SCIENTIFIC ABSTRACT SHOSTAKOVSKIY, M.F. - SHOSTAKOVSKIY, M.F.

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• Collection: Scientific Abstracts
• Document Number (FOIA) /ESDN (CREST): CIA-RDP86-00513R001549910020-0
• Release Decision: RIF
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• Document Page Count: 100
• Document Creation Date: November 2, 2016
• Document Release Date: August 9, 2001
• Sequence Number: 20
• Publication Date: December 31, 1967
• Content Type: SCIENTIFIC ABSTRACT

AUTHORS. Shostahcvs!~Qr, L. F. , Chekulayeva, 1. -1. 62-2-12/28
TITLIE: Synt',,,e 34 s and Corvc-2-zions of the Vinyl of Ethanol-
-,'ez vin-41ovykh efirov e'amol-
-k:i._nes (Sin.
aninov) . Rerjo_-t q: Quaternary A:.,:n.,~)nJ1_,.-L Salts of the Vinyl
Ethers of El~,hano:i Axi-ines (3ocbshc1--.;,_4ye 0. Chetvarichn~,ye
ammoniyovyye soli vinilovy'--h eflrov
PERIODICAL: Izvestiya Y,-,i 53SIR Otdeleni~eXhi,,-icheskikh Nauk, 1955. ?Ir 2,
PP. 204-209 (USSR)w
ABSTRACT: T~ne invasti~.-ation of "'-e properties of the interaction pro-
ducts of the alove-.entici,.,ed e-ti,el-s witil al-kyl halide-9
is a ratural continuation of thc ir,-,rcsti6ation of the reactiv-
ity of the double bond of t-he vinyl ethers oil etllancl --nAines.
This bond depends on. the nature of the amino Croup and ir,
creases vi` t!
~ I. t"le repl_-~;ement of free hydrorens by alkyl- and
phenyl-radicals. T'l-Ile imfluenr;(3 of the amino group can be ex-
cluded by mcan-s of ar_'.'_JtJ,7-i c;o.,-mound of the alkyl halides to
the nitro-en of the vinyl et!,~.-rq ef ethanol --m-4-nes. In the in-
vestication the a,,,.thors -ased the vinyl ether of ll-(d--' ethyl-
amino)-ethanol, t`ie. vinyl ether cfp,-(di-~~heiiyla-mi-no)-:-~thar-oI
Card 1/2 and 'the trivinyl et',,er of 'Uriethanol am-ine. Taaternary

3ynthesis and Converoion-.. of Vittyl ~f Ztlianol-
-Lmines. Report 9: ~~,uat,~,.-aary of th~:- V.Inyl
Ethers of Lthano.' Amines.
"12-2-12/26
ai:m,oni-dr, salts of /3-(d-,*-ethylr--~~--i--c~-,2t'.,ai-,ol, of the vinyl
ether of and some derivatives of
it (with CII-.~, C9IIJ and C,HrBi-) -wer- obtained. The aut,.ors in-
,~onver !e quaternary a=icnium salts
"cst4Eated some tI
of the vinyl ether of (3-(d-*.et,,Yln~-~-.-*L--,~o)-eth-atio'I (hydrolysis,
-I'4-ft a', OCI, 1,S
polymerizatilon., int:-aract--'-on -and crGanic acids).
t'- 2 4
The authors exam ine~l 1; ~nt-eraction of the trivinyl ether of
triethanol-a-mine, and ~h~ viny-,,. r,'h~~r of P-Idiirhery'lamino)-
-etha-nol with me'Lhy! i-dide and There are 1
tablc ~.nd 5 refe2e,.,.ces, 5 ~Df ,-.rhicl, are Slavic.
T
ASSOCIATION: Institut-e for Or-anict Clhe,-Astry AN USSR ime-ni _,.D. Zel-;nsl,:iy
(Institut Zel-tasio-c Akademii
na"I 35bi) .
SU37,=TED: Septe-mbe-r 25, 1(5'
LITAILIM2 Library of Crn~-ress
Card 2/2 1. Vinyl ethers of ethanol-ami-nes-Synthesis 2. Quaternary
-qmmoniun salts

AUTHORS: Shosta-kovskiy, M. F., Dubrova, Ye. V. 62-5&-3-14/30
TITLE: Synthesis and Conversions of Divinyl Ether (Sintez i
prevrashcheniya divinilovogo efira)
PERIODICAL: Izvestiya Akademii Nauk SSSR Otdeleniye Khimicheskikh Nauk,
1958, Nr 3, pp, 339-343 (USSA)
ABSTRACT: The above-mentioned ether has hitherto only been used in
surgical practice. only after a thorough investigation of the
divinyl ethers it is possible to evaluate the possibility of
their use also in other domains. The authors occupied them-
selves with the investigation of the properties ol this ether
and found: According to its structure (CH2 - CHOCH = C112) it
belongs to the simplest ethers. Under the influence of ferric
chloride and stannic chloride it cannot be polymerized. In this
paper it is shown that divinyl ether quantitatively splits
according to the following scheme:
HC1 thors de-
CH2 - CHOCH = CH21 + H20 ===-~ 2CH30 Then the au,
Card 1/2 scribe the properties of divinyl ether. The addition of

Synthesis and Conversions of Divinyl Ether
62-58-3-14/30
hydrogen chloride was performed according to a method already
described earlier (Ref. 14). The reaction takes place in steps:
1. CH2 - CHOCH = CH 2 + HCl --)~CH2 = CHOCHCICH 3
2. CH2 - CHOCHCICH 3 + HC1 -4 CH 3CHC10CHClCH 3* In the case of
addition of one hydrogen chloride molecule the authors obtained
vinyl-d,~-chlorethyl ether. In the case of addition of 2 molecules
of hydrogen chloride they obtained however,01.,,d-1-dichlorethyl-
-ether. The chlorination was performed according to the method
worked out for the synthesis of the oc-,P-dichlorethylalkyl-
-ethers (Ref. 15).
The authors synthesized and described: vinyl-gL-ethyl-ether,
o(,(;C -dichlorodiethyl-o~,a.L 19, P1 -tetrachlorodiethyl- and aCrt!
tetrabromodiethyl-ether. There are 16 references, 3 of which are
Soviet.
ASSOCIATION: Instititt organicheskoy khimii im. N. D. Zelinskogo Akademii nauk
SSSR (institute for Organic Chemistry imeni 11. D. Zelinskiy,
AS USSH)
SUBMITTED; Novetiber 9, 1956
Card 2/2

62-56-4-28/32
AUTHORS: Shostakovslciy, M. F. Kho;~on?_o, A. Kh.
TITLE: Letters to the Editor (Pis'ma redaktoru)
PERIODICAL: izvestiya Akademii Nauk SS3R. Otdeleniye Khinicheskikh Nauk,
1958, Nr 4, P. 519 (USsR)
ADSTRACT: The forniation of diacetylene on the action of alcoholic
alkali on 1,4-dichlorobutyne-2 was found already lonG aCo.
The mechani sm of this reaction remained, however, unclear.
Tile authors found that in the interaction of the nethanol
solution of caustic potash with 1,4-dichlorobutyne-2 the
latter(rcactin(; in its isomeric form of 2,3-dichlorobutadiene-
-1,3) forms a number of products according to reaction con-
ditions. The folloviin6 compounds were synthetizad:
1-metho,,:y-2t3-diclilorobutene-2, boilin~~ point-.5oo C(5 ml),
d2o 1,2090; n2o 1,4910; 2-ch.orobutene-l-in-3, boiling point:
4 D Q
Card 1/3 63-650C(76o nim); d~o 1,030; .2o 1,4720; 2-chloro-4-.riethoxy-
4 D

62-50-4-26/32
Letters to the Editor
biitadicne-1, boilinL; Point: 50 0 C (3 mm) ; d2o 1,2179;
4
n 2o 1,4680; 2-chloro-4,4-dimethoxfbtitene-l,boilinC poii)t:
D
660C(22 mm); d 2o 1,0262; n 2o 1,4535; diacetylene, neltinj
4 D
point: -30' 0C;boili!i-,- point: 10 0 C;zj-methoxybutene-3-in-1,
boilin,,-, point: 50 0 C(50 mm); d 2o 1,9113; 11 2o 1,4770;boiling
point 560C (5o mrzi) 2o 4 2o
d 4 0,8987; n D 1,z~820 and 1,1-dimethoxy-
-2-butin, boilin- point:52-53 0C(12 umm); d 2o 0,9577;
u - 4
n 2o 1,4359 (see formulae I to VIII).
D
Card 2/3

Letters to the Editor
62-58-4-28/32
ASSOCIATIO17: Institut or6anicheskoy khimii im. 11. D. Zelinskougo Akademii
nauk SSSR( Institute for Or,-anic Chemistry imeni IT. D.
Zelinskiy,AS USSR)
SUBMITTED: January 17, 1958
AVAILABLE: Library of Congress
0
1. Cyclic co"unds-Synthesis
Card 3,13

AUTHORS: 3hostakovskiy~,.)&...-~., Chekulayeva, I. A. SOV/62-58-6-33/37
Kbfidr~t"'ye'va', L. V.
TITLE: Letter to the Editor (Pis1ma redaktoru)
PERIODICAL*,- Izvestiya Akademii nauk SSSR, Otdeleniye khimicheskikh nauk,
1958, Nr 6, pp. 794 - 794 (USSR)
ABSTRACT: Recently increased interest has been displayed by research
workers in the chemistry of diacetylene. In the course of the
present report the authors describe some of the peculiar features
of the interaction between diacetylene and some aminoalcohols.
It was shown that P-(4iethylamino)ethanol enters into reaction
with diacetylene (contrary to non-substituted alkyl esters)
without a catalyzer. On this occasion 1-(P-diethylamino)ethoxy-
butene-in-5 (Formula I) with 80-90% yield is formed. Ethinylvinyl
ester combines with the 2.molecule of P-(diethylamino)ethanol
under more riaorous conditions. This causes the formation of:
Di-(P-diethylaminoethoxy)buthadien-1,3 with 55-60% yield:
Card 1/2 (C2H5)2N CH2 CH2OH 4 (C2H5)2 ITCH2CH2OCH=CH-CH=CHOCH2CH2IT(C2H5)2'

Letter to the Editor
SOV/62-58-6-33/37
In the case of buthyl alcohol the following acetal, was obtained:
CH 3 -C M C - CH(OC4H9) OCH2CH2 N(C 2H 5)2 . The structure of the
compounds obtained was ascertained by means Qf hydrolysis and
spectral analysis.
ASSOCIATIOH: Institut organicheskoy khimii im. N.D. Zelinskogo Akademii nauk
SSSR (Institute of Organic Chemistry imeni N.D.Zelinskiyj AS USSR)
SUBMITTED: April 16, 1958
1. Acetylenes--Chemical reactions . 2. Amino alcohols--Chemical
reactions 3. Spectrographic analysis--Applications 4. Cyclic
compounds--Hydrolytis
Card 2/2

AUTHORS:
TITLE -
SO'1",`62-=8-8 92
B~I-gdan3va, A V, Sho_----,ako-,skiy, 14. F., G. Irl.
Invest~_gaticn -in the Fie Ld of Vlnylaryl Et
,r obla2~ 7,
I
P~~Iyme.cizza-,-~or c-f z1he SImple Vinyl Ethe_r o
and P-Naphthol kSoobsh.-heL-_'Ye 7.
po' i --cpolime-rizatsi-i pr,%s'.ykh
tsiklogeksan,~,la, P-dekal:.1a _1 P-naftola)
ers
:,,- an-1 Radicai.
Cyclohexa-.ILI,
Ionnaya i radikal-ri-aya
PERIODTCAI,: IZVeS-4ya Akadem~i riauk S33R, 0~.-deieniye khJmi:!hesk-kh na-_~,k,
!9r,8, Nr 8~ pp. 990-991; (USSR)
ABSTRACT: In pub!-L~ations there have hitherto been no notes concerning
+he prolymerizatlon of viny-1-p-naphthyll- and vinyl-p-dezaly!
ether urder the aotion cf the nitryl of- azcisobutyr1c acid. III
the pre-yious papers the authors dealt with ihe polymerization
of -inyl-phenyl and vinyl paraternary butyl-phenyl ether (Refs
i-3) as Nell as with thei_r copolymerization with vinyl ether
-and viny-1-butyl ether. The present Paper deals with the in-
,restigation of the conditions required for the polymerization
Card and ;--c-pcLymerization of -vinyl- 0 -naphtkyl

5.0V/62-58-8---12,122
e S TE~ c L F--' :f Vinylaryl Ethez-~. N;Dte 7: Irn- and Radi;.a-l
P~~ -"Yme-- -~ z at on -:;f 'llh e S --L mple Viny 1of Cy-,- Icl-lexan --, I , 5-Deoalcl -:*_ and
and ether under- the action of BF31 the
bp-.uz;:Yl pe-r~:.xide arad the nitrlie of the azoisc;butyric a2i'd.
The ccni~ktions were found cq whi:;h the polymers of
hemy:, v'~.kyl-,P-decallyl-and -vinyl-p-naphthyl ether band tne--'r
C~,Dpo lyzer5) with viny.A- e1 hyl. ----.nyl-baty7- and vi-nyl-phe-ryl
el-hex xav be produ--ed In go3d yield-m or, the acti-uzi cf the BF
3
ethe--a-te. Tn'e mal-,ority of these pc--Iyze:rs- cons,!.st.s of sc~-.'id
I: could further be fz:und that, thle pzlymerizati--n ;:if
v ny", -P-d-3calyl- and Y-'ny" -P-aaphthy' ether
j-, - - I
:)vi the a,-t-'.n cf beraz,.~Y*: and per.-xide of the
b-atyric acid r-eed3 a g:reat amount (up to 6~o) of the faftlat,~;~.-
m,,-~e heatirg and =~re time. The polyme:7 yield is small-
,y -
I...exy---., and -v4ny--I:,he.,iyl ether urder
the actlon of benzcyl, perGxide.. be in---,--uded Lntc thp
m-3t'hy' elhers c~f tn--~ az~ry and metha,~ry' 4 c ac~ll d.
2.
On ~h-~*.s -C-aL
ccpc;ym9rs cf divers sTruc-1--res aze fcrmed
Ci-d whi.", sircule -,!--,ny:, ethers to 44~7o').

SOV/62-5R-8-!2/22
!L-re3t..gation in the Field of Vinylaryl Ethers. Note 7: Ion- and Radical
po' yM,:? r-Zat,*,
on of the S4Mpj.e Vinyl Ether of Cyclohexanol, O-Decalo-, and
A
P-Xaphth_- 7.
There are 6 tables and *10 referen0es, 8 of which are Soviet.
ASSOCTATION: Inatitut organicheskoy khimi-' im. N. D. Zelinskogo Akadem,-'
nauk SSSR (Institute of Organic Chemis-10-ry imeni X. D. Zeiinskiyj
AS USSR)
SUBMITTED: January 9, 1957
Card 3/3

SHOST.AKOVSKIY, 114. F.
"Polyvinylpyrrolydone is obtained and how it is used as blood substitute"
report presented at. the 10th All-UnIon Conf. on HighLy YKaecular CO=pounds.-
Biologically Active Polymer Compounds, MOSCOW, 11-13 June 1958. (Vest. Ak
Neuk essE, 1958, No. 9, pp. 121-113)

J'_UTH~O` 5: Prilezhayeva, Ye. 11., Shostakovskiy, M. F. SOVI/62-53-9-14/26
TITLE: S.,,,,nthesis Of SUlfUr-Containing Compounds on the Basis of
Vinyl Ether and Acetylene (Sintez serusoderzhashchilch
veshchestv na oanove vinilovykh efirov i atsetilena)
Communication 16: The Mobility of the P-Alkoxy Groups
in Ethylalkyl and Aryl Sulfides (Soobshciieniye 16. 0 podvizh
-nosti P-alkoksigrupp v etilalkil- i ar-ilsullfidakh)
PERIODICAL: Izvestiya Akademii nauk SSSR. Otdeleniye nauk,
1958, Nr 9, PP 1104 - 1110 (USSR)
ABSTRACT; There are many papers dealing with the hydrolysis reactions
of P-chloro- and bromo-ethylalkyl (aryl) sulfides and
Yperite (dichlorodiethyl sulfide) as well as the substitution
reactions involving their halides. There are no papers,
exce-ot that of Kretov (Ref 7), which deal with the sub2titution
of alkoxy groups in P-alkoxyalkyl sulfides. As a result
of their investigations the authors of this pl~per were
able to determine optimal reaction conditions for the pre-
paration of the products (contrary to M,_-r1:ovnikov's r-L,,1e%
of the rcaction between vinylalkyl esters and mercaptars.
Card 1/2 They were also able to prepare with -good yield a si~?r.es

S-,,nt~.esis of Sulf ur-ContaininC Compounds on t'ne 3asis of SC7, E2-~
Vin~,l Ether and Ycetvle~~P. Comiunication !6: The :.1obility of t'le
Groups in Ethylalkyl and Aryl Sulfides
of 1-alkoxy-2-alkyl (LTyi) mercaptans. It was sho-.-in that
in 1--nlkoxy-2-alkyl(aryl) mercaptans the alkoxy Group
can easily be replaced by chlorine. A series of
-2-,alk.,,l(--rYl)mercaptans vere slynthesized acccrdin~~ to
the followinE general reaction.
C4H9OCH = C-'T2RSH ) C4H9OCH2CH2SR HC1 ; Clml2CH2SR.
It is assumed that the reaction involving the formation
of the ethylenesulfo ion occurs, which would then explain
the dependence (found in this work) of the case of ex-
chanje of the alkoxy Group upon the structure of other
parts ol- the starting (reLctant) sulfide. There are 3
tables and 13 references, 5 of which are Soviet.
ASSOCIATIO11,11: Institut or.-aniches-koy khi.,.qii im.2"T.D.Zelinskogo Ak'--~-"emii nauk
SSSR (Inst itute of Or-anic Chemistry imeri N.D.Zelins~--Jy,."LS USSIR)
SUBMITTED: February 8, 1957
Card 2/2

AUT'ORS: Sidellkovskaya, F. P., Zelenska-ra, SOVI/0`2-n8-9-1 5126
Shostakovskiy, ',. F.
TITLE: St.=. -,. -irr -a~ - Lactones and Lactams (Issledovaniye
v oblanti laktonov i laktamov) Communication 12: V,4r.,,rl
Ether of Df-(p-o...yetiiyl)Pyi,i-olidorie (Soobs lic lien iye 12.
Vinilovyy efir U-(P-oksietil)pirro1idona)
PERIODICAL: Izvestiya Akadetnii nauk SISSR. Otdolcniye
4 1
1956, Nr 9, PP 1111 - 1116 (ITSr:F)
ABSTRACT: During the last year val-ious nitrogen-containing vinlyl
compounds with remarkable prooerties were synthesized.
The authors of th 4S paper attempted to prepare the
vinyl ether of N-(P-oxyethyl) lactam in order to study
its properties and in order to compare the properties
of the vinyl ethers of N-substituted O-ethanolamine with
those of the vinyl lactams. The vinyl ether of
ethyl) pyrrolido~e was synthesized. In addition the
authors investigated the reaction between 9 -valerolactone
and ethanolamine at 2000 C. Under the reaction conditions
Card 113 the 6-membered ring apparently opens. Using the example

Studies ia the Field of Lactones and Lactams. SOV/62-r8-9-15/26
Com-munication 12: Vinyl Ether of N-(P-Oxyet-yl)Pyvrclidone
of the reaction of the compound with butanol it was
shown that the vinyl ether of IT-(p-oxyethyl)pyrrolidone
combines with alcohols. Di-N-(ethylpyrrolidonyl)ace~al
and butyl-11-(ethylpyrrolidonyl", acetal were isolated.
The thermal decomposition of butyl-N-(ethylpyrrolidonyl)
acetal was investigated. It was Shown that the vinyl
ether of N-(0-oxyethyl)pyrrolidone combines with hydroJen
chloride. The product formed is unstable and upon
standing is tranTormed into the chlorohydrate of 1,1-(P-Oxy-
ethyl)pyrrolidone. It was found that the vinyl ether of
N-(P-oxyethyl)pyrrolidone polymerizes under the influence
of the dinitrile of isobutyric acid vapor and hydrogen
peroxide. It tends to polymerize thermally, but in
the presence of 0,27o benzoyl peroxide (at 600 C) it does
not polymerize. There are 2 tables and 9 references,
6 of which are Soviet..
ASSOCIATION: Institut organicheskoy khimii im.N.D.Zelinskogo Akade-mii nauk
SSSR (Institute of Or-:-anic Chemistry imeni IT -. ;
Card 2/3 G - -D.Zelinskiy )AS USSR)

V Chemistry of vinyl compounds. M. Y. Shosta
(N;~g W111"'INI, -z--
P h ZAH Inst. On(. Chemed 0' w -
u WkWoh).-A review TthcoViZences
I refening to the viork of the author's lab. Vinylation by
means of acetylene. is illustrated by examples. Thearticle
deals with properties anda r ons.of following classes Of
compds.: vin I a ethrLes;Y(htialogenatlon. addn. of sub-
ces courg-LO Meli, addn. of org. acids, addn. of U-S
tan moB~
S
'and mercaptans); vinyl aryl ethers; cc-methylvinyl alkyl
ethers; vinyl ethers of ethanotamines; vinyl chlomstlanes.,
M,K vinyl sulfides; vinyl lactam "I(vinylpy-Midone, -psptn-
492c, and 1. it. Hftbr-

SOV/62-5,33- io-14/25
U TH C17 S Prilezhayeva, Ye. N.,
UVaroj,,a, IT. I.
TITLE: The Synthesis of Sulfur Compounds on the Basis of Vinyl
Ethers and Acetylene(Sintez sernisty1ch veshchestv -na
osnove vinilovykh efirov i atsetilera) Communication 17.
Vinyl Ether of 11onothioethylene Glycol (Soobshcheniye 17-
Vinilovyye efiry monotioetilenglikolya)
PERIODICAL: Izvestiya Al:ademii naul, SSSR. Otdeleniye khinicheskikh nau'.1
1958, Nr lo, pp 1245 - 1249 (USSR)
ABSTRACT: In earlier papers (Refs 1,2) it was shown that the
double bond in the a,0 position to the sulfur atom
is considerably less active in ion reactions of the
compound and in polymerizations, than the same bond
under the action of the oxyjen atom. In the present
paper the authors mention some data on the chemical
be'lia-viour of vinyl etHer of monothioethylene glycol. its
com-olete vinyl ether is of interest as it contains
in one molecule both types of double bonds. In the
Card 113 vinylation of monoetl,,,lene glycol its S-vinyl ether

The Syntliesis of Sulfur Compounds on the Basis of SOV'62-`,8-10-14/25
Vinyl Ethers and Acetylene. Con-.--unication 17. Vinyl Ether of L'ono-
thioethyle~e Glycol
is formed in Good y-Jeld: 1-vinyl mercapto-2-oxy-ethaneq
which points to the rel--.tively hiGh reactivity
(under the conditions of t',)e mercapto group as
compared to thaL of the hydroxyl group). The obtained
1-vinyl morcapto-21-oxy ethnne has the same che.-lical
properties of tlie not subst-ititted thiovini-1 etiler.
I- the reaction with etIlyl nercaptane (in contrast
to other thiovinyl etliers, Refs 1,6) an mixture of
the combination products is formed. Under the action
of din-itrile of the azoiso butyric acid a polr-.ner
is formed with a t'.-ree-dimensional structure (by
partly linking at the expense of the oxy groups, as
this polymer can not be dissolved in any of the
solvents under review). The authors showed that the
double bonds in 1-mercapto-2-vinyl ethane under the
action of oxy--er and sulfur are characterized by their
easy ion reactions especially the reaction of the
hydrolyzis in acid medium. There are 1 table and 9
Card 2/3 references, 6 of which Lre Soviet.

The S-rnthesio of Sulfur Com~ounds on the Basis of SOV/62-56-1 0-14/2r:
Vinyl Ethers and Acetylene. 'Commiunication 17- Vinyl Ether of lllono-
.j
thioethylene Glycol
ASSOCIATION: Institut orcanicheskoy khimii im.N.D.Zelinsko~;o Akademii
naul: SSSR (Institute of Organic Chenistry imeni 1,.D.
Zelinskiy AS USSR)
SUB'JITTED: February 8, 1957
Card 3/3

AUTHORS: 4-Shostakov-1-i- F , Prilezhaywia, Ye. N., SOY/62-56-lo-15/25
Karava-yeva, V. rd.
'TITLE-. Synthesis of Sulfur Com-nounds From Vinyl Ethers and
Acetylene(Sintez sernistykh veshchestv na osnove vinilo-
vykh ef-irov i atsetilcna)Communication 1B. S-Vinylmercapto-
benzothiazole(Soobshcheniye 18. S-vi-nilmerl-l-,-.-,)tobenzotiazol)
PERIODICAL: izvesti-ya Akademii nauk SSS2. Otdeleniye khimi-cheskikh nauk-,
1958, Ur lo, pp 1250 - 1253 (USSR)
A2STRACT: The authors were interested in synthesizinG vinyl
sulfides havina nitrojen ato,,rs in the molecule, as well
as to study their pro-perties. Memapto benzothiazole
"Captax" which in the crystalline state has the thion
form, at hi-,-her temperatures, however, and in alkaline
medium easily passes over into tie thiol form was
chosen as initial compound of the synthesis. S-vinyl
mercapto benzothiazole was produced by the action
of acetylene on captax. Besides, potassium mercapto
benzothiazole was seDarated from the reaction mixture.
Card 1/2 Potassium mercapto benzothiazole was used as cat-~llyst

Synthesis of Sulfur Compounds From Vinyl Ethers and SOV/62-56-10-15/25
Acetylene. Communication 18. S-Vinylmercaptobenzothiazole
by which fact the yield of tille vinylation product
could be incre':~ssed. In the vinylation the corresponding
mercaptide occurs as catalyst, with the reaction of
acetylene with the mercaptide ion determininj the
velocity of the process. The other reactions of vinyl
morc,apLo benzothi.-.zole are similar to the roactions
of aliphatic thiovinyl ether. Finally the authors
discussed the transformations of S-vinyl mercapto benzo-
thiazole, as the reaction of S-vinyl mercapto benzo-
thia-zole and sublimate as well as the formation of
P-ethyl mercapto-S-ethyl mercapto benzothiazole. There
are 3 tables and 9 references, 4 of which are Soviet.
ASSOCIA=017: Inst-itut orC;anicheskoy khimii im.H.D.Zelinskogo Akademii
naul: SSSR (Institute of Organic Chemistry imeni N.D.
Zelinskiy kS USSIR)
SUBLIMED: February 22, 1957
Card 2112

SHMIYU, SI[OSTfiYOVSKIY, M.F.; KAYIJTU!KO, L.A.
Investigations in the synthesis and conversion of unsaturated
silicon organic coupounds. Dokl. AN Azerb.SSR 14 no.9:687-689
158. (MIRA 11:10)
1. Ingtitut organichoskoy khimii All SSSR im. H.D.Zelinskogo i
Institut nefti AN AzerSSR. Prodstavleno akaderaikom AN AzerSSR
Yu.G.Mamadaliyevym.
(Silicon organic conmounds)

SOV/74-27-10-4/4
kUTHORS: hkin, D. A., Vinogradov, V. L. kbiocicow)
TITLE: The Unsaturated Silicon Compounds (Nepredellnyye soyedineniya
kremniya)
PERIODICAL: Uspekhi khimii, 1958, Vol 27, Tir 10, pp 1221-1256 (USSR)
ABSTRACT: Early in this paper the authors deal with the importance of such
silicon compounds which have alkyl or alkene groups at the
silicon atom. In the USSR as well as abroad abundant scientific
publications on the unsaturated silicon compounds are available.
The first part of this report is devoted to the v1pyl compounds
of silicon. In section 1 ihe fol'awing methods for the production
of vinyl silane are discussed: a) the production of vinyl chloro-
silanes from vinyl chloride and silicon by means of direct
synthesis; b) the production of vinyl alkyl silanes and halogen
vinyl silanes by means of de-hydrochlorination of the chloro-
alkyl, silanes; c) cz-ganometallic synthesis of the vinyl oom-
pounds of silicon; d) the organolithium synthesis; e) vinylation
of the silanes by means of f) product-Lon of organo-
si-licic vinyl ethers. In the second section the physical proper-
Card 1/3 ties of the viny! silanes are disc-assed. Section th-ree deals

SOV/74-27-10-4j"t'
T,h;~ Unaaturated Silicon Compounds
with the chemical properties of the vinyl silanes: P-) inter-
action between the halogen vinyl silanes and alcohols; b)
reaction with ethylene chlorohydrin; c) hydrohalogenation; d)
hydrolysis and cohydrolysis; e) combination with aidehydes; :F)
combination with dialky1dithiophosphoric acids; g) combination
with thiocyanogen; h) Friedel-Krafts reaction; i) cliene-
synthesis; k) the combination with chloroform and tetrachlcro-
silicon; 1) interaction with narbon oxide and hydrogen (oxo-
synthesis). The seccr-d part of the paper treats the allyl com-
pounds of silicon. Section 1: diverse methods for the production
of allyl silanes: a) direct synthesis of the ally! chlorosilanes;
b) organomagnesium synthesis of the ally! compounds of silicon;
c) organolithium synthesis of the a- and P-alkenyl compounds of
silicon; d) hydrogenation of the ally! chlorosilanes; e) pro-
duction of halogen alkenyl silares 'by combination with butadiene;
section 2: the physical proparties of the allyl silanes; section
3: the chemical properties of the allyl compounds of silicon:
The interattion with hydrogen bromide and hydrogen iodide, with
hydrogen chloride, with halides; hydrogenation of the ally!
silanes, reaction with sulfuric acid etc. Part 3: Unsaturatel
Card 2/3 organosilic--c compounds of "he acetylene series, section 1:

SOV/74-27-10-4/4
The Unsaturated Silicon Compounds
methods for the production of organosilicic compounds of the
acetylene series; section 2: physical properties of the organo-
silicic compounds of the acetylene series. Section 3: chemical
properties of the organosilicic compounds of the acetylene
series. Part 4 of the paper deals with the polymerization and
the copolymerization of unsaturated compounds of silicon. Section
1: polymerization. Section 2: copolymerization.
There are 3 tables and 119 references, 70 of which are Soviet.
Card 3/3

AUTHORS; 1,1- F. , Kulihakc--u~ 11-1. R. 79-28 -5-3/61
TITLE. investigation of the Substitution React-Jon of
Oxyradi,7ials by the RadZ-als ef Orgar.;.!~ Magnesium
Conpounds (Issledovaniye reaktsii cbmena oks.-L-radikalov
Pa radikaly magniyoi,,Taninh,~.skikh soyedipeniy),
I, Invest isa tior of ~he Reaction of M-Ixed Acetals
(I.. Iss-jedovaniyp r(;,,-,kt,3--"onnosposobnt-)sti sme3h&nnykh
atsetaley)
PERI(DICAL: Zhurnal Obshchey Khimii- 1qq8, Vol. 28. Nr 3,
Pp~ 578--964 (USSR~
ABSTRACT. in thp i)resenz. inl-e~tib-ation Grjznard~s reagen' is
used in rrder t-c) d:~te--m' ine the mo"bi-I'Ay of oxyradicals
in mixed a-,,etais, which problem ha~ nc-t been -investigla=
tiad in plibli.,,ations until now. The characteristic feature
of acetals is their high reactivity with simple vinyl
e-,~LerG~; flsch~~,ne 1). As regards the structure of the mixed
ac-ptals it wag founl by theTmai decornposi-ticn (Echeme 2)
as w~-11 as by acco-rding to
Card 1/3 -~hp ~~on met.-hod of diffase light- Ehat, e. g. mixed

Investi-ation of th-2 Subst'itulion Reac7,.for cf -3 -3/61
Oxyradicals by the Radicala of Organic Llagnesium Compounds -
I. InvestiCation of the de,-,,rtic)n of Mixed Acetala
alkylaryl'a~!--rala ran be present- _J'n two forms (scheme
Aa reLxed acetals are constanTly demandirg greater th-.o=
reti~,-al and practical interest the authors aet to the
task of exac-~,!y investigating the mobility of their
oxygroupq with the Gr~anard reagent. Three groups of
Mixed acetals were sizbjected to th4i inwestigation7
that is to sayg 1. iLalkvl.,, 2. alkylaryl-, and
i "h the action of magnesium
alkylfata.-,~omatic acetals, Wit,
bromobuty-1 on the same acetal no substitution of the
ethoxy- an-d butoxygrovp takes place. In the reaction of
magnesium bromobutyl -vi-.h ethylbeiczyla,.~atai and ethyl-
pheayla~cetal alwuys only the efhylether of hexanol-2
f,cheme is formed. The act-ion of magnesium bromophe.
nyl on ethylbuty1m... othylbenzy].- and ethylphenylacetal
in all cases leada to ore Lind the same ether as main
product (scheme 6)~ By their findings the authors come
1.
to the conclusion that the mobility or reactivity of
Oxyradioals of mixed aceta"s Js3 dependent on their elec=
tron structure, which makes easier the splitting of the
0 &-- group as anion (ref. 5) under the formation of a
carbonium ion,. (Srh _=~e 7)'_
Card 2/3 There ara- 8 referer?es. 0' of which are Soviet.

Investigation of the Subti"ttut.Lon fteactior~ of 79-28 -3-3/61
Oxyradicals by the Radicals of Organic Magnesium Compound.,i
ASSOCIATION: institut organichaskoy khimii Akademii nauk SSSR i
Azerbaydz.han.q-kiy selIsk:3kh-jzyaystvenryy institut
(Institute for Organic Chemistry AS USSR and AzerbEydzhan
Agricultural Institute)
SUBMITTED- February '18, 1957~
Card 3/3

79-.28-4-23/6o
AUTHORS. Shostakovskiy, M. F. Kulibekovq M. R.
TITLE-. Investigation of the Exchange Reaction of Oxide Radicals With
Radicals of Organomagnesium dompounds (Issledovanive re-
aktsii obmena oksiradikalov na radikaly ma.-niyorganicheskikh
soyedineniy) II. Interaction of the Grin-nard Reaffent Ylith
Symmetric Acetials (II Vzaimodeystviye reaktiva Grinlyara s
simmetrichnymi atsetalyami)
PERIODICALs Zhurnal Obshchey KhimiiQi958,Vol.28,1Tr 4,PP-951-954 (USSR)
ABSTRACT: In the present paper the authors investigated the effect of
the Grignard reagent on symmetric acetals of the aliphatiep
aliphatic--aromatic and aromatic series. They worked out
synthesis conditions-for the respective monoethers, also
comprising those difficultly accessible. Moreover, they.
established the specific effect of single radicals of the
Grianard reagent, which take part in th~ exchange reaction
with symmetric acetals. On the basis of 6xperimentl data it
can be stated with respect to the readtivity of symmetric
acetals that, contrary to miied acetalov they show a number
Card 1/3 of peculiarities, which are connected with the presence of

79-28--4-23/6o
Investigation of the Exchange Reaction of Oxide Radicals With Radicals of
Organomagnesium Compounds. II. Interaction of the Grignard Reagent With
Symmetric Acetals
identical oxyradicals. This produces a certain equilibrium
of their molecules, at a disturbance of which the exchange
reaction proceeds entirely smoothly according to the scheme
,OR X X
C113 --- I'll, + He _~P CH~--CH -10 04d
01 OR OR
1". de-,otinr- a1c. ar or an aliphatic-aromatic radicals Three
I-roli'lo of sy::.~metric acetals were employed in the investi-
dialkyl~,-, diaryl:, andeymmetrieg aliphatic-aromatic
acul,als, It .,!as found that the phenoxy group rea.:;ts most
easi
'~y, whereas the aliphatic-aromatio oxyradicale react
considerably more difficultly, the alkoxy groups taking
an intermediate position. For the first time were Bynthe-
size4s The butyl-ether of 2-methylhexanol-5, of the second-
ary phenylpropyl.- and phenylethyl alcohols; the benzilether
of the socondary phenylpropyl- and phenylethyl alcohols; the
phenylether of the hexanol-2 and dibenzilacetal. There are
Card 2/3 1 table and 3 refe-rences, 3 of which are Soviet.

79-28-4-23/60
Investigation of the'Exchange Reaction of Oxide Radicals With Radicals of
Organomagnesium Compounds. II. Interaction of the Grignard Reagent With
Symmetric Acetals
ASSOCIATIONg Institut organicheskoy khimii Akademii nauk SSSR i
Azerbaydzhanskiy sellskokhozyaystvennyy institut)
(Institute for Organic ChemistryAS USSR,and Azerbaydzhan
In3titute for Agriculture)
SUBMITTED, March 21, 1957
Card 3/3

AUTHORS: Shost.'aakovskiy. ff. F., Gracheva, Ye. P., 79-26-5-26/69
- ~~M Zay~ - -
TITLE. Investigations in the Field of the Synthesis
and Conversions of Substituted Vinylethers
(Issledovaniye v oblasti sinteza i prev-rashcheniy
zameshchennykh vinilovykh efirov)
VI. Synthesis of o(-Iaethylvinylarylether and of
OC -Methylvinylcyclohexylether (VI Sintez c~-
-metilvinilarilovykh ic(,-metilviniltsiklogeksilovogo
efirov)
PERIODICAL: Zhurnal Obshchey Khimii, 1958, Volc 28, Nr 59
pp. 1253-1257 (USSR)
ABSTRACT. In-face of certain unclear problems of the syntheses of
()(,-methylvinylarylether carried out by Ruhemann, Wragg
(Rueman i Vreg) on the one hand (reference 1) and Niederl,,
Storch (Niderl i Storkh) (reference 2) on the other hand,
th's paper investigates more detailed the synthesis of
;e_methylvinylarylether and of oC-methylvinyloyclohexy-l-
~;ard 1/4 ether according to Favorskiy-Shostakovskiy.

Investigations in the Pield of the Synthesis 79-28-5-28/69
and Conversions of Substituted Vinylethers.
TI, Synthesis of OC -Me thylvinylarylether and of
0(-Methylvinyloyclohexylether
CH 3- C-=-CH+ROAr-RJM,7p QH 2~ f_OAr
CH3
The use of methylacetylene as vinylation medium yields
leas than that of acetylene in the vinylation of phenols
(references 3,) 4)-',, This method isq however, the best
a,--,cessible in the synthesis of the above mentioned etheri,
The best results (yield and better avoidance of
resinification' was obtained at a ratio of 1 molecule Cf
phenol and I molecule of caustic potash (table 1). it
was of interest to investigate the part of the allene
(propadiene) in this vinylation reaction with
methylacetylene, The allene is contained in the initial
product (reference 5) and is the result of an isomerizat'lon
CH3G5_CH,--4C.CH 2' According to Favorskiy (reference 6).
card 2/4 the isomerization of the acetylene-and allene hydrocarbons

Investigations in ~.he Ivield of the Synt-hesis 79-28-"-,-28/69
and Conversions of Substituted Vinylethers,
VI, Synthesis of c/ -Methylvinylarylether and of
-Methylvinyloyclohexyl ether
belong to rhose teing reversible. ln the present case
J
the equilibrium s displaced toward methylacetylene
(at 2000 - 10% allene against 90% methylacetylene!).
in order to explain the z,ole of allene under the
gi-~ren conditions it was heated to 2000C in the
autoclave_ with 50% caustic potash solution, in which
case the allene converted into the methy'.'acetylene
which was separated in form of acetylenide. From table 2
can be -loncluded that in the vinylation of the phenols
wi.th allene and methylacetylene the allene can not be
-onsidexed as ----J_nylatj. V -
o -on medium,, but that it is isomerized
to methylacetyisne which then supplies the actual
vlnylatlon medium, The st-ructure of the synthetized
C/1 -methylsubstituted ether was proved by hydrolysis.
Thera ar~ 3 tables and 16 references, 12 of whiiah are Soviet.
Card 3/4

Investigations in r~he Fieid of the Synthesis 79-26-5-28/69
and Conversions of Substituted Vinylethera.
VI. Synthesis of J'-tie~l-hy-l-riny7-a:r,ylether and of
CX -,I~le'thyl-u-iny-,L,~ycl-ohi~xy~e thsr
ASSOCIATION, Instit-all. organicleskoy khi-mii kk~Ldemii nauk SSSR
(Lmstitute for Organic. Chemist-ry AS US8R)
SUBMITTED: April 24, 1957
uard 4/4

SO-~j;,79-28-6-22163
AUTHORS: Shostakovskiy, M. F., Kulibekov, M. R., Shikhiyev, I. A.
TITLE: InvestiRation of the Substitution Reaction of Oxy Radicals
by Radicals of Organomagnesium Compounds (Issledovaniye re-
aktsii obmena oksiradikalov na radikaly magniyorganicheskikh
soyedineniy) III. Conversion of Organomagnesium Compounds
With Mixed Organosilicon Acetals (III. Vzaimodeystviye
magniyorganicheskikh soyedineniy so smeshannymi kremniyor-
ganicheakiini atsetalyami)
PERIODICAL: Zhurnal obehohey khimii, 1958, Vol. 28, Fr 6, pp. 1539-1542
(USSR)
ABSTRACT: In earlier papers (Ref 1) the authors investigated the effect
of the Grignard reagents with respect to the mixed and
asymmetric organic acetalsy and they found that in the mixed
a-.atals the oxy radicals are in the first place substituted
by the Grignard radical under the formation of ethers. With
respect to the substitution of the oxy radicals in the sym-
metric acetals the following sequence shows up: OAr > OAlk >
Card 1/4 > OCH2C6H5* This rule was explained by the presence of a

-30V/ 79-28-6-22/63
Investigati'on of the Substitution Reaction of Oxy Radicals by Radicals
of Organomagnesium Compounds. III. Conversion of Organo-magnesium Compounds
With Mixed Organosilico-a Aoe+ala
certain bond posi-t5ion, by which one of the oxy radicals be-
comes more mobile. It was of interest to investigate an
a.nalogeus zaaction for mixed organosilicon acetals (Ref 2)
and to explain the influem e of silicon on the mobility of
the oxy radioal in the acetalB. Different from the aliphatic-
-aromatic at--etals the aliphatic ones easily are subjected to
a symmetrization. The mixed organosilicon compounds are
acompanied by a number of reactions in the symmetrizationp
decom;-osll.ng on thermal treatment. On using the Grignard re--
agent with mixed organosilicon acetals the authors arrived
at the clncluaio~n- that the oxy xadical containing a silicon
atom, i6 su-'.fed for substitution, independent of the fact
whether it j.,-z~ directly connected with the oxygen or whether
it is in a remote positi..)r,. In either case the correspond-
ing ethers are obtained (see scheme). Thus it was found that
on the -,f the Grigna-ed reagent on the organosilicon
ace4-als the followlug sequence of conversion is found:
Card 2/4

3OV/79-28-6-22/63
Investigation of the Substitution Reaction of Oxy Radicals by Radicals
of Organomagnesium Compounds. III. Conversion of Organomagnesium Compounds
With Mixed Organosilicon Acetals
CH3
05i CH ~Osi(c H )
3 2 5 3/'
C 6H5
OCH CH ===CH2 CH
3
CH 2- Si CH3
C 2H5
There are 11 references, 11 of which are Soviet.
ASSOCIATION: Institut organicheskoy khimi-L Akademii nauk SSSR i Azer-
baydzhanskiy sellskokhozyayetvennyy institut (Institute of
Organic ChemistryAS USSR and Azerbaydzhan Institute of Agri-
culture)
SUBMITTED: May 2c, 1957
Card 3/4

Invesl,ir,atior-of the Subititution ieaction of SOV/79-28-b-;12/63
Oxy Radicals by- Padicals of OrEanomagriesium Compounds.
HI. Conversion of Or,-anouagnesium, Compounds Nith
,,!ixe- I
.1 Or-a.-Iosilicon -,cetLls
1. Grignard reagents,'herricial rpactions 2. Organic acids--Chemical reactions
3. Sillicon compounds (organic)-Chemical reactions
Card 4/4

SH05TAKOVSKIY, M.F.; KULIBEKOV, M.R.
Exchange reaction of oxy and hydrocarbon radicals in magnesium
organic compounds. Part 4: Interactions of the Grignarol reagent
with organic acylals. Zhur.ob.khim. 28 no.9:2339-2341 5 158.
(MIRA 11:11)
1. Instit-at organichaskoy khimii M SSSR i Azerbaydzhanskiy sell-
skokhozyaystvennyy institut.
(Grignard reagents) (Icetic acid)

SHOSTAKOVSKIY, K.F.; GRACHEVA, Ye.P.; rULIBOVMCAYA, N.K.
Synthesis and conversions of 4-substituted vinyl others. Part 7:
Synthesis and conversions of(A.-chloroisopropyl aryl others. Zhur.
ob. khim. 28 no.9:2341-2343 S 158. (MIRA 11:11)
1. Institut organichaskoy khimii AN SSSR.
(Ethers)

SHOSTAFOVSKIYI-A.Y-; GRACHEVA, Ye.P.; KULIBOVSKAYA, N.K.
Synthesis and conversions of4Lsubstituted vinyl ethers. Part 8:
Various properties of o(-methylvinyl aryl andat-methylvinyl cyclo-
hexyl others. Zhur.ob.khim. 28 no.9:2344-2348 S 158.
(MIRA 11:11)
1. Institut orgenichaskoy khimii AN SSGR.
(Ethers) (Vinyl compounds)

AUTIIG!:~S: Kulibekov, 1,11. R., SOV/1?9-28-lo-43/6o
'Or0an', P- K.
I
TITLE: S,nthesis of P-Chlorethyl-Phenyl Aceta.l (Sintez P-khlor-
etilfenilatset--lya)
PERIODICAL: Z~rarnal obshchey kh-imii, 1958, Vol 28, Nr lo,
pp 2838 - 2838 (USSR)
ABSTR2,CT: In previous papers (Ref 1), ild.F.Shostakovskiy and his
collaborators investigated the reaction of vinyl allkyl
ether with ethylene chlorohydrin, as well as some
chemical properties of the P-chloro-ethyl-alkyl acetals
synthesized in this process. In the paper under discussion,
the attachment reaction of ethylene chi-orohydrin with
vinylaryl ethers, starting with vinyl phenyl ether,
is carried aut:
Card 1/2 CH2~CHOC 6H5+ClCH2CH2OH CH5CH OC6H5
~~ OCH 2CH2C1

Synthesi's of Acetal SOV/79-28-lo-43/(o
On a closer study of this reaction it turned out that
besides the formation of P-chloro-etlhyl-phenyl acetal,
d
its disproportionation into diphenyl acetal and P,P-
dichloro-diethyl acef-al occurs according to the pattern:
OC6H5
2CH3CH CH3CH (OC6H5)2 +CH3CH (OCH2 CH 2C')2
OCH CH C,
2 2
An anal"o.-ous phenomenon could be observed on an earlier
occasion in the invest-i~Iation of the 0-chloro-ethyl-
alkyl acetals (Ref 1). This is the first time that
a description of the 0-chloro-ethyl-phenyl acetal is
given. There are 21 references, 2 of which are Soviet.
AS SO CLAT: 1011: Instit,,tt or,--Pnicheskoy khimii Akademii- nauk SSSR (Institute
of Organic Chemistry at the AS USSR)
SUKTITTED: July 29, 1957
Card 2/2

AUTHORS: Shostakovskiy, M. F., Kulibekov, Lt. R., SOV/79-28-lo-44/6o
G6rban', A. K.
TITLE: Synthesis of y,yl-Diphenyl-Dipropyl keetal (Sintez y,yl-
dif O=Udip~ roy~uts a t4lya)
PERIODICAL: Zhurnal obshchey khimii, 1958, Vol 28, Nr lo,
pp 2839 - 2839 (USSR)
ABSTRACT: In previous papers, Shostakovskiy (Ref 1) suggested
a method for the synthesis of acetals of a great
variety of structures, and investigated some chemical
properties of these compounds. The paper under
discussion served the purpose of a closer investigation
of the reactions of P,pl-dichloro-diethyl acetal with
Grignard's reaEent. Starting from the fact that this
acetal constitutes at the same time an acetal and a
halogen derivative, the authors could expect that it
would react either as a halogen alkyl, or, according to the
Chichibabin-Yelgazin reaction pattern, at the C-0 bond
Card 1/2 (Ref 2). As a result of the investigation of this reaction,

Synti-,eois of Acetal SOV/79-23-1 0-i4/6o
starti-.~E t`.e reaction of maenesium chlorobenzy!
with P , ,"I -Ciichloro diet'-Ilrl acet al , it was shown that
t,e reaction occiirs, accordim- to follo-a-in- pat' ern,
at t-e expense of t~ie chlorine a '6 os
CH CII(OCH CII,Cl),+2C H,Cd MIgC1 -4 CH CH(OCH CH CH C H
3 2 ~ -; 2 3 2 2 2 6 5 2'
Thic experience runs ~:ountcr to '~he pre-~-ious inveoti,-ationo,
by t',-- same authors (Hef 5), according to ahich the
rC---LC-;I_ion of Gri.-narld's re-acent, with sy=etric and
-,.-,i:ced ace-Uals not cont-.ininrr a holo,-e-n in the alcohol
ra~14 -cals occurs at t1le C-0 bond. There are 4 references,
4 of viaic'. are Soviet.
ASSOC !ATIO,'-. : Instit~'It or.-anicheskoy k-himii Akademii nauk SSSR (Institute
of Or~,anic Chemistry at ti-ie AS USSR)
SUB-.-IITTED: July 29, 1957
Card 2/2

SOV/79-28-10-45/6o
AUTHORS: ShostakovBkiy, 11. F., Kochkin, D. A., ffeterman, V. A.,
Sidellkovskaya, F. Po'
TITLE: Investigations in the Field of the Synthesis and Conversions
of Oxygen-Containing Organosilicon Compounds (Issledovaniya
v oblasti sinteza i Drevrashcheniy kislorodsoderzhasbehikh
kremneor-anicheskikh soyedineriiy)
On the Reaction of Vinyl Alkyl-Chloro Silanes With Vinyl
Butyl Ether and Vinyl Lactams (0 vzaimodeystvii vinilalkil-
khlorsilanov a vinilbuti~ovym efirom i vinillaktamami)
PERIODICAL: Zhurnal obshchey khimii, 1958, Vol 28, Hr lo, pp 284o-28Al
(USSR)
ABSTRACT: It is a well known fact (Refs 1, 2) that vinyl alkyl-chloro
silanes do not polymerize, and that if they do, they form
polymers of low molecular weights. Their polymerization,
either single or together with other unsaturated compounds,
suggested itself. The authors found that vinyl alkyl dihalogens
polymerize neither at high temperatures (100 , 200 hours),
nor with catalysts. On the other hand, the unsaturated organo-
r1ard 1/3 silicon compounds with a double bond in the middle of the

SOV/79-28-10-45/6o
Investigations in the Field of the Synthesis and Converdons of Oxygen-Con-
taininG Organosilicon Compounds. On the Reaction of Vinyl Alkyl-Chloro
Silanea 1,7ith Vinyl Buty! Ether and Vinyl Lactams
Card 2/3
silicon-carbon chain or *ith two conjugated double bonds tend
to polymerization, either with the action of initiators or
of lirht. Thus ethyl-dichloro butadiene silane C H Sicl CH=
2 5 2
=CTICH=CH2was changed, with the action of li.vht, into a trans-
parent, caoutchouc-like mass, within five months. At room
0
temperatures and at 60 ,ro joint polymerization of the vinyl
alkyl-chloros:Danes could be observed in the joint reaction
of the vinyl methyl- and vinyl ethyl-dichloro silane pairs
with vinyl butyl ether, vinyl caproUactam, and vinyl pyrroli-
done,in the presence of azoisobutyro nitrile. In this case,
the vinyl alkyl-chloro silanes act as initiators of the poly-
merization of vinyl butyl ether, vinyl caprdlactam, and vinyl
pyrrolidone. However, in the case of a reaction of vinyl alkyl-
dichloro silanes with vinyl pyrrolidone, a small quantity of
products containing silicon and nitrogen and probably con-
stituting products of the reaction of these monomers, were
obtained in addition to its polymers. Thus the monomer pairs
do not, in effect, form a joint polymer. The polymers of vinyl

SOV/79-20.-10-45/6o
Invectiffations in the Field of the Synthesis an.] Con-versions of Oxygen-Con-
'.aining Organosilicon Compounds. On the Reaction of ',,'i-n,,rl Alkyl-Chloro
Silanes With Vinyl Butyl _ether and Vinyl Lactauls
butyl ether, vinyl caprollactam, and vinyl pyrrolidone re-
sult as the main products of the reaction of the above-rnn-
tioned compounds. There are 3 references, 1 of nhich is Soviet.
AS30CIATION: Institut organiclieskoy khimii Akademii nauk SSSR
(Institute of Organic Chemistry at the Academy of Scicnces,USSR)
SUBMITTED: Au~Mst 17, 1957
Card 3/3

I
"T 'T SOV/79-28-12
-34/41
D11brova, "~'P- .V.
TITLI,',: S~' n the --i s ~)f '-)1yfn.,-ctiona-l Sulfur Conrmpound3 Starting
Fr~-.l tho Di,.,inyl Etilier and hyrlro[;en Sulfide (Sintez poli-
qerni7tylkh soyefiineniy na Osnove flivinilovogo
efira i ~301,ovofllcjrola\
PERIOD7C~'..L: Zhurnal obshchey khit.--,ii, 1958, Val 28, Ur 12,
i) ~ 3 3, 1 1- 3316 OSSRO
A -2-'S T TZ C'.F' Earlier (Refs 1-3~ the ar.thors had investi~-,,ated the anom-
;,lous affiliation of hydrogen sulfir3e to the vinyl ethers
and tl~~-i- found th%t linitrile of the azoisobutyric acio-
,,-.-as thc most efficient of all catalysts used. In this paper
the affiliation reaction of H 2S to the divinyl ether is
cai-rier? out in their presence. Some other affiliation
reactiors to this ether _nre described as well: Halogenation and
hydrohalo~3ei%ation (Ref 4), affiliation of CC1 4 (Ref 5).
un this problem t"ere a~e only affiliations of H S to the
diallyl ether and its homologs in the presence a? butyl
a-ine to be- ir, publications. Harman and Vaughan (Ref 6)
Card 1/3 obtained cyclic thiaxaneo and thiiazarez-., '~esddest the poly-

io:~i ti )f P,; I Jfunc t. io,.al 0111 f. I! v f'0,1~)Ourir~ 13 3 1,: rti:ij SOV/-0-28-12-34/41
Fv,~n! )-he D_iv~_Nyl -rid
mc-rs of the Structure (-S-CII-Clf 2- O-Cif 2- C11) (Ref 6)
I I
CH 3 C11
At lov" increased pre.-sure and under ultra-
viol-A irr:.~i,-Aion viooous prnducts of ssunc pr:~,.ctticaal
.1 ~j 0 r t!---.. r! C u(Scne-o 1) wer3 obtained according to data
.,_-ie_,Aio,ned in 1-;Aents (Refs 7,G). The authors carried out
the reaction of 119S with diviryl other in the presence
of t1h,- (~initrilc 5f -izoisobutyric ac-id. 'fhis reaction took
,place un.1er the fo:riation of a m-1--ture of chain-
nl-p dithLols of dif,'erent com:)L3oition (Scheme 2-a,b,v).
The for7lation of co-i.-~oun-~ (III) can be explained by scheme
The r,-0T%)O1tr,,`O (I---!I) were obtained with a great
f S (T:-,ble 1). The formation of cyclic and poly-
Q
~ U2 -
not observed. Varying the conditions
!)f t-n- initial i-irodvzcts sulfide dithiols could be obtained
in (;uantitier, (II, III). Y193 was used in liquid state.
Th-,i, the dit'hiol ~-.d sulfide dithiol were synthesized, and
it that these compounds have a still greater
C_~,rd 2,'_~ tonrlerc
J, Y 'o %110,7.t~loiio nffiliation to the double bond than

Synthes! s of -'o1,, fimct io- al Sull",'.r compoi- cis St,--rti:.C, SOV/79-28-12-34'41
Fro:~l t-o and 1T.;dr,-Z;en Sulfide
thiols have. Some dithio- and trithioethers (V) were
s.-nt.hesizod. There are 2 tables and 14 references, 9 of
w'
-Ach are Soviet.
S ~) 0 C T 10 7': Institut or,-,anicheskoy khimii Ak--demii n--uk SSSR (Institute
of Or:-in-,~ Chemistr~.r of the Aca~-1e--Jy of Sciences USSR)
1. rfove,iber 16, 1957
Card 3/15

SHOSTAK S~K KOTRELEV, V.N.; KOCHKIN, D.A.; KUBETSOVA, G.I.;
BoRrsum, v.y.
Synthesis and various conversions of tin and silicon organic compounds.
Zhur. prikl. khim. 31 no.9:1434-1436 S 158. (MIRA 11:10)
l.Inatitut organicheskoy khimii AN SSSR i Gasudarstvennyy nauchno-
issledovatellskiy i proyektny7 institut promyshlennosti plasticheskikh
masi.
(Tin organic compounds) (Silicon organic compounds)
I

AUTHORS: Shastakmak~y, 11, Shapirc, E. S., Shmonina,, L.I. 20-1-32/58
TITLE: Chlorination of Diacetylene (Khloriroyaniye diatsetilena).
The Synthesis of Hexachlorobutadiene-1,3 (Sintez geksakhlorbutadiyena
-1,3).
PERIODICAL.' Doklady MT SSSR) 1955, Vol- 118, Nr I., pp. 114-116 (USSR).
ABSTRACT: The haloidation~--reaction of diacetylene is well investigated in the
example of the bromine-addition (reference 1.). But there are no data
on the chlorination. For this purpose the authors worked out a method.',
the reaction takes place in the medium of carbon tetra-chloride at
-30 - 25'0. Liquid and crystalline 1,1,20,4,4-hemachlorobutene- 2
forms.. Its geometrical isomers were isolated and are known (reference
2). They are supposed not to react with chlorine and bromine. The
authors, however, succeeded in performing a further chlorination of
the hexachlorobutenes with liquid chlorine under pressure and ultra-
violet Mumination. In the case of large chlorine excess (4-8 and
more 111ol.) they did not notice any chlorinolysis; and obtained octachlom
robutane with a quantitative yield. A subsequent dehydrochlorination
of the latter led to the synthesis of hemachlorobutadiene-1,3. This
is a substance valuable in many commercial respects. Regarding this
Card 1/2 production (references 3.4) there exist patent applications (although

AUTHORS: Shostakovskiy, M. F. Bogdanova, A. V., 20-3-29/59
.-Ushakova, T. -W.-- -
TITLE: Vinyl Compounds in the Diene Synthesis (Vinilovyye soyedin-
eniya v diyenovom sinteze). On the Diene Synthesis of Thio-
vinylether With Cyclopentadiene and Hexachlorocyclopentadiene
(0 diyenovom sinteze tiovinilovvkh efirov a tsiklopentadiyenom
i geksakhlortsiklopentadiyenom).
PERIODICAL: Doklady AN SSSR, 1956, Vol. 118, Nr 3, PP. 520-522 (USSR).
ABSTRACT: In an earlier work (reference 1) the authors proved that the
simple vinyl ethers (CH2= CH-OR, where R is an alkyl-, aryl-
or saturated hydro-aromatic radical) can take part in the
diene synthesis with cyclopentadiene and hexachlorocyclopenta-
diene as a philodiene compound. Other facts from this field
follow (references 2,3). The authors continue the systematic
investigation of the syntheses mentioned in the title as the
thiovinylethers now became accessible (reference 6). The first
two mentioned authors (reference B) reported a greater tendency
to the reaction according to the radical mechanism of the
vinyl-aryl-ethers than to that of vinyl-alkyl-ethers. The
Card 1/3 latter also occur more easily in the diene syntheses (reference

Viny4Compounds in the Diene Synthesis. On the Diene Synthesis 20-3-29/59
of Thiovinylether With Cyclopentadiene and Hexachlorocyclopentadiene.
PRESENTEDi July 25, 1957, by A.V. Topchiyev, Academician
SUBMITTED: July 24, 1957
AVAILABLE: Library of Congress
Card 3/3

Bo-danova, A. V.
.-'lotnikova, G. I.
f'! -fil T The Interaction Between Diacetylene and -1thyl Merc~ptaa-n,
and Some Properties of the Compounds Obtained
(Vzaimodeystviye diatsetilena s etilmerkantanom
nekotoryye svoystva poluchennykh soyedineniy)
P]IIII07DICAL: Doklady Akademii nauk SSSR, 1958, Vol- 12o, Nr 2,,
Pp- 301-304 (USSR)
Several ethynyl-vinyl-ethers (References 1,3) were pro-
duced by synthesis on a diacetylene basis. They are
interesting from the point of view of their reactivity
and the possibility of producing 1-alcoxy-butadiene-1,3
(Reference 4). It was interesting to investi5ate the
interaction mentioned in the title, as publications on
this -,)roblem are restricted to one sin.-le patent men-
tioned (Reference 5). The authors obtained this inter-
action already on slight heating; under the influence
of alkali the reaction already begins at room tempera-
Card 1/4 ture and is accompanied by self-heating. There are

I
Thc- int,_~raction Betyeen Diacetylene and Ethyl 604/ 2o-12o-2-2o/
..crc-_-.)tan, and Some Pro-jertics of the Com-oounds Obtained
Droofs that the first stage of the interaction under
review takes place according to an ionic mechanism.
According to the ratio of initial substances and the
temDerature the reaction follows scheme (I) or is accoia-
panied by the formation of ethynyl-vinyl-thioethyl-
-ether and a product of the addition of 2 mercaptan-
-molecules ahich has a butadiene-structure Cscheae (IID.
The interaction takes a stepwise course, as the second
sta3e can also take place independently ,,,ith another
morcaptan. The addition of mercaptan to the ethynyl-
-vinyl-thioethyl-ether may take place under the influence
of different rea~7ents (allrmli, HC1, rad-ical-initiators
and heating). In the last 2 cases the yields of the firial
product are higher. Thus this addition reaction takes
place more advantageously according to a radical m-echa-
nisn, than accordin" to an ionic ciechanism. The chief ).ro-.
t>
ducts in this connection are dithio-alkyl-butadiene-1,3.
A certain difference of the physical constants and a
strong exaltation of the molecular refraction of the
Card 2/4 addition Droduct of 2 mereaDtan-molecules to diacetylene

W,
-,~e Inturaction Between Diacetylone and Lthyl 6OV12o -12o-2-2o/63
1..:-rcuptan, rid Soi.,ie Propertiej of tile Compounds Obtaired
is apparently explained by the presence of 2 Isoneric
com~lounds,, others than those vith a butadiene-st-ructure
also being possible among them. Ethynyl-vinyl-thi-oethyl-
-ether reacts with a sublimate solution in alcohol and
quantitatively forms ethyl-mercapto-mercury-chloride ',
an equivalent amount of HCl and apparently ethyl-viltyl-
--ethyl-ether. Thus this method can be employed for the
determination of ethynyl-vinyl-thio-alkyl-ethers. In a
kind of experimental part details of the reactions-,
constants and yields are describedunder conditions
of: a) interaction of diacetylene -,,,ith ethyl-mercap-
tan; b) decomposition of ethynyl-vinyl-ether and the
product with 2 mercapto -groups by sublimate solution
in alcohol (table 2); c) hydrolysis of the latter
ether and the 2-mercapto-.aroup product in the presence
of sublimate (table 3); d) interaction of ethynyl-
-vinyl-thioethyl-ether -vith ethyl-mercaptan and thio-
phenol (table 4); e) condensation with maleic an-
Card 3/4 hydride.

The Interaction Between Diacetylene and Ethyl SOV/2o-12o-,2.-2o/63
-ercaDtan,and Some ProDerties of the Compounds Obtained
There are 4 tables and 9 references, 7 of which are
Soviet.
ASSOCIATION: Institut organicheskoy khimii im. N. D~ Zelinskogo
Akademii nauk SSSR
(Institute of Organic Chemistry imeni N. D. ZelinskiY
LS USSR) '?
PRLSENTED: January 8, 1958, by B, A. Kazanski-y, Member, Academy of
Sciences, USSR
SUBIMITTED: January 7, 1958
1. Ace-tyllenes-Zhemical reactions 2. Thiols-Chemical reactions
3. 71'thers--Synthesis 4. Cyclic compounds--Properties
Card 4/4

IONIDI, Parikl Petrovich; SHOSTAKOVSKIY, M.F., doktor khimicheskikh nauk,
otv.red.; BA-.'WA--O-V, V.G., doktor filosof.nauk, otv.red.;
KOMPANATIRS, A.I., red.izd-va; BRUZGULI, V.V., telchn.red.
(D.I.Mandeleev's world outlook] Kirovozzrenie D.I.Mendeleeva.
Moskva, Izd-vo Akad.nauk SSSR. 1959. 374 p. (MMA 13:1)
(Mendeleev, Dmitrii. Ivanovich. 1834-1907)

NO
i
I A
1p.
I jt
9-1 Ila
A ~an
R I
ilk
M 811 A.

50) SUV/062-59-1-21/38
AU-1` H 0 _~ 3 Sho Chek-ulayeva. I. A.
TITLC: Synthesis and Trans f or-_-.ations o-*:' Vin7,1 Ethers cf Lt,-.anol ~ZJ.-.es
(Sintez i T)rnvrasbcheniya vinilovy'r-h efirov ellanolaminov),Co-m-
munication lo. Free-radical Poly:.-~erizfition and Copolymerization
of Trivin,,rl Ether of Triethanol Aminc(Soobshchleniye 10.Svobod-
noradikallnaya polinerizatsiya 4- sopolimerizatsiya trivinilovogo
efira trietanolamina)
PLUODIM: Izvestiya Akademii nauk SSSR. Otdeleniye khimicheskikh, nauk,
1959, Nr 1, PP 130 - 153 NSSR)
A.BSM', CT: In the present paper the authors investigat~_-d the polymerization
1.1 and
~ CHOCH
CH
of trivinyl ethers of triethanol amine (CH
)
2
2
2
3
its copolymerization with nethyl mieth3crylate under the inflorence
of benzoyl pQroxide and dinitrile of the azoisobutyric acid aiL,
determined some laws governing t~,is rEaction. The reoalts of
the investi-ations aru given (Tables 1 and 2). It was found t.-~,t
the polymerization of the respective vinyl ether -and its copoly-
merization with m-ethyl methacrylate are not initiated by berz-,.l
peroxide. The polymerization and copolymerization of trivinyl
ethers of triethanol amine with uIethyl methacrylate was carried
Card 1/2 out in the Dresence of dinitrile of azobutyric acid. It was

Synthesi.,3 and T ransf ori,.iat ions of Vinyl EtherL, of Ethanol SOV/'62-59-1-21/38
Amincs. CoMmunicition 10. Free-radical Polymerization and Copolymerization
of Trivinyl Ether of Triethanol Amine
stated that primarily threddimen;zional -oroducts are DroLuced
therein. Poly.-,,ers and copoljmers -,,;e---e hy6rolized 'I.-ith 2Ulf,1riC
acid of 2,;',j at 200~ The authors fcund that they contain free
vinyl groups. The prod-acts of hydrolysis possess also a three-
dimensional structure. The. results of the hydrolysis are pre-
sented in table 5. There are I fi~-~ure, 3 tables and 7 Soviet
references.
ASSOCIATION: Institut orjariic'~ik~skoy khirrLii im~ N, D. ZelinSkcgo AkadepLii nauk
SSSIR (Institute of Organic Chemistry imeni N. D. Zelinskiy of
the Academy of Sciences, USSR)
SUBIMITTED: April 16, 1957
Card 2/2

5(3) SOV/62-59-1-22,'33
AUTHORS: Shostakovskiy, lil. F., Gladyshevskaya, V. A~)
Chekulaye-va-, -1. --
TITLE: Synthesis and Transformations of Vinyl Ethers of Ethanol
Amines (Sintez i prevrashcheniya vinilovykh efirov etanol-
aminov) Communication jT. Some Features of Copolymeriza-
tion of Vinyl Ethers of the P-Aminoethanol and Methyl Esters
of Methacrylic Acid (Soobshcheniye 11. Ob osobennostyakh
sopolimerizatsii vinilovoEo efira P-aminoetanola i inetilo-
vogo efira metakrilovoy kislaty)
PERIODICAL: Izvestiya Akademii nauk SSSR. Otdeleniye khimicheskikh n~-.ulr-j
1959, Nr 1, PP 134 - 139 (USSR)
ABSTRACT: Since the dinitrile of the azoisobutyric acid, unlike ben7).-,,!
peroxide, includes not only :,ethyl methacrylate but also
the vinyl ether of P-aminoethanol in the polymerization
(Ref 2) the authors investijated the copolymerization of
these substarces under the effect oil dinitrile of the azo-
isobutyric acid. It was shown that the interaction of the
components mentioned is complicated. Apparently three
Card 1/3 compounds participate in the copolymerization: vinyl ether

Synthesis and Transformations of Vinyl Ethers of Ethlinol SOV/62-59-1-22/38
Amines. Communication 11 - Some Fe--ttures of Copolymerization of Vinyl
Ethers of the P-Aminoetha-nol and !,methyl Est~trs of Methacrylic kci-O
of p-aminoothanol, methyl 7'ethacrylate and the prodnct
of their interaction, i. e, the mothyl ecter of P-(P-
vinyl oxy-ethyl) arninoisobutyric acid. The latter io fcir~-,n
according to the equation
CH2=C11OCH2CHNH2 +C112=C(C113)COOCH3
-4 CH =CHOCH CH ITHCH C!I(CH )Cocni 11.1rin- th~' reaction
2 2 2 2 3 3 '
so that its concentration in the syntem remains unknown.
The participation of the three components in the copoly-
merization leads to the formation of 2 fractions of the
copolymer for each ratio of the initial monomers, (Table 1).
The process investigated is complicated by the flact that
besides copolymerization and addition also condensation
takes place. This is a result of the fact that besides
multiple bonds also other functional groups of the initial
components participate in the reaction, which leads to
the formation of copolymers zith three-dimensional stri-.cture.
In addition, the polymerization of methyl ester of P-0-
Card 2/3 vinyl oxy-ethyl)amincisobutyric acid and its copolymeriza-

Sl-,nt'kesis and Trai-.sfor-:!.'ions of Vinyl Ethers of Ethanol SOV/62-5n-1-22/_',8
Amines. Communication 11 . Some Features of Copolymerization of Vinyl Ether!3
of the G-Aminoethanol and il:pthyl Esters of 11e~~hacrylic Acid
tion with methyl methacr.,late under the influence of di-
nitrile of azoisobutyric acid (Table 3) wei,e carried out.
There are 3 tables and 6 references, 2 of which are Soviet.
ASSOCIATION: Institut organichesicoy khimii im. INT. D. ZelinskoSo Akademii
nauk SSSR (Institute of Organic Ch-~mistry imeni N. D. Ze-
linski,r of the Academy of Sciences, UY.'2)
SUBEITTED: May 6, 11057
Card 3,13

5G) sov/62-59-2-21/40
AUTHORS: Shostakovskiy, M. F., Bogdanova, A. V., Krasillnikova, G. K.
TITLE: Investigation in the Field of Diacetylene Derivatives
(Issledovaniye v oblasti proizvodnykh diatsetilena). Communica-
tion 2. Some Transformations of Alkoxy-butanes and Preparation
of 1-Alkoxy-butadienes-1,3 (Soobshcheniye 2. Nekotoryye
prevrashcheniya alkoksibutanov i polucheniye 1-alkokai-
butadiyenov-1,3)
PERIODICAL: Izvestiya Akademii nauk SSSR, Otdeleniye khimicheskikh nauk,
1959, Nr 2, pp 320-326 (USSR)
ABSTRACT: In the present paper the &composition of the 1,1,3-trioXY-
butanes synthesized by the authors and some transformations of
products of their thermal decomposition were investigated and
a method of synthesis of alkoxy-butadienes-1,3 suggested. A
noticeable thermal decomposition of trioxybutane begins at
r-200 0, butyl alcohol, 1,3-dibutoxy butene-1 (IV), its dimer
and the partly polymerizing 1-butoxy butadiene-1,3 (I) being
separated. 1-butoxy butadiene-1,3 (I) was also obtained on the
thermal decomposition of (IV) which indicates a gradual proceed-
Card 1/3 ing of the reaction. 1,3-dibutoxy butene (IV) obtained on the

SOV/62-59-2-21/40
Investigation in the Field of Diacetylene Derivatives. Communication 2. Some
Transformations of Alkoxy-butanes and Preparation of I-Alkoxy-butadienes-1,3
decomposition of tributoxy butane may be regarded as a P-sub-
stituted vinyl ehter. It really displaces some properties of
vinyl ether. On its hydrolysis the alkoxy group in the y posi-
tion is split off and vinyl acetaldehyde (VI) formed, it reacts
intensely with gaseous hydrogen chloride and forms a-chloro-y-
butoxy-dibutyl ether (VII). On hydrogenation of 1,3-dibutoxy-
butene-1 under usual conditions alcohol is split off, but no
dibutoxy-butane is formed. On condensation of 1-cyclohexoxy-
butadiene-1,3 (II) with maleic acid anhydride the copolymeriza-
tion of the anhydride with butadiene took place in addition to
the formation of an adduct. An apparently regularly built
polymer was separated therein. By means of condensation of
1-alkoxy-butadiene-1,3 with croton aldehyde methyl-alkoxy-
tetrahydrobenzaldehyde was obtained. In addition to the thermal
decomposition of 1,1,3-trialkoxy-butanes the hydrolytic cleavage
of these compounds was investigated. On the hydrolysis of
1,1,3-tributaxy-butane (X) and 1,1-dibutoxy-3-phenoxy-butane (XI)
3-butoxy-butanal (XII) and 3-phenoxy-butanal (XIII) were sepa-
Card 2/3 rated. It was found that the hydrolysis on permanent heating is

SOV/62-59-2-21/40
Investigation in the Field of Diacetylene Derivatives. Communication 2. Some
Transformations of Alkoxy-butane3 and Preparation of 1-Alkoxy-butadienes-1,3
accompanied by separation of the alcohol molecule and the
formation of vinyl acetaldehyde (XIV). This indicates that in
the aldehyde the formation of the alkoxy group in 0 position
is not stable as compared with trialkoxy-butane. In the latter
this group is split off only on continuous heating up to 2200.
There are 12 references, 4 of which are Soviet.
ASSOCIATION: Institut organicheskoy khimii im. N. D. Zelinskogo Akademii
nauk SSSR (Institute of Organic Chemistry imeni N. D. Zelinskiy
of the Academy of Sciences, USSR)
SUBMITTED: may 31, 1957
Card 3/3

Investi~~atiori in the Field of Lactone,-- -and Lactams. SOV/62-59-3-20/37
Communication 13. Alkoxyetk-;-lidene-pyrrolidones
An increase in temperature up to 850 provides a good yield of
ethylidene-bis-N-NI-pyrrolidone (Experiments 6,1o). Experi-
ment 2 shows optimum conditions for the formation of butoxy-
ethylidene pyrrolidone and experiment 9 for the formation of
isopropoxyethylidene pyrrolidone. The most comfortable method
of synthesis of' alkoxyethylidene pyrrolidones as well as of
alkoxyethYlidenc caprolactaris is the interaction of LL-chloro-
ethylalkylethers with lactami.,-. This reaction,however, exhi-
bits a number of peculiar features for pyrrolidone. The yield
of alkoxyethylidene pyrrolidones, for instance, is small,
further, in addition to them ethyli(lene-bis-11-NI-pyrrolidone
is always formed. Certain differences may be observed also on
the thermal deCOMDOSition of these tro compounds. On thermal
decomposition of alkoxyethylidene caprolactams viny1caprolactam
is obtained in high yield (70-80 %). On the other hand it is
not always possible to obtain vinylpyrrolidone on decomposition
of alkoxyethylidene pyrrolidones. On decomposition of butoxy-
ethylidene pyrrolidone vinylpyrrolidone in a , 40 % yield and
butanol were obtained. On decomposition of iscpTopoxyethylidene-
Card 2/3 pyrrolidone isopropyl alcohol, pyrrolidone, and ethylidene-

Invccti(~ation in the Field of Lact0n(M ,_~nd L.-ictanl. sov/162-1j9-5-20/37
Communication 13. Alkoxyethylidene-pyrroli(I-)nc-n
-bis-l-T-NI-pyrrolidone were separated. The thermal deCOMDOSi-
tion of ethylidene-bis-N-~ll-pyrrolidone takes place at con-
siderably higher temperature than the decomposition of
alkoxyeth.ylidene lactams. As result of this decomposition
pyrrolidone and a resinous residue were separated. There are
1 table and 8 references, 5 of which are Soviet.
ASSOCIATION: Institut or;~-anicheskoy khimii im. N. D. Zelinckogo Akademii
0
nauk SSSR (Institutle of Qrg~nic Chemistry imeni N. D. Zelin-
U__
skiy of the Academy of Sciences, USSR)
SUBMITTED: June 21, 1957
Card 3/3

5(3)
AUTHORS: Shostakovskiy, M. F., Sidellkovskaya, SOV/0'2-59-4-29/4+2
-T -P., Zelenskaya, M. G.
TITLE: Reaction of Propylene Oxide With a-Pyrrolidone (Reaktsiya okisi
propilena s a-pirrolidonom)
PERIODICAL: Izvestiya Akademii nauk SSSR. Otdeleniye khimicheskikh nauk,
1959, Nr 4, PP 738-740 (USSR)
ABSTRACT: This is a brief report on the investigation of the reaction
of a-pyrrolidone with propylene oxide. In this case the oxide
ring opens in a way so that a secondary alcohol is formed:
CH36HCH 26 + ITHCO(CH 2 )3 - CH 3CH(OH)CH2tCO(CH 2)3
The structure of the N-(P-oxypropyl1,.t-pyrrolidone obtained
was proved by the synthesis of y7buiyrolactone and amino-
isopropanol. The aminoisopropanol reouired was obtained from
ammonia and propylene oxide (Ref 3). Upon interaction of
N-(P-oxypropyl'1c*-pyrrolidone with thionyl chloride the
hydroxyl group was substituted by chlorine and
N-(O-chloropropyl) *pyrrolidone obtained. Upon heating with
Card 1/2 aqueous alkali this chloride is hydrolyzed (Table),

Reaction of Propylene Oxide With a-Pyrrolidone SOV/62-59-4-29/42
although, more slowly than the IT-(chloromethyl) *pyrrolidone
obtained earlier (Ref 4) which saponifies quantitatively at
room temperature even in the absence of alkali. Upon heating
of N-(P-chloropropyl) *pyrrolidone with caustic potash in
benzene solution, HCl was separated and N-(propenyl)44-pyrroli-
done formed. The position of the double bond was determined
by spectroscopy. This investigation was carried out by
T. N. Shkurina. There are 1 table and 6 references, 3 of
which are Soviet.
ASSOCIATION: Institut organicheskoy khimii im. N. D. Zelinskogc Akademii
nauk SSSR (Institute of Organic Chemistry imeni N. D. Zelinskiy
of the Academy of Sciences, USSR)
SUBMITTED: July 24, 1956
Card 2/2

50
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1-, 4 1 -,rrithez;is of Vinylc,~,,prolact-~-, b-.- h e, 'o -1 0 1 n i r 0- c t
C CH
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The proces2 is accompanied by
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r,~~duced. This Dapar Fives a detailed investi,gation ~~f
thf-~rlnal devom:;Ositio-n of in or~jer
'.o -L-2.-pro-ve the conditions af s--i-AI-Mis of tile
r
and J sorro-r.---y-
U
',I-.Yl i-Ionecapro 1 -IT,! aere us,.a.,.i as examples in t:ac
t,
i n,, -2 s ", ication of the reactic~n3. Capz-olactam and
iso'Dropyl ether were the initial Dvoducts of V)e
Da hilgxhe'st yielil -,,;as obtaincil -hen the tro subst-~.V-Ices sho,,7cd
a ratio of I : 2. Thermal decomposition was investigatI)d T.-t
2CC-2-900. I~t *he same time the cor-responding alcohols ~--nd
vinylcnprolacIUpms are formed. The yield of vinyl c nl)rolact
.1.1'10rc-~iscs if the decomposition takes place in the nresozic'.-- Of
C-,.j I hydroquinone; it then amounts to if

Inve2 ti-:-, tion in the Pield of Ln.ctones f~-rl Lactr-'_m2-
c - ti.:Dn 1 A OC _.etl'ir_,,. of

S.-all
''l-IrM 'i"il-3 o r* concent-rr- "'ny
~,lrt.inl li.vlrolysis. Tlle~ synthoses a,-,,-' ~:ieth-)ets of
2r~~ ~:~scribed in dctni' in thr, f~-c:
Tlier,? are 1 tr blo and :) Soviet :,~-ff
;C; Ins t tut organic' es':c.,;- '-h- mi i D. 7el no'.-o-, ~'Mdemii
nalik SSSR (Institute of Orglanlc Ch2imi n-i-Iry imeni 'cl!. D.
-eli,13ki,, of the kcademy -of
7,D J1.11Y 1r), 1057
V-11

'hos ski- f. F. Vasil"Yov,
P
P
.
.

T K'LE: Invc-st--*IsTa~ion in the Field, 1,13c-tloncl and a c. ia
o'nlasti lphtoncv -i

of
ai6 Thei r
~oobshchoni -r -r,-, -oarp-ty o v 1,
r.01c"u" yarno,-o ve c; a z io la"ai %i s "-iye
PERICI)ICAL: Izvesti7ra ~kaaemii nru.r 33~j"R. -~tdeleaiye
i)--) ~9;'-OOCO (T`1711)
!C59
5
,
,
A T -A C T' "Block, T-) o 1 ym e r i z a t i n nof vinyl pyrrol idone under ~'-c
of 0 an,7. of dinitrile o.L' so:)Ir-ic acid, ani
2
i~i -3up-wis solutions ~Rofs 3, c~) had been investig;itced ~t
instiul.:Ac :ao-ntiGnee ~mder '~s3ociation. in connectic-n tin il--
-properties of various preparaticn-~~ ::7~-
U.L
one 'T'-P) ,-P-re investigated in h i s -.y o:r<
because those proporties very imtortant for t h
nvestigation o--.' t 'n .3 'oioI:)-ic nctiv4 ", c-,' t,
6 J- .,,c.

Communication 15. -rorarr.,Aiona Pf Polyvinylpyrrolidones Diff'r1rent.
'."`ei,htr, Pronertios.
.10
C.-In be obtained in vrriou5 therefore,
..ICY "MI. Q'I-Jjilnilt slight fleviations fro.,.-, their physico-
C'IC-nLCn".I C7h'qr'--CLeri3tic3. (Table 1:. physico-che-Acal
cl"f".ractcristics D'V (.'~IIIP) solutions ns produced in wirious
noua'ri'as). The poly.-(ierization conlitions for (PVP) from
,. f, !.3 0 and with
"
u-2ous sol-,tions in the presence of 30 ' 112 2
C-~'3-0-5 -;r) concentrations of this initiator are suTmarized in
table 2. The c'iar,~1.c ter istic s of salt .,rater solutions of (FVP)
bairvc, as a plasr-.-iosubstitutc are ohown in table 3. Relative
v*oc,ossil,y, osmotic pressure, and the molecular weight of the
.rarious freparations were daternIned. A comparison of the
L
charr.cteristics shows that those of (PVP) are more effective
thaa those of the plasmosubstituta. 1.3 11 0 had to be used
2 2
.,iz initiator in order to obtii-Ti -. highly effective polyner.
The -7etermination of the 7iwlecular -.-.~!-i6ht -and the
polyp i Ly
of th;-% of several pr3parations
7,howed that the block polymers have E higher -Isgree of
T.-olydiz-.persity than those ob-tIzaincd -iv solutions. -loreover,

''L. scv/62-59-5
.Lnvc:,t-sz-a~A,:.-1 4r- thc ?i-ld of Lactoncs -"-no~ Lac'-:ir, -20/40
of Polyvirylzyrr~,- 1 i done s 'Havin- Diffferent
Holecr.l~,.r and Th~ir Ph,,sicom-chemical Prc-perties
a mc-'-hod for obtaining biologically active sterile salt Trater
solutions of the preparations lia:3 been ro-rked out. There are
2 figures, -cables, an-.' 21 references, 12 of which ?re
-)oviat.
AS30CIAT137i: Instlt,,it or!~-,--,nicheskc- klhimii im. !~.. D. Zelinsko--O Alcademii
1 10
nauk Si-SR (Institute o.-:' Organic Chemistry ivicni IT. D.
z,olinskill of the Academy of Sci,*mces, USSR).
SUBTJITT:~D: 7-,
1`~, IS"57
CP L".1

50)
AUTHORS: Sidellkovskaya, F. P.,-Zelenskaya, I. G., SOY/62-59-5-21/40
Shostakovskiy, M. F.
TITLE: Investigation in the Field of Lactones and Lactames
(issiedovaniye v oblasti laktonov i laktamov).
Report 16. N-Mothylol-lactames (Soobshchenive 16.
N-Metilollaktamy) r
PERIODICAL: Izvestiya kkademii nauk SSSR. Otdeleniye khimicheakikh nauk,
1959, Nr 5, PP 901-903 (USSR)
ABSTRACT: In this paper the synthesis of R-methylol-lactames of the
following structure was investigated: Methylol pyrrolidone M
(CH 2)3 CONCH2OH and N-methylol caprolactame (II) (CH 2)5 CONCH2OR,
and some of their properties were determined. The authors of
the present paper showed in a previous one that in the case
of an action of a 30 % formaldehyde solution upon pyrrolidone
and caprolactame the following is produced in an alkali
medium with a vield of 70 90 % (I) and (II):
7
Card 1/2 ~--(CH 2)n COkH + CH20 -OH (CH 2)n C"C'2 OH (Ref 3).

Investigation in the Field of Lactones and Lactames SOV/62-59-5-21/40
Report 16. N-Methylol-lactames
This scheme is to be proved. For this purpose, the reaction
of these compounds with thionylchloride
OHCH N(CH 0 + SOC1 ClCH 14CO(CH HCl + 80
2 dnC 2 2 2)n + 2
was investigated, and the compounds N-chloromethyl
pyrrolidine and N-chloromethyl caprolactame were obtained
with a yield of ~80 ~o. The chlorine content of these
compounds was determined by titration according to the
method developed by Volhardt (table), and it was shown that
the chlorine atom in these compounds is easily saponified.
Both synthesis and investigation are described separately
in the experimental. There are 1 table and 6 references,
2 of which are Soviet.
ASSOCIATION; Institut organicheskoy khimii im. N. D. Zelinskogo Akademii
nauk SSSR (Institute of Organic Chemistry imeni N. D.
Zelinskiy of the Academy of Sciences, USSR)
SUBMITTEDs July 26, 1957
Card 2/2

50)
AUTHORSs Shostakovskiy,._14. F., Prilezhayeva, Ye. N.,SOV/62-59-5-22/40
Gershteyn, N. A., Karavayeva, V. if.
TITLE. The Synthesis of Sulfurous Substances on the Basis
of Vinyl Ethers and Acetylene (Sintez sernistykh
veshchestv na osnove vinilovykh efirov i atsetilena).
Report 22. On the Reaction of Vinyl-ethyl Sulfide With
Benzoyl Peroxide (Soobshcheniye 22. 0 reaktsii
viniletilaullfida s perekislyu benzoila)
PERIODICAL: Izvestiya Akademii nauk SSSR. Otdeleniye khimicheskikh nauk,
1959, Nr 5, PP 904-909 (USSR)
ABSTRACT: The reaction mentioned in the subtitle is investigated. It
develops strictly exothermically and begins without
previous heating, the reaction product being formed
practically completely from the initial producti The
corresponding thioacylal (1-ethylmeroapto-1.2 dibenzoate ethme)
..'SC2H5
(C6H5COO)2 + CH 2==CRSC2H5__il G6H5CODCH2CH
\OCOC6 H5
Card 1/2 The character of the reaction products is shown by table 1.

The Synthesis of Sulfurous Substances on the Basis SOV/62-59-5-22/40
of Vinyl Ethers and Acetylene. Report 22. On the
Reaction of Vinyl-ethyl Sulfide With Benzoyl Peroxide
The reaction is so rapid that no polymerization of the
vinyl-ethyl sulfide cannot take place. The benzoyl peroxide
can therefore not be used as initiator for this polymerization.
The simple radical may, however,lead to a slow low
polymerization of the vinyl sulfide (system of equations
2 - 7) which develops in form of a chain reaction.
Furthermore, it was possible to carry out polymerization
with ditertiary butyl peroxide also with formation of
low-molecular polymers. It was, however, not possible to
obtain affiliation products. In the experimental . the
individual syntheses and reactions are described. There
are 2 tables and 14 references, 7 of which are Soviet.
ASSOCIATION: Institut organicheskoy khimii im. N. D. Zelinskogo Akademii
nauk SSSR (Institute of Organic Chemistry imeni N. D.
Zelinskiy of the Academy of Sciences, USSR)
SUBMITTED: July 30, 1957
Card 2/2

5 (3-)
AUTHORS: Shostakovskiy, M. F., Kondratlyev, Kh. 1. SOV/62-59-6-15/36
TITLE: Investigations in the Field of Synthesis and Transformations
of Oxygen Containing Silicon Organic Compounds (Issiedovaniye
v oblasti sinteza i pTevrashcheniy kislorodsoderzhashchikh
kremneorganicheakikh soyedineniy). Communication B. Synthesis
and Study of the Properties of Low Molecular Ethers of the
Methyl-a-naph%lsilandiol (Soobahcheniye 8. Sintez i izucheniye
svoystv nizkomolekulyarnykh efirov metil-a-naftilsilandiola)
PERIODICAL: Izvestiya Akademii nauk SSSR. Otdeleniye khimicheskikh naukq
1959, Nr 6, PP 1041 -- 1046 (USSR)
ABSTRACT: The different possibilities of synthesizing the derivatives of
the compound mentioned in the first title, which are well known
from publications, are dealt with in brief (Refs 1-11). The
synthesis carried out by the authors is based upon a possible
analogous reaction (Ref 14) between alcohols and silanols (Refs
12,13 polysilicon acid with alcohols), and is carried out by
reaction between silandiols and alcohols, which was not yet
described in publications. This reaction is of both theoretical
and practical interest. As the aromatic silandiols are only
Card 1/3 weakly acid, they react with alcohol without catalysts. This

Investigations in the Field of Synthesis and Trans-
formations of Oxygen Containing Silicon Organic
Compounds. Communication 8. Synthesis and Study of the
Mole~cular Ethers of the lgethyl-a-naphtlWlsilandiol
SOV/62-59-6-15/36
Properties of Low
property was investigated with the compounds mentioned in the
title and buthylalcohols. The following was obtained simul-
taneously: dibuthylether of the methyl-a-napht-kVisilandiol M,
dibuthylether of disiloxane (II), dibuthylether of trisiloxane
(III), and an imperfect buthyl ether of tetrasiloxane (IV):
CH3 CH3 CH3
I) ~U 4119031 - OC4H9; 1, 'C4 Hq-OSi - 0 -S' - 0C4H9;
a-C 10 H7 aC 10 H7aC 10H7
CH CH CH
13 t 3 1 3
III nc4H9_031 - U - 3i - 0 -Si - OC 4H9
1 1 1
aC 10H7 aC 10H7 ac 10"7
Card 2/3 IV containing another more Si-O.

Investigations in the Field of Synthesis and Trans- sov/62-59-6-15/36
formations of Oxygen Containing Silicon Organic
Compounds. Communication 8. Synthesis and Study of the Properties of Low
Molecular Ethers of the Methyl-a-naphthylsilandiol
The reaction scheme is given. The yield in the compounds men-
tioned depends upon temperature, mi-xing intensity, the ratio
of initial components, reaction time, and upon the pressure
applied. Thus, it is of considerable importance with respect
to the yield that the synthesis of di-n-buthylether is carried
out in a vacuum. The syntheses are described in detail in the
experimental part. The results obtained within the course of
the synthesis (separation of the products and determination)
are given in tables 1 and 3. Table 2 contains the physical cha-
racteristics of the different substances that were synthetized.
There are 3 tables and 15 references, 8 of which are Soviet.
ASSOCIATION: Institut organicheskoy khimii im. N. D. Zelinskogo Akademii
nauk SSSR (Institute of Organic Chemistry imeni N. D.
Zelinskiy of the Academy of Sciences, USSR)
SuBml=-- D: Au6-.zst 5, 1957
Card 3/3

5 (3)
AUTHORS; Shcstakovski Bogdanova, A. V., SOV/62-50/-8-35/42
Plotnikova, G. I.
TITLED Letter to the Editor
PERIODICAL: Izvestiya Akademii nauk SSSR. Otdeleniye khimicheskikh nauk,
1959, Nr 8, p 1505 (USSR)
ABSTRACT: The authors state in this letter to the editor that they were
able to synthesize the bis-thiobutadiene into disulfones while
preserving the diene structuret starting from the synthesis
(Ref 2) for the first time carried out by them of bis(alkj-lthio)-
and bis(arylthio)-butadiene:
C6H5 SCH=CH-CH=CH-SC6115 (1) C6H5S(o 2)CH'CH-CH--CH(02)Sc6H5 (10
2 O~~
C2H5 SCH=CH-CH=CH-SC2H 5 (111) C2H5S(o 2)CH-CH-CH=CH(02)SC2H5 (IV)
Physical data and elementary composition of the two compounds are
gi'ven. There are 3 references, 2 of which are Soviet.
Card 1/2

Letter to the Editor
SOV/62-59-8-35/42
ASSOCIATION;: In.9titut organicheskoy khim-Ji im. 11. D. Zelinskogo Akademii nauk
SSSR (Institute of Organic Chemistry imeni N. D. Zelinskiy,
Academy of Sciences, USSR)
SUBNIITT.'~',D. May '1. '1959
Caxd 2/2

5 (3)
AUTHORS: Shostakovskiy, M. F. , Mamedov, fillageram SOV/62-59-9-19/40
I
TITLE: Investigations of Vinyl-substituted Ethers. Communication 1.
Synthesis of a-Substituted Vinyl Ethyl Ethers
PERIODICAL: Izvestiya Akademii nauk SSSR. Otdelan-iye khimicheskikh nauk,
1959, Nr 9, pp 1636 - 1639 (USSR)
ABSTRACT: There are two courses of synthesis for vinyl ether of the general
structure of CH 2-7 -OR (R,Rt = alky! of the aryl)
R1
a) condensation of the alcohols with alkyl acetylene, b) by sepa-
ration of HBr from P-bromo alkyl ether. The following Soviet au-
thors are mentioned in the course of discussing the appropriate
publications: Favorskiy (Ref 1),S='x_kamEy and Gracheva fRef 2),
Petrov (Ref 9), Isagulyants and Maksimova (Ref 10). In the present
paper the authors followed the second method and werked accord-
ing to the following scheire:
Card 1/3

Investigations of Vinyl-substituted Ethers. Communication 1. SOV/62-59-9-19/40
Synthesis of a-Substituted Vinyl Ethyl Ethers
Br
CH 2=CH-OR > CH 2Br-CHBr-OR (1)
CH Br-CHBr-OR R'Td9x CH Br-CH-OR (2)
2 2 1
R'
CH Br-CH-OR _HBr ) CH =C-OR (3)
2 KOH 2 1
Nesmeyanov, Lutsenko, Vereshchagina (Ref 11) also obtained
a-methyl vinylbutyl ether according to this scheme. The warming-
up rate had a large influence on the reaction. The separation of
HBr improved with slower heating. For the first time they ob-
tained P-bromine-a-ethyl diethyl-ether, a-propylvinyl ethyl ether
and a-isoamyl vinylethyl. ether. The structure was proved. There
are 1 table and 13 references, 7 of which are Soviet.
Card 2/3

Investigations of Vinyl-substituted Ethers. Communication 1. SOV/62-59-9-19/40
Synthesis of a-Substituted Vinyl Ethyl Ethers
ASSOCIATION: Institut organicheskoy khimii im. N. D. Zelinskogo Akademii nauk
SSSR (Institute of Organic Chemistry imeni N. D. Zelinskiy of
the Academy of Sciences, USSR)
SUBMITTED: December 27, 1957
Card 3/3

5(3) SOV162-59-9-z6l4o
AUTHORS: Shostakovskiyf M. P., Chekulayevaj I. A., Kondratlyeva, Lo 70
TITLE: Interaction Between Diacetylene and Amines
PERIODICAL: Izvestiya Akademii nauk SSSR. Otdeleniye khimicheskikh naukq
1959s Nr gs p 1690 (USSR)
ABSTRACT: The authors report an addition of amines and diamines to
diacetylene, by means of which various nitrogen containing
unsaturated compounds were also obtained in good yields without
use of a catalyst. Hitherto, compounds of this kind were mentioned
once only in patent publications (Ref 2), for the synthesis of
which catalysts were applied. Primary amines form
N-alkylcliamino-1,4(-1,3)-butadiene-193 (Yield 80%) with diacet5dene.
Secondary amines form N,N-dialkylamino-l-buten-l-ine-3 (Yield 60%)
with diacetylene. By addition of a second molecule of amine,
these compounds give 1,4-diaminobutadienes. Diacetylenes can also
add diamines, giving compounds of various structures according to
reaction conditions. The structures of these compounds were
Card 1/2

Interaction Between Diacetylene and Amines SOV/62-59-9-36/4o
confirmed by means of hydrolysis, diene synthesis, and
spectroscopy. There are 2 references, 1 of which is Soviet.
ASSOCIATION: Institut organicheskoy khimii im. N.D. Zelinskogo, Akademii nauk
SSSR (Institixte of Organic Chemistry imeni N.D. Zelinskiy of the
Academy of Sciences, USSR)
SUBMITTED: June 6, 19q9
Card 2/2

~_n
: ! ~81
SOV/6_22-59-12-25/41 3
S. S,,,o.--~akovski y, M. F. , Gladyshevskaya, V. A. , Bay' ova., R. I.
V4 s co s
T r F, Ity Constant for Vinyl Ether Polymers
.4,
F F. r DA L TZV~-Sj:iya Akaderriii nauk SSSR. Otdelen-iye Ichimicheskilkh
riai-,,k 1959, Nr 12., op 2204-2207 (USSR)
Si~a,,'Idinc~erls equat-ion 7~P/C = Kmm allows one to determine
-,he vdiscosiry constant only in the molecular weic-ht range
Crom 500 -,--o 50,000. Higb-molecular-weip-ht compounds con-
sis~~inn- of a mixture of polymeric homologs give on frac-
ionation, narro-w' polymer fractions but not individual-
polymers, and this influences the value of K m obtained
equal--ior for polymers above 50,000 molecular
we2gh-. The authors suggested therefore a method for
de',ermining the viscosity of poly(vinyl alkyl ethers)
based on the study of low-molecular (di-, tri-, 'Letramer,
ccrnpounds obtained in the multistep synthesis
previo-usly described (this journal, 1955, p 140; ibid.,
P 3LL,' such as, -1,1,3-triethoxybutane-1,1,3,5-'Uetra-

-cnczan-, for 'linyl Ether Polymers 7yu 8 1
S 0 V/6 2 - 9 - 12 - 2 5 li-I 3
3
'his method allows one to
OJ-oxyheKane, etc,. , etc.
I 1,,,h ~.he most exac 'L relationship between structure,
vlseosiLy, and molecular weight of polymers.
vl-~c.'--ziity and K m .10 of individual compounds and,
f'--)r ~,,),iioavative piu-poses, those of the corresponding
frac-ons, -ere determined and tabulated. T'ne
c, I w ii n ~7 e- r e i n v e s t ia e d : 10% s c 1 u t i --% n s o f 3 -
t~-_iet"~oxybutanej l,l,3,5-tetraethoxyIqexane; 1,1 3,5,7-
pentaet-iioxyoctane; 1,1,3,5,7,9-.~iexae'Lhoxydecaiie;
7
-1.,!.,3,-),,,9,11-heptaethoxydodecane; and 1% solutions
of pc,ly~vinyl ethyl ether' fractions (in acetone,
and CC!),,); 10% solutions of 1,1,3-triisopron-
oxybutane.: '-,1,3,5-~~.ef-i,alsouropoxyiexane;
penlaisopropoxyoctane (in acetone and heptane);
2,1,3,,5-te~-rab,,-..toxyh-xane;
i.)-,3,1~-,7-oeritabt,,toxyocta,,ie; and 1% solutions of poly
butyl ether) (in acetone, heptane, and CC1
j 4)'
J.-. f-__-Ind chat there ,bias no bond formation between
-he investilgattled compounds and solvents,
U
as ~-:_-denced b,-Vr t'-)e time of outfl'ow of t'ne solutions

Constan~ -~'or VinY7 Ether Polymers 77o8i
sov/62-59-12-2r--,/43
which was governed -in 'all cases by a definite rule,
and as evidenced by the coinciding values of the
viscosity constant's for the individual alkoxy compounds
and fractions of a given vinyl alkyl ether. The only
deviation was observed in triethoxybutane (dimer) and
-.etraethoxyhexane (trimer) caused probably by the
influence of the terminal group. The mechanism of
vinyl ether polymerization, and the influence of the
chemical structure of the polymers alkoxy groups on the
viscosity constant K m is discussed. Generally speaking,
the constant increases with
the allcoxy group. There are
I U.S~, I Swiss, 6 Soviet.
F. Fordlyce, H. Hibbert, J.
Absi--acteris Note:
appears in the artiCle also
3 S C I ATII~N- N~ D. Zeli-nsl,.-.iy Institute of
Aca6-emy of Sciences, USSR (Institut
imeni N. D. Zelinskogo Akademii
B M 1` 1 H D: April 15, 1958
increasing radical size of
9 tables; and 8 references,
The U.S. reference is:
Amer. Chem. Soc., 61, 1912
Staudinger's e~uaion
in the form: r = K M.
sp/ , M
Organic Chemistry,
organicheskoy khimii
nauk SSSR)
Card 3/3

5.361o,5.-3,100
77o82
sov/62-59-12-26/43
AUTHORS: Shorygin, P. P., Shkurina, T. N., Shostakovskiy, M. F.,
Sidellkovskaya, F. P., Zelenskaya,
TITLE: Spectroscopic Investigation of N-Vinyllactams and
Anilides
PERIODICAL: Izvestiya Akademii nauk SSSR. 0-1-deleniye khimicheskikh
nauk 195.0, Nr 12, pp 2208-2212 (USSR)
ABSTRACT: Spectra of N-vinyllactams and anilides were studied, and
the mutual influence of groups was investigated. Vinyl-
lactams contain the sy6tem C=C--N-C---O; the examination
of the interaction of atoms and groups can be simplified,
to the first approximation, by considering the effect of
the N-atom on C==C and C=O bonds, as well as the mutual
interaction of the double bonds. Raman and U-V-spectra
of vinylpyrrolidone, vinylpiperidone, vinyleaprolactam,
of various anilides (formanilide, acetanilide, etc.),
and of simpler molecules containing an N-atom and a
carbonyl group (pyrrolidone, N-butylpyrrolidone,
Card 1/3 caprolactam, dimethylacetamide were taken. Spectrograph