SCIENTIFIC ABSTRACT KOMAROV, N.V. - KOMAROV, N.V.
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91
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December 31, 1967
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SCIENTIFIC ABSTRACT
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AUTHORS: Shikhiyov, 1. A., Shostakovskiy, "J. F., 50V/79-29-5-31/75
Xomarov, N. V. Aslanovf I. A.
TITLE: Investigations in the Field of Synthesis and Transformations
of Unsaturated Organo-Sermaniun Compounds (lealedavaniya v
obbastf: sintoza i preIvrashcheniy nopreJelInykh
gormariyorganicheskikh soyedineniy). I. Synthesis of '-,Tono-,
'Di-ji~nd Trisubstituted Tertiary r-Germanium Acetylene
Alcohrils odnq-p~.,_ vukh- i trekhatomnyl-.h tretichnykh
d
7-gormaniyatse,ti 1enovykh--siiAov)
PE-21IODICAL: Zhurnal obshchey khimii, 1959, Vol 29, Nr 5,
PP 1549-1551 (USSR)
ABSTRACT: In a previous paper (11srX 1) the reaction of di-magnesium-
dibromoeimethyl-ethinyl ca=binol (Iotsi4.,h Reagent) vrith
various alkyl-(aryl)-chlt,,z-o-.,i'-,in~3s was investigated. In
order to explain further the reaction process with this
reagent, its influence ~;::)on ri~)thyl-, 01,methyl-, Pnd trinethyl
M brojAidba - was inves
germaniu -Hguted. The reaction vias found
to proceed with the .formation of tertiary 7~-germanfumr
containing acetylene alcohols ,~ccordinT- to the following
Cr,rd 11/3 scheme:
Inventigationa in the Field of Synthesis an.-'.
7,0V/79-29-5-71/75
Tran3fqrriations of Unsaturated Organo-germanitri Comnounia. I.
Synthesis of
.'mono-, Di-, and Trinubatituted Tortiary ~,.cntyleivi
Al".olicIR
(CH. CeTr
'-C 3
(CH 3 300c: 4011(1111 3)2
--)CH-Gn- C=C-CO"':(CII3
2] 3
2 CH7CO) 0
2
C!I e[C=C.-OH(C!
3)20 -3)2
] 2
3 2
The occurrancoof hydroxyl groups was canflrm,7d by %catic
acid.derivative of bis-(~--,iethyi-butin-3-01:2)-di;rei..huv'l'
germanium. Further reactions of organo-Sermanium aico'iols
and their derivatives will.be described in later papers. The
experimental part presents the physical data -of the initial
substances, the details of the synthesis, and'the analysis
of the compounds obtained. The authors prepared: (2-mothyl-
butin-3-ol-2)-4-trimethyl germanium, bi s- (2-n ethyl -bu tin
-3 -01-2)-
~t-dimethyl germanium, tri-(2-methyl-butin-3-ol-2)-4-methyl
Card 2/3 germanium, and
bis-(2-methyl-butine-3-acetoxy-2)-4-direthyI
Investigations in the Field of Synthesis and SOV/79-29-5-31/75
Tranof orm.~t ions of Unsaturated Organo -germanium Compounds.
I. Siyrthe~')is of
,~'iono-j Di-, and Trisubstituted Tertiary r-Gerri-tanium
Acetylene Alcohols
germanium. There are 3 Soviet references.
SUX-11TTED: November 25, 1957
Card 3/3
PHASE I BOOK EXPLOITATION SOV/4989
Shikhiyev, Ibragim.Abasovich, Professor, Doctor of Chemical Sciences,
Mikhail Fedorovich Shostakovskiy, Professor, Doctor of Chemical
Sciences, Nikolay Vasillyevich Komarov, Candidate of Chemical
Sciences
Novyye, lcislorodsoderzhashchiye kremneorganicheskiye soyedineniyya
(New Oxygen-Containing Silicon Organic Compounds) Baku,
Azerneftneshr, 1960. 190 p. Errata slip inserted. 1,000 copies
printed.
Ed. (Title page):'- _Yu. G.~'Mamedaliyev, Academician of
the-Academy,of
Sciences Azerbaydzhan%t!qa SSR, Professor; Ed. of Publishing House:
A. Shteyngel
PURPOSE: This book is intended for persons working with organosilicon
compounds, and for students, in schools of higher education.
COVERAaE: The book deals with~the Aemistry of organosili-lon com-,
pounds, Including their synthesIs*and conversion. It describes
the use.of organosilicon compounds In the manufacture of heat-
resistant and electric insulating materials, anticorrosive
C?_
1_.Pii-6d"u-,6ti`6h- a-alkyl (arj1_)' chlorosilanes 4
A. Organometallic synthesis of saturated alkyl (aryl)
chlorosilanes COntaining chlorine' directly at the
silicon atom 4
Car
SHOSTAKOWKIY, M.F.; SHURIM, I.A.; KOMAROVj N.V.
A.E. Favorskii; an the centennial of his birth. Azerb.khim.
zhur. no.2:69-73 160. (14IRA 11+: 8)
(Favorskil, Aleksei, Efgrafmtch, 1860-1945)
0)000
3/0,62/60/000/007/016/017/XX
00
AUTHORS: omarov2 N, V., and Sh2o-akovskiy, 11~ F-
K -- - L~
TITLE: Synthesis of Primary- icon Acetylene Alcohols
PERIODICAL: Izvestiya Akademii nauk SSSR. Otdelenjye khimicheskikh
nauk, 19609 No. ~79~ pp.,. 1,3010
or
TEXT: The-authors __ studled -the, synthesis of- acetylane alcohols
containing silicon or CaMani~MA(Refs~ '1 3) . In this paper, they
report on the synthesis of primary r-organo silicon acetylene alcohols.
The reaction proceeded according to the following equation:
R3SiCl + BrMgC_=C-CH2 OMgBr R3SiCEC-CH 2OH; (R- alkyl or aryl).
The struc:ture of the alcohols was conf -irmed by hydrogenation or
acetalization. The authors describe: 1) The syrithAsis of 3-trimethyl
silyl propin- 2-ol-l (A); (CH in the water bath by means
3)3S'C=C-CH20H
of ethyl magnesium bromide in etheric solution, dropwise addition of
propargyl alcohol and, finally, addition of CuC12 and trimethyl shloro
Card
85666
Synthesis Of Primary f-Organo
Silicon Acetylene Alcohols S/062/60/OoO/007/016/017/XX
B004/BO64
sila,e_ After cooling down the reaction mixture is dilute Id with ether,
5% HCI is added, and the compound extracted with otherl
40,2%- 3-triethyl
Propin SilYl propin-2-61-1 and dimethyl pheny the Yield is
-2-o-1,1 were synthesized in the same way, 2) The synthesis of
3-trimethyl silYl Propine-2-butYl aoetal I sily,
CH3 -dCOC 4H9
originate -OCH 2CECSi(CH 3)3
d from a mixture of vinyl butyl ether and
I drop of concentrated HCJ was added. Then the substance was heated to
79M Vacuum distillati Compound A to which
on is carried Out after neutralization with
anhydrous Potash; the Yield is 71%- 3) 3-trimethyl si
whose Physical data are in agreement with the published ones,
obtained from A by hydrog lyl propanol-1,
nickel catalyst, There ar -nation in eth was
e I ano"O solution on the Raney
table and 5 Soviet references,
Card 2/3
Synthesis of Primary ~-Organc
Silicon Acetylene Alcohols
85666
3/062/60/000/007/016/017/XX
B004/BO64
ASSOCIATION: Irkutskiy institut organicheskoy khimii,
Vostochno-Sibirskiy filial Sibirskogo otdeleniya
Akademii nauk SSSR
(Irkutsk Institute of Organic Chemistry,
Eastern Siberian branch of the Siberian 15ep--ar-Ym-e
of the Academy of Sciences USSR
SU13MITTED: December 15, '1959
Card 3/3
12517
S/062/61/000/004/006/008
-S700 2-209 B118/B208
AUTHORS Shostakovskiy, M. F., Kuznetsova, V. P.t and
Igonina, I. I.
TITLEt Study in the field of synthesis and conversions of unsaturated
organosiliaon compounds. 1. Esterification of primary and
tertiary rsilicon-containing acetylene alcohols by adipic
acid
PERIODICAL: Izvestiya Akademii nauk SSSR. Otdeleniye khimicheskikh
nauk,
no. 4, 19~1, 699-703
TEXTs The authors'studied the esterification of primary and tertiary
?'-silicon-containing acetylene Alcohols with adipia acid. This
esterifica-
tion was accomplished by direct reaction of the alcohols with adipic
acid,
and by reaction of these alcohols, or their magnesium derivatives,
with
adipic acid chloride. The esterification of the primazy
T'-silicon-con-
taining acetylene alcohols with adipic acid without catalysts takes
place
either to form the acid adipicester:
Sic-C-CH IR COOH, where
R
3 2 OH + HOOC(GH2)4C OOH )Y'G~C-(' 20OC(CH2)4
Card 1/4
22517
S/062/61/000/004/006/008
Study in the field... B118/B208
R - CH 3' C2H 5P and C6H5or to form the neutral adipic ester:
2R3 SiC-C-CH2OH + HOOC(CH 2)4 COOH---)-R3sic -C-CH 2OOC(CH 2)4
COOCH2C~-OiR 30
where R - CH3 and C 6H52 depending on the conditions and the
quantitative
ratio of the components. This method is, however, not applicable
to the
esterification of tertiaryr-silicon-oontaining acetylene
alcohols, since
the reaction of these alcohols with adipic acid, with or without
acid
catalysts (such as boric acid etc.) gives rise to dehydration of
the
initial alcohols with formation of the corresponding silicon
vinyl
acetylene hydrocarbonst
CH
1 3
R 3S ic R3Sic-~C---C-CH2 + H20, where R - CH3 and C2H5' Also
I
CH3 AH3
the esterification of tertiary r-silicon-containing acetylene
alcohols by
their reaction with adipic acid chloride in the presence of
pyridine as
well as the ester interchange of these alcohols with dimethyl
adipate
under the action of sodium ethylate were unsuccessful. The
synthesis of
Card 2/4
22517
3/062/61/0-v0/004/006/008
Study in the field... B118/B208
acid and neutral esters of tertiary ~--Silicon-containing acetylene
U
alcohols was accomplished by reaction of magnesium alcoholates V,.4th
aaipic
acid chloride
P"SiC-=(--(-L)ivIgBr+CIOC (CH.),COCI
CH,
CH~ CH3
RjSiC-=C-COOC(CHj)tCOCI RsSiC=-C-CUU;,(,-rj,).,COOH
CH, CH,
Card 3/4
22;qp7
S/06'>/61/000/004/000"/COB
J tudy in the f iold. B118/B208
CH3, CH,
2P,,SiC=-C-COL%igBr+CIOC(CH-1),COCI R,,S!C=C-COOC(CH.:)ICOOC-C=-CSIP,3,
-CH3 Ui3
R=CFI,. C.A.
There are 7 Soviet'-bloc references.
ASSOCIP.TION: irkutskiy institut orranichesko.y :.himii Sibirskogo
o+.deleniya AN SSSH (Irkutsk Institute of Organic Chemistry'
of the Siberian Brancli of the Acr~d,~-,.y of Sciences USSR)
lib- ~11IT A' ED: December 1950,
Card 4/4
S/062/61/000/004/007/006
00 2-2.09 B118/B206
AUTHORS:~ Shostakovskiy, M. F., Kaliberdo, L. M., and K;marov, N. V.
TITLE: Studies in the field of synthesis and conversions of un-
saturated organosilicon compounds. 2. Cyanoethylation of
tertiary T-silicon-containing acetylene alcohols
PERIODICAL: Izvestiya Akademii nauk SSSR. Otdeleniye khimicheskikh
nauk,
no. 4, 19611,J03-705
TEXT: Cyanoethylation of secondary and tertiary silicon-containing
alcohols has as yet not been described, unlike that of the primary
ones.
Thare are also no data available on the reaction of acrylonitrile
with
silicon-containing acetylene alcohols, in spite of the considerable
importance of the cyanoethylation of acetylene alcohols and glycols.
The
authors therefore studied.the cyanoethylation of tertiary
r-silicon-con-
taining acetylene alcoholst
Card 1/3
22W
5/062/61/000/004/007/008
Studies in the field... B118/B208
CH3 CH3
R Sic_C_~--OH + CH ~CH-CN-.tR CH CN, where R - CH and
6 CH
3
C2H5. This cyanoethylation of acetylene alcohols was carried out
under the
action of a 40% aqueous caustic potash solution and also of sodium
methylate. The catalytic effect of caustic potash solution gave no
P-cyanoethyl ethers. The application of sodium methylate permitted
the
synthesis of A-oyanoethyl ethers of the silicon-containing
acetylene
alcohols used (50-60% yields). The reaction is exothermic, Better
yields
are obtained by using benzene as the solvent. The reaction of the
P-cyanoethyl ether of 4-trimethyl-silyl-2-methyl butyn-3-ol-2 with
ethyl
magnesium bromide gave, like several analogous cases, the
corresponding
silicon acetylene ketone according to the equation
CH3 CH3
(CH 3)3 SiCMffC__~__~CH2CH2CN + C2H5
MgBr---.~(CH3)3SiC-_C__~__OCH2CH2CC2H 5'. The
1 0
Qji3 3 0
Card 2/3
2 25116
S/062/61/000/004/007/008
Studies in the field... B118/B208
presence of a oarbonyl group in this compound was confirmed by the
forma-
tion of 2,4-dinitro-phenyl hydrazone. In addition to the formation
of the
organosilicon ketone according to this equation also a cleavage of
the
P-cyanoethyl ether takes place to give
4-trimethyl-silyl-2-methyl-butyn-
3-ol-2. Other conversions of the P-cyanoethyl ethers of tertiary
'r-silicon-containing acetylene alcohols will be described in the
following
report. There are 8 references; 4 Soviet-bloc and 4 non-Soviet-bloc.
The two references to English-language publications read as follows:
R. Cookson, F. Mann, J. Chem. Soc. 618 (1947), 67 ~1949~; S.
Nozakura,
S. Konotsune, Bull. Chim. Soo. Japan 29, 322, 326 1956 .
ASSOCIATIONs Institut khimii Vostochno-Sibirskogo filiala Sibirskogo
otdeleniya AN SSSR (Institute of Chemistry of the Eastern
Siberian Branch of the Siberian Department, Academy of
.Sciences USSR)
SUBMITTED; December 15, 1959
Card 3/3
21
S/07 61Y0"31/007/003/008
D229YD3O5
AUTHORS-. _Koi4ar_Q_x#_XA-v Shostakovskiy# M-F-o and Astaflyevat
L-19,
TITLE: Interaction of y-silicon acetylenic alcohols with
thionyl chloride
PERIODICAL.- Zhurnal-obshchey-khimii,-vo 31, no. 7,, 19619
2102::
TEXT; This is a report on the syntheses and properties of new Si-
lico-organic compounds. The present work is a continuation of an
earlier investigation concerning the syntheses and substitution
reactions of numerous acetylenic alcohols containing inorganic
elements. It was found in this work that y-silicon acetylenic al-
cohols reacted with thionyl chloride to form corresponding chlori-
des:
R 3 sic a - CH 2OH + B001 2 ---,* R3Sic C - CH201 + HC1 + SO 29
Card 1/4
R = CH 30 C2H5P C6H5*
Thus, new compounds were synthesized: 3-chloropropyne-1 - trimethyl-
silane, 3-chloropropyme-l-triethylailane and 3-chloropropyne-l-
dimethylphenylsilane. The reactivity of the above chlorides was
studied by the following reaction:
(CH3 )3SiC a 0 CH2CHOHCH 3+ CH 2 = CHOC 4H9-4 CH 3 - CH(OC4 H9)
OOHCH 0 CSi(CH
1 2 3 3*
CH3
named (4-trimethylailyl-l-methyl-butyne-3) - butylacetal. The syn-
thesis of (CH3)3 SiC C-OHjClj designated 3-chloropropyne-l-,trime-
thylsilane is the ~O descri ad aracteristics of the product are:
b.P. 500/17 mm, rLB 1.4546, ~00.92959 MR 42.87; cale. 42-77 'LAb-
4 D
stractorb notet MR D not de Ifined]. Found percent% Si 18-849 06H 11
Si
C1. Calculated percent: Si 19-14. The synthesis of (C2H 5)3 S'C a-
Card 2/4
24h2l
S/07 61/031/007/003/008
:Interaction of Y-silicon ... D229YI)305
CH201, named 3-chloropropyy~e-l-triethyleilanet was analogous to
that of 3-chloropropyne-l-trimethylsilane. Quantities used: 8.92
gr.
of thionyl chloridet lgr. of pyridi4ne, 9.51 gr. of
3-triethylsilyl-
propyne-2-ol-1 (b.p. 109-1100/6 mm, n20 1-4670v d20 0.8932)0 The
D 4
yield was 8.95 gr. (95 %). Characteristics of products b.p. 720/6
n2o 1.4698, d 20 0.9262, IM 57.03: calculated 56.66. Found per-
D 4 D
cent: Si 15-16. Q 9H17 SiCl. Calculated percent Si 14.64.
Synthesis
of (CH 3)2 - sic C-CH C1 named
3-chloropropyne-l-dimethylph~!Wlsila-
2
C6H5
ne was analogous to that of 3-chloropropyne-l-trimethylsilane.
Characteristics of product: b.p. 1180/6 mm, n 20 1.53459 MR 62-39;
D C
calculated 62.44. Found percent: Si 13-54. CilH 13 SiCl.
Calculated
percent: Si 13.42. The vuthors then describe the synthesis of
5-tri-
Card 3/4
S/107 61N111/007,/003/008
Interaction of y-Bilicon D229YD305
methylsilypentyne-4-0112. The yield was 3.5 gr. (16.4 %). The
cha-
racteristics of the product: b.p. 95-97('/2 mm, n20 1.47489 d20
D 4
0.9101. Found MR 46.46: calculated 48-74. Found percent: Si 17-90
C8Hl6OSi. Calculated percent Si 17-9. Finally the synthesis of 4-
trimethylsilyl-l-methylbutyne-3/butylacetyl is examined. The
yield
was 4.68 gr. (97.5 %). Characteristics of the product: b.p. 1530/
3 mmv n20 1.4655, d20 0.8925t MR 2 79.12; calculated 78-51. Found
D 4 D
percent: Si 11.52. 014 H26 02Si. Calculated percent: Si 11.00.
There
are 2 Soviet-bloc references.
ASSOCIATION: Irkutakiy institut organicheskoy khimii Sibirskogo
ot-
delenlya akademi! nauk SSSR (Irkutsk Institute of Or-
ganic Chemistry, Siberian Division, Academy of Scien-
ces USSR),
SUBMITTED: July 279 1960
Card 4/4
SHOSTAKOVSKIYO M.F.k K~HABIXA, A.V.; RnRVS-t4Y..---
Synthesis and transformations of vinyl aryl ethers. Report
Ho.l: Synthesis-and properties of.vinyl other of p-see-propylphenol.
Izv. Fiz.-khim. naucho-isal. inst. Irk. un. 5 no.1:215-224 161.
(MIRA 16:8)
(Ethers) (Phenol)
25365
S/079/61/031/008/003/009
DO D215/D304
AUTHORS: Shostakovskiy, M.F., Kuznetsova, V.P.s and Komarov, N.V.
TITLE': Study of synthesis and transformations of unsaturated,!
organo-silicon compounds: interaction of K -silicon-
-acetylene chlorides with sodium-acetoacetic and sodium-
-malonie eaters
PERIODICAL: Zhurnal obahchey khimii, 1961, v. 31, no. 8, 2504-2507
TEXT: This paper studies reactions of le-Si-acetylene chlorides of
the
propargyl type with Na acetogteetic and Na malonic esters and the
prospects
of obtaining Si-acetylene carbonyl compounds from these reactions.
The
reaction is smooth and the yield of keto-esters reaches 40-50%:
R 3SiC~ffC-CH2Cl + CH3COCHNaCOOC2H5 -R is CH3C2H5 or C6 H5
t
R3 SiC.=_C-CH2_~H-COOC2H5 + NaCl
Card 1/3 OCH3
25365
S/079/61/031/008/003/009
Study of synthesisee. D215/D304
A Si-acetylene acid was obtained by the following reaction
(C2H5)3sic C -CH2Cl + NaCR(COOC 2HS)2
(C2H5)3 SiC=-JH2CH(COOC 2H5)2
I+H20
(C2H5)3SMftC-CHj-:E'CH2-COOH + C02 + 2C 2H50H The preaene e of the
carboxyl group in the prcduct of this reaction was established by
reaction.
with vinylbutyl ester forming 4H9
CH -C
\00CCH2CH2C Csi(C 2H5 3
Card 2/3
Study of synthesis...
25365
.;~079/61/031/008/003/009
D215/D304
The acylal formed hydrolyzes to form the original
Si-acetylene acid
together with butyl alcohol and acetaldehyde. The stages
in which the
original Si-acetylebe keto-ester is converted into the
acid are two, ,
i.e. formation of a Si-acetylene keto.-acid which then
breaks down with
fission of the Si=-C bond* Synthesis of the following new
compounds is
describedi
6-trimethylsilyl-3-carbetaxyhexene-5-on-2,6-trisethylailyi
-
-3-carbetoxyhexene-5-on-2;6-dimethylphenylsilyl-3-carbetox
yhexene-
-5-on-2,6-triethylsilyl-3-carboxyhexene,5-on-2,4-tr4~ethyl
silyl-l-
-carboxybutene-3, 1-butoxyethyl ester
(4-triethylsilyl-l-carboxybute,,ie-3).
There are 3 Soviet-bloc references.
ASSOCIATION: Irkutakiy institut organicheskoy khimii
Sibirskogo
otdeleniya akademiy nauk SSSR (Irkutsk Inztitute of
Organic Chemistry$ Siberian Division, Academy of Sciences,
USSR)
SUBMITTED: July 25. 1960
Card.3/3
88407
y-Silicon-containing Acetylene Alcohols B016YB075
and 2) with vinyl ethers. To I)% Substitution of hydroxyl by a
chlorine
atom proceeds under relatively mild conditions and results in
the
corresponding siliconaoetylene chlorides. The Bi-G bond is not
ruptured.
R3Sic-M C -CHOR02H5 + Socl~~R 3sic N C - CHClC2H5 + S02 + HC1,
where
R = CH3and C,H 5* To 2): Reaction with vinyl ethers proceeds
easily and
leads to the corresponding aoetals: Oc H
4 9
R3Sic ~ C - cHOHC2H5+ CH2 ' CHOC4H9 ---)~CR 3 - CH
"~-IOCH - C ~CSiR 3
C H,
2 .)
where R - CH3and C2H 5* The following compounds were synthesized
according to (1): 5-trimethyl-silyl-pentin-4-01-3,
5-triethyl-ailyl-
pentin-4-01-3, 3-chloro 5-trimethyl-silyl-pentine-41 and
3-chloro
5-triethyl-ailyl-pentine-4; reaction 2 led to:
butyl-(3-trimethyl-silyl-
Card 2/3
S/02 61/136/004/016/026
B016YB075
AUTHORS: Shostakovskir, M. F., Corresponding Member AS USSR,
Komarov,
N. V.9 and Pukhnarevich, V. B.
TITLE: Synthesis and Some Conversions of Secondary y-Silicon-
containing Acetylene Alcohols
PERIODICAL: Doklady Akademii nauk SSSR, 1961, Vol. 136, No. 4,
pp. 846-848
TEXT; Proceeding from the reaction of chlorosilanes with
dimagnesium
bromine derivatives of secondary acetylene alcohols the authors
elaborated
a synthesis method of secondary y-silioon-containing acetylene
alcohols:
R3SiCl + RICH - C m CMgBr ---*R3 SiG i-- C - CHOH -Rt, where R
and Rf
I
OMgBr
denote GH 3' c2H 5' and other organic radicals. Furthermore,
the reaction
of the synthesized alcohols has been studied 1) with thionyl
chloride
Card 1/3
k
ME ft M U
-
88407
Synthesis and Some Conversions of Secondary S/02
611136100410161026
681407
Synthesis and Some Conversions o-f Secondary S/020/61/136/004/016/026
y-Silicon-containing Acetylene Aljohols B016/B075
1-eth,yl-propine-2)-aoetal and butyl-(3-triethyl-silyl-l-ethyl-propine-2)-
acetal. There are 3 Soviet references.
ASSOCIATION: Irkutskiy inatitut organicheskoy khimii Sibirskogo
otdeleniya Akademii nauk SSSR (Irkutsk Institute of Organic
Chemistry of the Siberian Branch, Academy of Sciences USSR)
SUBMITTED: October 12f 1960
Card 3/3
SHOSTAWifSKIY, M.F.; KOMAROV MOSHIN, Yu.V.
Synthesis. and some transfo.rmations of silanols in the vinylacetylene
Iseries.-DoU. All SSSR 139 no-4:913-915 Ag 161. (MIRA 14:7)
1. Irkutakiy.institut organicheskoy khimii Sibirekogo otdeleniya
AN SSSR. 2. Chlen-korrespondent AV SSSR (for Shostakovskiy).
(Silanol)
S/062/62/000/003/013/014
AUTHORS: Shostakovskiy, 1.1. F., Komarov, N. V., Kuznetsova, V. P.,
and Igonina, I.
TITLE: Investigations into oynthesis and conversions of unsaturated
organosilicoh compounds. Communication 3- Interaction of
tertiary e7silicon acetylene alcohols with concentrated
hydrochloric acid and thionyl chloride
PERIODICAL: Akademiya nauk SSSR. Izvestiya. Otdeleniye khimicheskikh
nauk, no. 3, 19.62 , 510-512
TEXT: The reaction of tertiary Y-silicon acetylene alcohols with
concentrated hydrochloric acid and thionyl-chloride showed that th~, low
homologs of tertiary y7silicon acetylene compounds react easily and
almost quantitatively with concentrated hydrochloric acid:
Cff2 Cus
RIM C
Rzsic=c- -OH42HCI- C1 + H%O,
where 'R CHs ir. Cs11
Card. -1/3
S106 621000100310131014
IOYB101
Investigations into synthesis Iand... B1
where R, RI and R" are organic radicals. This method produces a
70 ';'o yield. Tertiary f-silicon acetylene chlorides are
colorless,
easily movable liquids of specific odor, soluble in organic
solvents and
insoluble in water. The following compounds were synthesized from
the
corresponding alcohols:
4-trimethyl-sl~lyl-2-methyl-2-chlorobutyne-3,
b-490C (14 mrq Hg), n 20 1.4415, d20 0.8774;
5-trimethyl-silyl-3-methyl-3-
D 4 20 20
chloropentyne-4, b.61-620C (8 mm Hg), nD 1.4602, d 4 0.9062, and
4-triethyl-s'L~,yl-2-methyl-2-chlorobutyne-3, b.101-1020C.(16 mm
Eg),
n20 1,4525, d20 0.8861.
D 4
ASSOCIATION: Irkutskiy institut organicheskoy khimii Sibirskogo
otdeleniya Akademii nauk SSSR (Irkutsk Institute of Organic,
Chemistry of the Siberian Department of the Academy of
Sciences USSR)
SUBMITTED: October 24, 1961
Card 3/3
$106 62/000/003/014/014
B110YB101
AUTHORS: Shostakovskiy, M. F., Ko nrav Xuziletsova, V. P.,
Igonina, 1. 1., and Semenova, V. V.
TITLE: Investigatioqs into synthesis and conversions of unsaturated
organoailicon compounds. Commun 'ication 4. Synthesis and
some conversions of organosilicon diaoetylene alcohols with
isolated ternary bonds
PERIODICAL: Akademiya nauk SSSR. izvestiya. Otdeleniye khimicheskikh
nauk, no- 3, 1962, 512-515
TEXT: The reaction of tertiary Y-silicon acetylene chlorides with
magnesium derivatives of primary, secondary and tertiary acetylene
alcohols
was studied:
CHS CHS R.
~_MgBr~lls'SICS CC - C C'- 011,
Ilssica C-,CI+BrNtg 0C
oil-
Card 1/5
S/062/62/000/003/014/014
Inves~ieations into synthesis and ... B110/B101
where R and R' are similar or dissimilar organic radicals', R11 and R111
or organic radicals. The reaction proceeds easily und-:ar formation of
organosilicon diacetylene compounds with isolated ternary.bonds. The
behavior of this new'class of organosilicon compounds was tested with
re.-ard to acetal formation, dehydration and exchange of h;ydroxyl for
halogen. Organosilicon diacetylene alcohols w1 *th vinyl butyl.ether
produced organosilicon diacetylene acetals, not yet described:
C C_ C-0ff+Cff2=Cff0CLII9 CHS- CIL
'\0C_C=_C-C_C=_ MRS,
R,
.,.,here R and R) 'are similar and dissimilar organic radicals; R"~ and
Rill
or organic radicals. Primary alcohols react without catalyst under
heating, secondary ones without catalyst during heating, and tertiary
ones
require concentrated hydrochloric acid as catalyst. Tertiary silicon
acetylene alcohols are dehydrated by the action of KHSO
4
Card 2/5
S10621621000100310141014
investilt-citions into synthesis and... Bilo/B101
C Ila Cf13 CHI
-C B.SIC C - -,C C - C CHI + HIO,
113S!C~- -C C=-C-~-00-
A 8113 H,
where
A CH3; R CHI C611l,
The dehydration of secondary alcohols is not *Dossible in this v;ay.
h e n
treated with concentrated hydrochloric acid or'thionyl chloride,
tertiary
alcohols exchange hydroxyl for chlorine:
r CH' CH, R'
11cl,
R3SiC MC-~ G C- C OH - R'Sic=C-~-C=C-~-Q
HJIUSOGIS
no rupture taking place at the Si-C bond conjugated to the triple
bond.
The following compounds were oynthesized;
6-trimetyhl-silyl-4,4-dimethyl-'
20
98-990C (2 mm Hg), n 1-4736, d20
hexadiin-2,5-01-1, b. 0 D 4 0-8973;
7-tr.-'L-inethyl-silYl-5,5-dimethyl-heptadiin-3,6-ol-2, b.1160C (12
mm Rg),
Card-3/5
Investigations into synthesis and...
S/062/62/000/003/()14/014
Bllo/Blol
n20 1.4675, d 20 0-8930;
7-trimethyl-silyl-2,5,5-trimethyl-heD't-adiin-3,6-ol--2,
D 4
0
b.102 C (7 mm Hg),,
M.41-420C~-7-trime'thyl-silyl-2,5-4iimethyl-5-ethyl-
20 20
heptadiin-3,6-ol-2, b. 1050C (6 mm Hg), nD 1-4697~ d 4 0.8867;
6-trimethyl-silyl-4,4-dimethyl-hexadiin-2,5-butylac6tal, b.133-1340C
20 20
(5 mm Hg), n 1.4590, d 0.8993; 6-tzimethyl-silyl-1,4,4-trimethyl-
D 4 Oc 20 20
hexadiin-2,5-butylacetall b.121-122 (2 mm Hg), nD 1.44651 d4 0.80'70;
0-trimethyl-silyl-1,1,4,4-tetramethyl-hexadiin-2,5-buty-Lacetal,
20 20
b.134-1350C (9 mm Hg), n 1.4439, d 0.8523; 6-trimethyl-silyl-
D 4
1,1,4-trimethyl-4-ethylhexadiin-2,5-butylacetal, b.122-1~30C (2 mm
Hg),
n20 1.4502, d20 0.8766; 7-trimethyl-ailyl-2t5,5-trimetliyl-heptadiin-
D 4
316-one-1, b.90-9100 (7 mm lie), Z1120 1-46581 d20 0.8187;
7-trimethyl-
D 4
silyl-2,5-dimethyl-5-ethyl-heptadiin-3,6-ene-1, b.89-900C (6 irm Hg),
20 20
n 1.4732, d 0.8754; 7-trimethyl-silyl-2-chloro-2,5,5-trimethyl-
D , 4
Card 4/5
S/062/62/000/003/014/014
Investigations into synthesis and... BIJO/BlOl
20 20
heptadiin-3,6, b.78-790C (3 mmlg), n 1-4605, d 0-9044, and
D 4
7-trimethyl-silyl-2-chloro-2,5-dimethyl-5-ethylheptadiin-3,6, b.93-940C,
n20 1.4666, d 20 0.8982.
D 4
ASSOCIATION: Irkutskiy institut organicheskoy khimii Sibirskogo
otdeleniya Akademii nauk SSSR f%Irkutsk Institute of Organic
Chemistry of the Siberian Branch of the Academy of
Sciences USSR)
SUBMITTED: October 24, 1961
Card 5/5,.
33935
S/079/62/032/001/013/016
D204/D302
AUTHORS.- Shostakovskiyq M.F.9 and Komarovq N.V.
TITLE; The.interaction of polyorganosiloxanes with Iositch
~reagents
PERIODICAL: Zhurnal obahchey khimii,.V. 32, no. 19 19629 320-321
-TEXT.- A study of the interaction of polyorganosiloxanes with Io-
sitch reagents (Abstractor's note: Name transliterated], leading to
the formation.of acetylenic silanolsq e.g.
(R --.-SiO) + BrMgC CH HC CSiR OH
2~ x 2
(R2SiO)x + BrMgC CMgBr HOR 2 sic MR20H
(R Sio) +.BrMgC C - RI --~ RIC CSiR OH
2 x 11 2
where R, RI are organic radicals and x is a whole number. The com-
pounds dimethyl ethyn.~rl silanolp' 112-bis (dimethyl hydroxy silyl)
acetylenep I (3-methyl-butyn-1--01-3)-dimethy1 silanol and diethyl vi-
Card 1/2
40732
S/062/62/000/069/009/Oog
B119/B186
AUUORS: Komarov, If V. ,and Semenova, 11. V.
TITLE: Synthesis of organosilicon diacetylene alcohols with con-
jugate, triple bonds
PERIODICAL: Akademiya. nauk SSSR~ Izvest.iya. Otdeleniye khimicheskikh
nauk, no. 9, 1962,
TEXT: 6-trimethyl silyl-2-methyl hexadi-in-.3,5-01-2 (I) was synthes'ized
from 2-methyl hexadiin-3,5-01-2 (II) and trimethil chlorosilane.. Also
6-dimethyl ethyl silyl-2-methyl hex ,adlin-30-ol ,-2: (IN) was
s:~nthesize(l
silane.. Both ~these reactions;
from II and dimethyl ethyl chloro
Gorresporrlto the scheme!
R1 R1
R SiCl + Brbfgc~_C- C SEHO OMgRr R sic_~C_C ESCIOH
3 3
Yiel .ds -were 68 ',', of I, and 56.5 of III. I is 'white,
silky-crystalline,
odorless (after storing it takes a moldy odor) well soluble in organic
solvents, insoluble in water; malting point boiling point 850C (at
Card 1/2
4-
14-5
011, W_
S/06 62/000/009/009/000
Synthesis of organooilicon .... BI I qYB1 86
3 mm Hg). Properties of II~6 melting point 38 0C, bbiling point 1100C
(At 4 mr., It;) 20 1-4900, d 0-8874-
4
ASSOCIATIONs Irkutskiy institut organicheskoy khimii Sibirskogo
otdeleniya All 3SGR (Irkutsk Institute of Organic Chemistry
of the Siberian Department AS USSR)
SUBMITTED: April_ 13, 1962
Card 2/2
SHOSTAMVSUXi M.P.; KOKMV, N.V.,- MISYUNAS,, V.4~,
Reaction of otannole-with the GrAgnard reageqt... Izv.
AN
Sm OSAWmauk n9.2:368 - F 062* (mm .45-,12Y,
I& Irkutskiy I"titut organichaskeT.,kW-11 Sibirskoga
otdolenlym
AN SSSR.
Tin organic compounft)
ignard reagmts)
M
SHOSTAKOVSKIYO M.F*;_KOMAROV NjV.- KUMUNA, V.P.; IGGONVIA, I.I.
.Synthesis and transformations of unsaturated organosilicon
compounds, Report Noj: Interaction of tertiary
conacetylenic alcohols with concentrated hydrochloric acid
and thionyl chloride. Izv.All SSSR.Otd.khim.nauk no-3:510-
512 Mr 162, (NIRA 150)
1. Irkutskiy institut organicheskoy khimii Sibirskogo otdeleni~ra
AN SSSR.
(Silicon organic compounds) (Hydrochloric acid)
(Thion7l chloride)
N.V.; PUKHMAREVICH; V.B.; SKLYAN VA,, A.M.
SHOSTLAKOVSKIY, M.F.;_~O~ROV 1 0
Synthesis and transformations of unsaturated organosilicon com-
pounds. Report No.5-1 Synthesis and some transformations of
/+-trimethylsilyl- and 4-triethylsi3jl-3-butyu-2-ols. Izv.#X
SSSR.Otd.khim.nauk uo.6:1019-1024 162. (KRA 1518)
1. Irkutakiy institut organicheskoy khimii Sibirskogo otdeleniya
Akademil, nauk SSSR.
(Silicon organic compounds) (Unsaturated compounds)
SHOSTAKOVSKIY, M.F.; KOMAROV N V.; KUVIETSOVA, V.P.; IGONINA, I.I.;
SEMNOVA,, KT.
Synthesis and transformations of unsaturated organosiLicon
compounds, Report NO-41 Synthesis and gone transformations
havi
of organosilicon diacetylenic alcohols h ng isolated triple
-AN S& o.3:512-515 Vw 162.
bonds. Izv, 9R.Otd.khim.nauk fi
1. Irkutskiy institut organicheskoy Ichiraii Sibirskogo otdoloniya
AN SSSR.
(Silicon organic compounds) (Unsaturated compounds)
OVp N. V.- VIASOVAI H. H.
Simthenis and transformations of unsaturated organcaUtcon
compound . Report Noj 6-- Synthesis and come
transformations
of organosilicon acetylenie marcaptans. Izv. AN SSSR Otd.
khIm. muk no.1-190-96 163. (K(.'RA 16:1)
1. lerutakiy inatitut organicheakoy khimii,A11 SSSR.
Silicon organic compounds)
etylene compounds)
M
-itildie'l the roac::,rz,~;
r,g
'711 fie
v 11 v!
~k P4 A, 7 9Q
mn,
tlly', q",,-I -
or r ei; tativ e of th e s 11 ic-ac e t-vl e nf !i( 4uhstituent.
-CH,-CH OC,11q)OCH-C=CSi(Ctf:j)J
(CH'k$3sfc=-C-CHOH" +CH.-CHUCHg
'p? -T ng the com.rol::lds are if
a r
i.resented. Oria. ari. har,
fslk; vi nsd tut orgarucheskoy ~Our,~
~;r~,niqtrv 1--isAtute, Sibarian br-inch, A~~
M a - E NC L 0
'imp- :~ llt,7"
jgggm
III - MM-01
ACCESSION NR: AP4019017 S/0062/64/000/002/0382/0384
AUTHORS: Shostak6vokiy, We, Komarovat L*I,,; Pukhfiarevichl V*B*';
Koma _N cXp~; Roman# VoKs
MOT
TITLE: 315-dinitrobenisoylhydrazones of organo silicon carbonylcom-
pounds
'A,
SOURCE: AN SSSR. Izv. Seftya khimicheskayat no. 21 1964P 382-384
TORIC TAGS: dinitrobenzoyl hydrazone, dinitrobenzoyl hydrazide,
organo silicon carbonyl re4gent, hydrozone, carbonyl
ABSTRACT: In the search -for-a reagent able to identify organo sili-
con carbonyl compoundas the authors found that 3,5-dinitrobenzoyl-7
hydrazide readily forms good crystallizing 3,-5-dinitrobenzoyl-
hydrazones with organo silicon aldehydes and ketones. In this re-
spect, the reagent Is different from 2,4-dinitrophanylhydrazine,
semi-carbazide and hydroxylamine. The tendency of organo silicon
aldehydes and ketones to form these compounds and yields greatly
depends on their structure. Thirteen compounds were investigated
from this point of view and their behavior.recorNied in a comprehen-
~'Card' 1/2 ---
ACCESSION NR: AP4019017
sive table. The analytical method consists in dissolving approxi-
mately 09001 K 30-dinitroblenzoy1hydrazide in 10 ml ethanol# adding
to it 0.0015 M silicoorganic carbonyl compound. The mixture Is
heated for half an hour to 50-60C and left standing to crystallize.
Rydrazone3 so obtained are recrystallized from ethanol* They are
white crystalline substances with a definite melting point and melt
without decomposing* Orig. art. has: 3 formulas, 1 table.
ASSOCIATION: Irkutskiy*lnstitut organicheakoy khlmiip AN SSSR
(Irkutsk Institute of organic Chemiatryp AN SSSR)
-SUBMITTED: 05Au963 DATE ACQi 27mar64 ENM: 00
SUB CODE: VC NR REF'SOV; 001 OTHER: 000
2/2
Card%
ACOESSION 11R: -AP4025012 310062164100010031056510566
AUTHORS: ShoStakoVQ!dy,'11-F*;-4QPPT9vv ;r.,V.; maroshint YU. V.;
Lebedeval A. D..
TITLE: Syuthesis of vinylaoetylenio alkoxyallanes
SOUR6B: AN SSSR. Izv. Serlys, khImicheakaya, no, 3, 1964t 565-566
TOPIC.TAGS: vinylacetylenic alkoxysilans, synthesist vinylaoetylenic
chloride, continuous process
ABSTRACT: A method proposed for the synthesis of'vinylacetyleueal-.
.1coxysilanes (a now class of organonAlloon compounds) inoludes the
.Preparation of thedialkylvin
yleti'tTaylbromomagnesiumalcoholate:
R#R*C m 0 + CHs = CHO im WgDr --* WR* (CH& as CHC ia Q COUgBr
and reacting the latter idth alkyl(aryl)ohlorosilanes:
'RR" (CH& aSiCl -* II&SIOC (C a CCH am CHt) RMO
WCHC Q COU98C + It
where RO R1 and R" H or orsazilc ra dicals. The prooess may be
continuous since the-Intermediate -.,)zoduot does not; need to be
Isolated.
1/2
Card.
'ACCESSION NR: AP4025012
!However, secondary reaction products are formed: vinylacetylons
chlorides result from the reaotion between the vinylaoetyleueallco~
,xysilane and the original chlorosilane under the Influence of the
,magnesium halide: R.R.(~us'-wC'Hcim,QcosIE6+ffistel-
_*R1R'(CHs-CHCaC)CC1+F6S1GSiR*
;'Por instance, 1,1-dlmethylpenten-4-yn-2-ozytrimeth.ylsilane and
:trimethylehlorosilanereacted tu the presence of 50% freshly prepared
MgC!Br to form the 1,1-dinathylpianten-4-yr.-2,1-chloride. The
(1
:dimethylDenten-4-,y-n-2~oxv)trlzethyl-, (1.1-dimethylpenten-4-ya-2-
;o.cy)methy-lethyl- and. 1-methyl-l-et',,ylpenten
4-yn-2-oxy)m9thylathyl-
silanes uare synthesized. These compounds sw* insoluble in water
.~soluble in organic solvents- unstable to-acid: highly chemically
..reactive and polymerize-ou-storage.. Orig. art. has: 3 equations.
ASSOCIATION: Irkutoldy Institut--organioheskoy khivil Akademil nauk
SSSR (Irkutsk Iastitute of Organic.Chemistry,,,Academy of Sciedoes
SSS3
SUBMITTED: O7Aug63 DATE ACQ: 17Apr64 WL: 00
SUB IVIODZ: GH NR RVP SOV: 006 OTHM: 002~
cord 2/2
SHOSTAKUS'FlY, M.F.; KOMAROV,.N.V.; MI&YUlktS)
_ ; 7AjjJ(,jjKOVO"YfYA lq.K.
V.F
ti,le Tota
'ature of interaction between stannanol and ich rearent.
lzv. All SSSR. Ser. khim. no.6:1102-1104 Je f64.
(MIN 17:11)
-skogo o-l-Aeleniva A-11 SSSR.
I ImAitlut orgunichaskoy khImU Sibb
SHOSTAKOVSHY, M.F.; SHERGINA, N.N.; KOMMOV, N.V.; BROTSKAYA, E. I.;
IGON INA P I. I. MMUMOMMM"r
Vibrational spectra of some organosilicon acetylene and diacetylene
compounds. Izv. AN SSSR. Ser. khim. no.6:M6-,'U28 Je 164
(MIRA 17: 11)
1. institut organicheskoy khimii Sibirskogo otdeleniya AN SSSR.
T~ _4'PF c MF ?c-tL/ Pr-
'I C7 q P.IQ M T~
C F519ION tit
Na
AU KWhitrov, -N~T
to
nosilicon
n. qv-ctra of viny on 'a 1;~' 1,
_g
I?v. Seri-ya kh~m~cheska,,.-a, '4;; 4 1605-1610
ganos', toxane,
-;Ii,-Ia,zetyler.-ec)rganosilare,
vibration spectrurn spe-.- - man spectrum,
.1. vibration frequency. vibratif-,n
1D.
:en,,, oxylpn-
Ift sp-zctra a-nd the Raman Esp,-~-- r a
compounds were examineu t- it the oxygen
(__-0H SiOM, COSt and SiOS-4 In ~r~ al,-+-,-n;f4ln_n -with respect
bnnd had any significant effec', on dhw ,111-:-a, .~:,P of !I-ie
vinylace-
:).at, wzls obta[zied for the followink 1. Met hyivinyle thy-
- . % d i ri it, t e ho r
nethylvinylethNnylsilanol '11). ~-n'v I m t xyt
1~17). pentarnethylvinylethynyldis~ loxgn,~
-7. --t
L 18281-6,5)
'IR AP4045798
i s,, I ane (V), bils(dimethylvin,-
3- di(vinylethynylitrisiloxans- (VID. -arid t :'rame1hyl-1 2-di
t N I n V i?~.- u. rvTY-v I F ml Filloxiiise ~ X, IV, III w: 44,* a~y
I P n i - hon d d
-nm
vit VTH, ~twci
71
riz ing bgwd~ FtWaT% --a-somewho lower-- f reqttenctes but- higher
jntem~
ej
-.,eiacetylenic hydrocarbons. On the oth-r han.1 the vin-Aacietylene
L.Tt e effect on the vibration frequency of ~he I-OH, C-OH. Si-O-S
The values for the double bond fr.~queric,-
s characeristic
-r,U,D remained essentially con'stan-, in all the
coiij,-undp, imn
qble and I figure
Irkutskiv institut. organicheskay khirnii Sib,.r! ko)
go
:.-jtsk Institute of Organic Chemistry Siberian
nt AN SSSR)
E N U,17: 0
NO RE F SOV: 011)
Mtg W
MA.
~b
SHOSTAKOVSKIY, M.F.; KOMAROV, N.V.; GUSEVA, I.S.; MISYUNA.13, V.K.
Interaction between stannanols and acetylenes. Dolcl. AN SSSR 158
no.4:918-921 0 164. (MIRA 17:11)
1. Irkutskiy institut organicheskoy khimii Sibirskogo otdeleniya
AN SSSR. 2. Cblen-korrespondent AN SSSR (for Shostakovskiy).
SHOSTAKOVSKII, M,F,; SHERGINA, N.I.; BRODSKATA, E.I.; YARGSH, O.G.
KOMARO!~"N. V.
Vibrational spectra of ethinylsilanes, Dokl. All SSSR 158
no.5s1143-1145
0 164. (MIRA 17:10)
1. Irkutski:r institut-organicheskoy khimii Sibirskogo otdeleniya AN
SSSR,
2. Chlen-korrespondent AN SSSR (for Shostakovskiy).
!~*"i5.!R1 -xW Clu Va"
KO WGV) fll.v.; SI-1010VA, N.V.
Synthesis of ~riny3 esteib of Organosilicon carboxylic acids,
I
lzv. AN SSSR.Ser.khim. no.10:1.879-1880 165.
(WRA 18:10)
1. Irkutskiy institut organicheskay 'khimii Sibirskogo oLdeleniya
fill SSSR.
MERGINA, NJ.; CHIPANINAp N.N.;
Detemiml.ion of basia and auid propark-Lu of si=A crjgen-
*Dntaird-ng urgrinogilicon compouWa by in.1rszed
In, AN SSSR, 56--, kbim, racl.11320,37-20-) ~6556
1. Ivkutsk-*y iuBtltlit ca-gami-clie-r-RP7 khimii- S-Itirs1kcg-,
AN SSSR,
SHOSTAKOVSKIY, M.F.; SHERGINA, N.I.; GOIDVANOVA, N.I.;
KpMIkRCV. N.V.-.
BRODSKAYA, E.I.;JUSYMAS, V.K.-
Vibrational spectra: of-some organotin acetylenic c-ompounds.
Zhur. ob. khim,'.35 no.lOtl768-1770 0 165. (MIRA lSslO)
1. Irkutski7--institut organicheskoy khimii Sibirskogo
otdeleniya
AN SSSR,
ta ~-,ovskiv, I Yomarov N. V, y 1 0.
me-thod fo-- iLli-in
i'm L
C o t~Ilde t h -.1
ind convenient preparative --mplovinfr'
q Imp I e
I avai able, s tartiar,-materiala. 4as been (leveloped for echynyl-
,q
with H?SO t --.t
'JR. a a a s t r i a Ikyl cI-Okos tl'dt~e -A 4 - 0 forlml-l-
U~ jz(t-rinlkvlsilyl) 5 cl tum, reacted with mon,osa um
u a e~
n t 3 1 -~ Ll,-, t01 '.-1 e a t A T.
ar~. has; 6 .........
yL V. 16
none
-&UB
M
Jum
NIL
01" It 004 ATU P R
005
,-"m; --.
. , /~: ",V ( C) 1) Fc-~/Pr--L
AP5605553
M. F. ; Komirov, N. V. ; liarouh [t,,, ~~u V.
cf polyorganasiloxaneu
obstichey khimii, v. 35, P,:,, 2, 19b5,
n r
TOPIC TACS! acetyle
magn-tsium brmovin-v lace-, ylezie, d ia -3 41,4~vl Fc;,( y! ~-nf it r 1
-eaction. ol polorganosiloxamis with ace-tylenic Giigaard cQpPRurW5
4t -- -- Z...., ~
t, Z,.--jf--jj~- f7 -- m~
'Ot SiCh'R YPAge-qtl 'Wag- - A--d4iioi~~n al y stMeA In --jrder to
imefitigate the
~i 2~4fectg of atructure on TI"rtivity and establl5h e pf,9616-le
reaction mecha&.
Y -
.0111- 1 f3 4i ol!ib~3113-=A Imi"(1twit - . i
IDJI 7
:-. -- -1- ~ -- --77%
pa I y-rie-thylethyls iloxane to Z i-;e me tli y I oh t ~-V, i 81-1
n4L.1
e 9 l.t,. 11 a r -
;'r!)l"I, diethyl- and
poLyd~~=thy-
4n-,thylchlorosilane and an or3anametailic ccwjpoziij.1l o)Laiaed
irom
ethan'i and phenylacetylene; (1) wai reac,e~- w4t: i ac;-tone and
tri
to give 1,1-dimethylpenren-4 1!; i Iane, and
and
7j 7 7:
Ag fffdl
s;~--ce of a tei~6ina roxy I-- the reactIng
studies, acetylenic magnesiumbi-oimQslll~irci.-,,~e. ~o-Zw-d as an
n- Ez! anola -?r of ~:;-mn~tric or asynme'ric
i.-. the ay-theais of acetylanic ai'. 1. 1 1 1
o o at 9 under
The analoaous forr.&tion of -maines",-oibrou~,alz h I e
L)ns suggested the presence of "~Iia i,.; i I aiwne a' of the f ormula
existeme of multiple .9 i1 icon -oi-yge n oond- ln it zh
iritercediates is
i'~')poqed, Orig, art. has: 11 fDn--ulas.
4A~LfgQ ENCI.: OiJ S113 C("Di": OC
T ~314
"!RlirlR
L 35~561-6-5-
EPP (C) /rfj7,(j Mw (C) /mrj: (m) Pr- -I /TT-
h pif
_
M. F. Limarc,--t
;
;,or~
-bta~nM47- oll
0-i77arl'
c
the as~,ortmenr
3'. ( cum
MAI,
t e dl i th n~-!
if' rin ortmnic E;allv,~nt
s k I inatitur
Ly
ILI
~j p
j., 2ajan64 a, c -I!
31C
'I'm D B 0 C
OTHK,~
COO
i/I
~-n ;.t 5A 25 5.01
(Correaponding mam&er AN SSSR) N. V
7. nc.
-,mr,~urot, organo -aeta-Liki~
5 emaurmed the reaction w ci
r and 'uhf,,Iv c.-impar-i tif,
i &r
md
7 an--i,-, 3 il oxanes they should
--Iv.L uL j. 4-W49. V&W,~~AW um
j zL P- h
on oll' krtonas aT-Ai
4-1-31-- Z)7- --~rO5OrVRt-JIDU Of ~tje Q 4) a;)~:i 3;. ~,C~ ri
r 8 r f) F, ct, C) n
(3 -UC Of r, q SnO
-griat loado W ci -,TL T- ii r!
lotsion ioa
P~
r,-4/ FT-4
P
I(X,2/0 70/0372
MZA
c de rh~ 11f)"sich rea,-erzt
v. 16l, no. 27 196, 2
!a d y
..~xiourd organo r~iets]-, lll~; ~lz,
a,jt.~-crs exandried t-he re-action La.
P, rid they C CMv&r,-:4j t t:k; i -lul
5r
lie
ay sh-culd
It might be expected that acatylena star"-tn6 a--coni)ls ~'u'd
Ion "W-Pan diaUyl at Uld
T-wre duo ui%g
9
reservat -. . 4 7 . - , ` -,..
by 'on of the C-01 arii~ e r P. ot
sl -ul
Dmide with Iotaich reagent Laailz~ t,-o, ~3
Ir ft--A4-
ACGMTQN URI J&5010:05
eo -r thp. acotylane group f o of th-l 9 Lies
%nd. the n;-vtura of rlie tond betwqan+ z . F o r t, ~w
n tan diRdk7.11 stannic onde -br
-~t:ncluded that Cj qi;Pr r-,3s, r,
..~rnation of diacetyl,ine
TOO
W)d k;auqrjs a aide spilti in~.; rrlj~- of
ncm-ni-ir-Ame the Pr
CC'3 lhay are avoidea and bevilp rields are ~btainad wLaa usirg
s I --h reagerit, Orig. azt. has,
&cs--dt~~ nauk SSSR tir", 3 w-rian
k ln&,ltuts of Ormnic GhaniDtiry, Sa.
L-1 Ailo,64 =T, 1 00 C-ODF? (M
c /tF'&'jt (c RY
48 0 0 2 0 '1 1-j ~!02 '0393
-~n, mki ff. V
X,Aqfvl~~,q. V K~' Sklyan,~)va, A. M-*
L-1 k-L( I -Iq U ul-, i
),)i~dady, v. it 2, 196,
Q, n
x huru:i I 3at hox"kldi-s 'Lanox= -~zi
Rn
eM.
S
el;YMMU
~~Wzw W..
AP5018748
.11, y If A ImT
-if 0 Cheii-tistry, Sibk!rian 11 r,ad~,T'k
FINCL. 00 SUB COIII~: )l:
000
SHOSTAKOVSKIY, M.F.; K%IAROV, N.V.; YAROSH, O.G.
Synthesis of trialkylethynylsilanes and silicon ace-tjlene
alcohols. lzv,~N SSSR. Ser.kh~. no.l.-101-304 166.
(MIR-A 19:1)
1. Irkutskiy institut organicheskoy kbimii Sibirskogo
AN SSSR. Submitted August 5, 1963*
I I
MI
-
4.
_7
L 21AV).A-66 E~VM)Ar 0 Etc(M-) q~
a
7
ACC NR,- Ap6010115 A
--. SOMCE COM: UR/0190/66/009/00310499/0502--.-
AUTHOR. Okl dnikova, Z. A.; Korwrov ff. V.; Semenava, Ye. F.;
Serebrennikava ~E., V.~
Semeqova, N. _V., ~a~agea
e of~G-r~ kt2tskiy institut o g nic y
ORG: Irkutsk Institut gank-Chemistry, jr r a' hesko
-------------
57-
V.-
Sk
'of viny triiaetfijlsll~ pjiropio-n-ate Vitt, vinylic:-- monomers
T TLE: Copolymerization\
4,99-50Z--
-7
TOPIC-~TACS--- opolymetUhtion.-:; cop
C
-.A.ASTRACT The au hors, h4est g1ted ftce- ahday., of -1 3'
rithethy-lsi~
t D
ym-ark A,
t
1--ta. - L
trile'. and styrene in t~heresendiie-aif iz-3:-Lsobutyronitr12e. It
was-found- tha. UIYJ~-
t
3-trimethylsilvipropionate can copolymerize with all the above
monomers, with the
Pxceotton of stvrene. When ~he content of vinyl
3-trimethvisilyipropionate in the I
starting mixture is increased' the yields and molecular treights of the
copalymera i
are decreased. It was shown that, unlike the. homopolymers, the
copolymers are more I--
iniorganic solvents and have lower mwltinv U)oints The relative
i 1 ity '~.2~7 thk, C(,pol .;Merj7.jt p!-.- 111,- -3 e i n d -me t Ii v
I
i 0 1 41)L r [ han -'ha C m~- !net~iacrylaEel
'1a ~q I table.
SUil CGDE 11 SUBIM DATE: 07Apr65/ )RIG RLF-. 00 2 (-iTl~ 4EF: OC2 ATD
PRESS,
Card -
----UDC: -6-6.095, i6+6 &.L3�078.745
UK t 54 7 . 362 J43.U/
J, -4-41 Rq-66 FWT(M)4"P(j) 'MM
ACC NR& m6oiftr SOURCE CODE: TjWOO58/65/O00/01)jDD14/1)O141
ZOO
V.
AUTHOR.* in, D. N,; Gastilovicht. Ye. A.; ma
TITLE: 1~"Igmtion of compounds of the !grow (C!T3)3-X-C1QCA#-vhere
X-_
Co
'and Pb In the region of valmme oscillations of the groups C-C and
C-97
Refs zho MikepAbs. LID97
MW SOURCE: Mr. Komis. po, qN!tro2k91I. AN SSSR#p t 3P VYle'- lp
1964p 673-678
TOPIC TAGS: absorption band, ir syeatrumit couple% molftmle,,
molecular yWslcs,,
~':xolecular Interaction
-ABSTRACT: The frequencies of the valence oscillation groups CaC and
eC-H In com-
pounds f,CU3)3-X-M were calculated* The calculated freqpencies are
compared with
the*measured frequenc compounds (CR3)3-C-(PM M.-
ies in ir spectra of the
,t Is concluded that In compounds
With
Oe 8i;-jika: Pb tbire - dwj]A ~ be observedan- istromoleculu
interaction
participation of the I-electrM& -the, OsC botbdp using the -d-orbit
of -the X atom#
The presence of mwh an ~~J is confirmed experintentally by the fact
that a",
'increase is observed in the intensity of the absorption band of the
group CmC in II
and in M compared with 1,0 ad that compounds 11 and M fo= stronger
v2&21exes
with an electro-donor solvent: (Cffa)3-X-03C~ --- Y-Re (Translation
of abstract]
L 33266-46 MP(J)/W(m) RH
Z190 SCMM CME: tW005a/657000TOWMWW2~
AUTHORt ~M*Fe - Shergimp No I.; Kagan..Ge I#; Kamrovp N* vo
TITIZ: 'Id6stigation or the vibrational spectra of certain carbmWl-,
ailicoacetylens c
Smmt Itef. ch. nZimt L134 IM186
P2F SCUMS: Tr. Xmise po, spektrcal~qpii* AMPSAR t. 3j, rips l#
1964# 92-98
-TOFIC TAGSs silicon coocundp acetylene coupmdj, Ir spectrumj,
vibration oect=4
obadc&3 bandIn
ABSTRACT: The aut sillcoacetylene canpounds
3=rshtlgated the 1r spectra of 16
or
vhichwere aynthei r t e first timo The frequencies of the
vibrations of the
o
fundamental groups are. clasaffled. It Is slim thati the frequency
of the cacil3A-
tions of the acetylene bond, which contains the silicon atom in the
a. positionp
changes with the character of the radical Re On the basis of the
values of the
'vibrational frequencies for the bonds mSiC0mC- and -04- it is
noted that theae bonde;t
do-not interact. [Tka~tion of abstract]
SO CGE: 2D.. ()7/-
'77
MVEWP(j) RM-
L 36921-66- -swC
FNCC NRs AP6008504 SOURCE CODE: UR/0062/66/000/001/0101/0104//f
AUTHOR: Shostakovskiy, M. F.; Komarov, N. V.; Yarosh, 0. G.
QRG: Irkutsk Institute oK QEU
4PW &N_SSSR
--~k -SSSR)
(L'rkutskiy institut organicheakoy khimii Sibirskogo otdeleiilya
Akademii na
TITLE: Synkhesis of triajkvlcthvnvlsi lanes and si Ilicoacetylene
alcoholsi
SOURCE: AN SSSR. I Izvestiya. Seriya khimicheakaya, no. 1, 1966,
101-104
TOPIC TAGS; chemical synthesi6, silane', alcohol ),,gee 1
%V11-le-lo'd
dam Pau'va
ABSTRACT: In this investigation the authors attempt to find a
simpler and more
convenient method of synthesizing monosubstituted silicoacetylenes.
The reaction
of sodiu-rn acetylene with bia(trialkylsilyl) sulfates is
investigated for the first
time. The i--qv,-stigation showed that the reaction occurs normally
and leads to
the formation of tria llkylethyny Isi lanes with a yield of 60-75%.
Higher yields of
monosubstituted silicoacetylenes are obtained with the use
of.bis(trialkylsilyl)
sulfates prepared from 100% sulfuric acid. Thus, on the basis of the
interaction
of trialkylchlorosilanes with sulfuric acid and the subsequent
reaction of the
organosilicon sulfates that form. ed with sodium acetylene the
authors found a
rather simple and readily accessible method of obtaining
trialkylethynylsilanes.
1/2 UDC-.1 542.91+547.36Z+546.287
M
-L.--- --- --- -
td~y7~ 647/090
042 SOME COOS UR/oo7g/66/0361003
Am mg a6o? 7 (N
AUTHOR I Shostakovskiy~ M. -L; vlasovat-No N. Ri us, -Gt- AL-
ORGs Irkutsk Institute of Org a~1q'Chqm1st-1,-Y, Siberian want
SSSR (Irkutskiy institut organichaskoy khimit Sibirskogo otdoloniya
AkademU nauk
SSSR)
TITLE1 OrgazwsiUcon virql asulfoxides and vinyl sulf6nex
SOURCEt Zhurnal obshchey khimit, v- 3 9 no. 59 1966p 90-907
TOFIC TAGS1 organosilicon compound, organic sulfur compoundq sulfoneq
virql coma"
ABSTRACTI The oxidation of silicon-containing vinyl sulftdes of the
general structure
R3Si(CH2)nSCF--CH2 (where rt=ta 3) was carried out under the
following conditional (9)
70% H202 with cooling to WOOP50); (b) 30% kO2 in the presence of
pyridine with
heating to 600; (c) 70% H202 in the presence of SeO~. It was found
that the tendenor
of organosilicon vinyl sulfides.to oxidize depends on the relative
positions of the
sulfur and silicon atoms. The study determined the mothods of
synthesis of 0- and y-
silicon-containing vinyl sulfoxides and vinyl sulfones - heretofore
unknown organosil-
icon sulfur compounds whose composition includes siliconj, an
unsaturated bo.-A and
polar SO and 502 groups. It was noted that the accessibility of the
free electron
pairs of aulfur in ailAcon-containing thiovinyl others to affected by
the trialkyl-
silyl radical. Thusy -as the latter comes closer to the thiovinyl
group In the series
C rd UDCS 547.24j�547.269
A589 WM(M (4) WW/PM-
6,66~ ... "-M d 0- ----- I ----
V416 Zak SOURCE CODSS -U-RT00-?9T6-6r03-Q
10051090g(V.
AUTHORS Komarov. N. V.: Yarosh, 0.- G.: Astaf lye", L. M.
ORGs Irk utsk Institute of'Organic Chemistryt Siberian Branch,
Anadma of
SSSR. Irkutskiy institut organichaskoy khtudi, Sibirskago
otdoleniya Akade-l',
TITLES Synthesis end some conversions of cre-allicoacetylene
aldewas
SOURCES Zhurnal, obahchey khimiip v- 369 no- 59 19669 907-909
TOPIC TAGS1 aldehydel, organasilicon, compound, organomagnestum
compound
ABSTRACTS A study of the reaction of magnesium derivatives of
trialkyletbmIsilanes
with dimet ormamid showed that triolkylatlylethyny1magnesium
bromides readig re-
act with this amde to xorm previously unknown I-silicoaceitylene
aldeWes; (in%
yield)$
ox
ACC NRg Ap7006p50 UR10079/67/037/001/664/
SWRCS -CODS 1 026
AUTHORt. Komarovo H. V.; Taroshp 0. G.
ORG: Irkutsk bstituto of Organic Chemistryp Siboriar grancht Aaadwq
of Soiame
SSSR (Irkutskly institut organicho3kay khWi Sibirskogo
otdolenlya.Akadamii nauk
SSSR)
TITLEi Ethynylailanes and some of their conversions
SOURCSz Zhurnal obshchoy khWig Y. 17i no. It 1967, 264-267
TOPIC TAGSt acetylene compoundp silanop organosilicon compound
ABSTRACTI The reactions of trialkylsilylbromomagnerylacetylones with
ancid chlorides
and anhydridoss. ethyl formatet and leadjp tinp germanium and silicon
chlorides were
studied. The reaction with acetic anhydride led to the synthesis of
suicoacetylania
ketonest 113S1C=_C,%tgBr+(0113C0)20 ---o- 113S1C=C-C0C113
In the reaction with acotyl chlorideq, tertiary alcohols are formedl
113S1C=_CMgFr-VCH3C0C1 --).. (R3SiC=_C),C(011)C113
With ethyl fomate, eiUdoacetyletdo 41cohols are also formeds
Card 113 UDCi 547,245+547-314.2113
ACC NRj
AP7006250
Compound
Formda
(p 1. Rion
0.,
(cIIj-3sIc=cIl
65.5
52-(735)
0.7055
1.3892
32.92
32.8t
CIi,(CII,),$tc=_c 111
C61112S 1 61.0
83(725)
0,7440
f.4OS4
cII~c2lIdsilI(c.=_ClQ
C4111051 64.5
63(730)
0.7361
i.4t15
33.f7
33.03
(C2fJ5)25ilI(c=c,ll)
Call Si 66,7
09 0~0) -
0.7530
1.42,05
37.76
31.66
cII3sIII(c_=_ClQ3
Csltosl 4A. 8
67.8(729)
0.7709
t.4290
31.13
30.89
'
C I I 3(c I Ij=G 11) S I (C ~_c 116
CIIISSI 49.0
48 (50)
0.8212
LOP
39AA
39.42
cif
,,Si(C=C[1)3
C'u6si 32.4
.53(60)
O.M
L4522
38.07
37.GS
CI'2=C"S'(CF'-C")3
C8114SI 34A
Of-62(35)
0.8844
L4734
4f.34
4t.9t
si(c=-Cll)#
12.8
f1p 1010
C..115(cIIe"sIc=_C-COCIIJ
COOS' G3.6
710-71
(15)
O.SM
4488
47.78
47.19
1l
I(CIY3SIC=_cj2cllo
C30,1200SIS 61.8
12(~-121 (10)
CAM
f..4600
70.75
70.65
.
I(C11~3sicm-ChGo
Ctolf"GOS14 95. t
1600
ctoffuslitsu 8
t4O*(dcc
j(CII~.,SIC_=cI4pb
,
CtollisPbSIt 47.2
1080
ACC NRt Ap7006250
R4SIC=-XMgIIr+IICOOCjIIg (IIjSICmU)2CII01f
The reactions vith chlorides of group IV elements weret
4"3SIC=-CWf9I)r4'EC'14 (113SIC-;~C)X
4R3S'CMCh(9UC + 2VIICIj --* (0381CMC)4PI; + 11b
The synthesized compounds and their constants are shown in Table 1.
Orig. art. hast
I Uble.
SUB CODEt 07/ SUM DAM IlFeb66/ MM RIEF oo6/ om wws oo
GASTILOVICH, Ye.A.,- SHIGORIN, D.N.j_,~OMAROV Nj.. YAROSH, O.G.
Electro-optical parameters of the C-11, C,13i
bonds of certain acetylene derivatives consisting of one or
several acetylene groups. Opt. i spektr. 19 no.2;287L289 Ag
165.
(MIRA 18:8)
GASTILOVIC119 Ye.A.; SHIGQRINj 1).N.;,KOMAROV. N.V.
--tylene
-Use of the method of infrared absorption spectrek in
studying-acetylene
deiAvativiii- contqihing elements of group. IV of Mendbleev'a periodi
a
law.. Opt,,! ape'ktr. 16 no.1146-51 A 164. (MIRA 170)
170)
'71
AL
Ai
- C~e--,4
4%4%