SCIENTIFIC ABSTRACT NIKISHIN, G.I. -

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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 (1~.)-A IN p Alkylat'lol, oo C yc ol--c- xe, e e r o rr e s e a 0- Xe, e f ce, ze, o Dl exe- e e a,~ove a - . e e ~i x z e- b, 0 0 ..."'o, ey o, e, e,~ 0, x Card A lk -i. a - 1 o . oA.'o- (D o, yc 1 o-exe-.e -.e P.- ese-eo C H A I B - A I ASSOC,A-!',O,"!-. SUBMITTED 0, e o, e., e e e .3- e, e e:e _.~e S u 3 Bee, v T E. A-: e K. F-:i- i-o e., z: --2,: o a D'a e - 'ar . -/.. 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:, I I V;QC, It I IIII it t. 11 '114y i'. Its I111 '64 x ,:I 65 OV ( ~ f 11 021:112ro' 111 I I II f~" . I I l "Will)? .112ro() 77 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 ( ~ :1.7 4 51-11 62.2 2 4 (cII.').,C,ll (:((:I -,),(-.II,cm)N I ? 2j; 1;1;.s 7( M 7 IA ii . . Nil I,,(- C (. .If ,:3)f 'l 1 ' 1; 1 1 N 4 ( l1 1.4 1 2 0.6 ~ M 3. 11 ~ 8 3 2 18 7 5115 7 2'~ . . . . - ( A2 2 2 - :1114( .111 It: V; 111) 2(:112 S 1121 ) N i 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