SCIENTIFIC ABSTRACT GOLDFARB, YA.L. - GOLDFARB, YA.L.
Document Type:
Collection:
Document Number (FOIA) /ESDN (CREST):
CIA-RDP86-00513R000515620019-2
Release Decision:
RIF
Original Classification:
S
Document Page Count:
100
Document Creation Date:
November 2, 2016
Document Release Date:
September 26, 2002
Sequence Number:
19
Case Number:
Publication Date:
December 31, 1967
Content Type:
SCIENTIFIC ABSTRACT
File:
Attachment | Size |
---|---|
![]() | 4.19 MB |
Body:
va,
~Mthoj-im and I= FA
dedirlitiv and M. L. l'ifulahv
kN. 1). Yehn
c7
A*4W, 3auk
'Yawk IV film-2 Bull. Ac". Sci. U.3.8'k MI. Ch"'ll,
Sti, 1955, '%j -11 (Pligi. tFumhtion)-.454 *Z-HyllmxYrIllyll,
I Ithlot'llene t:1.6 K.) it$ L"~I'O twated lit -.5, ivall O.I.L0
icily
.-Ie D.Li in U1.0, Own iii) y lo! If, 1:1 A) and 11 .0 . .....I
tile aq~ layer acidified g3y': :121Y
boxy-2-lAtilyh1hiophev. in. J10,13-W (hom W'~',, 14011)
Starting it"ti-lial- T';" 'telli
As-,~s hi], the ("7 layer linve Oil/ I
licalcil with Rmicy Ni in wj~ N,;,CO, 1,1i Iiii. fit iW ipvc
HO(C'110,leWl, m. 93-,3.!-* ~Jcotu lmtOAc-t~etr.
ethfr). Di-2-thiertyliffetlizme (l.'Sg.)A S. Imeo'CUllclir-
COCI, and 290 fill. Call, it 0* treatril stith 5.2 X. ~,riCl, in
C.H.and, after 4 hri. ;it ioom tvinp., with aq. FICII, stearn
41 ditd. and thoroughly extj. witil ljot Ii-.() ~wl,Acd 41.,1,'!;,
CH,R2 IR - (1), fr.-
205-7' (front EtOll), which, relluxt-1 -~itli
in OtCH.C11,011), 15 iffin., tmated with KOII~ and reflux,:d
1.5 hrs. gave .0 CHIP', ~R'
thictsyl), fit. 119-19.7' (imm 11,0); this nilh Policy Ni m
ahove gavea low yiQld uf I Cf1t)jM:041)-, tit- 118-19.7'.
KoA' IT
GOLIDPARB, Ya.L., prof,99SOr-
r- . 7 a ill: G' I k' ' o -1 c . - - I ~ ; 0
Recogniticn O~ cOmmOn or~~nlc sol--~ntEt- 0.11RA 8: 4)
,ja--F
(Solvents)
it
llii`ff Ilk;
7
'000 1
WW
'Al
.f~w ZlW.
2-aminowitline,w4a,mb wyl i I Ii
1~
will I Ili X IT' i.
tUY)Me Outift 4 days gave 2107gritViT
AW LO Inittm if t( I~ !Ptnt if �r iIi
I
105-70' icrude) ~ hit. 1 3"0
is
No leaerfoo too
A: 1101y1l. 0 -will
m 'witil. dwliancithe ;041 of: kiii hlr~..'Zreoiyl ir4~
t 0
luched ISIVO In 23 04A
A iip~ lowykjA
11M,led In Ory Metco. , Mixill .5 g. fl-ohyl;3~ it
W4,!
"Ohic1l) with 2.7 g. CHli-C11 N
V MO. ~
rcaiitlou,~b&mw 74~. ~ : 1 dvel 3! re in
low. In 5w" cu be, 3: h j': jj~~ Aii I i 6~ l ; - -
j - (I. Itill , 10~
IV jr. W-mer YW-P~Hdane i fjo lot
100 gave, t N" lot '1 66 reiii:9ciWit oi fri A
W6404 whichsdidifieddust I i
Willi; hpldl~.-4 tI oil t IL tr lit jj
ZdHIO from the atm. Ollie, in I I xi
,1 j I. ~i j ~ 14"
21,11 g, idiry, llCOrjj tj hol. to I bolt And
illytIlt I:i if rtbi
, -,I
Ac kv
tijj)~
'lilt, 04: 1jjV4o1IL IlIFIA 111 -Jili;
It
h
Thi TOM jillic-111 dit" Oll, Ill 11. ilii?ill'
q
141jt~irlby~ 11AA., Hyd
1711 2 41
HOC
it 4 W
J~ lilp, 0 Ill
mpgl) IR "! ti,.. 1 ~ - il .~i
ol
r
, -
and trando 'ri'th ii.~ e,!
thicnill-malmn va. L. C"'xilfarli J.-A '0. L. l6rnIiMv,..1.
M 131V*
It H1
treatedat -5, Willi IMM T'I'A ltlij.i ill itirre.] LIO njill.,
tipt. d,?wlTqJ. wit"I b-tull :I11.1 IIP jwld,4i
73-5 1'); 2 c(luivs, 11111,1
I,y
Li d, :-k*"
"ave
v I I~ 1!, 2 Cd 'v I I II 11
115 A,ov,~~ J,:tv-,
4."A I I
k~ :,.,I jml I 0,,t
.41, 1'.
I ~lp :w
It. f,t ~-w I I
t7 0 . i -L /---A
,-I- , i_ - i /,-, e, 414 .,sL.
USSP/ Chemistr7 - Orgi hewistry
Card 1/i Pub. 22 - 16/54
Authors I Golldfarb, Ya. L. and Fabrichnyy, B. P.
Title I Synthesis of aliphatic amdno-acids from thiophene dierivatire*
Periodical s Dok. All SS-E~l 100/3, 461-464, Jan 21, 1955
%stract I Experimantfil data are praBontod repardlnL
t tho synthanile ok alphe-OTA:04)
acid with a normal carbon atom chain from thlopheno derLyntives. It
was found that by applying a certain principle of aleaving the bifunetional
thiophene derivatives it would be possible to obtal.a also other animo.-acide
wilt branched chain and c-ther arrangements of the ca-rbaxyl. and sminO
groups. Eight references: 4 WA, I French, 2 Gemmox and I USM (IU6,-
1954).
Institution t Academy of Scien,-es U-'M, The N. D. 7elinskly Ins0tute of Organic Chemi3jxy
by; B. A. Scptember 10, 1,954
Pi, ~-A J J .1 ~-J r x
tific I- -tituti"..'I r
.)11 r - - - 1, rj ti fj
!-j2 Jour 411- f1", 1 7 1,
1 POP"
-uth-r C, 1, f ph 11
Titl-, c --d rriDc~ ',"i r i,~Cl,
"Ch -1. --,C! ti
nrir Yub ;4iv d 11 ~Iokl
bstr-ct '.r- ~- t
C-Ird 1/1
--~/A Itudy of 111VO -Atldn-micV4Mby
M* v
thod lly-WWWA U
allil
OfIL J1001' CAR,14'10.1 "'57R., M,077U~711
JU
50, 336-0; U CA. 4S,15iM:-Thc P((~iencr d It boul "-'I
of ititratnol. type vi-gs 4hown bv, the Inim-
red band In the cry4t. wIld at al2S cill.-1, TV116! in Ccl,
soln. this It 1N0 on%.-$ The hond Is ru%urtit or WQuztxi!
-by the addn. of RX m Wt. The lICI milts of -wirw-
nicotine unit have simibr hvcari. TIP!
hydrQHrm liouA vxl%t.1 U(,t,vtcn (lit a N, Litottil glut alki(t. ji.
in the Mime of pyritillilinp and pyrHine rings. C. W
47,
AS le,5
it
1A '.01 J4
L'im
Pit
-p:4 t
fill
WA
to BAK
if
Oil'
lit
iN.
lot t tilt,
ta.
u 11111
- 111 111
;~Tj'
lit I iii )b
lot atiliftnIli 1.0 "o,
io, 0
i d
If, 4
bit f
Ate] ly!
;. 47
j7
id.
ud:
it 9
04
fa
IOU
Whitst
4 it
4.4,
It
Ll
r:y d i ", I
mat'
-nm
d IOCI Ma it d
ji
Ira
'JI
USSR/Or-anlc Ch-.---iAstcy, Synthu~lc Cjr(~anlc ChcrUsLry. L- 2
Abs J(-,Ur: R(~-f ~~hur-iaiimiya, !~o 6, 1957, 1903
Author GoV(ifnrb Y. L.,
T it I
O~-ig Pub: Iz-7. Pd', SISSR, O'~-d. 1956, uo 6, -(45-747
Abstract: (I) ancl Its CIJ 0
(.11~1 Ls s-nthcsize-L. lb 5.6 g. th-Lo-olicill,11-11dEh-dL-2 In,
1: - - If 0)
in 'C) cc anhydrous etber is ad.ded while obivrinL, f,.t (0
L, cclution of 2-thtenyli:ii&-iesii:.i-lb:7oniidj trfl (from 8.2 c-
j:oM04
of 2-11) Uhiophene and 1-2G- I'll 1recipi-
tate is decomposed with 14 cc clil. HU (1.1), rL,.d frctl
the ether solution is obtained 1.4 E. 11, 81-5-822.5)
(from ligroin and alcohol). To the solLtion IV(from 12.6
g. 2-brornothiophone and 1.9 g. in ether is added 5.4
U, III in 20 cc ether (,-,00, 1" 2 left standing for, 20
Card 1/2
~J~i lip ;zqr1l ll! lz
Ji:
77 7-i
(to
.43
-,YV. qu ~111
44
I
Ic
C
USA
pis
(lid
mv 4 4, i
'i.A
1Y
yyA*1
it
q
ip
441'1p~o 4
~.E i
AN,
al
NO I P
j'I
jig, tf
Rio
%C4 bloup 0: a
pwi- -I.-
-;p- IONS
'Ac 'L* jpw'--~
Ft
."Fyj"~*d
ti-
VII
twit
ti
J~~-:~, 1;j
" N1101,;
I f
'J~l kUill id,k OteIr,N
19% MUIR": dii
to
I ~3 A h
IC I t 11 -06-8 v;A 10
his,
i'fjrj-11 f 4tili.t
IL
j hlk
-ijV4
I W
MUM 2,iliat'lon
pr2j 1h wj~
m
M
ri,P if I
C-r ft4
~TWW.l 4
Ir
(I OT 141,J
In t
hl
it-luel Ku (mWil p
I!Wl!l ep ilf t I I
jJ
41 J- tAl
gill' a. Yl~~l ill
(1010i i W.6-5&, -,h 121 ki It -I ~AI mg jl~'Iflllijjl~ -
W ftV41 3 11 S. M, I t It 1. 191
mitIs ftciihAiq~ "CI J~ cslj'~; Wid thii Org. I).Ai Udi~ v
r i' r 1,i
111, ful UW 4A I
l5r,: 104 S.",
00, W
'411P, 1, yiii
ell, ~ 1 "0
31 1
M
ilk u it htf.:,tl, Tj
4t,
It it. 4V tjiIll
IN61f 4i oil
Vj;b A ii~i e
't 93,61 "i Ali IN, V I
*Aiai douii ~-V;b +0 1 in's
4M
Iiij pii' iio I hr~ Wit
t rp Wai~ 4if
i. - Ovt:r
i, ~Od Ot*4 4
WILVI 40 9ldifi6i siiit e 'fikedu ~i fit IV
I-
alatt 50
macth
V , r";
140mm WOHAP!h
00
iJ
~j~, 17
p~;
b; 33,
Khim.,26;
_W" AlWg t
mwe(L
ya 2-4
j- - inewh
M Iv
qu MI. C r
01.
layeil washed *thlllol 00;
ell
H o; .-Di", p-ve.M21l
HCI I lvxt". wAs rjetjtl
E; .1,00i It i thl iv
41 N
tLql Cik(pAcli twe U 'a
m
Ito
6 ed ina
r7
JUq"yt I Ai
17Z-.;S T Oph(Me, -M9.1
Jp
ciae" Va it" -w
dert iu 1"P R4 ell
3,7~-~
0)=43 W t ~le W it
b
to
V i'A
~d-
derzv.i
Oil
aldebyrd=pi ~a4,
14
j~i
e8 in
it A
vg joc [ILI
IV)
oft 41:
4
gi.
To 171.1 Ml I
aj)p 10n
76 KH
Wy
lit
YOT w" I ~Ta.i4j#to KIM U, OW
72%. d9 491,
st t~
INK)
ykw 01 Pwe! Pirpoty" 14 14 emus
aa& 210 ~.K 04 14%-
40,1 1,14P)m
T 41 141;
is
addod'O Zbf Oiio
i'm Ott
dc-Av. iir? ti to A Iit Ii
I. lid .4 W I
ww 70 ml lklil
its"] vmr
kw 1 j~ of r" 1 00,41o t;"q
I . j4it~L , , , , ,
Milli
"Wifit
if
74L
with 100 mL '8611Ir ~:I* I T
t' 11 11'14'd
I'll, 4,iiwi Ila tit
sue afttv
ttimmuit with Pttoft;M
0-1114w, ImilAwdit ION -116m1
III Y~ IS4 It III
GOLIDFARB, Ya.L.; IBRAGIMOVA, M.3.
Synthesis of aliphutic tartlary amines rroo thlophanei derIvatives.
Dokl.AN SSSR 106 no.3:469-.472 Ja 156. MaA 9-6)
1.Institut organichaskoy khimii imeni lf.D.Zelinskogo AL-Ldf?mii nwik
SSSR. Predstavleno akademikom A.A.Baltuidinyin.
(Amines) (ThiophE!na)
GOLIDFA]a .: i~~ - FABRICHM, B.P.; SHALAVINA, I.F.
-1 ~.,
New ganeral mefhad of preparing Aliphatic aninancids. Dokl.. AN SSSR
109 no.2:305-308 Jl '5~- (ML'RA 9:10)
1. Institut organichaskoy khtmil imeni N.D. Zelintikogo Alutdamii
nFaLk SSSR. Predstavlano akademikota A.A. Balpndirvm.
(Amino acids)
GGLIDMU, Yakov Lazarevich, prof.; SMORGONSUY, Leonid Mikhaylovich,
prof. [deceased]; POZDNY.AKOVA, N.I., red.; lv~UQHOVA, N.4N., reknz.real.
LProbleniij ~iiid oxereisen In cht3miatry for secondary schools]
Zadachi i uDrazhneniia po khimii dlia srednei sKI-oly. lzd.18.,
perer. Moskva, Goi3.uchebno-pedagog.izd-vo K-va proS7.P.3FSR,
19157- 142 T). OuRA 12:4)
(Che-mistry-Problems, ezercises, etc.)
AUTHORS: Goildfarb, Ya. L., nal KC) Ill- tan tinov , P. It. 62-1-1c/21
TIM- Thj Strixtun,- of Prwli.rt~; Gbtain~--d fjomi Uu,~ Acylation ..ri-I For.-ylat,:!Cri
of 2-!!-thyl-5-Tertiary Eutyl ThiopKenc and 2,5-Di-Trf-butyl T]hicphene
(0 stroyen-ii produlctov atsilirovard:ra J- formilirovard-ya. 2----etil-5-
tret,bu'iltiof(,--i i 2,~-~ii-tri,~t.b~itiltio'2(~nfL).
PERIODICAL: Izvestiya Akadenii Nauk SSSR Crtrtelpniye KhimicMskikh Nauk, 1957"
No. 1, pT , 112-117 (U.S.S.RJ
ABSTRACT: Experimn-ts showed that forrrjlation, acetylation anJ also brordnation
of 2-me-thyl-5-tertiary butyl thiophaw force the new substitute into
position 3. During the acetylation of 2,5-di-trt-butyl tYLloph-ene
in the presenoo of stannicch-loride, the vrit.,,rntion of the t~tr-Liary
butyl j,roup has not U---en obsor-v(~d. Tlk~ possibMity c-f obtaininC
thiopheencarboxylic acids, substitutod in alplia pD5ition vith
Card 1/2 radicals (ir-nthyl, tertia:-y biityi) by simultamous rt!actlon (if io~ln(,
GOLIDFARB, Ya.L.; KOITSTANTINOV, P.A.
Action of Ranm7-nickel catalyst on ethers of the thloph~me serieA.
Izv.AN SSSR.0ta.khim.nauk no.2:217-223 F 157* (MMU. 10: 4)
1. Institut organichenkpy khimii im. H.D.Zelinnkogo Akademii
nauk SSSR.
(Tjjjopjj,3ne) (Catalystfl)
JL
VA
0.6,
lay
Flo
fit
fi 7
ti
M'ib
v;j
;Jft.
p np~ct.- vlji~
it
.Kull aw - ai:
ji2.!
f1w
4W~
ho
Om
IC WO ~1
GOLIDFARB, Ya.L.; TAYTS, S.Z.; BELENIKIY, L.I.
A new method for the s7nthesio of macroc7clic coLupoundB. Preparation
of alicyclic compounds from thiophene derivatives. I2v. AN SSSR Otd.
khim. nauk no.10:1262-1265 0 '57. (MIRA 11:3)
1.Institut organicheakoy khImii im. N.D. Zelinnhiro All SSSR.
(Alicyclic compourds) (Thlrqbone)
~(, ;.1 1) !P.', 16 , V$X. ~ .t I I - vl,~-V.-
't ) ;
~anm~~lliar effect
-
362..J,~7 'Ili, 157,
1 1.
.4 , , 111, , I
- . , .1, 4 ~ 3,e -1r, ) -
in c-rii,)iLidc, i,Tn,. ~-~j7j, -- nr;.-,.
1
( M LRA I ( 11 .- ~
( ": -2 v 1) -1 ) I ) n ~.1 , ,
I Lr
I LT17 H 0 R G(',L'I)FkRB :a It 1 B EA PA 3 15.3
T I T L -
pro,-, c t 1 on ~j t i J.-. It P- Tie 1) e Y7
va
It
iaj,
-'A 'T A ~%.-L w or~ e
41,
Til
t i
o n o th e i I nc a c c.)h Is a r r ed
T r r ~t y I
L).y t Ii t hierrrl
t
t i i I a
cd,,-e
A d t i, b I i I a L 4
a r. ii4- v .-- bi o 1 La 1 a I v i I o fl r n C. r -
- j)- e 1-3 a 0 ),it .1
e s Ij 1 t w of %'I
f 1, t: C'
of '-.o! t i
:7 1 3 t I i
D--JIA c e S S
satisfactory "o r r o n s o-i tc authors
t~iio nai),r to et' -I.c- s n'~i-.:sio
he 3 - t i ny 1 a a r e a of Sasaki.
T~,~- ex; r :.i nts carry c-i- 'o r. r ow a t L E-
I .-. s ~ f 2 - t L I a I n w i t t'l e a i c o f
t h
i 'K e t o i 1, e i:3 '3 r iv k2 I y i.-~ .1-.!; in any cast- t ig ;aore
-i!i e f -, 1 tiia.-. th L i t c 1) 1 i s ', e , 1 1 r c- ~U' r e -
Card 1/2 f e r "~'. t 1 c c S .
lit f;
i u 6 f IL
1. 2,, Ala nine.9-Syn t hO 3 i 3
A I I- T ill 0'1~ ', S
TIT LE: of
-IERT.)DIC:L: 1 5
S T -1 CT
-,,-dop
ul,a,!.'~ c
t') t"10 I
i7i 1 2 1 1 t i v
Z~ "ide j 0: 4~
-1 t opl-.Orl
c 1~ I.
lo If T V.- p~l oj~
r -o
C-crd 1/1 on 1 -
Sy n t e s S e i f, i
V:F-
I c1
c 03 4". f
1 1 1 2
:,~t j! .~l
2 5-D-L:-e
ASSOC !AIIIT.,,):,' Insti tut oranic~te--~ ay ':I,i: ii i 1.
C:
S TJ 11 , L D Dl L, c r
oompolulds
Card 3, 7
T E0 R r'01 I~jf~jrb, Ya L. Zv r -i,, i il:
TITLE: Investi~atlon of th%, of .3,):n ii E, " C c
(I zuchen iye N-ok' h Z-~ tt?!. t.1 1k I
osnovaniy) communl-:~'~lori Oil th--
F7~ 1 j"D I "~.L; 1.'.'V-~itty~t
ABST", k,T: Tiree typL.-, of oxid.--s- (-r, o)e p_rcd_'~,-i!14
1 " x
0:., i ~a~ ion deal wi ti-I tn omijo~.lnd 0'* ":1 r.,
autlior-, b-2~Ein
Au~rba:,-
stein IVoL'fensht.:~-,,-_ H~-- nd
,7olfens--ein (Rv=,f ie 'H-f H_;-r-
'i";I 1 's w 1 th th~~ I!!",
o n i c o n e on o
obtained in form r -.2
and Ili _'o tine-F." 1 1 it-, .1(),
i n v e s t -i i o rD e
Bases . Commun cation. I a-, t'rj~
ProDerties of i c o t i nk~x s
published virorko o,,- I C'
to
:~o-
Py-monoxid.~! )f
~j ip
0
N-oxi wh~~-".
2 o ix
r ib ~'d C`~ 1orohyd'.a
I .,j a r e rtl~ere-c 1 1 v
A 3 S) ~3 C I A T' I ~l71tj
-it
S.33H I ns tt,,i i irntl;
A 3 'i
SUBMITTED December I
Car'd 2",'2
AUTHOPS: Zvorykina, V. K., AiaE`,ev, F. D., 2- 511-6- 2)/3 7
Golldfarb, Ya. L.
TITLE: VIle Production of 'N-Oxide:3 of 11--othylana'it.sino (?olucheniye
11
-o'.-icey li-r7~,otilanabazina)
PERIODICAL: Izve.-tiya Akallemii nauk SSSR, Otdelcniye kh_imicheo'~_I'~-,h nau-',:,
1950, Nlr 6, PP. 7-M - 790
ABSTRACT: ContinuinC the investi~,ution of the IT-oxi,ic2 of bi-tartiary
cyclic bases (Refs 1,2), tl:e authors carried out 'he oxidation
(by means of hydro.-en peroxide) of 11--:iethylanabasine. Bases of
t:le IT-oxides of N-metllylan-ibasine which h--d hitherto not teen
described in publis,,:ed vtorkL, viz. N,Nl-dioxide,
and Pi-11-oxide, as %all ?.s the picrates !ind hydrochlorides of
these oxides were oltained. The structure of t-:e N-oxides of
N-methylanabasinewas deternined by reduction by means of zinc
and hydrochloric acid in N-methylanabasine (anul was idertified
as a di-picrate). TI.ere are t references, 2 of i7hich are Soviet.
Card li2
T*.~--~ Pro, I uct ion of jA -,:3 o f :i -1 1:.0 i'~ " -:, ": - t, - - " i ." 7
AS S OC I AT I ON :In-,titl~t orj'a"Ache~koy i.:i. A):--
SSSI? of, i'oni. A~') ul~~:" ')
ST! Bl'~IT TED: JCI,,'!-I.y *19, 195~
1. Nitrogen oxides- -.Proiuc t ion 2. Cyclic
C: rd 2/2
AUTHORS- Ool'dfarb, Ya.. L., KJse't--va, V. V. SCV/62-5A-7-22/2-"
TLF
01 ~O
The Action of Benzoyl Chloride on ki-Mothyl-a-flirotone
(Deystviye benzoilkhlorida na 11-metil-a-nixkoton)
PERIODICAL: Izvestiya Akademii nauk SSSR, Otdeleniyi! khiniicheskikh nauk,
1958, Nr 7, pp 903 - 905 (USSR)
ABSTRACT: After a number of inyestiCations a." v:rr~.ous nicotine derivatives
and of metanicotilne it vas found thaL -.tiey hEL-re a smaller
toxic-4'y than nicotine and that they maJn-a`n some useful
properties (in a Dnarmacological rLspect). In the present parder
the authors describe which way the compound
1-methyl-3 LV-methyl berizoyl amino butanyl-W)J-Pyridone- (2)
was produced Ly the cleaTage of the pyrrolidine ring of the
N-methyl-a-nicotone by means of benzoyl chloride. By the
saponification of this compound Py-N-meihyl-al-metanicotine
could be synthesized. There are 9 rQfertnces, 4 of which are
Soviet.
Card 1/2
51-7/62-58-7-22/26
On the Py-N-Methyl-a-Metanicotone. The Action of BF,-rLzoy'- Chloride on
N-Methyl-a-Ilicotone
ASSOCIATION! Institut organiche3koy khimii im. N. D. Zelirlskogo Akademii
nauk SSSR (Institute of Organic imeni N. D. Zel~inSkiV
.1
AS USSR)
SUBMITTED: February 28, 1958
Cl.,.rd
.: ~ [ I V, ( A~ r .-, i '. ;
i a
iv n
r -tc~
t
i A
i n c.
2'C '1 :1 n
-ve-
c-:,, -,:.ii n bu - I
tvc 3
Die-,
-nt:,,esis c:. -1C
4r. o A c i e I
v IL
0 0 110 C
e re a ro
ASSOC! AHO'~': In:ititute for OrLanic MtE!~-istry AN US-R
(In3 ti tilt cru';.tn
S U I I11"I" E.' DDece.-iber 111 , 1~-56
AV.'d LA.~ILE Lil)r~~ry of con-.-rej--l
1. Chemistry 2. Amino scids.- Syntho s is 3, Aliphatic com,,ounds
4. Thiophene
FABRICI-2M, B.P.; SIIALAVINA, I.F.; GOLID-FARB, Yq.L.
Synthesis Of ali-,ftqtic 'I'mino acids from thIpLoim del-i7PtiV05.
Part 3: Synthesis of W-a-mino ncids. Zhur.ob.1rhIm. 28 no.g:
2520-2530 S '58. (i(IRA 11:11)
1. Institut cr~anicheslcoy khimil !N SSSR.
(Amino acids)
HIM=
ell
It r1oll I I I :a',w r, Lvw'm in I ro,ji
'11 k it III it I kill, I'l P( M 1(0 111,( 1 WN "K.If I(IIII
y1n C-6- I~w 0.--l -& IP21Ld cb-1-1.7 a
5-%i- f clw.try " c-a,,a -.*Ciowtl~v ccr 7.010,
pub I. lij, ". 841. MW )bb~ I
b.tm:t. -f lr-P~U "bitil" 10 be ICWMt#4 GVO" nla%141.14 Mew,,
mmem, 15 Mrch IM
t
t r i t o e:.-
or
1.7 on o r
Uri Or c on,
e c -r,--,
f v o
Of
tile
-2 1
1-~ 0:1
of c 7.
s
i 4
s t 4
AC
5 (5)
L
TIT LE 1"'. S E,
Pap
B S: T R 2'2
L
n es
1 ti
t io rL
f a n
~iri d .1
and a I
Hc
Card 1 Th anh ydr id, t
On Some Esters Qr- Thialformic Acid S
x,71 containing compounds (11t)fiq 1"'-r:) . Cn thi, ba!jis an
ample, formylation of benzy1mercaptan vas carried out 'Ls-r th'~
purnose of avoiflin~r 11 deco-.11position of the
the reaction temnerature -aas cl--c"Ietl -'r,
. 1 , I,: I-w 1~ raricu 'ha*
seDaration of carbondioxide could take place.
of the "Itiolformic acid (7) was obtained. The b-.itLyIester of
the thiolformic acid was under qaito? sitfl.lar ::onditic),ne Li.lsn
produced from buthyj.- and ethylimercaptan with tht, anhydride
combination. Furthermore, it wits shown -,.hat the trithiclformi,'.
acid, by passin'- an inte.mr-diate sta~:e' f-,rms th~- esters of tha
thiolformic acid. (1) reacted in thq pr-Dijonce hydrochloric
acid witb benzy1morcap-tarl under f=nat-4,,ri of ecter '~,f
ortho tr4 thiol formic acid. The est,~rs of "Ile thiclformic arld
:, _Ct4 r~
proved to serve as N-forrmylatint~, a-ents. 2y th- , I "~
upon a-aminopyridino via!] o~taine,";
reactiri', with all th4,-lfc-.--,ia+e3 here wftlt phen.~,,Ihy-
drazinn i3 ThON) art,'. 20 T~,"-
erenc,--s, 2 of which aro S,--,vtot.
Card 2/7)
On Some Ester3 of Thiolformic 1('17 11, 24 -13 6
ASSOCIATION: insti-t-at Drc;anichesk-)y khinii im. N. 1). Akaditnn.l.'
nauk sssa ~Institutc., cf CrIlt,anic N. D.
Z(1-1-insk-iy ,)f t"he A,~adr~my of Scienras, 70:3,H)
SUBMITTFD: Septu:nber !I,, 1',15-i
Card 3/7
TITT !'C ~;01 I df ar~ -I.
MI-.1avin" T.
TITLE:
-A iz
Tnj t4 j r,,j t t'~,
L 71
1,,kh-
.,okiolot)
E., Z I0 D I C A L Zhurn.,.il ob--:.c,,.e-, k'li,-.ii 1"59, 1,01
T, 3
AB S TIU, CT There ~:,.re
the hi~-,Ilcst
ali )Imtic _,:~:ino a c I f; f- t c ;-7 ]':T
T
C!I,, ) COOL
2 n
ne-e y
01'rc on den ~ia -
tion objects '.fief 1) o-- 1~:; t'oy
invc:~'Ii,-Iations (21of of zD-.~thesis is
so far unkno-an; tlie aaino
acidf,, natur-il ;.,roducts c ~ t he
C.ird 1, 1 0._,jMjTj0 4 r o -r.
5yntheoio of the A171;h-.tic Amino Fr,)!-L the jC0,T
Thioplicne Derivatives, Iv, 5-Acyl-(12-tiiionyl) 1!:aIll', -,.s Initial -ro-
ductc for the S~nthesis of th,-, 11-4-h:atic Amiro Acid-,
un t! e c y lo n i c -11 c id -.,; I ~~ I ci i'or;:', 0 1 ~)r t1 t i f, a v 1 L,
c c:i:~ "cor oil . -he "ic -lrovi
L:i! i,)n hy,l v i -o no
of th'! O~Amino :"!Id J11o ;~f
31311-ie;3 (I~OfS yi~(,Ids ~,]A~Aiatic ;:.cid!; any
Th.-, ~.,,ithoro ::~-rmit
onI.-- -)f ,iiicl: amino tcij- in which carb-~n
-ton., c-irrier of t'ic albino t7rw,~- i i Y~ f,,! -- i t 1a 1 Ir.,- i
cont:-ir,,-, not Ic!-I., ;.liar 4 carb n:~~ T;iil: re.-triction was
removel cyi-ic~ of tlio
initial 1"r,)tIuct-;
of tic hit~hest amlino nc:-Ic t:L~~ tI-.---,(! from, tl'e
ximes of t*-O ':eto acid t-:,:
0
~ (TT
-i~-, d,~scribed, in thio -;.,:-.y t':e L2 i~ 1.11c, t i c acids
c:~n b,-, syrtiie-i'-odl Ii-ve tl~c a-12.11-) t,ne requir--,d
to 1~1-e Cn-bo.-Cyj and nn a"-,-,-1 L-e -Z~rbon
atom com'hinod -.v~t:i t, !P WJ t
ne ~1.--.J-no -ro i ;:10 'Ii!%.'c ~-,Sn Yy ml.~110,1--I'
o'-,' cai,bon atml~,-- I~te on
'3
Card 2; carryir.,,, out of tl~f. r,~-mct~,Dn 710rit.lone'! -,he
Syntheois of th,~, Aliphatic Amino Af,,i:i:. r :h
Thiophene Derivatives. N, 5-Acyl-,
(2
ducts for the S'y n t h e s i s o f t h (, A 1 i p ItAv tt c1 z
hydror,enolysis )f' +h~:. %J -!D-1--,-i11e,! Olr-
thic,phere !IeL~., CiCI(11,13 A.~-
means Z th-~ sl-l-lotcn
..no uW~r
a-1 no 1 aur -4 C9-- n -ar,-.ino .r.Ldr-an' C I,- id~
There are 3 t-tblt~,3 and ~3 w 6
ASSOCIATION: institat llauk SSS'li rc t
IT
of OrC.,-anic Chem-"~-",CTv
STB7,7ITTED- Jan,-iary 20, '~155
C-,rd ;,/3
Uol dfarb, Ya., L.,
SYTIthesis and )C S-1w 1); :e Ct 0
Deriva,ives (SIn"ez -' P-17', L-YR -'I C 1. a
di - 2 - tiye n- me tarian 0 n i ',-f f e f; r-
or, the and
0 deystv-.-,' L.-OLIti 11,1 i;',~ f
2,21-ditiyenilmetan)
`IODIC.~',L; Zh,irnal oboliche-,, kh;,,7ril L
A LS TIRA C2: nsiderinC the resi 1~' - r! r 1,
Ml:-:~hani-M Of
rompounds poos,--E~l 3
izn'Leres~, fjr tht, autll-JrE
or. th-,-.-
J. 71 ri I II-j 1 7 11 F-
A c c o r d i n g to t h L, c 7) r-,.- 1,~ t s d 1 t I i c, r e- r e z a n d
7 it could be assumed tha* ~ Tl
rate the i thii~zm u I~Y' shmil 1 br- nlr~,-,nd to
dc-(; I, e a 10 abrur, t I Y C., n 7 7~ -t 1 Li d
and the nucleus 1S I---" h :I:- ""I,? nc I
Card 1/3 substitution by al,~yl.
:;,-n 'G h e sis and t
Di- ( ".-Thienyl ).M- Dc,, rivat:_v~!-, OL io! v,~'f -e~ t Lithium
'I, the 5-"OthY1- :~nd
'I-,) i;ho~ild be boun t-
yield, predcminantl,, c,,r -.uA.v, (? L.1 * L.L2:LU,:)n pr:~duct
(in the methvicne =c-u n, tj, -R~3_2 -~f -.Ind IT I)
a formation of the orcan:)motal 1 4 ~:'rmpounds (IV) qnd (V) could
be oxp?,~ted. It can be gr-:,n Cr.,.-m the rt!action r(mults nun~_-zied
that these a.3siimpt`onc, r n, vi~artl,! C.~jj,r.2,4;. In the reai,,tlion
of the n-buty! lithiim .1~l..-,,,,,~hyl-~,21-i.itili(,'~lyl- methane
this compound was foimd tc a product; of thr'! single
metallization in the zh~.,?pht?n-O rin,,. _,.y ,%e --:~t-:,n 7P
oxide or of carboxylic i.- A :v, P-2 .;m, dk~]
5--methy3_2,2'-dJthieny_, me,!-arL~ q
the corres,:onding ac-_~ -;erc + he
reductive desulfurizati(~n 1r.7- d,-~J -L_%o'-I;-_ al.d 'h~:
undecanic acid. The
2,21-dith4enyi melhan~_- 77it~'
acid. did no" yield th-~ -'CIA
Card 2/3
7
Synthesi,g and fransformation of Scmp
Di-(2-Thienyl)Methane 1)erivatives, If. On t'-, Effe,"i; -,f 27,---Ul
yl
on the 5-Mlethyl- and 5,5 7 -Dime thy!-2, -,I.i cnyl me ~h, no
but oiil,,,- an acid of
20 refferences, 4 of ar2
AS~30,,,IATIOIII: Institut urganicheskoy ldiii-_ii nauk
of Or~,,,-lnic (chemistry -,' th- t;,
SUEZ i 1,:"2 Jannary 15. 191:6
Card 3/3
5(3)
AUTHORS
Golldfarb, Yp, L,, Kalik,
7 2
TITLE: Synthc,-3is and So~-~,, ConveroionF of Sulfid,.~;-' Of the Thiophen
lerio A
3 .9 (Sin te,,. i nekotoryp) prevrashchen - yi-~ su I I fidov rya la
ticifemi)
PERIODICAL Zhurnal obshclity khimii, 1959, 'I-,l 71"), 11v _" pp 20_-,i-:_1,'_i42
ABSTRACT: As f1lr as t'r'..2 atuthors ar(~ informe~l only t170 flkYl th'ienyl oil!--
fides j..e, suLfiiie ( 7-.')~
thionyl nulf'ido (Ref r3) iiave been dc-scribod up to -.1-esent. T'he
yield of the acceosir-le synthesis of 2--thien,),1 ma;-,nesium iodide,
sulfur and methyl iodidc- (-~,~f iz '~o,.61') more convenient
way of synthesi_z~ of ~:ulf of t h- a,~b ") vil menzicm,~d type
yieldin.- up to 80 is describei in th~_ experim.-ental part.
It uses lithium derivatives of th1cphen or iis
wliich reiiet ..ith milfur; lik,~ the or;~;Injcl
the 1j;-eparation of :1-halo,-,en th2ophen ho-x,_~v4.,r, is unnec3imarv
and thin.- is o3cential. In thio w,,., methyl.-2-thien-l ul'i I ,
y s .1 ( e
p thyl -'~-t "%icn,,,,1 Sul fiLle , Mt? I.hyl -7n,? ti,y]. h-Limyl sul fide,
and etiyl - ('_~-ethyl -2-thic-nyl ) oul C~ J,~ wert' _,I)ta~.ned Tile- cork-
Card 1/5 version of . thiophen txr) mc.1 1-.th;.1ur, and'
'7 2
Thiophen Series
fur t! 1 (21- wi th P u! fu-- 11) r.-- ',I lyl i n3 i~~t, 1~-;id.- ir ;;.!-~ition to
m,~ f. hy I -~' -t hi enyll nul. f i 1! tI m,~ - -I
t hi o Dh,?n T T
CH-
Acpty!7--Ition of thi~,-nyl if) tho prc-,;ence of A-~r
chloride arij It, ,v~s -)roved
thit thp. acetyL rl,r,),.;p enters into the orltho-p-1,sitior 1!1 a -
tion to thc sulfide:, Erou~- if bcltl~ u-pcSizilrlzz ir. t,iop',er. are
occupied an~ into pozition 1.n suifide3. Por
the synt',ieqi.-; of com,~o,inds the of thf!
corresponding ')-substitute(. ::OFn1:m11nJs if the meth:)d
of' hydrotenolyris is mo--~t convoLiie-.t, lec:iusf: -It po-7)tects the
u-positions of thefta~~-)he:,. nucleus :rit~i activatin:-
mercai)to -rcu-s, Th~~ 114~ jiStei in hloth
Card 211' 1 -
SyntheSi3 and Some Conver3ionn of .-.ulfides of ~h~
Thiophen Series
tables~ flipre are 2 tables, ancl "I which are
Soviet
ASSOCIATION: Inqtit%it org..)nichp9k,,,y lkhimii t-Aaiii-di m-,,,,,k S)~'ISR Inotituto
of Organic Clionliotry -If the Acadeny of Sciencos, U:;SR)
SUBMITTED: Juni! 2, 1956
Card 3/3
.5:-- 7,' ~ 2 - 2 - 21/5
AUTHORS: A r, L, Gc~- :i -J' n -
A. T~ Ku.~
TITLE Syntheses cf ~o.np, T*ri ,~i,herie Der.i riti,.rEis ---ind Study of Their
leha,---or a-- lngreiieii tii of `o~s'ca an-! Antioxi-
an t s ~l , U,~,;
-iofella 1. izuchelliye
ikh r ru .;skcriteley i
a n t i .3 i c
PERIODICAL: iflo."
ABSTRACT: A
:1 c, i 1 5 w 1, a 11 v s t i -
!I :-,Xtu
i :.,i(ly !t' I contained
the z iu hydrogen or
CH R an
3 Ezr,)mati,, radlc~.-., !iu,.)stitutin,
u
croup St,,ccnniary ami ;~eo were prepared by Leacin(~ thenyl di--
C h J1 o r id ~ N i - h zim:, z ,j,D -,u
i o c~ o f 1: ri z (-.- n e ) r 7, c I u,-~ n c
TI;e 0: 1 rtiid bciling
c, i c a!, a.~ T 0c e 2 . These com-
pc ind t~ i, h iL L ~f r,-vbai T-t,~ inn--bitin,7 action
I U ~, t r
in the
i,-rizene
A~3 a c r, t c rL~b~.e:- -nf, ining pl enyl-
Et "I
'I, ', i th Y'-
nap, a -i lr, -he ux~erimenls ~h-= thenyl
Card J/
2 fl.L~ same inhibi-..,mg :Lnf "Luence
so V/tlo- 52- 2 -5 2/:5 6
SyntheseL3 of Some Thfo_ph~..ne berivativ.~!j and the ~~t;.~,Jly r;f T-.eir Behavior a3 In-
gredienta of Resins (Accelerators and Antioxidants)
a -3
the phenyl Croup. 'No most pronouriced effect have the -in-
hibitors 2--thenyl-~-
-naplr'thylami ne etc ,The 3ynthetized comj:ounds vere tested
a I o o 9.
Ps vulcanization cc,'21eraturs on the rubl:erB SKB, SKS-30,
SKN-26 and NK. ,'o s t e * f e _ t i -v e -n e r ~,~ 2 - m e r zo a p t 0 - ~ .. ( 2- t h i eny 1
-thiazole and di-2-ttipnylicter,.eethyl,~nedia:i)ine. The thenyli-
dene group had a jKreater effect on vulcanization acceleration
than the benzene ring,
There a-e 5 tables, I Lraph and 20 rpferer~ces; l.' of which are
Soviet, 5 American, --I English, 2 .erman, and 2 French.
SUBMITTED: Yay 13; 11957
Card 212
r
." (5).
LUT111CRS Gc! '~fa-Tj~ S:-
TITLE: Redac',.-Jv,,- AretylatLrn ~)r
pr-zonce ~f -t~:'n Nic'~:;,'
PERIODICAL: sz's"i,
uss'?"
ABSTRACT: 71i,~ fir,3" a-it tli, third wthor proved ear'
-1
V.. 1 "- 1, 1 C 2'. L'; r ~~ lac'-"d .,;it!: I
-n n i cl ('l
f,
-,3t ~f s~:,'let
-
-
t o d n c s yi-lcl by t~
1---, -s medi'i7i 3 t: n
(7T' r
c o n t that tl-s ::i-Ai (ITI) ~n 1- -S~3 -
f t.1le
.
in 1e ,
t-,
-d ~--i ri'- 1 e t 1, t-I oo
was c-nfi In tli;l i F,o t 1, 7A,
Card ~
Red uctive Ac,--,ti' Tl.~ cq~ri,lno S if:% i o:ii Ni tv-
r!omi,ounls in t'ie of
1, 5 n i,._, r i i,:, r,
hn h
t r
1.
3.,
nn f o p!
hati al I b 1 --d
n,:j j: t'!
_7 r,
t, h :1
ti o n c, f 'I n --n t rad I D, S
V- e i- u'- I rn i nr- t~,:~ i t
a:n o
a
2 e f q
iden~.i f4L -,~d 'lie lat tt?r Si nce the me 1 t n,;
tyl -,Lrr;in,,) acid (xith "1 11- s t ruc tiire ;-..3
1 S % Z I Ei C
e alithors did no' ca, i
(27 2') ) t ~ i (I et u !'-,. i n ~, -1 h s i t Dr. t 11- t a LI i, 1, --1
1 n t I, c. ni i c 1 e u s . Th -, s t'.1,1. C t 1--,' C t 1 " 1, -1 s n J r m 0 r
3 tl'~,116 th of tliese da t~t --.uth -,S i i~.ibt,od
Card 2/3
Reductive Acetylation of Thicphentj S,~ries "itro- SCV1"O-1261-1-2316--l
CoMpounds in the Pres-enre of St:el-iton NickeI
!--,en'al r~sult3 of refe-ence 6 wer,, richt Th,? authors
,:eated the experiment of refer.-2n~,e 8 and aced pc-.2.s~
0 "hE-
sium, tart%rqt"? aith
i-oint
sum.e that (,aT,.pai[;ne ard Arc,,.er (Ref 0) er~i,onew-lsly r---,~arde(l
this arid salt 'is the acetyl-amino acid ('LI), Thgre 2.rc 16 ref-
erences, 3 of viliich are Soviet.
ASSOCIATIO': Institut orcaniche-skoy klhimiii i-m, :;. D. Zolirslo-~-o Akadem.--i
naul. SGSR (Institute of GrFanic Chemistry imerdi D. Zelinski~,
of the ~'cademy oil Sciences,USSR)
PRESENTED: February 25, 1','5q,7 by B. A. Kaz---nski,,.-, Ac;l-demicien
SUBMITTED: FehruLry 16 1 '~' 59
Card 3/3
5(2, 3) SOV/2o-128-3-2,j/58
AUTHORS: Golldfarb-, Ya. L-., Vollkenshteyn, Yu. B.
T IT LE Action of Promine on 2-AcAtothienone in the, Prenence of
Excessive Aluminum Chloride
ER I OD I C A', :Dol"lady Akademii nauk SS311, 1?591 Vol 128, lor 5, p7~
(17SSR)
A B 3 T RP, C TIn the bromination of acetopherione, th,3 bromine does not
enter - as otherwise with ketones - into a aide chain but
into the ring, in metaposition to the cnrbonyl group (Ref 11.
This happens in the presence of 2.5-3 moles of ;inhydrous
AM 3 rithout a solvent. Apparently, thia mothod can also
be used for a si-milar halogenation of otht-i-r aromatic car-
bonyl compounds. The role of AlCl 3 is probably the blocking
of the acyl group by formation of a resistant complex with
dimeric cyclic strticture. Both from a practical and a theor-9ti-
cal point of view, it was interesting to investig:lte - by
the example of the substance mentioned in the titLE - this
peculiar blocking of' the iide chain; under usual. conditions,
this substance can only be halog-enated in the sida chain
Card 1/,
SOV/2o-12:)-3-28/5B
!..ction of Dromine on 2-Acetothienone in the Presence of Excessive Aluminum
Clil or ide
(Refs 5, 4). Publication data spealk of an ci-orienting action
of the sulphur atom stronger than the action of meta-orienta-
tion (Ref 5). The bromination mentioned in the title yielded
a 4-bromo-2-acetothienone (I) not dencribed in publications.
4,5-dibromo-2-acetothienone, the structure of which was con-
firmed by reference 10, wao formed an a by-product, The stritc-
ture of the bromine-subgtituted ketone I woas confirmed by
2 methods (see Diagram), namely by oxidation or by reduction.
The bromination method described above, anl the mostly high
yieldsl offer now possibilities of synthesizinir the poorly
accessible 2,4-substituted thiophanan. Detailed data on the
introduction of a 2nd acyl group into tbe 2-acetothienone,
a3 well as on its chloromethylation by the method of reference
I, will be published later. There arc 11 referoncos.
n'SSOCIATIOTT: InStitut organicheskoy khimii im. N. D. ZelinslccGo Akademii
nauk SSSR
(Institute of Organic Chemistry imeni N. D. ',,eLinAiy o:C tho
2/13 Acndei:iy of Sciences, TISSR)
Gq-L'DFARB, Ya.L.; KISMVA, V-7.
Products of the hydrogenation of 1-methyl--5-1~l-mathyl-1.1-arino-
butenyll-2-pyridone. Izv. AN SSSR-.Otd. khiT. naulc to.12:2208-2214
D 160. (MIRA 13:12)
1. Institut crganicheskoy khimil Im.11-D-Zelinakcigo AN SSSR.
(P.Vridone)
GOLIDFARB, Ya.L.; VOLIKUSHMYF, Yu.B.
Composition of a mixture of products from the
of 2-acetothiencto in the presence of excess
and synthesis of 4- arxI 5-formyl- and 4- and
acetothienones. Izv. AN SSSR.Otd. khim. nauk
16o.
chloromethqlation
alnninum chloride,
5-1-%vdromymethy1-2-
no.V:223B--2?40 D
(141RA 13:12)
1. Institut orgnnicheslcoy Ichimii AN SSSR.
(Ketones)
.. ~'q w?q
5', Ll I So 5/074/60/029/04/02/005
57~ I DO B008/13014
AUTHORS: Golldfarb, Ya.L.; BeLenLk_~Lj_L~1.~
TITLE: Stress and Reactivity of Yonocyclic Systems
PERIODICAL; Uspekhi khimii, 1960, Vol, 29, No. 4, PP, 470-507
TEXT: This is a survey of the most interesting papers published In recent
years on stress theory, First, the authors give a brief summary of the develop-
ment of the basic assumptions of this theory in the forties (Refs, 4-18). Details
of the development of the stress theory are contained in Refs. 1-3. On the basis
of the latest results (Refs. 19-30) it may be assumed that cyclic aystems
exhibit also the so-called conformation stress in addition to the classical
angular or Baeyer stress. In an actually existing molecule the two stresses are
usually present at the same time and are interdependent. With the help of physical
and chemical methods it Is only possible to determine the total stress of the
cyclic system. It is merely an assumption that the Baeyer anCplar stress pre.-
dominates in smaller rings and the conformation stress in five-membered and medium
rings. It is frequently possible to determine the stress by ,itudying several
Card 1/5
Stress and Reactivity of Monocyclic SyotemB 3/074/60/029/04/02/005
B000014
physical properties. The stress becomes particularly manifest in exact measure-
ments of the combustion heat (Table 1: combustion heat of cyc).opar-affin%), The
physical properties of the following cyclic systems are discuosedi cyclopentane
and cyclohexane (Refs. 29, 41-51, Fig, 2); cis,tcycloolefins Olefs, 47, 54-57;
Table 2); cyolobutane (Refs, 58, 59); cyclopropane (Refs, 60-67), The data
obtained for cycloalkanes are applicablo to the simplest hoterocyclic, con.-
pounds. The stress of a heterocyclic compound havine oxygen or sulfur in its
ring is, however, alvays lower than that of a cycloalkane with an eaually large
ring (Refs, 34, 68-72, Table 3), The combustion heats of the simplest oxygen-
containing heterocycles are given in table 4 and need no explanation (Refs, 73,
74). Microwave- (Ref, 75) and oscillation spectra (Ref. 76) indicate that the
trimethyl oxide has a plane structure, Concerning the combustion heals of
nitrogen-containing heterocycles there are data available only on ethylenimine
(Ref- 77), piperidine (Ref. 78), and pyrrolidire (Ref. 189)., The conformation
stress manifests itself in cyclic compounds with conjugate double bonds in a
very peculiar manner (Fig., 3). The absence of coplanarity rainos the energy
content and reduces and even eliminates the properties of a conjugate system
(Refs, 28, 79-85). When discussing various types of stresa and the influence
exerted by stresses on the reactivity of oyclic compounds, the authors make use
Card 2/5
Stress and Reactivity of Monocyclic Systems S/074/60/029/04/02/005
B008/BO14
of Brown'3 concept of the F- and B-stressee (Rofs., 86-89) aa well as of the
I-stress (Refs. 93,94)(Table 5). Numerous examples show that the ratio of the
reaction rates of various rings follows the theory of 1-stra.1ses. This holds
not only for the addition to carbonyl groups and aocording to S N1, but also for
radical reactions and reactions of the type SN2, It may be assumed that the
reaction rate is differently influenced by the size of tho ring, depending on
the type of reaction (Table 6), Next, some examples are given which demon-
strate the effect of I-stress on the reaction rate (Refo,, 95-136, Tables 7-15, V~
Figs. 4 and 5). As the I-stress is only one of the factors influencing the
relative reaction rate of cyclic compounds, it is also neceasaxy to take account
of steric and polar factors (Tables 16 and 17)~ The authors gi*ie several
examples which contradict the theory of I-stress (Tables 18-20). The last part
of the present article deals with the formation and opening of rings and with
the relationship between these processes and stress (Refs, 8,28,132, 177cr185),
The tendency toward ring closure is a complicated function of the following
functions: distance between the reacting groups and the entropy loss which is
connected with the fixation of the ring; Baeyer-. and Pitzer stress aq well as
the compression of the van der WaalB radii, Two reactions compete with each
Card 3/5
q-
Stress and Reactivity of Monocyclic Systems S/'074/60/029/'04/02/005
B008/3014
other in the cyclization: the intramolecular - ring closure - and the inter-
molecular - polycondensation or polymerization As the height of the activation
n ,e in the so-called
barrier of any chemical reaction in determined by the ch no-
thermodynamic activation potential, it is possible to speaY of enthalpy- and
entropy barriers,, The synthesis of larger, unstressed rings (13 and more members)
is predominated by the entropy barrier, whereas the ent'alpy barrt-er pre--
dominates in the case of smaller, stressed rings Tho-- there is no relation
between the stress and the formation rate of rings, ~~ latter are usually closed
more easily if unstressed rings are formed, or if the %nain haa an adequaze shape,
The development of an adequate chain shape depends on the reaction mechanism,
Ring closure is promoted by the existence of substituent (Table 21). some
thermodynamic and kinetic problems of the poLyAqrt2~at.i.oJIU ("Yclic compounde
I(Fige 6,: It
were dealt with in the paper mentioned in Ref, 155 ") T should be
emphasized that the fact that this process is possible from the thermodynamic
point of view does not warrant its practical realixibility Tihe pol~merlzation
of numerous heterocyclic compounds may be regarded as an equilibrium process.
The character of the products obtained dependn on the cond).tions of reaction-
Though many examples seem to prove a paralleligm between *he StreSS of rings and
their polymerizability, such a relationship does not always (;xist. Thus, it is
Card 4/5
t-'6tmo~ ~434
Stress and Reactivity of Monocyclic Systems S/074/60/029/04/02/005
BOOB /20 14
not possible to determine the state of stress of a cyclic compound from its
polymerizability~. The following Soviet authors are mentioned in this article,
N.A. Domnin, P,V Zubov- M.Ye D~atkina, Ya K 9.vrkin, G.,G, Gvt~tavsoxi,
A.Ye- Chichibabin, V,V. MarkovniKov, ri Ta, Demlvanov, and 11,L, MenarLutilin,'
There are b figures, 21 tables, and 190 references, 36 of iriijch are ooviet,
ASSOCIATION; In-t organicheekoy khimii im, N.,D. Zelinskogo (l.nstitute of
Organic Chemistry imeni ND, Zelinskiy)
Card 5/5
5.3,110
I - 2
AUTHORS: G(~J Y:._, 1,
TITLE:
Thl
PIMIODICAL: 2: 11-rw! 1-ii 1
ABSTRACT:
of
Chloromethvl- arid
~-wtloll h 1 o
17'. -1
c]I
Card I//,-
-i L (2 f T;
D
(f 'w1w:1y"N 11.,(, c 11, ym o
1~,C 11,1C1
r 11 0 f I nd t h;, CC 41
-c h I o roo t hy 1. 1 Ili t i, ~;rit I hy I i~ ro I it" on
I bilit a L o 13 1) o I 1 0 11 Y: I "..I
of coMpound D, yh~ld 2-'JA, mp 10:'-ICH~', t,he
was syrithe~~,J.zed 1'rom VL.TT, hp .90')
1-0
D
(Vill)
'a rd 2/5
Card
Sy h e:; i.. n f
ASSOCIATION':
SUD1,11TTED:
f Ar- C!
("il. C
11
Ij- R
card
"'i :: i 1. 1 - - , . - .,- '' I .~ I . .. 1~
" 1 71~.
L ~ ~. . ~ , - - - J'.
It It
It It
( :
R i
L ("Ii,
V L:
P~J t I'd
ci
1t
o b) 0 X)
1) .411 Lt
S/~Socljl' 2)-cu.
c
X L
XJ .1.
d
L L ~!"J' 1,
r'T'
J
,3
AU YHOP S Kuzlmtnskiy, A S., Golldfarb, Yr?iL,, Fedorny, :,.P,, Zeu2henko,
A T , Koverman, A,P ; Ganishkina, cij_
T'l T-_E The Syntnesis of Some an(~4 the Study of
7neir Elehavlor as Pubber Trig red I.F~!n t,2 ar-d A-Iti-
o x,, ci ant s.) 'ommuntc_q~ion 2.
PERIOMCAL Zhurnal prIlklad-nov khimill, 1960, Vol 33, No 5, pp 1182 _1~1 187
TEKM Some azomethhi~-,- of '-he thiot)hens series arg a:~f:elevants of the
vulcaniza+ion proceed [Ref 11, come of th m b~lng al'sc arAl%ept."Is Ref 21
L J, -
which Is ImT)ori;ant; for the cable industi-j, 'Fnie most i-nita~I.a azonlethines
ir~_ those containing hydro.Vl groups Other sub5--ancr-,: t,his %vp~~ were
sypth,~slzed, therefore, which differE-.d on!- _. - _Ie
y in the posittcn cf -aydroxyl
group7. Tlne- follcwing Lubstanc_es were ~yn fl'nf~ s I z,:!d ~b tF
hydrazine, bis-[5-metliyl-2-tiaeri,,rl~idene bias 2 . f:)en-vi :Aene) - A-,
.1 -.hy d ra 2 in
phenylenediamine, 51-methyl-2'-~,her.VL!dene-6-ainno-2-rnc-!-,-~ipr-t-~,~zcttittzole,
F-met.il,y'.-2-i.hen,iliden,~-,-)-.,iminc)p~i~noI and
as well as two rt~w ,:,-,If ides -.r,-ny! I -b- -her"y I -
I n- Dxypiienyll -SIA! f Id;- two mpn'..toned ars'
Car.1 112
The 3,Inthesis of SoTre Thlophene D,~r_Lvat.,.,;es and the S!.,xif c- 1 v
as Rubber rnlgrediert.s _Lnd Antlovdaw...-I
an,i 6-amin.)-2-rn,~--apt,rIb.!Ti..-)*,flIa;:ole ar-~.
n r. r ., -~ t
t wa dfm 11~ hy~l!~ oxv g I'oup 1) 1-he c LeT .1*.I!'~-
ac,.loo of +h- rc-npoundS, if 1'~ I,- 1c,:j-,-.;d Ir para.:-,,,~:. :,f rn, hi--rzene
riniz , The Ip+,z-:Ddu, t.lon D" molecu_14,s ci -%-ie amino-
grouL, into ~.h~ benzene ring th~ eff,tci,-r_,v _` -,.h~. ....,m'now-A.A
biriher compi.I--aflon of fh~ mol-culE, decre-asE-5 the _sti.ll more,
lln~ _aj~a of he_:~,~ pnr-nom~:-ra 1- 1,10, kncwn al~ I~h~ prCSsn' 'Arm-. 11- pr_.nCiLa"_
role in the i:1-~Ieratnn-g of ,I:- Iz I-Jv the
hydro,Kyl grouc.
~her- are 4 tah"~- re~srer,::,lc. C- 1_117, l "MIZI
L;UBMITTED AuFlj.~, 2(1, 19~:,9
Ca-rd 2/2
3 6 / 0 '11j, (,?
AUT HORS: Nanta To-va, N. 1, (Dec based) , Konst anti no v, 3 020/060,1 11 10`/033 'C-6c',
P. A., Golfdfarb,.Ya. L, B01 ij'E 1 17
Ti'rLE-. Reducing Desulfurization of Some Diamines of tho Thiol:)hene
PERIODICAL: DokladY Akadem-ii nauk SSSR, 1960, Vol 131, Nr pp 1102-110'5 'JSSR)
TEXT: The authors wished to extend the reducinC desulfurization method to the
di-tertiary amines of the thiophene series. Thus, higher alk:jlena Jlamine3 call
be obtained, which, in turn, could be utilized to synthetize the bil;-ammonium
salts with a potential curare-like effect. As compared to e-ecamethonium, the
halogen alkylates of the diamines IV and IVa would form R_ new type of such
compounds. They are ramified in the centcr of the chain. Such razifications
exert an influence on the activity of some suh,-,tances with a (,urare-like -ffe.--t IJ
(Ref 4). The authors used 2,2-bis(2-thienyl)-butane which _~s easily formed from
thiophene and methyl ethyl ketone as the starling material-, By chloromethylation,
the bis-chloro-methyl derivative (I) was obtai-ii!d. This derivative iias used in
the "raw" state, since it decompoges to a considerable di,~jrvee 'Aherl [jubjected to
vacuum distillation. When hexamethylt!ne tutrumine is reacti~(.; with 1, the
corresponding saltp and from this, the diamine II is obtained in the ordinary
way. Hydrogeno3ysis with Raney nickel yielded only mixturen dictillable in a too
broad range. Therefore, skeleton cobalt was used by the authors, although it is
Card 1/2