.UODICAL: Zhurnal obn~:chr?y k~Ami i
ABSTRAM rhis synthosiB wa,3 (;;trri'--i )ut h-i
hydrogen fluoride with
with a trifl,oro mothyl .)n f?.e
consequenc? of t~,e sulse-iuent -iffiliriti-,ns cf HF
aminchalides irkl the ge;~arat r,
-
corresponding compound4s:
+Hl" -Tic 1, + UY
R-N=cCll) 0 IMCC1 2F R N= " 0-
F
+ Tl~
~N-Cp' 3l.
Card 1/3

Carbylamino~ialiden. 11. S~,ntk,-,,iis of
With a Trifluoromethyl
Carbylaminochloridos react :-ki6rr-urly vith PF
in tl~is connection, accordiW, to +I;c., r--,,CtI4.,r. c:,,:.t i.
secondary aminos -):- pulymers of carbyl-iminr flu( :-~ es tir-
The reaction of Iiydrot;en fluoriles niti, phonyl,
-chloroethyl-, and trichlcromiathyl r-arb:(l,-i7,in-chl,)ri le lod to
the folloTfin,- compounds: phpnyl (68,5 %)f
p-toly1trifluoromethylamino (70
(81 aril acid fluorillp of acil. In
the reaction of aniline vi ')-. phenyl tri t~.:I 1--::A ne nl--
one fluorim, %tom i s repl ar.-I by the -- ii I
by thp actinn of writ(!r Iij,hony! urea i.i -7,
The ease v7i th -i~lch ~inxaflut, rr)lirr,- thy lami r-.,, I
reaction ~f ITF with
explainpi I-y sc!...m,- 1. Tn the i,n.-r.-II-etir -r--i,7'i~n
0-chloroothyl carby' Li-in(-)r-'-Ilr)ri!r with 'jj' Lt 7, ";r`
VI ~h,)Ilt Bol'ir-lit ftrl~ vi f. ( - t, q ~I -, ~ !, r , , 1*,4
nel firabi,~ i i3 1; 10 1- 'L rA - I 1 1 1"'11
fo ra!~- d. I n a,~ t i r) n or. i r, c,: i i f I K
Y-Y
Card ?/3

-, . - I . ~, 1: .
Carbylaminohalides. !I. sis f Sl.-~- r.1a:-,, A.-- ~' r~ - ~-; .1 - ,- - -
With a 7riflucrompthyl ;ro-.q
hoxaf luo ro I i -,,:, thy I -i-, no i 9 i I ! -i- , - -i ~,- ! ~ ~, - -
There are ', ~,, none of wn!ch S--V~, ~
SUBMITTED: March " , 1 '~' 11
Card 7/3

r. t a
la 1:.- :i i ~es A
no - S

F:j I
IA

.
a K ar"
, .

a m, 1 s a r ea cy r., N:.

S f -3C r I G 'h r, , C % 3 1.
r r s,cr~,,.7ary aM27,r- c
n P S* R,
+1
I - i f + :.j 3 xa

l : is a t azi Hg
L
e :.-3 r'.. -
-d

EL !3 AL t- I z
ar r.t
El
Y
ri -t r uy
E,j

30V
AUTHORS: Pet A., m." E.
u 3z rt
A-'~=ACT: fr
7 1 K'
f R f t t. pi.o ii,.r,t):. Li
cr ~3u
t!.p
7 T!-
J 13 3
,ej
f r il, 0- 7 0
f v I r,
.i : (: , ~
s c- c c f I a t
f f

3 th,
j7.

CH F -
pcil-
)
I
(RC'
P
-.
0

t h
d iSU r

aci i ha v

r k~ a c f K F

t h s Ch M
h a'; :.e7 I
ac
r
,

KF ---- g
CH CH,R I
V
ar
4 .
a -
.4 s a
K F t h
KF

f r -4r~a

t h,,

S (,'7
AU-HORS: Fetf~'.', K. A., A. A.
T'. TLE: 3- c"ll f,a
PERICD-,CAL: 7-' Nr-
--3R
ABS-RAC7: T~:- f
t t 7 a 1: t t R, f
c H'. 0
2 5 G\"T, -S-S-P p 2 1
c H 0/1 'Hr~o/ 'I-,
0
S-chlnr diethyl 3 U S t -3 ,It !C:13i-S
c h lorl ne ra t ~ii-r ritpld:,y anl plA,381.,~9 n'c ~i7, i~ndlsi.','~iljle
It show8 strorg with :3ilpi.rin,:
to 'Its ch;.-7-..ca' prcper.f-.-,3 and it3 ruic'iv~'ty. Tl'i,is
.v,parates ': Jirk! fr--)M hC'I'f' pOta331,ilr,
and passps into dis-ulph-'~ll 2). it
Card 1/3 ~yclohexer.e. and r~-acti with

L4,kp tha s-,;' -h' R-f
Tr.,. -a -
t hy 1 ~y hf p h~-
t py:- - r h 3L',.
Nrl-,.-,, 'Af S,-, n- r,
i-.ave tn,~ ;,,:7. - ~r
p ar
f ra-It i f r
(Re' C.L
p i~
H 3
it 2
(R
it t
i t t n,
a- t .

PHASE I BOOK EXPLOITATION SOVi6014
Konf~rentmiva po khimn t primeneniyu fosfororganicheRkikh soyedinemy. 2(l.
Kazan'. 1959
Kbinitya i prim~neniy~ fosfororgani, h(-skikh soyedmemy, trudy iChemkstr-l
arvl F,,~ ofOrganophomphorus Compounds. Cnrift-ri-tice Transactions) hi-v nw.
Izd-vn AN SSSR, 1962. 630 p. Errata slip inserted. 2800 copies printo~cl.
Sponsoring Agew y Akaelt-rniya nauk SSSR. Kazanakiy filial,
Resp. Ed. A. Ye. Arbuzov. Aca6emician, EcL of Publishing House: L- S.
Povarov, TectL E(L - S. G. Tkkhomirova.
PV111"SE This collection of conference transactions is intended for chemists,
proc~sa engineers, physiologists, pharmacists, physiciana, veterinarians.
and agr)rulturaJ scientists.
COVERAGE: The transactions include the full texts of mos, of the scientific
Rapr-rp presented at the Second Conference on the Chemistry and Use of
C~rd 1/14,

Chem:~t:-V and th-' Use of OrgallophoSph-rus (Com. ) %0%'. 6014
Ct,mpounds held at Kazan' from 2 ~Iov through i Dec i!i-Yj.
I'lit, mat,ria I I." 0I vid- I mt - three ",-( ti,~ns - Chemi a Irv. ( ontaining 67 arti
;,s. Miysitilogical A,tivity of OrganophosjyhoruB Compounds. containing 26
artic les, and Plant Protection. containing 12 articles. The reports relif, I
11w Htrmig intervst of Soviet scientists in the chemistry and application of
organf)phoophoruoi ( ornpolindm. References accompany individual r ept, r t
Stiort nummarieti tit some of the listed reportm havr been macir and are Klv,r
beiow.
TABLE OF CONTENTS jAbridgt-di
Introduction (Academic)an A. Ye. Arbuzov)
TRANSACTIONS OF THE CHEMISTRY SECTION'
Cif-fter. Ye. L, INII plastmase (Scientific Research Institute 3f Plastics,
MoEicow J. Some Prospects for the Industrial Use of Organciphosphorus
Compounds 4 F)
Card 2/14

r it : I - , , ' ( )!L!, ' - : , ! - - - - ' ( , - ' - I ( ) . 1, , I
, I ; ) t I f , ~ I ) I I , t - 1 1 11111 1 t , I- - ; j f,. ! [ ~ . t . ! - I I - . k - . . I - ; , I . 1 ; , I . : . -
rig I I I % - , - ~ I . I %tI- , . . - - . r I I
A., V. A . I fl r I
-j r 110 r I, I,
rl i
r T
,r i t r

J ',OU/ t
~,~_26jo
;,lJTlfOP3 i etrov, K , A L rl tI P 2;
TITLE ehosptioruu -con tai ni n6 Po I yme r L, ~yn t lic
i,olymerizat ion of Ethyl ene Al kyl i h(,,; -1-hat e
PERIODIUL. Vysoko-,iolekulj:,rriyye soyedint-niya, I
j,p 417-42C)
TEXT, Neu t ral prio n pha t e s ~ re we I K rio wn c tim po u-nd s us e J t r. r. --s t rY a,
agriculture But u,,; f ~r no i~i,cBpnates had beer. synthet,izeJ -wLlcli , -nt t.
in the ;.-Lolecule a five-membered ester .-rou;jinp., r,,jr hifl,n
~,tiosphates twit ha,i riot been ~jndensed vi,~ tne vinyl eEiter S Ir
the pre.;.?nt paper. _i sim,,le proceBB is 8u,,t~ested fir the , re~ar i* i,,
-~thyleri- ~ilkyl phosphates and their ~~A,-merizatl-n were
by oxidati-in of' ethylene alkyl phDsihites *it:. --trr-, -f.
iijxirJ(- Tne cyclic phoi3,hat4F~s t;j%theHized were used ty th,~ t
~~tlliri , lymers containln~ Aios~,horus T:iey fDunl tnit I
ll,,tlPtNl t ~S ( c ~.,n t r,t ry i~h,3!lk h-na t e s ; f - rrr t, i k-ney- --n,~ I f-, I ~ r.,,i ;--, ir.
Cri rd I / 2

n t lit. is I M~' 1 ?,!1
o r~ n I ri ri e s t 71 e )nd . t1
Tae r c- s u It .it, t c. Ijal e r 3 na i ~i t t, 6 a_"
t ~;az,e px',~pe rt 1 e9 as i ,und n x r i. e- t s w I r, t r 4F t t,
I
I F1 '.3o I I um ri r. eu t r
a
j t, r n t r w~ t ki r u Tric t,i gri-:-1 , ~ir w, jr.' ,.! ! " i
~a~,er t.e used as ~ I a s c -i z L j J i,,ex k o, iM ~ n t A pi 1, t !I "I L, V,
~reparat i.r,n of ethylene nexy, ,hosp, it c. e t rq i er rie I h s h i t
t ky I LDS~hitea T, r i t t I n S
f I Z ~t I T
r. k I Fin,! tr;- r- -e r- t e t r,e 7, er t~ I
k
i W-1 i s t he re i--t lot c) y e t ny I i ~y ~h- e v;
d e It is sr;Own that PtLy i (.' P. eatry t ~1` :31 h1i ~ '? 1; P
r 1
I stand or- neitin., :t W"I'; '111j, th;tt t .-.o
e ri I t t Ir.
; h r, F; t e i ve I
' ky I
j t na t 'r
r Wei t~ht Df 2 t) e'i v e t
,ire e tableE ~iri
rz~ fo, r t, e 9 ~('Vipt' r 1 r 1 t

TIMOSHRY, T. G. ; 49MOT, K. A. ; RODI CSOV. A. V. ; BALAND INA, V. T. ; TOZZOVA. A. A.:
TIVIrDIA, A. T.; WJQBXDA. 7.- 1.
Xxtraction capacity of neutral, o3cygen-containing organic substances*
HadiAhimita 2 ao.4s4l9-425 160. (MIRA 1):9)
(Xxtraction (Chemistry))
%L

8 ~17
L% z0)
K. A
IT LE
si
PER
TEXT Th e tr, D r s
t e r s P m r 7 d t I r.
c),g n i - e s
ri t e 9 w I th
'.n, t e s a T e -me
r,- r t inkn 9 wn c y':
r.e
r r
re,, r, with

-1 r 1 S
9 r. t e ~3
r~ I member 'ou I I ~e
n i i, I t e e r
e
yme r 1
7. e " r.
. j
e t
q r I

ITHOT. K.A.-; SHIMMIKO, T.B.; TNOSM, T.G.-, MAMATBV. P.A.; FMIN.
A.T.; RODIONOV, A.Y.; &IANDIA, LT.; TILIKIM. A.T.; KhGEIBIDA,
Z.I.; VOIZOVA, A.A.
Abql phosphonatea, diphospbonatee. and phospbine oxides as
extracting agents. Zhur.neorg.kbim. 5 no.2:498-502
F 160. (9IU 13:6)
(Phosphonic acid) (Pboophine oxide)
(Xxtraction(Cbemistr7))

SHBVC 0, V.B.; SIMEDT, V.S.; MMAROKOKOV, R.A.; PETROV. K.A.
Extraction of nitric acid vith tri-n-octvlamlne. Zhur. neorg.
khim. 5 no.8:1852-1856 Ag 160. (KIRA 13:9)
(Nitric acid) (Octylamine)

S/079/60/050/04/40/'~~-j
BOO1/BOi6
AUTHORSt Petro-, K A , Urbanskaya, 0 S
TITLE: Amidation Reaction of Some Compounds of Trivalent Phosphcrus
PERIODICAL; Zhurnal obahchey khimil, 1960, Vol 56, No 4, PF 11-151, 12~6
TEM The present paper deals with the reaction of chloramine with
compounds of the type
RO'." RO
> POH. POHi \POH'
RO ~x
which led to a new method of synthesizing the amides off t)hosprori-i an~
phosphinic acid The direct amidation of compounds of trivalent
phosphorus could be useful for the synthesis of compounds with the
phosphamide group, This group, like the sulfamide group may impart
Card '/5

-1: OF S t
TITLE-
PERIODICAL.
K. A. , Parshina, V. A.
Petrov,
S, 07, 6 0, 00,
B(C.,
Ph(nlhatic Folyorter- and Folyamide ResinD
Zhurnttl oLsfichey khir;,,.i , 1060, Vol . .70, Nr,. 4,
TEXTt It was the aim of the investii;ation under review to c rr,.,
7,ynthesis of orl-anophoophorus condenoation p,,l.,jmersj(1f t~jj,e C4
and polyamides. Ethylene glycol, diethylene glycol, hexameth~lene lif--,ir-o-
.,r~ : the efiter of the dibasic o,cid bi8-(p-cnrbomethoxy ,henyl)-methyl
-xide were ij~,ed f~:r the cunden:3ation. Polyners (I) , (11) , (III) -.re de-
cribed T1.e ch,,Ar:tcteristic feature of tviese polymers, i- th~ circiim7t:-r~(,
th, t there are atoms of pentavi,.lont phosphorus in their chain, wl,ich trr,
linKed by phoolhocarbon comT,ounds. Thi-o, 1,(,Iy;.-.ers (J,~ "Ild ""LIT' !1ffPT f rl,r-
"Terylene" and "14 Ylon" b:., the f rt th,-t the r .,k- ::- - f 1-.: - ;-rart,x,~T~- n
:-,: thyl phoL;ihinoxide rej,lace tt,,- radical of tc,:ej 1.tl.ali - -- -ia in tht:
'he former nd the radical of adipic acid in the (,f ether W
-(-,sF.ect to heating and reactine with various rearente (-ont- ininf - C(~ In

5/07 9/60/C)30/()5/'42//O'? 4
B005/BO 16
AUTHORS. Petrov, K. A,, M-aklyayev, F L , Bliznyuk, 14. K.
TITLE, Dipho8phonates. I,.Ester8 of Methylene Diphosphonic Acid'i
PERIODICAL; Zhurnal obahchey khimii, 1960, Vol 30, No. 5, pp 1602-i6o8
TEXT: The authors of the present paper investigated the alkylation of
sodium dialkyl. ~hoephltes with chloro-methyl-pho8phinic esters (Vichaelis-
Becker Reaction It was possible to clarify the side reactions which
accompany this reaction In some cases, the yield of alkylation products
/tetraalkyl methylene diphosphonates) could be raised When trealne sodiu7
diethyl phosphite with the diethyl eater of chloro-methyl-phosphinic acid,
a considerable quantity of a solid substance which is not distillabItt, W.',
substar-es with a lower boiling point than that of the diphosphonate
result in addition to the corresponding diphosphonate The authors
indicated that the solid product is a mixture of the sodium salts of
the eat(---ro of methylene diphos?honic acid, ethyl phoaphinic acid, and
chloro-mathyl-phosphinic acid The low-boiling liquid by-product mainly
consists of the diethyl esters of ethyl- arid ~hlloro-meth~-l
Card 1 /5

Diphosphonates I Esters of Methylene 3/079/60/1030/"0')/ 42/074
Diphosphonic Acid B005/BO16
acid The formation of these by-products is due to the alkylation of the
sodium dialkyl phosphites by the resultant esters of the alkyl-ph08phinic
acids (Ref 5) In a schematical survey, the equatirne for the formation
of all possible products of reaction of sodium diethyl phosphite with the
diethyl eatcr of chloro-methyl-phobphinle acid are summarized, This
reaction was accomplished under considerably varied conditions The separa
tion of the reaction products encountered with great difficulties. The
procedure of separation Is described in detail. The yield in diethyl
phosphonate was 30-50~ depending on the reaction conditions, calculated
for the initial sodium diethyl phosphite. The structure of the by-products
is given, In some cases, the alkylation of sodium dialkyl phosphite by the
product of the principal reaction, which represents a disturbing side-
reaction, may be checked to a large extent by choosing suitable conditions;
a complete elimination of this side reaction to hardly possible The
chloro-methyl-phosphinic esters which were used as initial products for
the synthesis of methylene diphosphonates were obtained by esterificatior
of the corresponding d1acid chlorides with alcohols By some muilfi,:~Iti-7b
of the reaction conditions of a method described in publications 'Ref 7"'
the yield of the esterification could be increased to 90-951
Card 2/3

Dipho6phonates I Estero of Methylene 3/07 60/050/05/42/074
Diphosphonic kcid B005YB016
presents 5 eaters of cbloro-methyl-phosphinic acid which have not yet
described. Boiling point, refractive index, density and molecular refra.-
tion are given for each ester Tn up experimental part, all reactions
performed are described In detail. In Table 2 yields and P- and Cl-contents
are given for 4 eaters from Table 1 A Ye Arbuzov is mentionei in the
present paper. There are 2 tables and *1 references, 3 of which are Soviet.
SUBMITTED: May 26, 1959
Card 3/3

S//C7 60/030/05,"4 ",'C7 4
B005YBG 1 6
AUTHORS- Petrov, K A., Maklyaye7, P. L , BlIznyuk. N K
TTTLE; Diphosphonates II Synthesis of Esters of Ethylene- a.-nd
Methyl Ethylene DiphosphonIc Acid
PERIODTCAL- Zhurnal obahchey khImii, 1960. Vol 30, No 5, pp 1608-1614
TEXT: The authors of the present payer showed that the synthesis of
eaters of ethylene diphosphonic acid1may be performed by means of the
Idibh9iiTf ion All difficulties connected with the use of
this reaction could be overcome by determining the optimum temperature
range and the optimum order in mixing the reagents On reaction of sodium
dialkyl phosphites with 1,2-dihalogen alkanes, olefins cnly result at
too high temperatures whereas at low temperatures mainly tK,? ccrrespondinv
diphosphondtes are formed The order observed when combining reagents
exerts considerable influence upon the direction of the reaction of sodium
diethyl phosphite with 1,2-dichloro ethane The best yield of t~.o corre-
sponding diphosphonate (57 5A) Is obtained by adding slowly the b,,nzenic
solution of sodium diethyl phosphite to dichlorc ethane heatn:! to ~C-")o
Card 1/3

Diphosphunates II Synthesis of Eaters of S/079J60/030/05/43/074
Ethylene and Methyl Ethylene Diphosphonic Acid B005/BO16
The chloro-ethyl phosphinic asters do not result in these reaction8
the mobility of the halogen in these esters is M gher than in the
1,2-dihalogen alkane In the reaction of sodium diethyl phosphite with
dichloro ethane, the diethyl ester of ethyl phoophlnlc acid and a mixturp
of salts of ethylene diphosphonic esters and ethyl phosphinic esters are
obtained as by-products. The formation of these by-products Is due to
alkylation of sodium dlethyl phosphite by the tetraethyl ester of
ethylene diphosphonic sold which results as principal product of the
reaction, or by the diethyl ester of ethyl phoaphonic acid. The correspor-
Ing reaction schemes as well as the structural proof of these side-produc'-;
are givf.,n By the afore-mentioned alkylation of sodium dialkyl phosphiteE
with dichloro eth&ne, also the tetraisopropyl ester of ethylene diphoo-
phonic acid was synthesized which has not yet been described in publica-
tions. By the reaction of sodium dialkyl phosphites with allyl phosr~iflnfl-
In the presence of sodium alcoholates, esters of methyl ethylene
diphosphonic acid were produced The rate of this reaction 4oes not so
much depend on temperature but rather on the quantity of the alcol..-)'Ite
acting as a catalyst Finally. esters nf allyl Dhosphinic acid were formed
by treating sodium dialkyl phosphites with allyl bromide This reaction has
Card 2/3

Diphosphonates, 11, Synthe913 --f -Esters of S/'079/60/050,;0',,4 5,'074
Ethylene- and Methyl Ethylene Diphosphonio kcid B005/BO16
been Investigated previously (Ref 8) By modification of some reaction '
conditions, the yield of this synthesis could be Increased from 57 to "-N
72,,5% In an experimental part, all syntheses performed are described in
detail In the presAnt paper, H. I, Kabachnik (Ref 7) Is mentioned.
There are 9 references. 7 of which are Soviet
SIUBMTTTED May 26, 1959
Card 3/3

5/079/60/ 030/06/ 0,1./ oc?
BOO 211B0 16
AUTHORSt Petrov K. A., Maklyayev, F. L.., Bliznyuk, N. K.
__ J-
TITLEe Diphosphonates. 3. Synthesis of 0- and S-Bisphosphonates
PERIODICALt Zhurnal obahchey khimii, 1960, Vol. 30. No, 6, pp 1960-1964
TEM In the resent paper the s nthesis of compounds of the type
f(RO) P(O)(CH 0 a d [(RO)2P(O~(Cla
L 2 2~n]2 n 2)n]2S is described. So far, there
are but little data available on it, since its complete performance ha-
met with difficulties. It is generally based on an alkylation of di-
ethyl sodium phosphite by means of dichloro and dibromo-dimethyl ethers,
The resultant precipitate is difficultly separated from the solution,
but a distillation without preceding separation involves further inter-
action of the NaCl or N&Br salts formed in the reaction with the di-
phosphonate, in which connection the disodium salts of the ethers result.
The formation of these sodium salts is confirmed by the alkylation re-
action (Refs, 1,2,5) of sodium dialkyl__p~Losphiteslby means of esters of
alkil hini and diphoBphinic RoUs, which wati alroit(ly known to the
- - --Phosp- I
Card 1/5

Diphosphonates. 3. Synthesis of 0- and S/079/16o/mo/ob,u,),,-)o(4
S-Bisphosphonatee B002/B016
authors. The synthesis of the 0-- and S-diphosphonates is now studied on
the reaction of sodium dialky.1 phosphites with dichloro.-dimtothyl. and
.-,Al-dichloro-diethyl ethers, further with dichloro-dimethyl- and
/~"'~' dichloro-.diethyl sulfides, In all cases the estere of the di
phosphonic acid were obtained. The afore-mentioned difficulties when
neparating the reaction product were eliminated by adding so much water,
that the resultant salt is dissolved. The purely ocganic layer was washed
out with alkali and water. To prevent decomposition after the 11stillation,
the latter muet bo performad on it small quantity of anhydrous Na,,CO,
K 2COY The resultant 0- and S-bisphosphonates represent high-bolling,
thermoetable, viscous liquids which are not or only sparingly soluble in
water. but well soluble in organic solvents. The properties of the com-
pounds synthesized are presented in the table. The following compounds
were obtaineds Bie(diisopropyl phoephono)dimethyl ether, yield 70%;
bia(dibutyl-phosphono) dimethyl ether, 69.3%; bio(diisopropyl-phosphono
diethyl ether, 37.8%,. By slowly adding Chlorex during the latter re-
action, the yield could be increased up to 57.2%. Bis(dibutyl phosphono)
Card 2/5

Diphosphonates. 5. Synthesis of 0- and
S-Bisphosphonates
S/079/60/030/06/0t~,,009
BOO'2/BO16
diethyl ether, 46.8%, and the corresponding sulfides with the yields[
bia(diethyl-phosphono)dimethyl sulfide 57%, bis(dibutyl-phosphono)dimethyl
sulfide 50.8)t, the tetraethyl eater of diphosphono dimethyl sulfiae 71%.
bis(dii8o ropyl-phosphono)diethyl sulfide 39.5%, and bis(dibutyl.
phosphonoMethyl s,ilfide 35o2%. There are 1 table and 6 referenceBi
5 Soviet and I imerican.
SUBMITTED4 May 26, 1959
Card 3/3

K.. A B, 1-'K N i, Firl Lisenk T . 'I
T TLE Red r " S -..! ium D - a k y Fn Spn - -~ ani S A ', um
~r- -9ph a'e~ W *r A'ky,' MdgrPs--rr Hal,.,Jc-s
FERICDI~AL Zhli rr a! ~sh :h~y kr..mi
T EXT. D ~ --I' K pI. s pn . n a i is f thp Ivp-? RR P D.C11 ha,e scar--el-
3~r:e *,he,.r synthesig .s ratrier diffl-ult.. Cf the
various k, wr. m-.h-19 f-~- the.- -3yr;*ftq s *r~- autt"-r3 selectei the ~ne
ty G M, K s-lap-f" ~Ref * ', wh , -h I r- v ~),' ve s * h , rea * . -~n o f ri -,nard
rqacon ts w i d i a . 'ey I ph - 9 ~t-. *.,s and -xda-.,-:-. :)f the res.;:-
'k
,ng dial efs 3*uiy:ng *he rearti,,n the
au~h-rs haa a Etrg~ ex ,els -f '~h- ab~%ve reagen* and flund
f-ha' dialky! p:,. sphit-?s spl't up th, a',ky. magnes~,,xm halide the
-=-gpor,d-.-ie7 ryJr-art n a - r , r, 1. 9 hemo: , .
R~ P' C ; H P MgX - - - - > 11 POM~-,X P H - RoMgX T~,~ 9 th~ authnrs
"ar

Y- a -I.., ri !' 5, H , m D, al ky p h a p h . '. r- ri a r. I 3/(-)-,,v6G/050/0 of, /C'~"/C ') ,,/xx
S', d i um Mon -~ a I ky '. ph )s ph ~na'.,: a W th A ey, BOO lbr)',"
Magnes:um Hal d,~-s
t, *~ a 1 6 CPA b j ar o , a r, f pi, sph: *e w I. *,h uty,
mag r -~ s ,,n I- r D '. - a d -,or K S ~ (i P f T a'~ I ~h lnexppalon*
was'e -.,v an- maCr - 9 uft - -- TD jnj I~h- au hre ~szd *~he sodiurr, salts ,f
I - a k y T r, -, 3 ph i - ~ 9 - ' -a I - I. ri r- ' r a - d 9 9 r - ~ the ", rmer do not
p' - -- ' Y, - , rgtin--maer "s i im rr p ,jr trd ialkyl pho3phlnl - ac ids are-
-m-1 Alky' m agr ? s - A u. ~,a' 1(-4-3 --w-, *, h s ~ ~ rrI iaky. phosphites farm
f d a : k y ' pr. sphr,,- a - i is a - I i r g S - h Rm -?
F r) PON-~, R MgX R- FONa
2ROMgX , As was expe,:ted ac~,,rd,,ng to
e a r. I y M nae s B- - k r e a *.m c- r. f ~.rie rea--t.,on pr-,du-t ob-
'aArod from a-d-.um di-I.hy. ph si-htt- and tipxy, magnesi-im bromide with
m-hyl i A .dq gavr~ a pre-,1~i*a~, of mx-'.hY' Jih~xyl ph-sph',noxide.
A'K.y.a'i-r --f m-, x,d magn-s'-im a, - k. - i ate eviJently o-:urs as a
sid,, reacti-n. ROMgX - 'H 5 T ROCH~ - MgXI The reaction of dialky:-
pn,qphi'-s and sa' *9 w.,~tj 3r:rnard s a r~onvenient mettrl
-J 3jri'.h,-qiz;ng dialkyl a-idg bu, r~veq ()n',j acids witti two
~1-,a! ilk-il ~;r,)u~s W,,th a ,!~w to obtain :rg a g-nerally a~,pi',cable
Card 212

Rea, I.i -,n nf Sod.um Dia,kyl - ph- sph, tes ard S/079/60/050/OC)6,1- )L/C z Z"yy
S )d-. -im Wr. -1-a-'ky) ph,) a ph --n a' as Wi th A lkyl BOO I /B05
Magnc~ s i,, m Ha I i d P 9
me*~h-d f-7 '.he synthes-,s of these acids , ~he authors studied the
I%i,n of *~he e*~herateS --)f alkyl ;hosphinc a,:ids"(Ref .', Scheme Q with
af,t.yl magna~qium br~-m-,das wh i -h is however very di fficult and gives
L- -ds (Ref 4)~ There are ' table and 6 referenc~es. ~ Soviet and
Ir-w yi-I
4 US
SUBMITTED Junn
Card

2 2

Am P h -7
S 9 1-- a
ra
P, r Nag C~-t~lllr--'
r TT.
7.:A r,

A ITTPO If:; C. t r C, v -I k Y
T I', '_ E R ea c 1, i of t hA i:i-hijriies of o ~i r I
A I k yl Pho s ~ h i n i c Ac i I u W i t nI k 1 4?
PER 10') ICAL hu rn al o bs, k h i m i 1 7 1
p I) - ;, ') ~ " - -, ) 9
TEXT : Pro,~e el I np f r )m the pa.~-,e rs of Ref ~i tnat Je~j: A, 1.
formation of the trialkyl -hoqphine )x i les from pnolsph,-)r~j ~: ~x.v -- '. r,. 1e
and org~ino -magne s ium r ompoun I .;. '3cherre I , , the w-ithors trie I *, -, r. r c -1 .9 e
the yields of dialky! 'ph,~~ph i'i': aci I s. -'hey sr-o-Ael tn;, t tne re;tn
the ucil chlorides of th~j p(-ntavalent c ac, Is wi t:-,
sium bromiJes does not come to 4n eni, ~in! f)un] the reasons Any. A!3,~
in the case of lonwer boilin,- of a -i I chloriie %i ' ,. ex :e~zs -jr.-;~n-
magnesium compound a cert~iin amount of lialky! p'nopn:ni: a--:! f3rms _e-
sides phosphine oxile. 7he y4eld of tne menticneJ acid increases -Dn-
siderably if alkyl magnesium halides of i9ostructure are !j3ei. This,
according to Ref. I the reactiDn of phosphorus oxychl3riie w,.th
Card 1,13

3 r1
Reaction of the Acid Ch'
Acid and Alkyl Phosphini- Ariiq With Alkil tk 13 ~I
Vagnesium Bromi des
magnesium bromide gives rise to tri -r-bu tjI phos; h,,nr -,x lie
lr~ -~') ' it -n-butyl phoophini - 1 . Uri ter the 9firrie con-i i tions ex~-,,-- t f-~r
,neq ium brom i I e , the -)x , ie j i ~ 1 1 1 s rs, I kice I t
the use of isobutyl mag
2')-50~1, and tha t of the acid incre isel to ~O App a rent ly t t ~Ie stu thrrn
of Ref regarded the mixture Df tria .7ky! ph,)sp~.ine jx ile an 1 1 i4 lky!
phosphinic acid -is ~--jre oxide. 'he formation of conEi,.Jerab'le a:r,,j ints )f
i i a I ky~' pho 9-.,h in I c a -- 1 1 .9 t e:, . ie ~j tne , v, des i n t r~e Ir . 7n a r I
be explained by the fact tn,~t tne lntermo I,, ~t e r D I ~ir ts e r-
phosphonutes) react with m Pneq ..irt hali Jet! an P as e r n
plexes R,P,, I - MgX-1 * !~r; t are . r~3-, e -. 7. e .4
d ~~ f f u I t I y u n-I e r r~ e t e r wo n e ~D n i n s -A i t n t ~. e !~E S
This circumstance Permits stop Inp mn~,t of t ,, e r e;, (., t r, i r i r-~ r -
me i i a t e 3 t ~ Fe an J t hu s t -) o h t;, i n t ~ e I i I ~ y I ,r; o sn. r, 1 n - a,-- i I ,, , r~ i t.-~ 4, 1 r
Jeri v,,itives . On treat trip, phos,-noLj .9 oxych 1 oride or the Fic i I J ~ 7 r: j e
of methyl phosphinic ~cil with aikyl ma~,np~?i im bromi Jei, i r. t he ~r r
rf) t iD I . 2 and 1 , 1, wit'-. .9,insp,juert - r. ~, ,: r. , ~
ariis were ott--iinel in t~.e .9~ze y:el'15 : 9 l r. t !,e I k i n~-
Carl ?/5

Reaction of the AcIJ :h!Drijes Df Pn~s;-or:-
Acid and Alkyl Phosphinic Acils With Alky',
Magnesium Bromides
of the chlorine atom with pyridine (Ref. 0 '3cheme tre;ilinO7 t,:e
above complex with alcohol in tKe presence of triethy, ~imire ',,e eqter if
-lialkyl phosphinic acid io )btainei in gool yielJj '3c~.eme ': - ~. P r,-
tion of alkyl iichloro phosph,iteti an,1 itcil cnloriie Pstf-rq -)f Ott~.j,
phosphinic acid with (,rignard reagents o~uve rl-e to sterf;
ph:),gphinic aciis 'Table' 'Sc!~(,me it'. T?~Pr-~ ure
I Soviet, '~ US, anJ I Ierman.
SUBMITTED: August 1',
.ard

0
AUTHORS: Petrov, K. A., Farshina, V. A., Darjze, 7.
TITLE: Phosphorus-cont iining ?.-)Iyester:~ and I -,,,i m i A e9 . f.S
?ERIODI'AL: Zhurnal obsh7hey khimi', VoI.
pp. 3000-5004
TEXT: As was already Dreviously shown by the authors, th-~
polyester resins synthesized f-om iliamines or ttlyc-ols ur.J phoc4pn i rip.
oxides (containing two carboxyl -,roups), are capable of JeVe'---.nt7 f.-erF
(Ref. 1). The present investigation deals with the synthesis of the
to unknown organo-phosphoru*s polymersithat liffer es3e:-.ti.%11y fr,m the
polymers obtained from Phosphine oxides. The initial subs'ances ~f con-
densation were ethylenL glycol, Aiethylene glycol, hexairet',ylene Jiamane
and bis (p - carboxyphenjl) phosphinic acii or its methyl ester. Three
polymers (I), (II), (III) are describe!. It is characteristic of these
polymers that their chain contains the radicals of bis(p-carhoxy7heny"
pho sp h i n i c ac id w i th the une a t er i f is d p ho sphoru s grou p i n t ~ie 2 1.3 e of t?=ie
polymers (I) and (II), and in the cage of the polymer ,111" ,r. the form
o f an ammon i um Sa I t . Thus , t he f i ra t t wo po lymers are we ak a,~ i J s , an 1 t`.e
k.ard 1/2

Phogphorus-containing lolyesterz arl
Polyazile Resins
latter is an ammonium 3 ~It . T~- --v-;t-ors r I
j pre ~sin~, '.ne melt
in this case n-,t on'
be attainc-d Ij b
neret , but also from the alkEil ine solut ion, with .,u~3eauer. t -a-- treat -
ment. These polyesters and polyamiles are orvio-i~~ly :ation,.tes, -f tr~
phosphate resin ty~;e , that are :a,pable --)f i )n exc?-;jr~r~- . -he i ~i I ~. ...
of these resins for precipitation ani se 'paration of tI.P r~trc ele-:~e%t.,3
is possible. The most im7-ortant init4al products for syntn,~s;zin~7 t ~~ e
organo-phosphorus polyesters an I :, ~ ly am i I e s c 9 nt a i n i n ~- t i s - r 1
phenj') phosphinic aciJ, was obtained by oxidizing tte -hDs-
s a I t s
phinic acil and identified as some hitnerto ;nkn.-,wr, leriv-itiveg , '
ester3, acid chlorides) The esters if bis-(p-carboxy,-heny''
p
Fhinic acil were obtaine, by ~6, er heatin,., of the cy-
y 1 e ne ~,,! y c r d i e * hy' e ne wly'~ 3 1 1 n
phenyl) phosphInic acd /- ~.
e t
presence of zinc bor~ite and pentaerjthrte. The -olyester r4L-q,,~.s --r-
separatel from the aci Ii fie j it" k~il ine ior's 'n t~:e f:)r7n r.-
Towders. There are 7 referen,~es S,)v,.et "j, I --r, er 7,.-
"UBMITTED Aiuw,ist 1A., 1
Card 212

97r, 34
__Y - I- x t. v ,
A UTHCRS P tij
z t'j Lj,(. ,
11 IT LE: by n t In es , 9 f N r -ta
Pi~h I OL I CA L Z h u r na
pp. 40bU
TEXT, Thc? authors Byr-h-siz-1 vosr~ i.,i N h I p L -q m I
(Jpvejop~~q a 07.envr~t I m h ,i I r, 1 1. 1 it h - s h 'A M I
rea,: t i n6 * h c, am i no, w ~ ' h ;- , r r#-ti , r~ 1 ri ~i it f. r
chlr-ir-,form (Refs 4 ~' I a 3 r.
known initial ~h~,s;,namides 7 n c-- S 'ri :3
hydrogen atoms In the AlKy I arn , i e w r j-q f n 9 na m
the action o!' an PU-(~9131VP K A 1 3 t m r. r.
upon I he chlrr,.form it - i i,,n 1! re8i'p~ v k~ t. t-i I im
amides were ,btainel ['j. ~. " -, -. T. a Ph- S~Ihqm'~e
in the presence Df sod , ~z a - e z n x . d e r. a r r. r r
The N -chloro ph,.s,-.harn. ~e~F art- i T, 4:~ i X a n 4 4 .1 ~k ~i :3
a r ~j

P7c
with ~:h or
r emov a . a f t r, c so lv E r a, r -A
distillati,ir) T ~: P ~ i p P rJ :- -,. .I ~ r.,,9 -A N
and C C wa 3 h I r i r. a w v,u i e -3 v~ I
4
' i ~l ) n h o- I r-~3 t T., r; x -~.; s
N - r: h I o r o phjaphamideq hav- it ~i r i,, r y w i,. i i
organi- s ~,Ivents (some if t. h:n r. -At a r r~ r h +~ h
form solut i n n --) f N c h I r, ph qjs I ,r, s
in acetic a c 1 d m,~ d i jm ir i ia r. y ~i - r;t
t i ra t e dl w i t h hy ;~ : ,3 -; 1 f is
r: h r i ne N - c h 1, c r - p n;i m
p rc v e t h c-
d i p h r, y phosphate i r w n i - t.
2' days r r v -; t n- m 5~ 0
r, N - -1 1 h r 1 ,r,
~C, lays ThF
V Vi:-jl,kir.
,;I ra

S t h 9
tooK part r. t h e er ime
1 5 0v I f, t JS r i t s
,ard

3/-,7~/4- "/r: ~ - I/- - 1, - , /,, - ,
BO- - /K9 ~
A U T "I ',R S Pe K . A B 1 1 zriyuk , N .i. and Mantl U ro v Y_
TITLE: Reactions of Acid Pncspni tes , Tn!o;r-Sa-,f-: ter P.-.osTr.-n: --,q
anJ Dialkylpn.sp.ine 'Jx.Jas 'A' ,, 1111 sI f ~ 1 ~ -,I
PER!JD1-,ALs Zhurn-i) olnhchey kr.imll, V(,. I , N,~ - r, f - 11 ' ~ - I
TEXT: Following thei7 study in Ref. I on the reacti:~n -.' sodi-im lialkyl-
phosphites with disulfides the a,;th-r3 !'o~unl that jis~..'ides react with
acid FhospLites, thiophosThlt~s, ph3sphonites, and dialkylphosThine C)xides
in the presence of catalytic juantities of metallic sodium ~~n 3ome ceases
ever. without it' giving the corresponding thiol derivatives. Th-
corresponding thiophosFhdte can te obtained nearly quantit~.Itivully ty
allowing an equimolecular mixture of Rcid pLosphite and dialkyl disulr4l-,
to react with a small quantitY of Na (3.1 mole,%, ur_-er conditi3n.9
th~~tt permit a juick distilling of mercaptani
'R"',,P(-')H + R'SSR' Na 4 (R0', PSR' + R'Sh. ThE reacton mechanism -.s the
21
Card 1,.

Reac t I Onri or AC H Pl,()(, [,tit ti-, t-1 , -,,/r)7')/'( 1 , 'r~ -I.' ~ ' / -
N.r;sT1.on1 t-9.4 , and Dial ky) t t. 8~ '.: ne '-Xi -leS W' tt, B /B'
Disulfidon
f o 11 ow i nK: when t he a r ove mi x ~,j re ro tr~ -i'aly*1 Nr! , I y
pto~3pt,i te ! orms a salt wt.,.rr. r-i -*,3 w i ~ S i I *,C
al-ove equat .on; the ~resoncp- of h.,.j mrcaptl de
t~c
maq~, rise to a stat- o!
P, I - -
~ -1, 1 H - R ' S N:~ R,- P'Na - R 'SF; n m -
from t.,.e reaction ma!,s f .; * t.t2 , -, ~; I . . r.,. t. -
rroceeds mor+~ smoothly, t r, r ~ g tan* tar. r,a:; low nw
point, an6 Is rende-tA J i c t h- ng 7oints CICSI~ tC ea-."
other. Dialkyl thioph--n"ezi :-eudily rc--:~t -mitr, es even s4 t r.
.9mall soJium admixtares n j d i s T rb ' e s c f, 0 ft 7 f. r. on I t~S
~wh; cr, are t c c rm
less acid; al!i. r"Fi::* :imoott.'~ wi t t. d i s -il "i a f
phosphonates. Dialky" r r. , s - -, i r. - x i ~i Ar',. i c n ~,a v H r, o EL c J r~, e r e .
:, re 2ui ta~'. I e reducinK ao,-.,r. ~s , v- n . ~ 'r L i ! r. i n f'i r
,:,i: R P(r-,E R'SSR' R 5 R R S H T f.- r c r. s
~.O 9 F r, P!~ 'I n 1 r. I
lucinK rrojortion o!' tt.e a r ar-,
-ard

Reactiong of Acid Pt.,:s- ~-- tes -n- -es
Phci3 Tt.cr.4 t(ts r. a:
isulfideg
7 e Fr- s
S - B W,7 Fel ruA r)
.arl

88483
5, B.- '1 1 'B(~
Petrov, K. A., biizr-yull, N. t:., 3tudnev, Yu. N., and
Kolomiyets, A. F.
TITLE: Monoal koxy-met ry. Tt,iopnoj T,z ~,n~j t -:~s Fir. I Y,- r.- ~,,' Koxy-me t!.,y
Phos F f.r r. I t e:;
PERIDDICAL: ZYurnal obsnchey Khimi", '?f', V31. 'I, Nr- pp. !'0 !F-4
T EXT :In order to simplify tne synthes~B of tLe above Jpscritt~,i
ir. Ref-,i. ' - I , tY.e auth rs tLA,,,A tne adliti r rvact-.~.r.
the m-~noesters -)f methy, pt-sTr.inic acid:
z :)R x DR
C H P S CH P
The ralk., of thia r e,i,: tri d,~ I -~ r. Js , m t c v- n t ne r. r,: o I v I? r.
, oceeas ra-,'.dy an~ 3m';rt1.'j
to be applied . Tt.is react.~,, i n,*anct p r
in dioxane-, but does not t~,ke place at all 1r. etner. LiKe Jialkyl pnos-
pl'ites (Ref. 6/', also alKyl pt~~,spl.onitt~s Fild gj'f ~r in ett.er-~a.
Card Ij/',

88483
-7 1~
Monoal,coxy-methyl TKiopt-91,t. n~it~s
Monoalkoxy-methyl Phosphoniteo
on I y ir, t r.- presence of ra!3e.9 ri et Ly ~ am, nt- 'n
w~~ict. is higher with monoalkyl Trc,!,j-ncr.,tes t~.~tr. vil t.,.
corresponds to the chi,r,~7.t? of tl.e electror. devsity -n tne -1.051, -r-~
The structures of the res~,il tant moncalkyl !.,.c
I mc nI. r
f irmed by their conv,?rsi on '-, sal ts ar, rs . TLe r.,:ve
metr.yl T.K- spt.4 nic ~icid were ol tii nel ty r- i~t ir,,n of me' ny'. r-,.-
rt.ine witir, alcohols in tne *e!-* Gary ;iminej in m-
of ' i ? 'Q0 % yield
CH , PC 1 'R -,H 4- R - x!; 'CH P R',N H~-: R-1
Not only tl,o tprtiftry rv t i
resultant neutrul R- c - r r.,, I.o r.-
R ' P (I OR + HC I R P RCI Tr+-
~hos~r.onites well sclubit, Ir,
do not crar~ge for y+-drs in p,Ar~ crndi t'. 'n. T.,--
Card

88)463
Monoal.koxy-methyl T~i~p~.oqTr.onat-!., and S/070/,c,1/'-- ~ !/--- '/- -~- ~
Monoalkoxy-methyl P.csp?.onit.,s B-0 I ;'B'( ~
phonites Aero betweer 7'~ uni ')'- %. There are I tab:e and 1~ re,.-H-ence,~:
I Soviet, ( US, and 1 Polisi-
5 T, BNI 7 T',- E; " :February ', lqr'
Card ',P

89516
3/0- 61 /031 /,302/006/019
B1 1 BY132 06
Al"f 11CIIS: Petrov, K. A., Neymysheva, A. A., Fo-nenko, M. G.,
Cheinushevich, L. M., and Kuntsevicn, A. D.
..,.TLE: Reaction of N-chloroimides of carboxyl:c aclie with trialkyl
halogen-, and cyano phosphites
PERIODICAL: Zhurnal obshchey kh imi i , v. .41 , no. 2, 1 '16, 6- 52 2
7EXT: The authors sludied the reacti-_n f %-c~..:roimides cf esters cf acetic
and carboxylic acids with trialky.-, halogeri-, and c~-anc Con-
trary to the vigorously reacting sulfene chlorides, chlorc&.:~ines, and alky'.
hypochlorites, the reaction of N-ch:~roethyl acetimide w:t~, triethy.'
p,hosphite proceeds smoothly and with little heat evolut,.Ln. Separation of
ethyl chloride occurs only on prolonged heating at 6C-100'.. 'his reaction
probably takes place in two Stdtres
Card 1/4

Reaction of N-chlorcimldes
89515
5/0"?
B1 I 6YB208
(C H 0) P + ClN - C CH C H, 0) PI
0C2H5 L
(0 H 0)
2
- C CH3 +ci-
0C2H 5-J CH
N - C 3 + C H Ci.
2 5
OC H,
The free phosphonium compound was not otta:r,ed. ChlcrG!L-'1es of carbcxylic
acid eaters react mcre vigorously with ihos-,h,. tes ; main i'roductS arP the esters
of aialkoxy-methylenamide of phosphoric acid. The chloroamides react with
dialkyl chloro and dialkyl fluoro ~hosphites,alkyl dichloro and alkyl d'.-
_~iving the corres-pond.ni7
fluoro phosphites in a similar manner,
amidophosphates in yields of between -7.' and
Card 2/4

89515
3/07 61/01,1/002/CC6/r,19
X
Reaction of N-chloroimides ... B118
208
RO RI
/ Hal
~~
N / Rt
1
PHal + CIN ~ C P - C + RC
.
X X 0 Rlt
Dialkyl fluoro phosphites give with chloroimides rather stable phosphonium
compcunds. Prolonged heating of the phcsphonium compounds reduces the yield
of fljoro phosphates; the reaction mixture was, therefore, distilled in
,Zacuum after heating for 1-2 hr at 40-500C. The fluoro amidophosphates are
thermostable and are slowly hydrolyzed with water. When treating difluuro
amidophosphatee with aqueous alkali lyes at low temperatures, only one
fluorine atom is hydrolyzed. On the action of a calculated quantity of
sodium alcoholate in the solvent, only one fluorine atom is substituted by
the alkoxy radical. Chloro amidophosphateB are not thermostable, contrary
to fluoro amidophosphates, distill only in high vacuum, and are easily
hydrolyzable even at room temperature. When treating chloro amidophosphates
with potassium cyanate in water at 50C, the cyano group is substit,ited for
chlorine, in addition to hydrolysis; in this way, the ethyl ester of
Card 5/4

89515
S/' 7 61 /c,, 1 /-,c 2/:
Reaction of N-chloroimides ... B1 1 BYB2C~8
diethoxy-methylenamide of cyano phosphoric acid
By reacting chloroimides with cyano ;,hosphites,
obtained aocording to Arbuzov'B rearrangement (Ref.
30 and 5C~6. Dialkoxy-methylenamides of dicyano
stable and decompose with separation of gaseous
table and 4 references: 2 Soviet-bloc.
SUBMITTED: February 15, 1)6C
results in a 20~0 Yield.
cyano amidophosphatoB are
2) in yields between
phosphoric acid are un-
products. There are 1
Card 4/4

PETKV, K.A.; BLUTYU, N.K.; SAVO~TENCK, V,A.
React'cns of sulfena-rAdea w-Ah com,-oundE of tr'va:ent -h,~f-:;,I.sms.
.'hur. cb. 1,-him. 31 no.4:1361-1~,6i- A, ~ '4~4,
1 1 t
(Sulfananides,'
(PhosphoruB orgF;ni,-, compounds)
~M
4~ Re

PETROV, K.A.; NEY14YSHET
A.A.; DOTSEV, G.V.; VARICH, A.G.
React.ona of sulfenyl chlorides and Is-chlloraminr-i! witt P~off,-hoz--s
trichlorlde, dichlorophosphir-,es, ;ind red phrsphorus. Zhur. ob.
khim. 31 no.4:1366-1371 Ap 161. (141~1 14:4)
(Chlorarrine) (Sulfenyl chloride)
(PhosphoruB orgpnic comFounds)

PETRQV,_~.A.; NIFAIT-IYEV, E.Ye.; NIKITINA, R.F.
Synthesis of diaryl phosphates and aryl phosphonates, and some
of their properties. Zbur.ob.khim. 31 no-5:1705-.1709 ?V 161.
(MIRA 14:5)
(Phosphoric acid) (Phosphonic acid)

PETROV, K.A.; NIFANT'YFV, E.Ye.; LYSENKO, T.N.
Now synthesis of dialkyl phosphates. Zhur.ob.khim. 31
17U Mq 161. (YID-A 1.4-.5)
(Phosphoric acid)

I
PETROV, K.A.1 NIFANTlYKV, E.Ye.; GOLITOOVA, R.G.
Intereuterification of methyl phos;)honitee. Zhur.ob.k-!~im.
31 no.7:2367-2370 JI 161. (Ml~-,'. l./.: 7,
(Phosphonic acid) (.-'sterifleation)

PETROVI K.-A.; NIFIJITIM, i~.Ye.; GOLITSOVA, R.G.
Interesterification of monoethyl methylphosphinite with glycols.
Zhur.ob.khim. 31 no.7:23?C-2373 JI 161. (~9FU, 14:7)
(Phouphinic acid/ (6Btorification) (Glycols)

PETROV, -K.A.; NIFMITIYEV, E.Ye.; LYSENKO, T.N.; YEVLAKOV, V.P.
Synthesis of eaters of phosphorous and phosphinic acids by
alcoholysiB of their amides. Zhur.ob.khi-m. 31 no.7:2377-2380
il 161. (KIRA 14:7)
(Phosphorous acid) (Phosphincus acid)

25370
S/079/61/031/008/008/009
S- ~0 0 0215/D304
AUrHORS; Petrov, K.A. and Parshina, V.A.
TITLE! Reactions of Phosphines 1, Reactions primary aliphatic
phosphines with aldehydes and ketones
PERIODICAL; Zhurnal obahchey khimii, v. 31, no* 8, 1961, 2729-2731
TEXT: In this experimental work the authors studied the reaction of
propylphosphine with formaldehyde, acetuldehyde, benzaldehyde, and
acetophenone; they proved that primary phosphines easily react with
different aldehydes and ketones. With formaldehyde the reaction Vro-
ceeds according to the scheme.
C3H7PH 2+ 3CH20 + HC1 C3If7P(CH2OH)3Cl With other carbonylic compounds
the reaction sometimes stops on the first or second alkYlation stage,
it depends on the reagents as well as the solvent used. e.g. propyl
phosphine with benzaldehyde in aqueous alcohol solution with HC1 forms
propyltri-(pheny1methylol) phosphonium chloride, but in absolute ether
Card 1/2

2 5 1 7,
S/079/61/031/008/'009,009
0215/DI04
AumoRs Petrovy K.A., Nifant'ov E.Ye., Gol tmova, R.G.
and Gubin, G.V.
TITLE Investigating the chemical properties of acid b;s-
eaters of ethylene glycol and methylphosphine a(id
PERIODICAL: Zhurnal obshchey khimii, v. 31 no. H, 1961, 2732-211,
'r EXT ;In previous publications, the authors have shown that acid bis-
methylphosphonites could be prepared by esterification of the monc-
ethylester of methylphosphinic acid with glycols. In the present in-
vest *. gat ions they studied some react ions of t he simplest o f these com-
pounds, obtained by esterification with ethylene glycol. The follow
ing reactions were studied. 1) Oxidation of bismethyllphosph-nite
I Abstractor's note Called subsequently "the starting product"j with
nitrogen oxides to the corresponding ester of bismethylpticisphor - acid,
according to scheme (NI). The obtained product is highiy hygroscopic
and rea,:ts as a dibasic acid. 2) The reaction of tht starting product
Card 1/ 2

2 5 j
S/079/61/031/008,'Oolj,/009
Investigating the chemical... 0215/D304
w-.th sulfur; they did not succeed with the prod"rt itself, only with
its sodium salt which wits qbtained from the producT and sod -im methcxide
it. dry methyl a!cohol and could be isolated. (IN22), 3) rhe rpation %~*h
dibu~yld:sulfide and methylth;uryanate ('47). -11 chlo;inatior )f the
s"arting produ,:t which was successful with ch'crive, but not with
so C'-,;- only a monochlor-,de was obtained with chlor--ne whi:h was oK-.,.
dized-to a corresponding phosphoni~ acid (N-1). 5) Anjinomethylation with
tetraethy1diaminomethylene; with amounts of reagtntb ~hty ol)-
tained monomethyl diethylam-n~j phosponate 1N51. In the las, two rea,tio~b
the two phosphon;.L groups showed a differen! reactivity, only ore 9f tht-m
baking part in the reaction. There are 5 referen,,es I Sov P--bio, and
2 ron-Sov.et-blo:. The r~-fe-nLet; to the Enali4h-ianguage publi-a!lons
read as fo"Llows L.W. Daasen, J-Am-Chem-Soc~ 80,'1301; 1958. F.K~ Fields~
J.Am. Chem.Soc. 74, 1528, 1952.
8 UIBM i rrED .July '27, 1%0
Card 2/2)

S/n7
D."' i 5YD306
AUTHORS; Petrov, K,A., Nifantlyev, E.Ye., and Khorkhoyanu, L.V.
TITLE: Peresterification of eaters of dialkyl-phdsphinious
acids with glycerine derivatives
PERIODICAL: Zhurnai obshchey khimil, v. 31, no. 9, 1961,
2889 - 2894
TEXT: In the present work the authors studied peresterificat'on of
dialkyl- and diarylphosphinious acids with glycerine derivatives
containing one free hydroxyl group for use in insect repellant com-
pounds. The reaction of 1,2-diphenylideneglycerine with 1,2-iso-
propylideneglycerine was studied. Tht compounds were found to
react readily with simpler eaters, methylethyl-, dipropyl- and di-
phenylphosphinlous acid. Glycerine derivatives with free secondary
hydroxyls such as 1,3-benzylideneglycerine reacteu less readily,
but still gave good yields of the corresponding phosphinites. The
phosphinites of the glycerine series provice novel compounds which
Card 1/6

S/07 6 1 / 0 3 1 /01
Peresterification of esters ... D215YD306
are either liquids or crystalline solids having unpleasant odours.
They oxidize easily in air but remain stable in an inert gas at-
mosphere; their chem,.-al properties are similar to those of simp-
ler dialkyl- and diarylphosphinious acid8 and in oxidizing medium
and in the presence of sulphur convert to the corresponding phos-
phonates and thiophosphonates. The synthesized phosphinites rencl,
according to Arbuzov s reaction forming phosphine oxides and cor-
responding halogen derivatives, The pere8terl.fication and alkyla-
tion of phosphinites may be used in preparing some halogen deriva-
ti~iea from polyasomic alcohols if the former are difficult to pro-
duce. In th(_ presenL worx tLLe authors also investigated this reac-
'Lion in order to produce more comp3ex halogen derivatives of the
polyatomic alcohols. The propyl dipropylphosphini~e and ethyl di-
phenylphosphinite necessary for this reaction were prepared by
reacting Menshutkin acid chlorides with organomagnesium compounlB
at -700C
ROPCI2 #- R,mgB*L-~ ROPR~
Card 2/6

S/079/61/031/009/001/rj,~
Pereater-ification of esters ... D215/D306
R 02H50 C3 H7* (1)
R' 3H71 C6H 5'
The first of the eaters obtained has been unknown so far, and the
second used to be prepared by more compiex methods. The peresteri-
fication reaction was conducted by heating equimolecular quantities
of the phosphinite and the glycerine derivative in a dry nitrogen
stream with a small piece of sodium, distilling the required quan-
tity of alcohol and finally vacuum distilling the residue. Time,
temperature, yields and constants of the compounds obtained are
given in tabulated form. In further experiments the propyl ester
of dipropylphosphinlous acid was oxidized with nitrogen oxides at
-100C until a permanent green coloration was obtained. Vacuum dis-
tillation of the solution yielded the propyl ester if dlpropylphof3-
phinic acid with high purity; b.pt, 105-1040C/I mm Hg,
n20 _ 1.4418, d20 _ 0 9543, and having an empirical formula
D 4
Card 51/6

S/~7 61 / 0.3 1 / 0 (,11
Peresterificatiun Gf esters ... D2.r,,D3(j'6
C9B21 02P. The eater is colorless, odorleeB, insoluble in
and soluble in ether, oenzene, carbon tetrachloride and petroleum
ethers Simllariy oxidations of 1,2-isopropylidene glycerine ester
and the 1,3-benzylideneglycerine ester of dipropylphosphinious
acid were carried out to y-eld respectively esters of dipropy.-
phosphinic acid, C12H2504P, b.pt. 143-1440/0.2 mm,
ZO 20 117 - 1180 o-4
.0376 and C H 0 P b p, mm
~D 1~4530, d4 16 21 4
20 1
~D 1.5190- Both es'~ers are insoluble in water and petroleum
ether and soluble in acohol', acetone, benzene, chloroform and
carbon tetrachloride Addition of sulphur to both propyi- and 1,2-
isopropylideneglycerine esters of dipropylphosphinious acid wLs
conducted by heating the esters with thoroughly dry sulphur at
'40 e-
I -14'0C (exotherr.4c reaction). The corresponding sulphur deriva-
tives have b-pts. 81-820C/0,5 mm and 141-140OC/I mm respectively,
unpleasant odors, and are both insoluble in water anI so:uble in
Card 4/6

:3/0,19/61 /05 1/()09AO~/O~;,
Peres ter! f :cat ion o I eu ters . . . D215/D306
common organic solvents. Propyi-, 1,2-isopropylideneglycerine- and
the 1,5-benzylidenegiycerine esters of diproDylphosphinious a-id
undergo the Arbuzov rearrangement with methyl iodide to yield re-
spectively dipropylmethylphospine oxide, b.pt. 91-950C/I mm, M p,
59-59,50C, the above oxide and 2,2-dimethyl.-4-iodomethyidioxo--en-
1
1,3 b,jt 81-85 OC 9 mm n20 _ 1.5038, and the oxde as before and
D
P-pheny!-~-iodo-dioxan b~p,- 117-120 0 C/9 mm, n20 1,4983~ 'he ;)re-
D
paration of propyl ester of dipropylphosphinious acid an! lhf--- ethy'.
ester of diphenylphosphinious acid was carried out by redacting the
corresponding alXyI (propy! or ethyl) dichlorophosphite, pyridine,
alcohol and propyl- or phenylmagnesium brorade respectively
n
ether at -650C, Distillation of the reaction mixture yields in the
first case the propy! ester of dipropylphosphinious acid -, pt.
21,
0 20
71. C/7 mm, nC 44~0, d4 O~847 5 1Mfound 54.b4, KRcaculalel
54 94, whi ch i a a mob, .-e ~ iqu i d wi th unpieasan t sme M~', ch . gn 1 -
Card S/F,

S/079/bl/Gj-/CC-~
Peresterificat: r. Df esters D2--5/D50b
in ai7 and wnich is insol 'ibie viater but so,'i~le n -ommsn
'es in
organiC 301Vents; in the second case the ethyl, t:ster of dipneny.
0 20
~ohosphinlous acid o p- ~2'1-128 C/ 5cj'u There -a,
i mm, n
D
T~Ie
.able and 8 referencesA 4 Soviet-blcc and 4 non-Soviet-bic-
;-eferences to the -English-language publications read as fol.ows:
U.S. Patent 2,1-8d,40-1:
E Baer, H.L~ Fischer, J. km. Chem Sj-
"D, tj,)9, 1948, C,N, Sm: th, D, Burnett, J. Econ. Entomo- 42, V4.
-949, T,H. Bevan, T. Malkin, D.B. Smith, J. Chem. Soc 14".
57"BMITTED., September -4 60
Card 6/6

27506
S/07 61/031/009/007/-_'?
-5 D215YD306
AUTHORS: Petrov, K.A., Smirnov, V.V., and Yemellyanov, V.11.
TITLE: Alkylation and arylation of white phosphorus
PERIODICAL: Zhurnal obahchey khimii, v. 31, no. 9, 1961,
3027 - 3030
TEXT: T~ke authors for the first time carried out direct alkylation
and arylation of white phosphorus without catalysts or activating
additives. Heating benzyl chloride wi-.h white phosphorus at 3000C
for 4 hrs. gave benzyidichlorophoephirie. It may be assumed that
alkylation and arylation reaction proceed according to a free rad,.-
cal mechanism as in both alkyl and aryl halides. C - Halogen bond
may undergo homoiytic splitting. The free radicals formed attack
the white phosphorus molecule, whose structure is a tetrahedran
with P atoms at eacr. apex; this decomposes into two P2 molecules
only at 800 0C. In the initial stages of alkylation and arflation
the splitting of P - P bond Occurs under the action of free rad-'-
Card 1/4

27506
S/07 61/C 9/
Alkylation and aryiation of ... D215YD306
cals to form a tetraphosphorus - alkyl - or aryl halide which on
renewed attack causing breaking of P - P bonds converts to a ha~'G_
phosphonate
P4 + 3C6 H5CH2 + 3cl ---).c6H5CH2Pol2 + (C6H 5CH 2)2 PC1.
The authors established a relation between the stability of the
free radical and the minimum temperature, at which the reaction
occure by introducing the following groups into the react,.on
C6H 5h 2 ___ C6H5NCH3 C6H5 )2 (C6H 5)3
,he stability of which increases from left to right, The tempera-
ture of the reaction dec;reases on passing from haloderivatives
forming less stable radicals, to haloderivatives giving more sta-
ble radicals; for benzyl chloride the temperature is 3000C 6 for
1-chlorophenylethane 2700C, for diphenyl-chloromethane 250 C, and
for triphenylchloromethane 2250C. Aralkylation of white phosphorus
with benzyl chloride was conducted in a sealed tube heated at 5000
C for 4 hrs. Distillation yielded three fractions, the second
Card 214

2750b
S/07 61/031/009/007/012
Alkylation and arylation of D'215YD306
being identified as benzyl dichlorophosphine. This was dissolved
in CC14 and nitrogen oxides passed through the solution to give
benzy1phosphinic acid dichloride, b.pt. 150 0C12 mm. Hydrolysis of
the latter by refluxing with water vielded white crystalline ben-
zylphosghinic acid, m.pt. 166-166.56C. The third fraction, b.pt.
234-236 C112 mm was identified as dibenzy1chlorophosphine, The di-
stillation residue after boiling with alkaline H202, neutralization
and acidification gave dibenzy1phosphinic acid. Arylation of white
phosphurus with bromobenzene using a similar method gave pheny:di-
bromophosphine, diphenylbromophosphire and triphenylphosphineoxile.
Arylation with m-bromotoluene gave m - toluyldibromoptio8phine b.pt.
110-1110C/2 mm and di-m-toluylbromophosphine, b.pt. 141-142OC/2 mm.
Alkylation with n-octyl bromide produced n-octyldibromophosphine u.
.pt. 720CII22 mm and di-n-octylbromoophosphine b.pt. 1400C/11 mm.
There are 10 non-Saviet-bloc referenceB.The references to the EnF-
lish language public;Ations read as follows: 0. Masson, j.B. Kirk-
land, J. Chem, Soc-, 5", 1'8, 1870; F.W. Bennet, H.J. Emeleus, R
Card ~'/4

275(J6
S/07 61/0~ -- , ~-,I
Alkyiatiun and arylation of ... D215YD306
N, Haszeldine, J, Chem. Soc., 1565, 1953; British Patent 70-'q61,
1954; Ch.a., 48, 10642, 1954.
SUBMITTED: September 5, 1960
Is, lard 4/4

2, 2 2,) 5. 25
27508
S/079/61/031/009,/0()q/
D21,5/D306
AUTHOI~S: Petrov, X.A., Gavrilova, A.I., Shatunov, V.K., and
Xorotkova, V.11.
TITLE: Diethyleneimides of 0-aminoethylphosphinic and
thiophosphinic acids. II
PERIODICAL: Zhurnal obahchey khimii, v. 31, no. 9, 1961,
-5076 - 3081
Tr.'XT: The present work is a continuation of an earlier work, in
which the authors showed that die thylene i midoviny 1 phos phonate s and
viriylthiopLIOSplionaLes as well as esters of vinylphosphinic acid
form addition compounds with mercaptans and alcohols to form cor-
responding ethylencimides of alkylphosphinic and alkylthiophosphi-
riic acids. In continuing the investigations, the authors studied
the addition of secondary and primary amines to diethylene -4-mides
of vinylphosphinic and vinyl thiophosphinic acids. The amines used
were diethylamine, ethyleneimine, piperidine, morpholine, dibenzy-
Card 1/5

275LA
S/079/61/031/009/00')/012
Diethyleneimides of ... D,?15/D306
lamine and allylamine; they were found to add to imides of vinyl-
phosphinic and vinylthiophosphinic acids to form imides of 0-amino-
e thylpflos phonate s Ltnd thiop.,iosphonates, according to the fo,",owing,
reaction:
HNR, - RINC11,C111P ~ NC-::,
Diethylamine, piperidine and ethyleneimine readily combine at room
temperature over a period of 1.5-2 days or at 40-5CPC. for 4-5 hrs.
Dibenzylamine and allylamine react in the presence of c-talytic
quantities of sodium alcoholate. In all cases It is advisable tc
use equimolecular quantities without a solvent. Addition of arines
to the imides of the acids is more difficult thar. in t,.e case of
the addition of imines to neutral esters of the acids. The addi-
tion products of piperidine, morpholine and diethylamine with the
imides of the acids were purified by vacuum distillation (jo-4 mm);
the products of the other amines decomposed on distilling. Al~ di-
Card 2/3

2750~
S/079/61/031/009/06~,/,'-_-~
Diethyleneimides of ... D215/D306
ethylene-imides of aiinophosphonates and aminothiophosphon,.,tes were
viscous, colorless liquids, soluble in benzene, chloroform, ether
a-nd alcohol and are stable at temperatures below OOC. Prolonged
storing at room temperature results in gradual polymerization
which is due to the opening of the ethy.leneimide rings and res.1ts
in the production of linear polymers either without a phosphorus
residue or with the phosphorus residue binding the main chains of
the macromolecule. The compounds which were prepared and tneir pro-
perties are summarized in tabulated form. Preparation of compounds
1--7 and 9 was conducted at room temperature and of compounds 8, 10,
and 11 at 800C in the prerence of sodium ethoxide. There ,ire 2 ta-
bles and -5 Soviet-bloc references.
SUBMITTED: September ~, 1960
Card 3/3

27509
S/07 61/03,
~/r
D215YI)506 ) r,)/ () - , /,,_ . -
AUTHORS: Petrov, K.A., Gavrilova, A.I., Shatunov, V.K., an!
Korotkova, V.P.
TITLE: Diethyleneimides of aikyl- and alkenylthJophosphini-
and phospi.inic acids. I
P-RIODICAL: Zhurnal obshchey khimii, Nr. 3.1, no. Q, 1961'
3081 - 5085
TEXT: The authors st,~,died the properties of diethylereimdes of
alkyl- and alkenylthiophospninic and allylphosphinic acids, and
investigated the addition of mereaptans and alcohols to diethvlene-,
imides of vinvlDhosDhinic and vinylthiophosphinic acids, Their a!
was to prepare imidophospnonates and thiophosphonates con+aining
ether and thioether groups in a radical bonded with pk,ospt,orus
through carbon. Diethyleneimides of alkyl- and aikenylth-op.-.osp~.i-
nic and allylphosphinic acids were prepared by reacting the correF-
ponding acid cf.lorides with ethyleneimine in dry benzene (,r v-ne!-
r1ard 1/3

27509
S/07y6l/,
Diethylenelmides of alkyl- D215 D306
in the presence of a tertiary base (IiCl accep*or) at
ding to the foil wing reaction:
R - PCI 2 H2 2R N CH 2)
2HN