SCIENTIFIC ABSTRACT NIKISHIN, G.I. -
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December 31, 1967
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SCIENTIFIC ABSTRACT
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The Condensation of Alkyl Benzenes With Halide Derivatives of 2o-3-22/.59
Isobutylene.
parated neither by fractionating nor by freezing out. With
other methods of separation it was possible to isolate tereph -
thalic acid only. From the results of oxidation can b e assumed
that the m-isomers are formed in very small quantities. Furth-
eron it was found that from a chloro-alkylation of an equi-
-
molar mixture of benzene and cumene by metallylchloride chlo-
I
-chloro-tertiary-butyl-ku o1 are
c
ro-tertiary-butylbenzene ando
formed in about the same quantities. From the reactions of the
conoensation of benzene and tertiary butylbenzene with isokrot-
y1bromide no substantial yields coulU be obtained. In the cond-
ensation reaction of benzene with 5-chloro-2-chloromethyl-pro-
pene-1 the main subatance of the latter remains unchanged. From
8-61p of 1,3-dichloro-2 methyl-2-phenylpropane are formed. All
A- chloro(or bromo-)tertiary butylalkylbenzenes easily land with
good yields form miLgnesium-organic compounds,which a&dn can be
successfully used in the reaction of Grignard.-Ln experimental
part with the uaual data follows. There are 2 tables, 12 refer-
ences, 1 of which is Slavic.
ASSOCIATION: Institute for Organic Chemistry imeni N.D.Zelinskiy AN USSR(in-
stitut organicheskoy khimii im.N.D.Zelinskogo Nftdemii nauk 336a)
SUBMITTEDt June 28, 1957
AVAIIABLE% Library of Congress
Card 2/2
ALKIShIlip G. i.
C-. -,. 1'14ikishin, A. D. re-trov, ~i. i. Sadykh-zatt, "The Llt!havior of 'j'ar:-Ous Lichicr-
alkanes and -ichlo.--alkenes."
Aeport presented at the z)econ,i AL1-Unon -onCerence on the ~,herdstry an!
Practical Arpliuation of' bilicon-rgart., -OMPGWIIS rv-,IA n -nin,-raci from
25-27 -3eptember 195P.
- -1
Zhurnal prikladnoy khi-m!-7, ir i, 1q, 23~-2Lr'
5(3)
AUTHOR: Nikishin, G. 1- SOV/62-59-6-32/36
TITLE: ThA Reaction of Mathylalcohol With Polychloroethyleres
(Roaktsiya metilovogo spirta a polikhloratilenami)
PERIODICAL: Izveatiya Akademii naLLk S33R. Otdcleniye kh-imichesk-ikh nauk, 1959,
Nr 6, pp 1134 - 1135 (USSR)
ABSTRAGTt The reactions rf methylalcohol 'w2~t'a preservation of the CE-group
are hardly ki,own. (Urry (Ref 1) is r-3fmrrad to in this connection).
The present paper describom the reeLotion disoovere(I by the nuthor
of tetrachlor~--ethyllane rrith methyl-alcohol in a. continuously
worki.ng apparntus. It 560-570' one hydrogern atom of the methyl
group is split off and substituted by a perob-lDroviny1radicalt
C12c*CC.12+CH3CRI 560-5-1e), ;,2C8CC1-CH20E1+HC1
In an analogous way trichlor-o- and d-4chloroethylene react with
mathylalcohol. 11he existence of the CE-group and the double bond
was checked with the infrared spectrum. The compound mentioned
first readily reacts wilth acryloi-dtrile, the yield being adequate.
This reaction leads to a (2~-oyanoethyl eater. Also with mhloro-
Card 1/2 acOtYl, reaction o,-;aurs camily. In ths expeeimantal part, the
The Reaction of Mothylalcohol With polychloroethylenes SOV/62-59-6-32/5.6
synthesis methods are described in detail. There are
3 references, 1 of which is Soviet.
USOCIATIONt Institut organicheskoy khimii im. h1l. D. Zelinskogo kkademii
nauk SSSR (Institute of Organic Chemistry imeni N. D. Zelinskiy
of the Academy of Sciences, USSR)
SUBMITTEDt December 19, 1958
Card ?,/2
NEVOLIN, F.V., kand. tekhn. nauk; KFIALI-OSIKIN&, G.A.; PETROV, A.D.;
NIKISBIN. G.I., kand. khim. nauk; VOROBIYEV. V.D.
Surface activity and cleaning action of dialkylbenzariesulfonates.
Masl.-zhir. prom. 25 no.7:32-36 '59. (MIRA 12:12)
l.Vsesoyuzny7 nauchno-isslodovatel'skiy institut zhirov (for Nevolin,
Kral'-Osikina). 2.Chlen-korrespondent AN SSSR (for Petrov). 3.AN SSSR
(for Petrov, Nikish1n. Vorobly-ev).
(Benzonesulfouic acid) (Surface active agents)
54) SOV/2o-126-3-29/58
Petrov
A
D
If
V
A HORS .
.,
Gramenitskaya,
.
,
.,
Corresponding Member, AS USSR
TITLE: Condensation of Tertiary Halogen Alcohols With Benzene Under
the Action of Sulphuric Acid
PERIODICAL: Doklady Akademii nauk SSSR, 1959, Vol 128, Nr 3, PP 540-542
(USSR)
ABSTRACT: The authors did not succeed in applying the reaction of halogen
alkylation to some dichloro-olefines. Also a condensation of
the latter with benzene in the presence of H 2so 4 was not pos-
sible (Ref 2). The present investigation studies the halogen
alkylation of benzene with tertiary halogen alcohols by several
examples. Table 1 shows the reaction conditions, the atructure
of the alcohols, the quantitaxive ratio of the reactants,
and the yields. Table 2 indicates the properties of the conden-
sation products. The authors did not succeed in carrying out
the condensation of 1-chloropropanol-2 with benzene into 1-
chloro-2-phenyl propane, even within 6 hours and with the
and the substances mentioned. In
so
participation of 90%- H
2
4
the homologous series of the tertiary monochloro-alcohols,
the authors succeeded in obtaining chloro-alkylation products
Card 1/2 only with
SOV/2o-128-A-29/513
Condensation of Tertiary Halogen Alcohols With Benzene Under the Action
of Sulphuric Acid
ClCH2C(CH3)2 OH and ClCH2CH2CH2C(CH 3)2 OH. The authors ascertain-
ed that the best yields are obtained by use of 90% H 2s0 4*
Both weaker and stronger concentrations reduce the yields.
There are 2 tables and 9 references, 2 of which are Soviet.
A390CIATION: Institut organicheekoy khimii Akademii nauk SSSR
(Inatituteof Organic Chemistry of the Academy of Sciences, USSR)
SUBMITTED: June 8, 1959
Card 2/2
IN
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PMOT, A.D.;-XILLSIUX,, G.I., kadd.lchin.aauk; OGIBIN, TU.N.; NEVOLIM. F.G..
kand.takhn.aauk, TrP'ISOVA. T.a.
Surface active properties and cleansing capacity of solutions of
sodium salts of branched, sturated fatty acids. Masl.-zhir.~rom-
26 no.8:12-15 Ag 160. (MIRA 13:8)
1. Chlon-korrespondent AN SSSR (for Petrov). 2. Institut
organtabeakoy khimit All SSSR (for Petrov, Nikishia, Ogib.in".
3. Vaesoyuznyy nanchno-iseledovatel'skiy inatitut,.'zhirov (for
Hevolin. Tipisova).
(Surface active agents,) (Acids, Avatty)
5.3400, 5.3700
7 ~_ 2 6 r_~
OOV/79-30-3-22/69
AUTHORS: Petrov, A. D., 11IkIziiiia,,_G. Z., Gramenitskaya, V. N.,
Nevolin, F. V., Kral'-Osikina, G. A.
TITLEi Synthesis and Properties of Acid Salts and Salts of
AlIcyl Sulfates ContainIng Alkyiaromatic ~Iydrophobic
Radicals
PERIODICALi Zhurnal obshchey khirali, 1960, Vol 30, Nr 3, PP
845-849 (USSR)
ABSTRAM This work was devoted to synthesis and study of the
surface-active properties of sodium salts prepared
from acids and sulfate esters. The followin compounds
of two types were synthesized; R_C6H4-C (CH3VCH 2x
and (CH 3)2C6H3 C(CH 3)2 CHX, where X = COONa and -OSO2ONa.
The following reactions were used forsynthesis of salts:
Card 1/6
Synthesis and Properties of Acid Salts
and Salts of Alkyl Sulfates Containing
Alkylaromatic Hydrophobic Radicals
78268
SOV/79-30-3-22/69
T11 -NIM
Naoil
Na011
R-(~"4-(:((-113)011C00" --
- R-C4jHj-(:(Ct1,)2CHjC00Na
The properties of the obtained alcohols and acids are
shown In Table 1. The prepared salts and their surface-
active properties are shown in Table 2. The above
salts containing benzene rings in their alkyl chains
were synthesized for the first time. It was established
that introduction of a benzene ring decreases the
deter~,ent properties of salts. There are 2 tables;
and 5 references, 2 Soviet, 2 German, 1 U.S. The
U.S. reference is: Weis erber, C. A., Shabica, A. S.,
J. Am. Chem. Sac., 65, N69 (1943).
ASSOCIATIONj Institute of Organic Chemistry of the Academy of
Sciences of' the USSR and All-Union Scientific Research
Card 2/1S Institute of Fats (Institut organicheskly khimii
Synth(-,,,I.i aiidi ~L' A."'! I' ~, . I-
J
and Salt.~ /"7 r
,. uf Al-I
Alkylarorriatic
Tabl(. 1 Nf: (Z 12) I'oi-mula of com-
ound; -,Ield -~emperuti,~re; (5) bp
re
ssure In ,nrr.);, rlip; ~Pound; calculated.
(7)
fable .-)tl card
Card 3/6
S 0 11 /7, 7 5 - 2 2
11-'S17 1 :)221i 1.4 4i
14( 1 11 1V 11 '1 11 i 11" 121 1, .1.2 1 -'18.) r",. 7:,
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Car-I 4/()
AIII) 2.4-0 :II1)1CjI.IC(( 11 'w .11'1 "1 If 111
Synthesis and Propertiez: ot' Acid Sall.:~
and Salts of' AlkYl Sulfates Containing
Alkylaromatic Hydrophobic Hadicals
7826~~
sov/7~-,-30-3-22/69
Table 2. W Structure of sa-
LU; N
~2,
deter
ent
properties (salt concentration, 0
.25
%); (3,
surface
tension (dynes/cm) at concentraticn 'in %).
2S I ~'. 5 OX63
Nil 7J.1 7 2. -5 72.8 72 8
Cll CQIl,(:j(:lIj)2c1l2COONa 57.3
^ fi?A 118.8 71 5
")"%'l
C )! 1. 1; (i 2.5 67.2 70.2
"611,6)oNji
(
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62.2
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Gq'8 71.1
113 W, I I I I I ("i c I 1312 [12, JS 1 2 1 N AA 1;1.8 69.8 71.1
IRPCTWIll Mill 2.7
II.-ClI:j(C.lIj),,COONa - 32.fi 4 1-5 Wtli 70.9
u.-CII -
.j(Cll-j)II,COONii 2.5.5 3M.0 57.8
w-C I I.I(C. I III .,COO Na :
4.9 '17.5 46.7
1 44
Card 5/6
. NIKISHIN, G.I.; OGIBIN, Tu.N.; PETROV, A.D.
Synthesis of branched acids of the CnH2u 1 COOK series,
having the composition C12-Ci6- Zhur.ob.khim. 30 W-7:
2148-2153 Jl '60- (KIM 13: 7)
1. Institut organichaskoy Ichimii Akademli nauk SSSR.
(Acids, Organic) (Pentene)
86498
S/ 07 q/ 60/ 0 3 0/ 011/003/02 6
/0 B001/B066
ATJTHORSs )Ukishin_j G. I., Voroblyev, V. D., and Lubuzh, Ye. D.
TITLE: Physical Properties of 1,4-Dialkyl Cyclohexanes
PERIODICALs Zhurnal obahchey khimii, 1960, Vol. 30, No. 11,
PP. 3548-3554
TEXT: The authors synthesized in a previous study (Ref. 1) 1,4-dialkyl
benzenes according to the scheme
Br-1 // 21-ig- + 2.RBr R-, -R + 2MgBr
(R - normal ,,lkyl radic,~ls k" They hydrogenated in the present
4
study p-dialkyl benzenes, and studied some physical properties of the
resultant 1,4-dialkyl cyclohexanes hitherto unknown. Hydrogenation was
conducted in a rotating autoclave at 210-2300C, at aninitial pressure of
110-130 atm, by means of a nickel catalyst; their separation was carried
out chromatographically. After purification on a column filled with
Card 1/3
86498
Physical Properties of 1,4-Dialkyl S/079/60/030/0',I/003/026
Cyclohexanes B001/B066
silica gel, the resultant dihexyl-, diheptyl-, dioctyl-, and dinonyl
cyclohexanes were recrystallized from alcohol. The melting points of
dihexyl- and diheptyl cyclohexanes were determined at a constant tempera-
ture of 0-20C (Table 1). This table also compares the properties of the
resultant octyl- and dodecyl cyclohexanes with those of the monoalkyl
cyclohexanes corresponding to them with respect to the molecular weight.
The physical constants of 1,4-dialkyl oyclohexanes (with normal radicals)
approximately agree with those of the monoalkyl cyclohexanes corresponding
to them as to molecular weight. Dia am I shows the direct proportional
ratio between the melting point, D45,rfnD20, and the number of carbon
atoms in the alkyl radical of 1.4-dialkyl cyclohexanes. The mean exaltation
value of the molecular refraction (A MRD) is +0.10. The viscosity values
are given in Table 2 (Ref. 2). Diagram 2 gives the logarithm of the
viscosity as a function of temperature. Diagram 3 illustrates the
dependence of the logarithm of viscosity of 1,4-dialkyl cyclohexanes on
the number of carbon atoms in the alkyl radical. Diagram 4 shows the
dependence of the molar extinction coefficient E of the 2925 cm-1 band
in their molecules on the number of CH2 groups. The infrared spectra
Card 2/3
86498
Physical Properties of 1,4-Dialkyl S/079/60/0N/01 1/003/026
Cyclohexanes BOO1/BO66
of all compounds show intense bands at 13575 and 1450 cm-1 corresponding to
the deformation vibrations of the CH 5 and CH2 groups. In the spectrum uf
diisoamyl cyclohexane, the 13751 cm~ 1 band is split into two bands
(1350 and 1385 cm- 1), which is indicative of branching. There are 5 fig-
ures, 3 tables, and 10 references: 3 Soviet, 2 US, 1 German, 5 Britishl
and 1 French.
ASSOCIATIONt Institut organicheskoy khimii Akademii nauk SSSR
(Institute of Organic Chemistry of the Academy of Sciences
USSR)
SUBMITTEDs January 2, 1960
Card 3/3
J-9 0 0 ("1 67693
-Vrj4
AUTHORS: Nikishing G.I., Voroblyev, V.D., S/020/60/130/06/021/059
-P-e froy,4 T., 'Correspondini- B011/B015
Member AS USSR
TITLE: Free-radicallAddition of Alkylbenzenesito a-Olefines
PERIODICAL: Doklady Akademii nauk SSSR, 1960, Vol 130, Nr 6, pp 1256-1259
(USSR)
ABSTRACT: The authors undertook to investigate the synthesis of alkyl-
aromatic hydrocarbons suitable for the production of surface-
active substances of the alkylbenzene-sulfonate type. The free-
radical addition and telomerization was intended to serve this
purpose. The authors found that it is possible to add toluene,
ethylbenzene, cumene, p-xylene, and a-methy1naphthalene to
a-olefines at 150-1600 up-der the action of tertiary butyl
peroxide. The reaction products form in a yield of 10-15A
calculated with respect to the olefine used. Table 1 shows the
amounts of the components used and of peroxide, furthermore
yields and properties of the addition products. Besides the
addition there exists obviously a competitive reaction - the
Card 1/3 substitution of the a-hydrogen atom in the olefines by the
67893
Free-radical Addition of Alkylbenzene3 to S,/02O/(,O/1 30,'06,'021,'055
cx-Olefines BOI1;/BO15
nnd tho products with a low boiling :)oint. The contont of the
fractions of CH 2- and C11 5- groups was determined by means of
infrared spectra The mean t!rror of measurement amounted tc
", 3~0. Ye.D. Lubuzh carried out the measurements. There are 2
tables and 4 references, 1 of which is Soviet
ASSOCIATION. Institut orCanicheskoy khimii Akademii nauk SSSR 'Institute
of Organic Chemistr,- of the Academy of Sciences, USSR,'
SUBMITTED- November 4, 19'~0,
Card 3/3
_5~2300 80c0;
AUTHORS: Petrov, A. D., Corresponding blember 3102 60/131/05/032/069
AS USSR, Nikishin, G. I., Somov, G. V. B011 YB117
TITLE: High-temperature Condensation of Tetrachloroethylene With Aromatic
Hydrocarbons-land Olefines
PERIODICAL: Doklady Akademii nauk SSSR, 1960, Vol 131, Nr 5, Pp 1098-1101 (USSR)
TZXT: The authors describe in their paper a new method to synthetize chlorokdro-
carbons containing a trichlorovinyl group. The method is based on the reaction
of hydrocarbons with tetrachloroethylene in an empty quartz tube (continuous
system) at 550-5900 (see assumed scheme). It became thereby apparent that the
formation of trichloro allyl alcohol (from tetrachloroethylene with methanol at
5700, reference 3) is due to a reaction of more general importance. When a
mixture of benzene and tetrachloroethylene was passed through the quartz tube, lel
ti-ichlorovinyl benzene (yield 14.4% with respect to the substances used, 55%
with respect to benzene used up) was formed. Part of the benzene was converted
to give diphenyl. The reaction of benzene with trichloroethylene proceeds
analogously, and leads to dichlorovinyl benzene. Mhen tetrachloroethylene is
reacted with alkyl benzenes (toluene, ethyl benzene, isopropyl benzene and
p-ethylol), the triohlorovinyl group enters the alkyl radical only, with the
hydrogen atom of the benzene ring not being substituted in these cases. Table 1
Card 1/3
8000,2
High-temperature Condensation of Tetrachloroethylene S/020/60/131/05/032/069
With Aromatic Hydrocarbons and Olefines B010117
shows the experimental conditions and the yields of condensation products of
tetra- and trichloroethylene with benzene, alkyl benzenes, propylene and iso-
butylene. The trichlorovinyl radical is substituted for hydrogen in the reaction
of tetrachloroethylene with ethyl and isopropyl benzene not only at the a-, but
also at the P-carbon atom of the side chain. When tetrachloroethylene is reacttd
with_propyleneland isobutylenej the methyl group reacts so that dienes with the
position 1,4 of the multiple bonds can result (see scheme). The final position
of the double bond in the hydrocarbon part of the molecule of 1,1,2-trichloro-
pentadiene-1,4 was confirmed by the Raman spectrum. The yields of
Cl2C~Ccl-CH 2 - C(CH3)-CH 2 were 55-65~6, that of Cl 2C_ Ccl-CH 2-CH-CII 2
45-60~ with respect to tetrachloroethylene consumed. The authors made an
unsuccessful attempt to obtain Cl 2C- CCl-CH- CH 2 by reacting Cl2C'CC12 with
ethylene under analogous conditions. After the separation of the substances used
from the reaction mass, a solid or resinous residue remains. In all experiments,
coke and Boot formed in the reaction tube. Table 2 gives the characteristics of
the condensation products. There are 2 tables and 4 references, 1 of which is
Soviet.
Card 2/3
8U()0Q
High-temperature Condensation of Tetrachloroethylene S/02 60/131/05/032/069
With Aromatic Hydrocarbons and Olefines B011YB117 IK
ASSOCIATION: Institut organicheskoy khimii im. N. D. Zelinskogo kkademii nauk
SSSR (Institute of Organic Chemistry imeni N. D. Zelinskiy of the
Academy of Sciences, USSR)
Sr'BMITTED: October 19, 1959
Card 3/3
3/66 1/61/000/006//0l 1/081
:)205/:)3 02
AUTHORS; Nikishin, G. I., Petrov, A. D. and Sadykh-Zade, 3. 1.
V_'_
TITLE: Behavior of dic,iloroalkanes and dichloroalkenes in the
conditions of direct gyriti-,esis
SOURCE; Khimiya i prakticheskoye primeneniye kremneor-anicheskikh
soyedeniy; trudy konferentsii, no. 6, Doklady, diskussii
resheniye. II Vses. konfer. po khimii i prakt. prim.
krenneorg. soyed., Len., 1958. Leningrad. Izd-vo AN SSSR.
1961, 71-72
T'EXT: A discussion of the lecture in no. 1, p. 68, of the Proceed-
in,gs of this C-)nference, in which A. L. Klebanskiy (VNIISK, Lenin-
6-rad), Yu. K. Yurlyev (YIGU), V. F. Mironov (IOXh, AN SSSR, Mowcow)
and B. I. Sokolov (Angarsk) took part. The main theme of the dis-
cussion was the extension of the synthesis performed by the au-
thors, in which ;' 5-membered heterocyclic compound containing Si
and a multiple bond was prepared - a silicon analogue of thiophen.
V. F. 111ironov has stated that his attempts in this direction
Card 112
ALEYNIKGV, N.A.; NIKISHIN, G.I.; OGIBIN, Yu.N.; PETROV, A.D.
Surface-active properties of branched aliphatle- acids.
Neftekhimia 1 no-3:418-426 Yq-Je 161. (MIRA 16:11)
1. Kollskiy ftlial AN SSSR i InstjWt organicheakcry khimli
AN SSSR imeni N.D. Zelinskogo.
NIKISHIN, G.I.; VOROBIY.EV, V.D.; PETROV, A.D.
Free-radical addition of primary alcohols to O~ -Olefim- Izv.AN
&OR.Otd.khIm.nauk no.5t882-886 Vq 161. (WRA 140)
1. Institut organicheskoy khimii im. N.D.Zelinskogo AN SSSR.
(Alcohols) (Olefins) (Radicals (Chemistry))
NIKIMIN, G.I.i OGIBIN, Yu.N.; PETROV, A.D.
iree radical addition of estere of dicarboxylic acics to
0