SCIENTIFIC ABSTRACT KHORLIN, A.YA. - KHORMUSHKO, S.P.

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SCIENTIFIC ABSTRACT
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KIffORLJN, A. Ya. and KOCUIMV, N. K. "The Triterpenoid Saponine from the root of Aralia manschurica." REPORT to be submitted for the Symposium on the Chemistry of Natural Produots, Intl. Union of Pure and Applied Chem. (IUPAC), Melbourne, Canberra, and Sydney, Australia, 15-25 Aug 60 @'. , ".),I KITORL[@" A. YA., 7A'@JK'j'V')KIY, V. v. 'JI.IJ-11 'rul. @".7 (UsoR) 1'1nvestL-,-itL-ms of Triterpene Sap.)nins." qe-p-)rt presented at t' 'ie 5t'i International Biochemi9try Congress, 1, i-koscow, 10-16 Awl,ust 1961 KOCHMOV, N.K.j KHORLIN A Ya - VASIFOV-SSall, V.1e.; ZEY'RBLIS, V.1e. . 0 *$ -------------, Triterpenic saponins. Part Is Saponims from Manchuri= aralia. Zhur. ob. khim. 31 no.21658-665 F 161. (MIRA 14:2) ' ' "'N 1. Institut khimii rirodnykh soyedineniy.Afl SSSR. Saponine) -- KHO A.19-1 VOROTNIKOVAP L.A.; Ko(;wrKov, N.s. Amines with gangliolytic activity. Part J+s Tertiary aliphatic amines with a branched chain, Zhurob,khims 31 no.6:1827-1830 je 161. (MERL 14:6) 1. Institut farmakologii i khimioterapii Akademii meditsinskikh nauk SSSR. (Amines) KOCRETKOV, N.K.; KHORLI --- 14, A.Ya.; CHIZHOV, O.S. Chemical investigation of Schizandra chinensis. Part 1: Schizandrin and related compounds. Zhur.ob.khim. 31 no.10:3454- 3460 0 161- (MM 14:10) 1. Institut khimii prirodnykh soyedineniy AN SSSR. (Schizandra chinensis) 11-1;-.-, ... ; KOCHETKOV, N.K.; KHORLIN, A.Ya.j BOCIIKOVp A.F. Synthesis of k-straphanthin-@& Dokl, AN SSSR 136 no. 3:613-616 Ja 161, WIRA 14:2) 1. Institut khimii prirodJaykh soyedineniy AN SSSR. 2. Chl+ -Ir korrespondent AN SWR (for Kochetkov). w (Strophanthin) KOCHILTOKOV2 IT.K., 1-TORLIN' A.Ya.,- CHIZHOV, O.S.; SHLYCILENKO, V.I. Chemical study of Schizandra chinensis. Report No.2: Structure of schizandrin. Izv. Ali SSSR. Otd.khim.nauk no.5.-850-856 My 162. (MIRA 15:6) 3. Institut ldiimii priodnykh soyedineniy Ali SSSR. (3--hizandra chinensis) KOCHETKOV, 14. K.; !,-",Ol!LII:, A.Ya.; GIIIZI',%"V, O.S. Chemical study of Chinese nchisandra. Report No. 3: Synthesis and ultraviolet spectra of some derivatives of 2,,3,4,21.,31,,41- ehxamethoxydiphenyl. Izv. AN SSSR. Otd.khim.nauk no-5:856-861 My 162. WIRA 15:6) 1. Institut khimii prirodnykh soyedineniy AN SSSR. (Schisandra) (Biphenyl) KHOUIN, A.Ya.; BOCHKOV, A.F. Thin-layer chromatography of glycosides. Izv.AN SSSR.utd.khlm.- nauk no.6:1121-1122 '62. (MERA 15:8) 1. Institut khimii prirodnykh soyedineniy AN SSSR. (Glycosides) (Chromatographic analysis) rELYAKOV, G.B.; STRIGINA, L.I.; KHORLIN, A.Ya.; KOCHETKOV, N.K. Glycosides of Panax ginseng. Izv.AN SSSR.Otd.khim.nauk no.6: 1125 162. (MIRA 15:8) 1. Dallnevostochnyy filial Sibirskogo otdeleniya AN SSSR I Institut khUdi prirodnykh soyedineniy AN SSSR. (Glycosides) YELYAKOV, G.-B.; STRIGINA, L.I.; KHO KOCHMOV, N.K. Mycesides-frm ginseng roots (Panax ginseng C.A, VAT). lzr. AN SSSR. Otd.khim.nauk no6ll:2054-2058 N 162. (MIRA 15:12) 1, Dallnevostochnyy filial Sibirskogo otdolemiya AN SSSR i Imatitut khimii prirodnykh noyedineniy AN SSSR. (Glycosides) (Ginseng) YELYAKOV, G.B.; KHORLD, A.Ya.; STRIGMA, L.I.i KOGHETKOV) N.K. - . I Triterpene saponins. Report No l3aArallozido A frum AraliapobaWtii. Izv.AN SS6R.Otd.khim.nauk no.9.160Fo'-1608 S 162. .(DURA 15:10) le Dkilnevostochnyy filial S:Lbirskogo otdoleniya AN i Institut khimil drirodnykh soyedineniy P11 S66H. (Saponin ) (Glycosides) -.- -i-.. KHORLINJ. A.Ya.,- OVODOV, YU.S.; KOCIIETKOV, N.K. Triterpene saponins. Part 21 Saponins from Gypsophila pacifica roots. Zhur.ob.khJm. 32 no-3:782-791 Mr 162. (MIRA 150) 1. Institut khimii prirodnykh soyedineniy AN SSSR. (Saponins) (Triterpenes) KHORLIN, A.Ya.; F-OGMOV, A.F.; BAKlNGVSKIY, L.V.; KOUETKOV, N.K. Glucosidation of 2-0-trichloroacet-rl-3,4,6-tetraacetyl- /3-D-glucopyranozyl chlorides. Dokl. AN SSSR 143 no.5: 1119-1122 Ap '62. (MIRA 15:4) 1. Institut khimii prirodnykh soyedineniy AN SSSR. 2. Chlen- korrespondent All SSSR (for Kochetkov). (Glucopy-ranosyl chloride) (Glycosides) KOCIIETKOV, ILK.; IKHORLIN, A.Ya. OlIgosIdes, a new type of plant 21yousides. Dokl. AN SSSP 150 no.6.-1289-1292 Je '63. (MIRA 16:8) 1. Institut khimli prirodnykh soyedineniy AN SSSR. 2. Chlen-kor- respondent AN SSSR (for Kochetkov). (Glycosides) KOCHETKOVI N.K.; KHORLIN, -Y" VASIKOVSKIY, V.Ye. Triterpenic saponins. Report NO.5: Structure of aralosides A and B. Izv.AN SSSR.Ser.khim. no.8:1409-1416 Ag 163. (MIRA l6s9) 1. Institut khimil prirodnykh soyedineniy AN SSSR. (Saponins) (Glycosides) KOCHETNOV, Nikolay KonstantinovUb; KHDYIIN, A. Yaq 00ligosides-New type of plant ZVosides." Report to be submitted ior the 3rd Intl. Symposium on the Chemistry of Natural Products (ITJPAC)p Kyoto., Japan., 12-18 April 1964. KOCHETKOV, N.K.; KHORLIN, A.Ya.; VASIKOVSKIY, V.Ye. Triterpenic saponins. Report NO.4t Structure of aralosides A and Be Izv.AN SSSR.Ser,khim. no.8s139&-1408 Ag 163. (MIRA 16:9) 1. Institut khinii prirodnykh soyedineniy AN SSSR. (Saponins) (Glycosides) Lg KHORLIN A.ra,,- OVODOV, ru.S..; OVODOVA, R.G. Identity of gypsoside and triterpenic saponin obtaimd from Gyp9ophila paniculata L. Izv.AN WdR.Ser.khim. nlo.8tl521-1523 Ag 163. (MIRA 160) 1. Institut khWi prirodnykh soyedineniy AN SSSR. (Gypsophila) (Glyconides) (Saponins) A.K4.; OIIODOV, Yu.S. KOCHETKOV, N.K.;.MjQ Triterpenic sapon1w. Report No.7; Monosaccharide composition and size of the catbohydrate moiety of gypsoside. Izv.AN SSSR., Ser.khim. no.l:@3-89 Ja 164. Triterpenic saponins. Report No.8-. Some data on the structure of the carbohydrate moiety of gypsoside. Md.00-99 (MM 17:4) 1. Institut khimii Prirodnykh soyedinenly AN SSSR. KOCHETKOV, N.K.; KHORLIN, A.Ya.; BOCHKOV,, A.F. Monosaccharide orthoesters as glycosidation agents. Izv. AN SSSR. Ser. khim. no.12:2234 D 163. (MIRA 17::L) 1. Institut khimii prirodnykh soyedineniy AN SSSR. KHORLIN, A.U.; BAKINOVSKIY, L.V.; VASIKOVSKIY, V.Ye.; VEN'YAMINOVA, A.G.; OVODOVY YU.S. Triterpene saponins. Report No.6; Distribution chromatography of triterpene saponins. Izv. All SSSR. Ser. khim. no.11:2008- 2011 N 163. (MIRA 17:1) 1. Institut khimii prirodnykh soyedineniy All SSSR. KHORLIN, A.Ya.; IVANOVA, V.M. Detecting and studying the chemical composition of the active substances of,Patrinia tntermedia. Apt. delo 12 no.6:31-r36 N-D 163. (KIRA 17:2) 1. Institut khimii prirodnykh soyedineniy AN SSSR i farmatsev- ticheskiy fakulltet I Moskovskogo ordena Lenina, meditsinskogo instituts, imeni I,M. Sechenova. KHORLIN, A.Ya.; VEWYAMINOVA, A.G.; KOCITETKOV, N.K. 'Structure of calopaw L-saponin A. Dokl. AN SSSR 155 no. 3:619- 622 Mr 164. (mIRA 17*5) 1. Institut khimii prirodynykh soyedineniy AN SSSR. 2. Chlen- korrespondent AN SSSR (for Kochetkov). XMIETKOV, N.,K.;-.-KHORLIN, A.Ya.; CHIZHCV, O.s. Chemical analysis of Chinese magnolia vine. Report No.4: Extractiono structurep synthesis of deoxy schizandrine and the structure of T-schizandrine. Izv. AN SSSR. Ser. khim. no.6:1036-1042 Je t64. (MIRA 17:11) 1. Institut khimii prirodnykh soyedineniy AN SSSR. , I R qjO LIN,_,A.Ya.; BAKINOVSKIL L.V.; VASIKOVSKIY, V.Ye, N. Aralosides A, B and C from Aralia elata. Izv. AN SSSR Ser. khim. no,.7:1338-1340 Jl 164. (I.MillA 17:18) 1. Institut khimii prirodnykh soyedinenly AN SSSIII. KOCHETKOV, N.K.; KHORLIN, A.Ya.; OVODOV, Yu.S. Triterpene Baponins. Report No.qt Structure of gypsoside. Izv. AN SSSR. Ser. khIm. no.8:143E-1446 Ag 164. (MIRA 17s9) 1. Inatitut khimii prirodnykh soyedineniy AN SSSR. -KHORLIN, A.Ya; VENIYAMINDVA, A.G. Triterpens saponins. Report No.121 Saponins obtained from Kalopanax soptemlobiun (Thub.) Koidz. Izv. AN SSSR. Ser. khim. no.8:144?-1452 Ag 164. (MTRA 1?19) 1. Institut khWi prirodnykh soyedineniy AN SSSR. KOCHETKOV, JI.K.; HOMAN, A.Ya.; SNYATKOVA, V.I. Triterpene saponins. Roport No-13: Halolysis of' glycosides of the triterpene series and the synthesis of oleanolic acid glycosides. Izv. IT SSSR Ser. khim. no.11:2028-2036 N 164 (MIRA 18.-l) 1. Institut khimii prirodnykh soyedineniy Ali SSSR. KBORLIN, A. Ya.; BOGHKOV, A.F.; KOCIMOV, N.K. New synthesis of sugar orthoesters. Izv. AN SSSR Ser. khim no.12,.2214-2216 D 164 (@IIRA 18zl) 1. 'Institut khimii priroftykh goyedineniy AN SM. KHORLIN, A.Ya.; IVANOVA, V.M. Triterpene saponins. Report No.Jj,: Saponins from Patrinia inter- mediate (Patrinia intermedia Roem. et Schult.). Izv. AN SSSR Ser. kh-4m. no.2:307-313 165. (MLIRA 18:2) 1. Institut khimii prirodnykh soyedineniy All SSSR i Pervyy Moskov- skiy ordena Lenina maditsinskiy institut. KHOIRLIN, A.Ya.); CHEM, V.Ya.; KOGHFTKOV, N.K. Triterpenic saponins. Report IN0.152 Clamatoside C, a triterpenic oligoside from roots of Clematis manshurica Rupr. Izv. M SSSR. Ser. khIm. no.5:811-816 165. (MIRA 18:5) 1. Institut khimii prirodnykh soyedineniy AN SSSR. KOCRETKOV, N.K.-, KHORLIN. A,Ya.,, VASIK(,IvbK.IY, V.Ye., GUDKOVA, I.P. Trtterpane saponins. Report No.16.- Strucrure of araloside C. Izv. AN Izv. AN'SS3R, Ser. klilm. no.7s1214-1222 It,5. (MRA 180) 1. Institut khimii prirodnykii soyedineniy AN SSSR. N.K., DFRE@---c3y,.Ayl@ I 4 ... V . I :@ @uc - I . . , . . J. I ft . ; - I ..-I EOCHKOV, A.F. Syn'tesis -or me-' lyl ester o r (".( w 1. 1., @@ *-;i,% " .', ,. 1@ @, .. ll?r-,@ 165, anou i ..r, AN SSSR. Ser. kb-4m. no.q-,-I@:)?z, I (MIRA l8i9) I. Ins'Atilt khimii pr.Irodryk'ti -"' KOCIIFTKOV, N.K.,, @LIO@jlIN4__@Yq.; DOGROV, A,F. ..t,, New way of synthesizing furanoslides. Synthesis of 3-0-(/,9-D-galactc, furanosyl)-D-mannitol. Dokl. AN SSSR 161 no.6:1W-1345 An 165. (M'FA 18:5) 1. Institut prirodnykh soyedineniy AN SSSR. 2. Chlen-korrespandent AN S,9SR (for Kochetkov). KWHETKOV, N.K.; KHORLIN, A.Ya.; BCCHKOV, A.F. Synthesis of disaacharides. Dokl. AN SSSR 162 no.lil0l,-107 My 165. (14IRA 1835) 1. Inatitut khimii prirodnykh soyedineniy AN SSSR. 2. Chlen-kor- respondent AN SSSR (for Kochetkov). h; 1 [^@, P "', -"".; ". yl. B(Ocliycllv@ A.F.; KOCKIJKOV, I'll:- c)'Y-. 0 , nth@@sis of laminarabione derivritAvcs. 74,,I.,.P@1 166. :@,-j) 1. friotitut khirnii prirodn.0ji soyediri3nly AN Dfvk:,r lgr",5. ACC NR. AP7010718 SOURCE CODE,. UR-0062/66/0001012/2207i22O8 ALMHOR: MorlIn,_A.__Ya.._; Snyatlcova,- V. r.; Yovdakov, V. P.; ShIenkova, Yo. K. ORG: Instituto of tho Chemistry of 1,Latural Compoundsv Academy of Sciences USSR (Institut Wilmli pr1rodnykh soyedinenly AN SSSR) TITLE: Syn6esis of 2,3,4,6-tatra-0-acetyl-,6-D-glucopyranosyldibutyl-phosphite SOURCE: AN SSSR. Izestlya. Serlyn khimichosicaya, no. 12, 1966V 2207-2208 ,0:11C TAGS: 6hemical synthesis, pyridine, phosphate ester, nuclear magnetic resonance L ;UB CODE: 07' ABSTRACT: The action of dibutylacetylphosphite as a phosphorylating agent for carbohydrate-derivatives with a free hemiacetal hydroxyl was investigated using 2.3,4,6-tetra-0-acetyl- @-D-glucopyranose as an example. The condensation pro- ceeded without inversion of the configuration, forming 2,3,4,6-tetra-0-acetyl-,V_I;_- glueopyrano*yldibutylphOGphite. The reaction was conducted in absolute benzene medium, in the presence if absolute pyridine as an acetic acid acceptor. The structure of the reaction product was proven by element analysis, hydrolysis upon standing, acid methanolysis to the methylglucoside, and a study of the nuclear magnetic resonance spectrum. The phosphite could subsequently be oxidized to the corresponding phosphate... Orig. art. has: I formula "S 10 40 35:17 Card UDC: 542.91 + 547.4R."+ 661.319.1 '-se. ical Chemistry -'Kinetics,, Combustionj, ftplosions) Topo- WL chemistry, Catalysis. B-9 Abs Jour: Referat. Zhurnal Nbiwlys,, No 3j, 1958, 7257- Author : A.A. Balandinp M.B. Taram-Polyak, A.Ye. Agroncsov, I.M. Khorlina L.S. XmIkova. Inst :ici@ie;;;%@Mscieoez of Us=. Title :Catalytic Dehydration.of Alcohols on Anhydrous Magnium Sulfate. Orig Pub: Dokl. AN SM, L957,,13.4,,Xo 4, 773-776. Abstract: The dehydration of cyclohexanol, cyclopentanolpjItanol-2 and propanol-2 in the vapor phase at WO to 410 __ at the volume rate of 0.4 in presence of anhydrous MgSO4 proceeds practically to the end. The apparent activation energies in the Z=P fr= 360 to 4000 are trow 14370 to 1593.0 cal per mole, vhich, in the authors' opinion, is stipulated either by the same orientation of alcohol molewles with reference to the catalyst surface) or by that all these reactions are Card 1/2 .42- AUTHORS: Zakharkin, L. I., and Khorlina, i. M. 20-3.,W/L6 TITLE: Production of Aldehydes by Reduction of Nitriles With Diisobus tyaluminium Hydride (Polucheniye alldegidov vosstanovleniyem nitrilov diizobutilalyuminiygidridom). PERIODICAM. Doklady-AN SSSRj, 1957, Vol. 116, Nr 3, pp. 422-424 (USSR). ABSTRACT: other authors have proved earlier that (C2H5)2 AIH and ("C4 Hq) 2*1H can be used for the reduction of the carbonyl group in the alde- hydes and ketons up to the corresponding alcohols. The second sub- stance is also cheaper and more accessible for the organic synthe- sis than Zi AM V The authors have proved the production referred to in the title. The reaction takes the following course: H P RE + (14 4H9)2 A.1-H -+ RCH - N&L(C4149 RCHO. The reduction of butyro-, capro- and benzo-nitriles, and of the nitriles of the acids of phenylacetic acid-, anise-, tetraphtal. and others, as well as of 1,1 di-.hlor 5 eyanic-penten-1. was studied. The results are summarized in table 1. The yield of alde- Card 113 hydes, especially in the case of aromatic nitriles, are good and Production of AldehydoB by Reduction of Nitriles With 2o-3-w/46 Diisobutyaluminium f1ydride. attain 8o to goc/oof the theoretically possible. The reaction cons cerned can be performed in various solvents (ether, benzol, hepw tans, ae oe), or without such soL-rents, what involves many advan- tages. According to the nature of the nitrile, temperatures from 0 to 400 were chosen. In the case of almost equimolar ratios of both participants in the reaction, nitriles were never reduced up to the amines. The decomposition of the transition product of the diisobutylaluminiu4 hydride to the nitrile should be carried out with great precaution, especially in the case of such readily changeable aldehydes as phenylacetic acid aldehyde. The transi- tion product of the (i-C4H9)2 A.IH to capronityl cannot be distillas ted in I mm-vacuum, without decomposition. Reduced yields of phes nylacetic aldehyde and of 1,1.dichlorhexan-l-Al-6 can be explained by the partial compaction ("uplotnentyen) of these aldehydes. This can be remedied by the adaition of 2,4 - dinitropherVUadrazine, so that the yield of corresponding 2.4 dinitrophenyldrazon comes to 8o and 7219/. . The above report is followed by an experimental part with the conventional data. Card 2/3 There are 1 table, and 8 references, none of which are Slavic. 50) AUTHORS: Zakharkin, L. I.,,_,Khorlina, 1. 1M. SOV/62-59-3-27/37 TITLE: Thermal Decomposition of Adducts of Diisobutyl Aluminum Hydride on Nitriles (Termi6heskoye razlozheniye produktov prisoyedinaniya diizobutilalyuminiyGidrida k nitrilam) PERIODICAL: Izvestiya Akademii nauk SSSR. Otdeleniye khimicheskikh nauk, 1959, Nr 3, pp 550-552 (USSR) ABSTRACT: In the preceding paper (Ref 1) the authors obtained the adducts of diisobutyl aluminum hydride and the nitriles RCH=N - Al (i-C 4H9)2' in the present paper the behavior of these products was investigated when they are heated. It was found that a gas consisting mainly of isobutylene is separated if the compounds RCH=N - Al(i-C 4H9)2 are heated to tempera- tures of from 220-2400. In the hydrolysis of the residue, howeverv the corresponding amine RCH 2NH2 forms with a yield of up to 80 % of the theoretically computed value. Thus, in heating a reduction takes place due to the displacement of isobutylen- and the formation of new Al-if bonds. in this re- Card 1/2 duction products of the following linkage systems form: Thermal Decomposition of Adducts of Diisobutyl SOV/62-59-3-27/37 Aluminum Hydride on Nitriles I I N - Al - N - Al - In adducts of diisobutyl aluminum I I CH2R UtL2h hydride and disubstituted amides a reduction at the expense of the displacement of isobutylene is possible in principal. It is, however, only unimportant and furthermore, is accompanied by strong resinification. There are 8 references, 1 of which is Soviet. ASSOCIATION: Institut elementoorganicheskikh soyedineniy Akademii nauk SSSR (Institute of Elemental Organic Compounds of the Academy of Sciences, USSR) SUBMITTED: July 16, 1958 Card 2/2 5.361o 77071 sov/62-59-12-15/43 AUTHORS: Zakharkin, L. I. , TITLE; Reduction of Substituted Amides to Aldehydes and Amines With Diisobutylalwainum Hydride PERIODICALt Izvestiya Akademii nauk SSSR. Otdelenie khimicheskikh nauk, 1959, Nr 12, pp 21436-2150 (USSR) ABSTRACT: Dialkylamides of aliphafic acids and amides of aromatic acids are reduced with diisobutylaluminum hydride. The yields of aldehydes are given in Table 1. The yields of amines obtained by reduction of mono- and disubsti- tuted amides with ('so-C4 H9)2AlH are given in Table 2. Card 1/5 Reduction of Substituted Amides to 77071 AldehydeB and Amines With Dilsobutylaluminuin SOV/62-59-12-15/43 Hydride O'D U 6 rION 7 -0 1 A 0," _S (TrAfP 0*; W70 ftOr 70 lly,9,01,0,C I j. j t I il 1 /.0 if Card 2/5 AMC- 2, j4 Fo vb,,o lk,-. re zff,&A A"rHfLAAl1LlD_' vF &JM1,C 4c7,0 56 122 122, P11friMA411,00 OF ISO,41016 WIP .15 Jt7 116-117 rmlimooz or- ISO Y4LEAX q,'/P j 52 117 116-117 DIH170I.Iffix 'IF ZAI.441@VJ,4 441 Pz, Ot- 4V 41, 1- 4 v / t M 5 tgf).5-107 t07 , . A, 1 T# Efwy @NZMYL r Ole 44NYA.14 4 Q0 D ' 4AVHl11 rVY @ c eAPA e d . 0 26 106,5-107 106 107 loci , J.. A o P YtIe 4 l f r ,R CAffy Vlllo ,g Ald V 4 4 MY 56 52 too 106 106 , . , _ dor ACNZOIC 4(19 y 44 2:16-2-17 106 138 _-riYJ-AY1pz- ap MNZole &, V l 0A 1A1111C XP U AVIU J 4A 67 l;8 21:17 2.18 2:18 L pf 0 IJ /P @V - - r#YZj///.'/,0r OP Iri-k%zele 140 ' e 7tp 44 :!31;- 1 25 238 1 IWP It PAC VIAHIPir OF V1CVr11w 1 91. 259 ar 4,-em14 if r ar p 4 ov@ I 53 lil-t/,2 :Nlio 280 V rX 0q v ox d1 67 - 67 68 l - IWAF of glo M 09 09 5 20) , A JI _ , ;44-VIAIAC 4' 4411-51 C 4L V 61) 254 25i I-101Y1,0111let 0,1 NrVY@4elrle 4elP ,,fi Ito Ito Reduction of Substituted AmIdes to 77071 Aldehydes and Amines With Diisobutylalurninum sov/62-59-12-15/4. Hydride 2 -y- RA no OF YQP , AMIX. ro Or k mlor (4w - ell. Nhp rJoItIo I/at 1 41114[ ffm, j 1:3 i ; :) f p A 1 qoe*-- je1o i 1: 2,s 7 1 OP "AA101t- *Ip 1 1 : 3 1-3 of 441'xyze &/p 1 1 1'3 4 io AV m r4N /0 (41 1: U.- IS0AIflVY-dfAIMff1Pr q 1:4 7 5) 1' 20 a) IF, 71) M ILS pt 120 120 INS 173 175 80 132 a) 132 95 132 132 1 91 8:1 0) W 93 1 165 162-65 95 45 146, @95 * d1hydtochlDrIde: 0 -- hydrochloride -- picrate; b -- Found for Isobornylbenzylamine: 01 1.1.47 Card 3/5 Reduction of Subatituted Amides to 77071 Aldehydes and Amines With Diisobutylaluminum sov/62-59-12-15/43 Hydride The reduction of d1substituted amides to aldehydes occurs as follows: 11CON14% + Y-CA1102 AIII - 11 - CH - Nittill nclio, OAI V-C4II1)3 The reduction of amides to amines occurs according.to scheme: (1)+(i-C4119)2 A Ill - RCII,NII,R,+ (i-C4111)IAIOA I Y-C&II42 There are*5 tables; and 21 references, 1 Soviet, 5 Oermanj 3 French, 5 U.S., 7 U.K. The 5 most recent U.S. and U.K. references are: V. M. Micovic, M. L. Mihailovic, J. Org. Chem., 18 1190 (1953 0 D Johnson$ J. Am. Chem. Soc.., 46., 7543 (1-44 L L Braude, R. 1J. Jones, J. Chem. Soc., 498 (19 3); J. D. Roberts, Ch. Green, J. Am. Chem. Soc., 6B, 214 (1946); R. E. Benson, F. L. Cairus, J. Am. Chem. Soc. Card 4/5 70, 2115 (1948). Reduction or Subst'ituted Amides to 7TG71 Aldehydes and Amines With Diisobutylaluminum SOV/62-59-12-15/43 Hydride ASSOCIATION: Institute of Elementoorganic Compounds, Academy of Sciences USSR (Institut elementoorgariicheskikh soedineniy, Akademii nauk SSSR) SUBMITTED: April 18, 1958 Card 5/5 5 (3) AUTHORS: Samokhvalov, G. I., Zakharkin, L. I.$ SOV/20-126-5-28/69 Davydova, L. P., Khorlina, I. M. TITLE: A New Synthesis of P-lonolidenacetic Aldehyde (Novyy sintez P-ionolidenukausnogo alldegida) PERIODICAL: Doklady Akademii nauk SSSR, 1959, Vol 126, Nr 5, PP 1013 - 1016 (USSR) ABSTRACT: "9,13 dimethyl-7-(191,5 trimethyl-cyclohezene-5-Yl)-octatriene 8,10,12 al 14; aldehyde C,, @I)" is an intermediate product of the P-carotene synthea Ref 1). The extension of the car- bon chain of this compound by one atom and the creation of a conjugate system of double bonds renders the transition to stereo-isomeric retinal aldehydes possible, which corresponds to the vitamin A. The above mentioned chain-extension is based on the formation of cyanohydrins (Refs 20). For the reduction of the nitrileaq arising after the dehydration, di-isobutyl- -aluminum hydride (Ref 4) could be used. The authors describe a realisation of this method with reference to a simple example; The synthesis mentioned in the title (Ref 5) of 7-00P5 tri- Card 1/3 methyl-cyclQhexene-5-Yl)-9-methy1 butene-8-al-10 of P-G 14 al- A New Synthesis of P-Ionolidenacetic Aldehyde SOV/20-126-5-28/69 dehyde(n)(aae acheme). The interaction between aldehyde C 14 (II) with aicetone-cyanohydrine takes place ui.ler the influence of a methanol solution of potash at 20-230. The oxy-nitrile yield (III) amounts to 83-84%. By the reduction of the nitrile- P-ionolide-acetic-acid (Fig 1) (IV) the substance mentioned in the title (V) was produced as a stereo-isomeric mixture, and was isolated. In the crystallization of the semi-carbazones of the stereo-isomeric-aldehydes from alcohol trans-p-ionolide acetic aldehyde semi-carbazone was obtained (melting point 195-50-196' W87,8), and a far smaller quantity of the ois- -isomers (melting Point 173-1740). A far-reaching agreement of the maxima of the ultra-violet absorption spectra of the car- bazoneB of the isomeric aldehydes (Fig 2) allows the conclu- sion that the isomery is caused by a deviation of the position of the substituenta with regard to the newly formedp sterically not impeded, double-bond of the carbon atoms 9-10. Out of the carbazone of the trans-p-ionolide-acetic aldehyde free alde- hyde was obtained. The infrared spectrum (Fig 3) is character- istic of substances with a trans-position of the substituents Card 2/3 at the double bond. Bands in the range of 6.25g belong to the A Now Dyntheein of P-Xonol.Ldenauallu Al.dehyde 5OT/zO-1z6-5-Z0/65 oscillation@ of@the system of conjugate double bonday whilet those at 6p oorrespond to the V-oacillation C+-O in the system with conjugate unsaturated bonds. Prof. N. A. Preobrazhenskiy showed interest in this investigation. There are 3 figures and 8 references, 2 of which are Soviet. ASSOCIATION: Vaesoyuznyy nauchno-ionledovatellskiy vitaminnyy institut (All-Union Scientific Vitamin Reaearch'Institute). Institut elementoorganicheskikh soyedinaniy Akademii nauk SSSR (Insti- tute of Elemental Organic Compounds of the Academy of Scienceal USSR) PRESENTED: March 11, 1959, by M. I. Kabachnik, Academician SUBMITTED: March 9, 1959 Card 3/3 AUTHOR13: @,uchzirlchi, L. I. TITLE: Bvlef' '[111proved 1,11@.Alh-)d of Diethylalumimun ilydrlde pl-eparl"AL foil PERIODICAL: Izve3tlya akridemil nauk S@'3,SR. Otdclenly-, Ich1micheskilch nauk, 1960, Nr I., pg 1112 (US'sfi) ABSTRAC A 1-Jriple mcLhod of' dl,et 'h.-italum[Wimi h% 'lot-l-de pi-e.,paratLon fvom c1let.hylaILIMLnum broralde and lithlim hydride is d 1. 1) c- d P.rocedure: Add dro wise 15.5 ml (0.14M) ahsolute ether to the 24 g (0.14m@ diethylalluminWn bi:,wiiide, to the obtained prodUCt add 1.45 9 0of ground lithium hydride and mix Por I hour all- 50-60 , @hen add 20 mdl of dry Card 1/27@ benzene. -Separatc, tlrm: precipit@tlu-t-! Remove the I Briof C0jjjqjLjrjiea'Ljojjs. Tj!;j)j-)%`ed Met h0l.0 I.k I _ d Dietlhyllaluminwii Hydride Preparation solvent by distilling under vacuLun. Heat (150-600) the obtained product in vacuum (I. mrii) for 40-60 min to remove ether, and finally di3till t_-o 0obtain the pure diet-hylaluminum hydride (92crV -0 7 7 1 A simple method for prepal,ing bromide by symmetrization of ethylal!_-t?;1',i-"1- sesquibromide with bromide is also described: (Q.113)4M.Br, + 111N,1131. -I I Ir -!.A! 11.r,.r;NjBr. The reaction takes place on heating (200-2200) the mixture for 2 hours. The obtained die thylal uminum bromide (92%) is separated from the reacted mixture by distillation, bp 84.2-85' (3 mm). There are 5 references, 2 German, 3 Soviet. ASSOCIATION: Institute of Element-Organic Compounds, Academy of Sciences USSR (Institut elementoorganicheskileh ooyedj.neniy Akademii nauk SSSR) SUBMIT11ED: June 23, 195@9 Cavd 2/2 S&140KHVAWV, G.I.; DAVTDOVA, L.F.; UKHAUIN, TAKULOVA, L.A.; ZHIKH&UVA, L.T.; PRWBHAZHINSKIY, N.A. Synthesis studies in the field of polyans compounds. Part 17: low synthesis of retinal or 9,13-dimethyl-7-(1.1,5-trinothyl- cyclobexon-5-yl)-7,9,11.13-nonatetraon-15-al. Zhur.ob.khin. 30 no 6tl823-1826 Js 160. (MIRA 13.6) 1. Ysesoyuzrqy nauchno-iseledovatellskiy vitaminnyy, institut. (Nonatetrasnal) (Olefins) S/079/60/030/06/03/009 B002/BO16 ATJTHORSs Zakharkin, L. I., Khorlina, 1. M. TITLEs Symmetrization of Alkyl Aluminum Sesquihalides to Dialkyl Aluminum Halides-in the Presence of Sodium Halides PERIODICALs Zhurnal obehohey khimii, 1960, Vol- 30, No. 6, pp. 1926-1929 TEM In the present paper the authors outlined the oonditions for the above method of synthesis devised by them. The symmetrization of the alkyl aluminum sesquihalides with the corresponding sodium halides pro- ceeds according to the formulas 2R 3A-12X3 + nNaX----b-3R2A1X + AlX3nNaX (X = Cl, Brt I). The investigation was performed on methyl and ethyl aluminum sesquichloride, ethyl aluminum sesquibromide and ethyl and propyl aluminum sesquiiodideo The mixture of the above-mentioned initial sub- stances with the corresponding sodium salt was heated for 2 hours up to 200-2200 under vigorous stirring, Two immiscible liquid layers were formed. The upper one consisted of pure dialkyl aluminum halidep the lower one of a complex compound with the sodium salt which crystallized on Card 1/3 Symmetrization of Alkyl Aluminum Sesquihalides S/079/60/030/06/03/009 to Dialkyl Aluminum Halides in the Presence of B002/.BO16 Sodium Halides cooling. This phenomenon was observable in all compounds investigated. The separation of the dialkyl aluminum halide from the sodium halide com- plex salt was not possible any longer. The influence of the amount of NaBr used in the reaction upon the degree of symmetrization was investi- gated on the example of the reaction of ethyl aluminum sesquibromide with NaBr. Complete symmetrization occurred at a molar ratio of ethyl aluminum sesquibromide to NaBr - 10-1.2. At a lower ratio a mixture of diethyl and ethyl aluminum bromide was formed, In-which connection the former 1< prevailed in proportion to the amount of the initial substances used. A V more intense symmetrization did not occur any longer even at a higher excess of NaBr. If the synthesis is made without stirringv a higher quantity of NaX is necessary for the corresponding degree of symmetrization. On evaporation in vacuo a mixture of dimethyl aluminum iodide and tri- methyl aluminum is formed from methyl aluminum asequiiodide and NaI. On evaporation under atmospheric pressure the total amount symmetrized to trimothyl aluminum. In tho axperimen+&I pm@wt the syrithesoo a=a a*- aaribdd in aatall. T66 161lowing compounas were ottaineds diethyl aluminum bromideg yield 92@, without stirring 85@; dimethyl aluminum Card 2/3 Symmetrization of Alkyl Aluminum Sesquihalides S/079/60/030/06/03/009 to Dialkyl Aluminum Halides in the Presence of B002/BO16 Sodium Halides chloride, yield 84%; die thyl aluminum chloride, 85%, without stirring 79%; diethyl aluminum iodidoo 98%9 without stirring 91%; di-n-propyl aluminum iodide (twofold distillation), 75%; trimethyl aluminum (twofold-distil-' lation), 80%. There are I table and 6 roferencess I Soviet, 3 German, and 1 English. ASSOCIATIONs Institut elemontoorganichookikh soyedinenij Akademii nauk SSSR (Institute of Elemental-ownic Compounds of the Academy-of Sciences of the USSR) SUBMITTEDs July 69 1959 Card 3/3 '0 ID 28277 S/062/61/000/010/014/018 B106/B101 AUTHORS: Zakharkin, L. I., and Khorlina, I. M. TITLE: Preparation of dialkyl-aluminum. hydrides from dialkyl- aluminum halides and sodium hydride PERIODICAL: Akademiya nauk SSSR. Izvestiya. Otdeleniye khimicheskikh nauk, no. 10, 1961, 1694 - 1895 TEXT: The conversion of dialkyl-aluminum. halides into dialkyl-aluminum hydrides is of great interest, since the latter are good reducing agents. So far, only the conversion of diethyl-aluminum chloride (Ref. 2: K. Ziegler, Liebigs Ann. Chem. 589, 91 (1954)) and diethyl-aluminum. bromide (Ref. 3: L. I. Zakharkin, 1. M. Khorlina, Izv. AN SSSR. Otd. khim. n. 196o, 142) has been known. The present paper describes the reduction of dimethyl-aluminum. chloride and dimethyl-aluminum iodide to dimethyl-aluminum. hydride, of diethyl-aluminum chloride, diethyl-aluminum, bromide, and diethyl-aluminum iodide to diethyl.-aluminum hydride, of dipropyl-aluminum chloride and dipropyl-aluminum bromide to dipropyl- aluminum hydride, and of diisobutyl-aluminuin chloride and diisobutyl-. Card 1/4 28277S/062 -'61/000/010/014/018 Preparation of dialkyl-aluminum... B1067B101 aluminum bromide to diisobutyl aluminum hydride. The reductions were carried out with sodium hydride. The reduction of diethyl-aluminum chloride and sodium hydride to hexane desc@-ibed by Ziegler et al. (Ref.2: see above) is slow and incomplete. All the dialkyl-aluminum halides mentioned above are quickly and completely reduced by sodium hydride to the corresponding dialkyl-aluminum hydrides at 40-600C if aromatics (benzene, toluene) are used as solvents, and if the reduction takes place by seeding with the corresponding dialkyl-aluminum hydride. The corresponding trialkyl aluminum can also be used as a seeding substance. Dialkyl-aluminum hydride is added to dissolve sodium hydride as the com- plex NaR2 AIR 29 which then acts as a reducing agent for dialkyl-aluminum halide. The reductior thus follows the pattern NaH + R Alff---;@NaR AlH 2 2 29 NaR2AIR 2+ R2AIX -,,,.2R2AIR -t NaX. The resulting dialkyl-aluminum hydride and sodium hydride again form a complex which reduces another portion of dialkyl-aluminum halide, etc. Yield of hydrides! 75-85@ of the theoretical value. The experimental results are given in a table. The authors also reduced ethyl-aluminum sesquichloride and ethyl-aluminum sesquibromide with sodium hydride in a benzene solution at 500C by seeding Card 2/4 2 U; 2-7 S106216110001alOI0141018 Preparation of dialkyl-aluminum... B106/B101 with diethyl-aluminum hydride. The reaction takes place smoothlyp with- out decomposition of its products, It is, however, impossible to obtain an equimolecular mixture of diethyl-aluminum hydride and ethyl-aluminum hydride. Usually, a mixture of v7V,,,) of diethyl-aluminum hydride and 30@13 of ethyl-aluminum hydride forms apparently due to disproportionation of ethyl-aluminum hydride. For the above reductions, 1.5 - 2 g of the corresponding dialkyl-aluminum hydride or trialkyl aluminum is added to a suspension of sodium h Ivdride (excess: 3-55') in absolute benzene. After mixing and heating to ----_(30oC, the corresponding dialkyl -alum! num halide is added dropwise within 15 20 min; so, the temperature of the reaction mixture does not exceed 50 600C. After addition of the halide, the mixture is maintained at 500C for one hour. The sodium-halide deposit is filtered off in a nitrogen atmosphere, or is centrifuged and washed with twice or three times the amount of benzene. The latter is distilled off in a water-jet vacuum at a bath temperature of 40 - 50 0C. The hydride obtained is distilled in vacuo. [Abstractorla note: Essentially There are 1 table and 3 referencest 2 Soviet and complete translation.] 1 non-Soviet. Card 3/4 , , i "If S/(J()?/f) I/ Preparation of dialkyl-aluminum ... B106/B101 ASSOCIATTON: Institut elementoorganicheskikh soyedineniy A-kademii'nauk SSSR (Institute of Elemental-organic Compounds of the Academy of Sciences USSR) SUBM,ITTED; April 6, 1961 T. K11111. Kim T R,AIX A.,. L RAIX . lilt JP. t-T. Cr. I , ri P""At-LI. CT.) W. (CHlIjAMI 43 (3) (I.C.,@1'J'Alcl 70 91-96 (1) (Ctfj),A1J 72 To we (n-C,t4,),A1Br 85 - (C,H.),AICI 86 65-67 (1) (i-QUsAICI 70 114 (t) (C,Hj.A1Br 82 - (i-Q1.),A1Br 80 To me CA (qll.).,Nlj 87 Legend to the Table: (1) yield of 0 the corresponding hydride, (2) boiling point of the hydride, c (p, mm Hg); (3) dto. Card 4/4 ZAMULKIN, L.I.; KHORLIKA, I.M. Z- Reduction of mothyloyclohexanes with diisobutylaluminum hydride. , Izv.AN SSSR.Otd,,khimenauk no*6:1144-1145 Js 161. , (MML IA:0 1. Institut elementoorganicheskikh soyedineniy AN SSSR. (Cyclohexans) (Aluminum hydrides) ZAKHARKIN, L.I.; KHORLINA, I.M. Preparation of dialkyl aluminum hydrides from dialkyl aluminum@ halides and sodium hydride. Izv.AN SSSR.Otd.khim.nauk no.10: 1894-1895 0 161. (MIRA 14:10) 1. Institut elementoorganicheskikh soyedineniy AN SSSR. (Aluminum compounds) ZAKRARKIN, L.I.; SOROKINA, L.P.;_Y2RLM,,@ Action of triinobuty3AIuminum on cycloboxanons. Zinw.ob.khime 31 no.10:33n-3316 0 161. (MIFA 14:10) (Alminum) (Cyclahexanone) 8/1079YG2/032/009/002/011 1040/1242 ALMIORS; Zakharkin, L.1, and 11iorlinA, I.M. Intpraction between diethylaluminum hydride an TITLEt d the dlethyl compouryJa of Znj HS# Cdp and Mg PERIODICAL,. Zhurnal obahchey khimil, v&32, no,9,# 1.962, M3-2785 TEXT.- The reaction of diethylaluminum hydride with the diethyl com-' pounds of 11g,, Zn, Cd,, and Mg without a solvent was stiWind In an attempt to prepnre triothylaluminum, Thn reaction of (G21f5)qA1H rith (GoII,5)@jfg at temperntiire3 between -200C and -i-1000C yi.-I ed Kip If 0 lIg and It the relative amounts of the different (C2"15)3 2 2; producto varM with the experimental condition3 (temperature order of mlA-inr,, etoa)e, Tho formtion of othano tn(31caten that an inter- Madiate untitnblo compouY4, -, ethylmorcury hydrido - is formed.whigh",-i 71" Ither dooomposes yielding ethane 'and free 11g, or rnacts vilth tho diethylaluminum hydride to -yield mercury hydride whioh.doc.omposou., into fred-118 nnd @ 112. -Tho intoraotion. betwoen, the d iothyla-Imilnum hydr id e - and the d let*1 oo * ounrle 'of - Zn,, Cd,, and Mg at 25-400C MP 06:rd 1/-. 3/079,/62/032/.009/002/011 1048/1242 Interaction between diethylaluminum... followed the equation 2(C2H.5)2AlH + N05)08 2024)3" + 11011- Only in the case of Mg was.the metal hydride separated,, as the hyd- rides of Cd and Zn are unstable and decompose into the metal and 112" in all cases, the yield of triethylaluminum exceeded BOX, and the "yeactions can be used for the synthesla of this oompound. S I I B TAIT TE DAugus t7*0 1961 CaH 2/2 ZAMARKINP L.I.; GAVRILENKO, V.V.; KHORLINA, I.M. Effect of sodium hydride on ethyl aluminum dichloride and dibromide. Izv.AN SSSR.Otd.khim.nauk no.3t438-441 Mr 162. (MIRA 15:3) 1, Institut alementoorganichaskikh soyedineniy AN SSSR. (Aluminum compvmWs) (Sodium hydride) ZAKHARKIn.9 L.I.; KHORLINA, I.M. Preparation of aldshydes by the reduction of carboxylic asters with diisobutyl-aluminum hydrida. Izv.AN SSSR.Otd.- khim.nauk no.3:538 Mr 162. (MIRA 150) 1. Institut elementoorganicheskikh soyedineniy AN SSSR. (Aldehydes) (Esters) (Aluminum compounds) ZAKHAPXIN, L.I.; OORLIINA, I.M. Interaction of diethyl aluminum hydride wJth diethyl compounds of Zn, Hg, Cd. and Mg. Zhur.ob.khim. 32 no.9:2783-2785 S 162. (MM 15:9) (Aluminum compounds) (Orgmometallic compounds) ,-j. -; ZHIGAREVA, 4G.,G. ZAKHARKIN, L.I.; GAVRILENKOI, V.V.;-PLQRLINA Ilt Reduction of silicon and gerj6ukim chlorides and alko3dden by means of sodium'and potassium aluminum hydridex.. Izv. AN SSSR.OtAi.%' khiwp#auk no*10:1872-1874 0 1,62. WHA 15:10) lo Inatitut elementoorganichookikhwyedineniy AN SSSR. (Silicon chloride) (Gerimium chloride) (Allrali metAl aluminum hydrides) ZMARKIN., L.I.; KHO.UINA, I.M. Reduction of carb*lic enters to aldehydes by diisobutyla- luminum hydride. Izv.kN SSSR.Otd.khim.nauk no.22316-319 F 163. (MIRA. 1634) 1. Institut elewntoorganicheakikh soydedinaniy AN SSSR. (Esters) (Aldehydes) (Aluminum compounds) ZARHARKIN, L.I,; KHORLINA, I.M. Reduction of some derivatives of acids to aldehydes with sodium diisobutylaluminum dihydride, Izv. AN SSSR. Ser.khiz. no.3t 465-469 Mr 164. (MIRA 1714) 1. Institut elemantoorginicheakikh soyedinaniy AN SSSR. ZAMARKIN, L.I.; KHORLINA, I.M. , Reduction of carboxylic acids to aldehydes with diisobutylaluminuirt hydride. Zhur. ob. khim. 34 no. 3:1029 Mr `64. (MIRA 17:6) ZAKIIAIU(IN, L@I.; KHORLINA, I.M. Reduction of @X-oxides by d: i iobutylaluminum hydride and the mechanism of action on X-OxIdes of simple aluminum hydrides. Izv. AN SSSR. Ser. khim. no.5s862-870 165. (MIRA 1815) 1. Institiit elementoorganishaskikh soyedinenly AN SSSR. I 50) AUTHORSs Nesmeyanov, A. N., Reutov, 0. A., SOV/62-58-11-7/26 Loseva, A. S., Khorlina, M. Ya. TITLE: ----------- Synthesis of Organo-Meroury Compounds From Hydrazones (Sintez rtutnoorganicheskikh soyeOineniy iz gidrazonov) Communication I. Interaction of Hydrazones of Aliphatic Aldehydes and Ketones With Mercury Acetat- (Soobshcheniye 1. Vzaimodeystviye gidrazonov alldegidov i ketonov alifaticheskogo ryada s uksusnokisloy rtutlyu) PERIODI CALs rzvestiya Akademii nauk SSSR. Otdeleniye khimicheskikh nauk, , 1958, Nr 11, pp 1315-1326 (USSR) ABUTRAGD Earlijer, hydrazones - a group of easily accessible compounds have not been used: for the synthesis of organDmetallic compounds. It is demonstrated in the present paper that the reaction of hydrazones of acetaldehyde, acetone, methyl-ethyl ketone, and butyrone with mercury acetate in aqueous methanol and absolute benzene medium may serve for the production of some new types of organo-mercury compounds. The reaction investigated takes place according to that of a "conjugated compound" under participation of the medium. Card 1/3 cc *&'-dimercury or oe-,o4! ,d /3'-tetramercury ether form in Synthesis of Organo-Mercury Compounds From Hydrazones. SOV/62-58-11-7/26 Communication I. Interaction of Hydrazones of Aliphatic Aldehydes and Ketones With'Mercury Acetate water,oC-mercury or ot,/3-dimercury alkyl methyl esters in methanol, and o-c- -mercury or o/-, @ -dimercury alkyl acetates in absolute benzene. The chemical properties of the obtained organo-mercury compounds were investigated. It is ilemonstrated that a) dimercury compounds of the type (IV) - (VI) are decomposed by concentrated hydrochloric acid when. heated. In this connection they separate calomel and fcTm the corresponding carbonyl compounds b) bromination of dimercury compounds of the type (1Y) - (VI) with a bromine solution saturated with potassium bromide leads in the cold to the formation of a corresponding a4-bromoketone at the same time with a ketone C) monomercury compounds of the type (I) - (III) are decomposed in th6@dold by concentrated alkali.*On th@s occasion they separate metallic mercury and form the corresponding carbonyl compounds. There are 1 table and 10 references'l 2 of which are'Soviet. AUNGIATIONt Moskovskiy gosuaarstvennyy universitet im. 14.@V.-Lomonosova Card 2/3 (Moscow''State"Univeraity imeni M.''V.'Lomonosov;) 50) .1 sov/62-59-1-8/38 AUTHORS: Nesmeyanovp A. N., Reutov, 0. A., Loseva, A. S.t Khorlina, M. Ya. TITLE: Synthesis of Organo-Mercury Compounds From Hydrazones (Sintez rtutnoorganicheskikh soyedineniy iz gidrazonov) Communication 2. Interaction of Hydrazones of the Aldehydes and Ketones of the Alicyclic and Aromatic Series With Mercury (II).Acetate (Soobshcheniye 2. Vzaimodeystviye Eidra- zonov alldegidov i ketonov alitsiklicheskogo i aromatiches- kogo ryadov s uXsusnokisloy rtutlyu) PERIODICAL: Izvestiya Akademii nauk SSSR. Otdeleniye khimicheskikh nauk, 1959, Nr 1, pp 50 - 61 (USSR) ABSTRACT: In th@ present paper the authors have shown that the hydra- zones of aldehydes and ketones of t 'fie alicyclic and aromatic series (hydrazones of cyclohexanone, 4-methyl cyclohexanone, cyclopentanone, camphor, benzophenone and o-nitro-benzalde- hyde) react with mercury (II) acetate in wator, methanol and absolute ben,.,,ene and separate nitro.-en, mercury (I) acetate*and metallic mercury, and form organo-nercury com- Card 113 pounds. In most cases the reaction under the -action of - e. Synthesis of Organo-Mercury Compounds From Hydrazones. SOV/62-59-1-8/38 Communication 2. Interaction of Hydrazonen of the Aldehydes and Ketones of the Alicyclic and Aromatic Series With IMercury (!I) Acetate the solvent takes place in the way mentioned in Ref i The reaction of hydrazones of cyclohexanone and 4-mothyl cyclohexanone with mercury (!I) acetate in water and in the presence of catalytic quantities of copper acetate is very peculiar. As a result of this interaction orSano- mercury compounds with a double bo-d are formed. Organs- mercury compounds are listed in the table which were synthesized by way of hydrazones of the alicyclic and Pxo- matic series. The structure of the organo-mercury compounds obtained was confirmed by decompositio"n Witfi concentrated alkalt-or concentrated hydrochloric acid (Ref 1).*The hydrazones used in this paper were synthesized according to methods already described: hydrazone ot cyclohexanane Ref 2 , of 4-methyl cyclohexanone (Ref 3), of camphor Ref 4 , of benzophenone (Ref 5) and o-nitro-benzaldehyde Ref 6@. There are 1 table and 14 referonces, 2 of rhich @ are Soviet. Card 2/3 Synthesis of Organo-Mercury Compounds From Hydrazones. 3OV/62-59'-1-8/38 Communication 2. Interaction'of'Hydrazones of the Aldehydeg azid Ketones of the Alicyclia and Aromatic Series With Mercury (IT) AGCtUte ASSOCTATION: Moskovskiy gosudarotvennyy universitet i,-,i. M. V. Lomonosova (Moscow State University imeni N. V. Loi,-ionosov) SUBMITTED: April 8, 1957 Card 3/3 5 (2; 3) iDTHORS.- Pre alina, R. Kh., Corresponding Member S011/20-12e.-2-26/59 . Y I AS USSR, Kost, V. N., Khorlina, M. Ya*q Neemeyanove A# Not Academio'Lan TITLE, Add�tion of Hydrogen Dromide to '!,,1,1.2-Tetra,~hloropropeng-.2 and 10 . 2.-Tri chi oropro pane -.2 1W t'llie Prosenca of Benz,:,yl Peroxide PERIODICAL: Dc-klady Akademii nauk SSST-, ".9r.-9, Vo';'. *128, Nr 2, Pp 316-319 (USM) ABSTRACT% The withors investigated the above topio in contirujitionof their cnvn previous papers (Refs 1, 2) as viol! as in cooperation Yrith L. I. Zakharkin (Ref 'I and A. B. B91yavokiy ( 3. @Ref 4) on rea--rangements of free radicalp. Tha interaction between HBr and the aubstance mentf-oned firat :bi the title le'4 to a mixture of products. 12 1, 2.2 -Tetra t;hl ozo-3--bromopzopan a -I I) with a Yield Of aPPM-Xima@'GIY 30% Warj' t-_c@a the 1-atter in adaition to other oompounds7'11) (IV) "eae Se-heme). The existence of (1) and (II) shows -Vqat the addition prooeeds hera with a repxrangement of the +ype mentioned in references 1-4. The intermediate radioalo exre a.pp=ently eompazlativply little stabla and decompojo j-nder st3paratirai of a ohiorine atom. The yield of (1) is thr-refore 1-ow, and (II) - (IV) occur Card 1/3 al- 't its CoMpOS, -;Oft, _CtS. W4tl in the reaction pro: @j reSpeCt 4 Addition of Hydrogen Bromide to 1,1,1,2-Tetrachlorc- SOV120-128-2-26159 propene-2 and 1,1,2-Trichloropropene-2 in the Presence of Benzoyl Peroxide constants, and infrared apectnun@ substance I is identical with the 1,,1,2,2t-tetradhloro-3-bromopropane produced by the authors according to another scheme (see there), it differs, however, from the '~pl,lp2-tetrarhloro-3-bromopropane produced by the ohlorination of the CCI 2-Off--cli2Br With respect to constants and infrared spectrum. Ethyl cellosolve HC1 is split off from substance I by treatment with alkaliag which results in the production of compound III. The latter was identified as hydrcohloride of the diethyl-amine derivative CC2.2==CCl---CH2 N(C2H02 -HC1 (Y). As far as constants and infrared spectrum are cQnoerned5 compound II corresponda to 17'.2Z9L'93-po,-i'tachloropropane. Tric,hlorobromopropene III together with diethyl-amine and thiourea yields derivatives which were identified as hydrochloride and picrate respectively. When reacting with Hgr substance III yielded the trichloroallyl- merc!ury bromide which war. identical rith that produced by the u3ual method (11of c;). As tQ its proper"'i.es, tetrachloropropene IV corresponds to the well-known 1,1,2,3-tetrachloropropene. Card 2/3 and together with diethyl-amiiie it yields the cnrresponding' M Addition of Hydrogen Bromide to 1,1,1,2-Tz'raoh-.1_(xro-- SOV1210-128-2-26159 propene-2 and 1,1.2-Trichloreprt@pene-.2 in ths Pro3qn,,,a of Benzcyl Peroxide derivative V. The addition of HBr to ',1,2--trichloropropene-2 proceeds Nvithmt rearr angemeat -ander fo-wation of 1 Y-tT1.- ethl6t6-11--bromopropane keee Sphome). Thia reacti-en course is apparently ;@onnected with a greatg,-z stability of -@he radical A prodused as against the radi-.al NOICC-1. 2CH2Br which might be produced by a rearrangement. Ae to its constantf?@. composition, and infrared spectrum, subsbwic@s VI, i.e. HOC:,, - CHCl - CH 2Br, I which was produoad in the laot-mentioned rear@tior,, J's identical Yrith the The -sothiourea derivat:Lve furthoxmo-re obtained as 1:iorate is iaenti.@@al w.-Lth the ocrresponding derivative- Pynthesized from thG well-knowa 10 7 2--tri oAloro-.3 --broincipro pane. There are 8 references, 7 of whiah are Soviet. SUBMITTED; June 5, 11959 Card 3/3 KHORLINA, M. YA.# CAND CHEM 3G,I 0 F A L K Y L POLYHALIDE RADICALS IN THE PROCESS OF,@HOMOLYTIC ADDITION OF HYDROGEN BROMIDE TO POLYHALIDE,OLEFINS IN SOLUTION." Moscowt 1961. (MOSCOW ORDER OF LENIN AND ORDER OF LABOR RED BANNER STATE UNIV IMENI tA. V. LomoNosov). (KL-DV# 11-619 211). -49- 5/081/62/000/014/009/039 B166[B144 AUTHORS: Nesmeyanov, A. No, Freydlinap Ro Kh., Kost, V. No# Khorlina2_X._".# Sidorova, To To. Petroval Ro Go, Vi-i-e-nt#yevV-A- B-0 TITLE: Connection between the structure of polyalkylhalide radicals and their ability to regroup in solution PERIODICAL: Referativnyy zhurnalo Khimiya, no. 14, 1962,.178, abstract 14Zh41 (Tr. po khimii i khim. tekhnol. (Cortkiy] 9 no* I, 1961, lo6-115) TEXT; A review of the authors''work on the homolytic'addition of HBr, Cci 3P Br, Br 2" C6H5 SH and C6H5CH2SH to olefine XCCI2CY - CH2 (1), where X - C19 F, H, CH 3 and Y - H, Cl, Br, CH 3* The results of the work show that the aforesaid reactions proceed according to the general scheme; I + HBr --+ HCClXCYClCH2Br + CClX a CYCH 2Br + HC01XCYClCH 2Clo This indicates that the initially formed polyalkylhalide radicals (FR) are Card 1/2 S/081/62/000/014/009/039 Connection between the structure ... B166/B144 rearranged and then stabilized either by adding an H or by dehalogenation; moreover the latter leads to the chain of reaction being continued. The exception is compounds with X - F, which along with rearranged products also give products which are not rearranged. It was found that the rearrangement of PR tends towards the formation of more stable radicals. A table of the relative stability of the PR is drawn up: 6cl2CHUCH 2X > eel 3 tHCH2X (when-X - Br, 01, eel 30 C6 H5); dcl2Ccl (CH 3)CH2Br > CC1 3d(CH3 )CH2Br; dCl 2CC12CH2Br > eel3 OCICH2Br; dHClCHClCH 2Br >,CHC1 26HCH 2Br; CHC12dClCH 2Br > dHClCC12CH 2Br; CH 6Cl,HClCH Br >-CH CC1 6HCH Bri GFC1 6HCH Br f;@:sCFMCHUCH Br; 3 2 3 2 2 2 2 2 CF ClCB@C'CH2 Br G FC 12 6BrCH2 Br. 15 references. [Abstracter's .note: Go e translation. Card 2/2 Fi-U:',YDLL'lA, R.Mi.; KOST, VX.; K11101"IIII, M.Ya.) MMILYAHOVp A.N., a%ademik Rearrangements in the hor-olytic addition of hydi@ogen bromide to poly(ha:Lo alkenes). Do!d. Ali S@;Sll 137 no.2:3/+1-344 ?4r(161. ba,-',A 3-4:2) 1. Institut, elcnientoovganic:-@cskillch soyodineniy All SSSR. Chlen-korres- pendent AN S3SR (for Frey,11iuO. (HydroGen bro-mide) (Unsatwated compounds) KHORLINA, M.Ya.; KOST, V.N. Homolj[tic isomerization of 2-bromo-3. 3-dichloro-l-butene. Dokl.AK SSSR 137 no*5:1133-1136 Ap 161. (MMA 14:4) 1. Institut elementoorganicheakikh soyedineniy A14 SSSR. Pred- stavleno akademikom A.N.Nouseyanovya. (Butene) T-4 @t w M;IDLIIIA,, P.H. [Freydlina., P. Kh.]; KOST, V.N.; HORLINA, YI.I. [norlina,, M.Ya.] Rearrangement of radicals in solutions. Analele chimie 17 no.3:131- 174 J1-S 162, .0 FREYDLINA, P.Kh.; KOST, VA; KHORLINA, M.Ya..--- Rearrangement of radicals in solution. Usp-khim. 31 no.l: 3-38 Ja 162. (MA 15:3) 1. Institut elementoorganicheskikh soyedineniy AN SSSR. (Radicals (Chemistry)) M Ya C, -I re, otions. of a dichloro."Iny." r;,, our.. D"V. 7S, R . S,:@ r (HIRA 18:10) 1. institut soyadlntniv Ali -S"ISR. K H OR LNA M.fa.-- .','REYDLI14A P. Kh. Ef f ec of reaction cond! tir-ns on the rearrangement of radicals -1 solution. Izv, AN SSSR. Ser. khim. no.8-.11483-1485 165. (MIRA 18:9) U 1. Instil t, elementoorgan-IcheBk'kh sovedinenly AN SSSR, SOURCE: AIT SSSR, 1788-1792 1 Izvesti-yao Seriya khimichoskaya, no. 10j, 1965, TOPIC TAGS: chemical reaction, halogenated organic compound., mixed halogenated organic compound, organic sulfur compound ABSTRACT: The radical addition of various reagents to compounds containing an u.nsymetrical dic.hlorovinyl group was investigated. The addition of HBr to lil0-trichloropropene-l (A), to 1,1-dichloro-3- lbromopropene-1 (B) and 1,145-trichloropentene-1, butylmorcapti f or thiophenol to A was accomplished at low temperatureo f(:35 to 37 C) s under ultraviolet illumination, Hydrobromination of B ave lsl-dichloi a 2 .,3-dibromopropane. Reaction of A with the mercaptan or thiophenol yielded the sulfides C HC12-CH(SR)CHnCls where R is butyl or phenyl, Homolytie addition of HBrand mereaptans to the dichlorovinyl group resulted in the formation of,compounds containing a terminal Card 112 0,7 9;@: ACC NRI AP5027687 /SOURCE CODE: UR 062/65/000/010/1788/1792 AUTHOR: Frevdlina, R, Kh.; lihorlina - M. LLost, V.@ nN.' (Deceased) ORG: Institute of Organo wpound"p- a d a My qt S wtallic Go _�cienges S SR (Institut elementoorganicheskikh soyedineniy Akademii nauk SSSft') q 4. K TITLE: Homol-ytic reactions of the dichlorovinyligroup L 8153-66 ACC NRs AP5027687 dichloromethyl groupo These radical addition reactions were hindered by introduction of substituents in the beta-position to the double bond, Orig, art. has: 3 tables and 5 equations. SUB CODE: OC/ SUBM DATE: 17jul63/ ORIG REF: 001/ OTH REF: 000 nw Card 2/2 P Ir AUTHORS: Timofey-eva, T. V., Khormushko, S. P. 48-1-3/2o TITLE;: Screens for the Recording of Slow Neutrons (Ekrany dlya recistratsii medlennykh neytronov). PLI.IODICAL: Izvestiya jLN SSSR Seriya Fizicheskaya, L958, Vol. 22, Yr 1, pp. 14 - 2o (USSR). ABSTRACT: It was the purpose of the present work to develop a scintillator with an efficiency as high as po5sible in the counting of the thermal neu2 trons in the presence of a powerful T-background. For this purpose the reaction (n, a) with boron was used. Of the three methods for the production of a scintillator for recording slow neutrons on the basis, of zinc sulfide with an addition of boron: the method of common pane= tration-bardening, the method of the mechanical mixture and the men thod of sintering the first-mentioned method gave the best results. It is shown that the efficiency of neutron-counting increases with an increase in the thickness of layer and the grain size of the scin- tillator up to the optimum, which corresponds to a thickness of layer of 2-3 grains. It i shwon that the introduction of the scintillator into a varnish diminishes the efficiency of neutron-counting by 2-3 -fold. With screens in the shape of a hollow bbay (sphere, cylinder) card 1/2 which are internally covered with a scii'illator-layer it is F.@0551ble Screens for the Rece-rding of Slow Netitrons. h 8-1-312.,) to count 8-lo times as many neutrons as with a flat covering. The scintillator is hydroscopic and does therefore not require any humi- dity protection. Two types of screens are recomended; a flat one of a scintillator-powder and a cylindrical one which is covered by a scintillator-layer on varnish. The efficiency in the counting of the neutrons with a cylindrical screen is three times as high as with a flat one. The coefficient of neutron-counting in the case of a flat screen is evaluated with some p---cents (r-.,501o) which is close to the theoretically possible value. There are 7 figures, and 9 references, I of which is Slavic. AVAILABLE: Library of Congress. 1. Chemistry 2. Boron-AppUcation Card 21/2 8 5768 3/048/59/023/011/002/012 43 Boig/Bo6o AUTHORS: Timofeyeva, T. V., Khormushko, S. P. TITLE: New Data on a Slow Neutron Detector PERIODICAL: Izvestiya Akademii nauk 89SR. Seriya fizicheskaya, 1959, Vol. 23, No. 11, pp. 1283-1285 TEXT: In recent years, the authors developed a slow neutron detector con- sisting of a luminous material (avetosostav) based on zinc sulfide with boric acid impurities. The neutron count is done by the (n,a) reaction in B10; the scintillatiorBcaused by the a-particles were recorded with a photomultiplier, on the photocathode of which the detector was placed. The latter was equipped with plane and cylindrical luminous bodies. The present paper is devoted to the investigation of the dependence of slow neutron counts on the boric acid content and on the increase of the count coeffi- cient for neutrons due to the use of boric acid concentrated with B10. An increase in the B10 content gives rise to an increase in the neutron ab- sorption, which leads to an attenuation of the neutron flux in the lower layers of the luminous material, and to the occurrence of the self-shield- Card 1/2 AIJTHORSt Golahkay, G. I , S/020/60/131/04/059/073 Tovetkov, 0. S. B011/BO02 TITLEs Comparison Between Neutron Radiation in the Atmosphere and the Earth's Crust PERIODICkLi Doklady kkadenii, nauk SSSR, 1960, Vol 131, Nr 4, pp 933-935 (USSR) ABSTRACTi The authors give a survey of investigations of neutron radiation since 1937. Since they now dispose of better apparatus than they did then, the authors attempt to compare the intensity of cosmic neutrons at sea level with the neutrons in the rocks of the Leningrad underground. For measuring the neutron flux, they designed and constructed a scintillation counter consisting of a disk-shaped slow neutron detector (Ref 16), 153.5 ma in diaseterg and a photoelectron multiplier of the type FEU-2B (150 am in diameter). The pulses coming from the multiplier were fed into a circuit containing electron tubes which intensify and nalyse simultaneously and were recorded by a conversion devic: (Fig 1). The elements of the block diagram illustrated were developed mainly on the basis of the system of a standard neutron counter of the type SCh-3. The measurements were carried out in the city of (1 Zelenogorsk, (2) in the harbor of Zelenogorsk (3 in a station : j Card 1/2 of the Leningrad underground in a depth of 70 m. The counting rate Comparison Between Neutron Radiatio? in the S/020/60/131/04/059/073 Atmosphire and the Earth's Crust BOII/BO02 was measured with and without cadmium. Table 1 gives the results. Hence# the intensity of cosmic neutrons measured by the author on the surface of the sea in similar to the value de ermined by N. Kaplan and H. Yagoda (Ref 19) (230 neutrons/om ). The authors found the neutron intensity above the sea to be stronger than over the mainland. This divergence is probably due to a plexiglase light pipe which the authors attached to the detector. The intensity of neutron radiation of the rooks in probably lower than 5@ of the intensity of cosmic neutron radiation on the sea surface. This in in agreenent with K. Mather's measurements (Ref 12) and differs largely from those by J. Sugster (Ref 10) and others (Refs 14, 15). N. M. Lyatkovskaya, A. G. Grazmakov, V. S. Zhadin are mentioned. There are 1 table and 19 references, 8 of which are Soviet. ASSOCIATIONs Radiyevyy institut im. V. G. Khlopina Akademii nauk SSSR (RAdinn Institute imeni V. 0. Xhlopin nf the Aa&damy nf AnjoncPa IT-qRR) PRESENTEDs September 23, 1959, by A. A. Grinberg, Academician SUBVITTEDs September 18, 1959 Card 2/2 22171 8/046/61/025/004/020/048 B104/B201 09'- @' cu 9 AUTHORS: Grebenskiy, B. S., Timofeyeva,.T...V., Khormuehko, S. P., and Tsvetkov, 0. S. TITLE: Increase of the effioienoy of a scintillation detector for slow neutrons PERIODICAL; Izvestiya Akademii nauk SSSR. Seriya fizicheskaya, v. 25, no. 4, 1961, 500-503 TEXT: The present paper has been read at the 9th Conference on Luminescence (Crystal Phosphors), Kiyev, June 20-25, 196o. The authors examined a dispersion deteotor for slow neutrons on the basis of ZnS-Ag and H BO 10 3 3 using both natural B and such enriched with B . The detectors were prepared by Joint sintering of ZnS-Ag with H 3BO,, and also, for a compari- eon, by a method described in the literature (Ref. 2: Sun K., Malmberg P., Pesjak F., Phys. Rev., 2@, 600 (1954); Nuoleonics, 14, No- 7. 46 (1956); Ref. 3': Vorisek M., Czechoel. J. Phys., 'I, No. 6, 757 (1957))- In the first method, a sinter of B 203 was ground with ZnS-Ag and sorted in frao- Card 1/6 22172 S/048/61/025/004/021/048 .2.2- 9 B104/B201 AUTHORS, Gorshkov, G. V., Grebenskiy, B. S., Khormushko, S. P., and Tsvetkov, 0. S. TITLE: Dispersion detector for fast neutrons PERIODICAL: Izvestiya Akademii nauk SSSR. Beriya fizicheskaya, v. 25, no. 4, 1961, 504-505 TEXT: The present paper has been read at the 9-th Conference on Luminescence (Crystal Phosphors), Kiyev, June 20-25, 1960. The detector considered here is made of grains of a ZnS-Ag scintillator, which are uniformly distributed in a medium containing hydrogen. The sc-ittering of neutrons in the deteo- tor leads to the formation of recoil protons which, when hitting a scintillator, result in a scintillation shich is recorded by a photo- multiplier. The deteotore considered here were prepared by polymerization of styrene and methyl methaorylate with ZnS-Ag. The resulting detectors were up to 300 mm in diameter and had the shape of hollow spheres, cylinders, hemispheres, etc. The grain size of the scintillator was 12-25 P, the afterglow had a duration of about 10-4 seconds, the intensity Card 1/3