SCIENTIFIC ABSTRACT SHABAROV, A. M. - SHABAROV, YU. S.

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SCIENTIFIC ABSTRACT
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so--.-I:,:iel of e e c T o -c- O D 1, ~ I F! 1,11 HI I 'I -$;, L"i I Prii: 1".1 V. In I Al ~! ...... S/032 61/027/001/030/037 B017 B054 AUTHORS: Bezborodlko, M. D.0 Shabarov, 1. I.,-Podollskiy, Yu. Ya.9- and Vinogradov, G. V. TITLE: Device for Testing the Wear Resistance, and.Antifriction Properties of Plastic Materials PERIODICAL., Zavodakaya laboratoriya, 1961,-Vol-27~:,-No. 1, pp. 104-106 TEXT: A device was developed for testing the wear resistance-and anti- friction properties of plastic materials.-The plastic material is applied to one of the end surfaces of a thin-walled-cylindrical tube, and its friction is determined with a metal surface. The moment of friction.is determined tensometrically. The resistance of caprone and:Fluoroplast-4' to-wear by 40K (40Kh) steel was established by determining the-friction coefficients. Results showed that-the friction coefficients increased with time, then slowly dropped, and finally remained constant. This course of change can be explained by an increase in temperature of the contact surfaces. There are 3 figures and 3 Soviet.referenoes. Card 1/1 5f/62 /000/00511010/012 "I-0, MI. D., Vino ~radov, G V. Shabar-64, L. I. Bazborou rn -ic- -a Lc, Fji lion -i-d wear of plastics'.at hi.-h contact 'pressures, PER 11. OJDI C A L.: Plastiches'.-;Ye rinlassY no, 51 62' 53-57 --.71P Pr4 mr, diameter balls ction w aS s t u d -4 e I.-I t u) o jint contact, o -L-, 19.0r-~ ,made oheno-l-l'o--mald ehyde resin, (2) glass .Aastic AP -4 (AG-4) on the basis of phenol-formaldehyde resins 0 ass fib.er of 5-71 g, e diameter),. (3' phenol-f'o-"maldehyde resin -.vith 60j~'~- sul-r-; 'e-,,c llulose , m, a -~ P- 1 b a 11 s 1'r o m , W X - 6 ( S h Kl~ - 6 ) steel with 02 Rc hardness. ~Under 5-;-100-1r.- Ioads the following lubricants were uz; ad: (.1 the 7 M C - 2 0 ( 11 P,-- - j. 1 -20) 0 'both-pure and ncaplatheric paraffin frac-vion Of 'th 2,,',j by aeigrht admiixtures of t.-ibutyl phosphite :and I'khlore OL 40" w l r. ter Iand aqueous (2) castor oil and -moitten siaa~*ic aoid, (3) -cumene; (4) a, Solul;ions of hi.l---h heat capacity and thermal ccnductIv,,ty,!,k./I E.Ycols and -p irreversible Mult-ivaleat alcoho-IS The minimun load giving rise t deformations, served as a criterion for lubricant efficiency. Only a sligliz effect of the lubricants -nas found for the pair plastic-plastic. Card 1/2 S/ 191/62/000/`05/010/012 2riction and we&r of -plastieg aT Blic/B101 For the pair 3teel-plastic, intensi*ie wear and surface- destruction ivere obser-.red when usiin~- the iollovdini~ lubricants: water; ution, aqueous 5~ Sol of tartaric aCI(Ij-CILr-Lc acid, pen taeri thri te,_ trime;hylol ethane; phenol me,lt and- alcohollc solution of formaldehyde resin. - Corrugation of the smaoth su:?-face was found for lubricart- Vi,~IWM-201 (T~sIATIM-201:) HTa. IVIC-20 (Npf 'MS-20) , Np-L IAS-20 + 2j~, -khloref 40,_ Xpf 'MS- .20 + 21,41, tributyl pho,sphite, castor oil, ethylene glycol, diethylene glycol:and-glycerin. Here glycerin proved best, since the diameter of the depyession-did not L) increase and tlLle Surface of the Plascic ball's remained smooth over the to-Lai load range, even -fo-_ 5-6 'hr. The ax1t_;-,.,JQ&r anti~_frictionl ,pro.perties of for the pair steel -plas-ci c ~may be ascribed t o M-odificaticn of the steel.- Jurface (regeneration of the oxide layers and formation of farzous glycerates). There are 6 figures an(i1 table. C a r d S/683/6z/qo9/Ooo/uo8/O2O,,. E 19 4 /E IL53 AUTHORS lie zb oro 0 ko I ino,4radov, G.V.*~, I-)odo I I skiy, Yu,.Ya., and Shabarov I PPLL Four-ba 11 friction machittes -and nkodiIiiati.ons:: of' thein, fox- study frictional propprties and wear Ing the anti- -resis tance' of plastics SOURCZ :11etody :~Spytaniya na iziiash1vart3y Ie trudy-*ovesh,chan I ygi j 6' 'b sostoyavshegdsYa 7-10 dek. 19 P._ Fd. y III.N. Khrusbcho-v, Moacow. Izd-vo AN SSSR.,,- 1962 81 88 TE)CC. Plastic- parts are- nov- being ~ixtensive4, ut~ed unuer ..v-.- Conditions of--sliding with a tffff,i raiige of. loadi--and.s eeds.. Th p - qY, differ from metals iri that thc~ir Lh(.-rmal cordubti'vity, is'low, in that they tend to.~b'e- of uniforwi strticture thrqughoutu,; and !n:th**..- Y, n a tkioy* d lubricant additive way.not ric --)n thein in the"" ie,::wa 0 on metals~ Thi~, Aliding prol)er-tie.9 of studiied ~on various mate7rials,*~and with various kinds- of`:Iubricat!io,n,j.. Foui;.6ikl. machines can be..used,,. or fixtur.c-,% adapted fbr., t'6,rj,t:i.ng.!.tw.,o* hollow cylindrical specimens in edge contact whi'ch. Atiibe* 'fitted either In - - L d a CoLir-ball machine -or a normal drilling.inac ne c; 'A - deta i-I a Ca r d 1/2 Four-ball!, friction machines and 1/000/000/008/020 description: is- given ;Of tile fixture for inakIng, friction t A a X between Awo' hollow c linders. Tile tes t specimen be ng'insu Atsd y I-rom- tlle~ mach'i.ne shaft and from~ tile frame, it i a -iblo to study-I tr r, I 91:,_ PO-a elec i~al effect.4 in friction, c~r the influenco-;-of- electric- The: f rict iona I - torque - a on friction between plastic ~111(j -,jet.Ljj. measured,-by a stra" rangettlent.' In- testing- -%it ortant in gauge ar 1 . , ; !. -19, isy to,~ 16'nsure ~ that _t.he~'quality of surface" finish and,-conItacting of sp!-_cJ_mens throughout -the surface 4s unijCorm. Surfaci-:Efin:ish.~iz examined wit h a binocular microscope and plastic.. specimens way. be polished by running-in against,a lubricated metal spe CA~nen. with the equipment described it was poaRible to test,Aherino.plastic thermos e tting-mate.rials, including reinforced.plast:f4da. -at Specific pnpssures in the' range 2.5 to 300 1---(Z/CM2 for flat np4clwenz: and'u to 8000 k'/'-"2 in the case of Plastic ball at slidi 4 speeds.: cm. ranging from 0.1 to 20 m/sec. The frictional sysitems.could bo operated at ~temperatures up to 200 Ot by circuint.ing.a. hipiat-tranz.fer, M~dium. Test results obtained with VarioU4 coinb.inat1ons, of plastick-," mptals and lubricants are described and it in. shown that the frictional:properties and tirear-resistance Cif p"atics 411d S-on illetais depend very greatly on 'the nature of theJubricant. There are :L gu r C.-S C'Ard 2/2 6 t' L 27322=U- EWT(m)/EWP(w)jEMqA(dY/8vIr-( wr IJP(c) /Ewpa) J ACC Niti AT6008939 SOURCE CODEs UR/0000/65/000/000/0006/0014 AUTHOPIS. BezborodIko, M. -D.; 5!~b ORG: none A TITLEj Peculiarities of friction of metals along plastics''in lubricating media, SOUIEL: Moscow. Institut mashinovedeniya. Plastmassy v podship#ikakh-skolIzheni ya a- ~.csin friction e ar3". is.sleetovaniya, opyt pri-meneniya (Pla UJ b gs, research and experiment in application). Mosc6w,*Izd-vo Nauka, 1965, 4 71 TOPIG TAGS: lubricant, friction, friction coefficient, mineral oil polyami:d6,. .material testing, plasticj glycerine, steel:~:,caprone/ 40Kh:steei,,::AK-7 polyamide, _P6 polyamide., NS-20 mineral oil, AU mineral oi-I ;or L plastics and metals ABSTRACT: Experiments on the,frictional characteristic, -were performed. The object of th vestigations was to deAermin~ the conditions leading to softening, def ormationy.=~ and destruction of the plastics.~ The tests were iilao aimed at the development of:.an approach to the i bsolutibn of the' questi ns of fi:cing limits of serviceability of plastics ind of sel cting~lubrlcating e. materLals. The experiments were conducted on a machine which proyided friction between the planar surface of a steel cylindrical ring on.~Jie.plana4, surface a Metal specimens were pre OK teel;'! Plasti6'mate-rials- pared fromA kA plastic specimen. ,prganic gl ss, and i~6bonite. Lubric wero ~Iaprone~ polyaTqdes. F-6 and AK-7 a ation, of C .d lJJ L 273.39-66 ACC NRI AT6008939 -20~ AU oil, solidol, an, In: rubbing surfaces was provided by mineral oils; HS ut- certain tests, glycerin and water*' The first series of t,e's; ts was: performed with6 g~ eral. these tests bear: lubricationj and the results are)shown in Fig._l* In n out t"C Friction~of steel. Fig. 1. on pliatids~with 't OU iubri6; ation.. a :-,variatibn f. friction coofficient d var a with loa ing; b ~of th6:~ temperature of. surf ace":frictiori witi ioadiAgv~ polyamide AK-T 0. 73 m/sec); :41 S --caprone (V 0.73 3 5- ~6rg4nic X, M/Sel c Z: lass! Cv, 0,012 :9 P, ..g L Ye the fact that increasing loads cause'increasing tempera ures and'diminlis friction -p- coefficient in the "dry" condition. -Later tests compare the r Action characteristics whi'ch occur for various.combinations~of-,matemalai loadink, and-ielections~of 2/3 1-'Card I I t I ,h'ishimill...'Lil '11,1111 !"1 11 il jlaw m I cl p, 1:1; : M ...... - 10111 -ilERIJIMMIRKINUMFIM W NTM rqTaPIT~) P. 6r. I W p0 ~ '~eE P 'W TPR 0 21 118N VHP N HI PR/ 6/0191/6 WW/Dj C" abar ;ov AUTHOR: Bezborodlko, I'L.. !TITLE,.: Friction of steel- on plisti SOURCM: Plasticheskiye massy*-, :no.. 3 TOPIC:TAGS:' steel 'Plastic:,friction' liri~tion ~-co velocity," glass reinforced Dials t L-c a,, the rmoplast i thalarylate, glass transition~.temperature.- m e ,ABSTRACT: B e a aus e, the re. a/ alway s a temperature. ionViurfacel', V:As..necesss the metal-p:Lastic frict Phenomenon in order to select-correct.~' i_ ` -'~66 ~vork,ng'c th, ' - 1 ate the role of the,lubric-ant!\\.Therefore;. e ft -low 7 13 varying loads for the butt face .0 al~ 0l :stain.less steel) and%lass-reinforeed:!Pl'tioiiccsl~hs forma~Aehyde resin ontains W77b Polyiq "976' V~SCT~c ifi-- V. kiAd.- 33-181UMSe-reinforced "plastici--iii .:.ep -7. 4 reinforced plastics- contained-.0% gla6s--fiberz-,L9~ with thermoplants was studied using,.Polymethecryi vere qbosen because of theirlov glass-transifloin or L 8919..":65- se ACCESSION NR: AP4(pO21 J friction study'vas conducted on -:drj," sWrf a C :fn_.j~h1k-,,;p11ri1 esence 0 Viiifif fin;- frietJ 'n; water-, glycerine, and high-quility 1481:26 bil~-(n~iptheii and a t a sliding velocity range of,: 0::~~ 1.1i,! i6/64 Vhe, :f ri 61~ 1A, was measured at transitions-~ from -.smallt, to,large'.ilpadW': ithout-: ctiarig'i MM2_; mple and on a surface 4rea of -The Idependonce. ofi_the,co1% the s ef f icient o4 friction and ~the t-eImperature :on.: tiitek:~'the A e pen ence 'of d the friction surface'heating-,nCthe'. 1e oe,fficient~ ;6f ft~tction oh,,Ioad:: the dependence of the friction. surface! heating ~ori!-~the~jlrsjiAing velop t1'.4 iA i; , ; - is: -thii' hea and the effect of the slid n9 vel cit- n teel:-Veii 0 studied'for glass-reinforced.plaetics! and ;ther'rio'ti`1'4st1d!- res ine,. !'t~ was koun4 that at low sli -9- velo- 0:: din ciiii theAu~r can as.: lit fluence en the friction between.~ stael-!~ And .~plast n~- ncreasii J the sliding the absence; 6il~ lubricants. lea s'm~'tot 6'dedre6sei,.1_ velocity-in Tia_r~ suit-;: of ~Mplt ilig - brought- U in the.coefficients of friction 0. t it of the plastic. in the ozone of:.contactilwith miiajli~ 1, Lo:Ferini of file I %I .4 tion in'the presence~o_~ a- lubri6ani iv,7accompli,s, d -4: is 0 f tenin'g b e cont of the thermoplastic and chemical:~mod fication Ah Pact surface during.friction between the ~.Bteiiil wand~Ahi,~~gla .a:18r, i n't ~'A"C 1 11 d; 'Cj~ i:.p as Im all 'cases i the decomposition .of '.t ermoplai f t t7l )!eating of- the friction sUrfac"e, abov.6' the: 'gliksA-tr'ans:1*T6n~i temperatir d Iftening of''the contact' surif a' e P r.f g,.- *~,,;L.S' r 11- f i gUi.413~il a c Re C3 3 2.1 ...... 7 -7 LL _ACCtb'~i6_lFNR: AP ASSO CIATION none -:.:--ATD ---PRES '06 KC -SUBMITTED:, 00::-- - 00 SUB.CODEV 3 ? ard. ~.rd 3 3 q i - I I I I I I MI! ~~ ! '.! ! , I ii; i 7 1 1,! .. , WCH, S.G.; GRUSHEVOY, V.G.: DZEVANOVSKIT, Tu.K.; ZORICHNU, A.I., IVANOV, A.A.; KURNK, U.N.; LIBROVICH, L.S.; MDROZXNKO-1 N.K.; NEXHOROSHBY, V.P.; RUSANOV, B.S.; SPIZHARSKIY, T.N.; SHABAROV, N.V.; SHATALOV, Ye.T., iredakt'ar DZEVANOVSKIr, Yuj.; rZ T I.- redaktorZ MIRLIN, G.A., redaktor; RUSANOV, B.S., redaktar, SDNVO_ VA. M.V., redaktar; GUMU, O.A., tekhnichaskiy rodaktor. [Instruction f compiling and preparing-for~publlcatiox tho state or geological map of the U.S.S.R., and the map of the mineral resources of the U.S.S.R.Scale 1'10000001_lnstruktalia~po statayleniii! i pod-, gotovke k Izdanliu gosudarstvennoi geologich6skoi karty SSSR i karty poleznykh iskopaemykh SSSR. Kasshtaba 1:10000.00. Moskva, Goa,.-nauchns- tekha. izd-'vo -lit-.ry po geologii i okhra-ne nedr, 1955. 52 p. I -,tables of symbols, maps [Microfilm) (KaA 9:6) 1. Russia (1923- U.S.S.R.) Ministerstvo geolqgii.i okhrany nedr. (G~Oology--Mapx, II IAI KRISHTOIDVICH, A.N.. radaktor [deceased] SP12HiMKIY, T.N., redaktor; BET,YAYP,VSKIY, N.A., redaktor; VADRARTANTS, L.A.. redaktor; ZKITS'ZV, I.K., redaktor: KRASNDV, I.I., redaktor:~KULIKOV, H.T. redaktor; LABAZIN, G.S., redaktor; LIBRDVICH, L.S., redaktor-, LURIYE, H.L., redaktor; R&LINOVSKIY, P.M., redaktor; NISTFXV, L.Ya., redaktor; NEMOPOSIMN, V.P., redaktor; SKRGIYEVSKIT, V.M redaktor; TALDYKIN, S.I., redaktor; KHARAKOV, A.V.,redaktar;- SHABAROV,-N.V., redaktor; SKVORTSOV, V.P.,,, redaktor; KISXLWA. tekhnichookiy-redaktor. A.A.,'~, ~eakiy redaktor GUROVA, O.A., [Geological dictionary) Geologicheskil slovar'..Moskva, Goa. nauchno-tekhn.izd-vo--Iit-ry po geologii i okhrane nedr.Yol.1- A-L 1955 402 p. (KLRA 8:10) (;Qogy-Dictionaries) I 'j; Ili. A I ill 11 . -, 1 11 1 1 .11-i, , j J4 1, 1 iv I , 4'. ..i - - I;[.,_ 15-57-8-10394 Trans Lati on f r orn Referativriyy zhurnal, Geologiya, ~1957., Nr 8, _p 3 (USSR) AUTFIOR: Shabarav T! TLE %rasiliy Ivanovicii 'nvorskiy (On the Se-v en ti e th, Anni- vers.ary of his-Birth) rVasiliy Ivanovich.Yavorskiy (K vos Imidesyatiletiyu so dnya rozhdaniyag PERJODICAL: _Nr 4 Inform. sb. V3es n.-i. geol.- in-t, -1956 , 1 pp~160-163 ABSTRACT: vtas born in-1875. He worked asa miner V. I Yavorskiy - in the coal mines-of the Dombrov Basin~from-1893~_to, 19051, at whi c h. time - Ke entered upon a c ours e of study - at the Petersburg r4inirfg-- Institute. In 1909,-while still a student, he. began to work for- the Geology Commi ttee. There, under the supen-vision Of L. I. Lutugin, he took part in compiling. a -detailed geo- logical map of-the Donets Coal Basi.n.-,In 1914 Yavorskiy began his investigations iniKqzbass,. In 1927 his Card 1/2 monograph "The Kuznets ~Basin'", sum arized the- results ---- ----- i- F- 11-11-1-- F,.. 7-y- F-. 71ii_ 15 -57-8-10394 Vasiliy ~rvanovic~L Ya-%rorskiy (Cont.) of extensive geological studies carried out in Kuzbass by Lutug-in's group, much of which work had been done by Yavorskiy himself. Yavorskiy was concerned with questions on the s~tratigra.Dhy,, structural-geology, and coal deposits of the Kuznets Basin. He was thus able- to play an important- part in deciding questions- on - the Fasin development and on its utilization for industry. As a con sultant, he selected the-sections of the Basin best suited~for mining developments. Yavorskiy published more.than-160 articles dealing-with different problems of coal geology'. surveying and industrial utilization of the Kuznets, Donets, and other coal,basins of the USSR. He-,,vas the author of a series- of arti,cles -on paleon- tology and was the sole USSR specialist in~stromatology. Card 2/2 D. I. Gordeyev MMOSOV, I.I., red.; BURTSEV, D.N... red.; GORYUNOV, S.V., red.; GUSEV, A.I., red.; KOHOTKOV, G.V., red.;:KOTLUKOV, Y.A.p red.; KIJZNETSOV, I.A... red.; 1-UMNOV, K.V., red.; MOWHANOV, I.I., red.; NEKIFELOV, V.Ye., red. PONOMAREV, T.N., red.; POPOV, V.P., red.; PROKHOROV, S.P.# red;. SKROBOV, S.A., red.; TYZIR40V, A.V., red.; SWAROV red.; YAVORSKIY, V.I., red.; BOBRYSBEV, A*T.q red, toina; VINOGRADOV,~B.G., red. toma; VOLKOV, K.Yu.,t_zam. red. toma; LUGOVOYY G.I., zam. red. toma; CGARKOV, V.S.v.rad.ioma; SIMONOV, AN., red. toma; IZRAILEVA, G.A., red.izd-va;. IVANCIVA, A.G.,, tekhn. red. EGeology of coal and combustible-shaledeposits in,the U.S.S.R.]Geologiia mestorozhdenii uglia i goriuchikh*.slan-- tsev SSSR. Glav.red.I.I.Ammosovi dr.-- Moskva, Gosgeoltekh- izdat. Vol.2. [Moscow Basin and other coal deposits in central and eastern provinces of the EuropeanTart ofthe U.S.S.R.lPodmoskovTWi bassein i drugie mestorozhdeniia uglia tsentral'rWkh i vostochriykh oblastei Evropeiskoi chasiti RSFSR. 1962. 569 p. maps. (MIRA -15:9) 1. Russia (1923- U.S.S.R.)Ministerstvo geolog'ii i okhrariy nedr. (Coal geology) , I- ! :1 11;1: 1 11 1 1 , I . - . I I I , z I I -EWP h EVIT di EWP(l) ACC NRz AM6000298 Monograph UR/-- Zvya,3in, Aleksandr Dmitriyevich;~ Shab,ar-ov,,.-V_Iad~~iLr.~,Vasi.,l!yevic Testing the stability and vibration of hydrofoil~~.~-..~t,.t,~~-.Oyt'~niya. prochnosti i vibra~sii Isudov na podvodnykh kryl'' kh):'-Le~ingrad-, ya Izd-vo "Sudostroyeniye," 1965. 211 p. illus:', biblio.i tables. Errata slip inserted. 1900 copies prin ed. t TOPIC TAGSi shipbui.lding engineering, m arine en"i hydrofoil g neer, ngo static test, vibration test, strength testv strai'ni.,Sage PURPOSE AND COVERAGE: This- book is -intended for,'~engi'o%'~eirs and.tech-:. nicians studying problems connected with the,:1actuit'l te-stin of 9 vessels and is recommended for use by students ini~ shipbuil-ding institutes. In,the book, methods for, the experimental investiga-- tion of strength and vibration in~ hydro f oil: c! raf t", d a re- presente Since the book has practical value, particular a !ention has b'een-- tt paid to the technique of conducting tests~and the7' proces'sing 0"U their results, The authors acknowledge assigtancla~rendered theta. by Professor, Doctor of Technical Sciences p:N.*_--YLL_Ma1jtes_$ and Engineers M. 1. Pechishchev, N. M. Sedov. and:G,-,U Shkano4p' ~9-' -4 Card 1 /3 UDC: 625.12~.'017*001.4:5 L 27298-66 ACC NRt AM6000298 TABLE OF CONTENTS [abridged]: PART ONE Practical Recommendations for~Working with Equipment Ch. 1. Specific features of strength and vibration tests for liydr:ofoil craft -- 6 Ch. II.- Description of the basic measuring e q u i-pime n t~ Ch., III. .7A Basic recommendations for working withi;strain gages-i and, equipment aboard craft 30 PART TWO Measurement 'Errors Ch. IV. Class if ication of measurement errors; possibilities far :their. quantitative evaluation 57 Ch. V.- The effect of shipboard test~conditi`bns! 6n th'e:iaccuracy of resistance strain gage--,measurements.--; 74 Card 2/3 L 27298-66 ACC NRi AM6000298 Ch VI. The processing of measurement results ;:.in d the' evaluationi- a i f the accuracy 108 PART THREE Methods for Strength and Vibration Tea to o'rii: Ily d k Of o 11 Craf Ch. VII Purpose and probl ems in~testing; dev s: g 129 Programs C h. -VIII. Static strength tests 135 Ch. IX. Sea tests 146 Ch. X. V ibration tests 173 Appendix 1. The results of strength and vibratk6n performed on-,- t6s ts. drofoil the"Vikhr'," ocean-going hy 7 . _ 189 SUB CODEi 13, 14/ SUBM-DATE: 03JU165/ ORIG R . F "~~1648'/ OTH! REF:: 010 Card 1/3 -- 11; ~ I i . . I i I I , I' 11" 111 ~ 11 IF -, 1111 1 ilp : -! v I - ! q! ~ 1 ; I .1;[,ii - ;- f:I! . : i~. i . . : N* *i, , i . .1. -H - 10922 a, -;T(d) /Doll-P (w)/E.-;,-., I (h)_/ --67 11- - ---------- ACC NR ARG0348OG fiv) SOURCE CODE: UR/0398/66/000/008/A024/A024 AUTHOR: Shabarov. V. V. TITLE: Preparing and conducting motion strength tests of hydrofoilboats SOURCE: Ref. zh. Vodnyy transport, Abs. 8A141 REF SOURCE: Tr. Gor1kovsk. politekhn. in-ta, v. 21, no.~. .1, 1965, 88-94 TOPIC TAGS: hydrofoil, motion stability, strength test 1 bed for preparing and conducting strength tests of ABSTRACT: A pro cedure is descri hydrofoil boats. Particular attention is paid to test errors.~ For measuring the deformation of the hull joints, resistance tensometers, connected by a bridge circuit, are used. The tests indicate that during the hydrofoil motion on the sea swell at 11 spee-d of 60-100 km/hr, the total duration of stress recording must constitute 300-600 sec at each angle of approach of the hydrofoil motion. Factors ding are analyzed which affect the operation of the bridge measuring circuit,Anclu atmospheric humidity, temperature of the, surrounding medium, coding inaccuracy from pasting the tensometers, nature of the field of deformation.~ and the length.of connecting gears. Bibliography of 3 titles. [Translation of abstract] Card 1/1~/~-SUB CODE: 13/ UDC: 629.12.001.4 Synthesis of hydrocarbons. Vill. Reaction of 1,4 &~Wor*-2-b*z* with- arganomagneelven compounds- R. Ya. Levina. Yu. S. Shabaroviand V. R. 51tvarchenko i Lenin State UnW-,If5-*ai*j" -7hur. 06flitchrl Khim. (J. Gcu. Chem.) 20 ' 2%44)09r~)); cf. C.A. +4, M17,;--~ Addit. of 1.30 ad. SOCI, totIL5 g. (HOCIF,C*)T in 110 MI- pyridine over 5-6 hrs. with cooling, followetl IJY St3nding overnight, gave 70% 1,4-dirhIvrt~?-hwv-ve. bo W, oij, L&Ki. d!- 1.2575. This (N) K.) in 2 vt~s. EI'O added it -16* In 30 min. to MeMxBr (front 150 g. Niclir) in LNNY ml. EtjO, 3tirred I hr., and decompil. on the next dav with kil. AcOll gave 54%, hydrocarbon fraction, bor itad 2.5 a. high-brAlin!: mutcrLd, b. 112-24*. At highr, temps. the yield drops, while the presence of a little lliTG- gallol gives a somewhat better vield. The hiKh-boilinx fraction consists of rractive unsaid. halkles, since on fur-i iber reaction with MeMgBr sildni. iLmt%. of a bydrocur-! 1.,o (r,irtion identitul with the aliove are obtained. The, ntmod. halides could not be %.jIi%fj%CtMily IN4yinerivitinn :oet in on standing. After fractionation over Nx the hydrcx!-,rbntj fraction yielded 3-Awxyne. b.;, nj,- IAVA, tf.- 0.72Y'A, and Z,34imdhyl-1,3~. huludient. bo nj,' 1.4333. d:* 0.7MIP. G.-M. KO-1112poff -.1 - T~ -.7-,, -, , 1111) ""'.111 i I) HIN ~~Ii I' I'T [J 11" i q.", 'Ili I i . .1 !a 1; , 1 i . . -~ 1~1 R m MBR/Chemistry, - Acetylene.~Derlvstivew ~1 4vin ~52 .7 "A, Nev Method of. Synthesizing 1: 6 o-Alkynes 'With a Central_,T1iiplR,-, ~'Bond Di-(Se c-Alkyl)-Acetylenes , R. Ya. Levina,.,,Yu. S. Shabarov r1% "Dok Ak Nauk SSSR" Vol 84 No 4 pp 709,_712- ~In p"vious'work-it-vas s own ';-,bat- Grignard-.:rea- gents ac*t on di-primary ac6tyl6hiis re-;L action,is now applied to di-sec-ac'etyl6nic 1'4- dichlorides, withAhe. chlorine.~ atoms ebeing,,qW ti- tuted by the~alkyl,group of t ~e L, Grignird.,reL ijeit 71'-'- The secondary dichlorides used as starting 232T4 mterials, are easily obtained by the action' df thionyl chloride on the corresponding acetylenic gamma-glycols which in turn are easily. prepd by' the lotsich reaction. In this manner (glyc6lio- dichloride~~-dialkyl-acetylenLi) many 'productv, which are otherwise difficult to prep were syn- thesized -dimethy1hexyme 6-diae- ,, slu6h as 2,5 -3' 3 thyloctyrie-4. and 4,7-dimethyldecyne-5.' Prep- sented by Acad A. N. Nesmeyarjov 26 Mar 52.' 232T4 UJ F)l U 8 S R The synthesis of hydrocasboaj. =W, 1.1ke'soacdo, f bh dar j 4 k I O ' o or y ace n y W va V WE E 41 i State Univ.). UMV a Hal--$ W-1 reaven Iva, mb No 1 7i~Rl&i); " R 41 CA , . . . . , 7448f.-Atte~mpts to prep. the bkuteruscy Obew- A ifenic hydrocarbons by the reactlaa~ a Mellsar M.Wkl~ .2.5-dimethyl-2,&dichiaro-3-hexyno : (Ill): falled'7 (Heunbm '- and Banfpn, C.A.40, W941). lutmdofeft~.g c=diW- . Isation I eftinated KCI from U and-ga 5-hex dimeth l ffle 1 3 W A 2k - n- -yoo v a y , hexen-3-yne. N w" Prepa. m l-2 2 eth 8 dl 4 h d f ixed with lite a ti;; - b th ' t HCI - - m e a ene , , y 1.19) on fiCC(OH)Mes! ac e y BabOad, CJ a ..40,~ &W).* ' the two Isomers the lower- (b. iP-j Is U. because It iso erized b heating (48 bra. at 60-W' ) with MCI, ZZWZ! to Hl C-A - 38 14786).-: W dom not react by long heating with I anW U rabid at - W. and stirred 2 hrs. with caotine and 2 brq~ at room tisnp~ ylekkd~ Ot" the urual hydrolytic treatment.and distu., 4 13-K. fraction. f. ' -45 b. 120 . a V 1.4050, which in it ahcgt ti PlAs a high-boilins resWue. a f 1-4. %Gpithedu 01 hydeacurbon Re 'Ien ,~Z-1tutma with.lo I. I.- ~;*. dijitenf)XV rgLa2LL4jaeqjLin compounds. ~&,,inmt and 7 u w Ser qd. 2, :Cf. ~A.- 47; 7-11%; 12910d, 48 0 C )Oild b e(Inally activated by its r,4 an(I etilyl, xrlllp~, jq Of- tvcfi umler tile 11clina of %reNfuRr to far BrXfPC)Ph rll 1111dec C-111dil ins consifferl'bly qiilda (tenip- 110-1:; di-Bu wher) than unisole. OwriLmIL or 6ther VIL-0 ob i v ! I I I .i. - : ~j 1, v!v - ! : I IF r; I I :L 1~ ;~ I,, t I : I I .. ILULUM ~11 I I I I , Ni'm if J! 1 j ! ~11: i 7! 71 w USSR/Chemistry FD-1246 Card 1/1 Pub. 129-8/25 Author Levin&, R. Ya; Shabarov, Yu. S.; Skvarcheako,,V. R.- Title Hydrocarbon synthesis XLIV. Formation of alkanes resulting from the reaction of magnesium-organic compounds vith.-un-saturated 1, 4- dichlorides. Periodical Vest. Hook. un.,, Ser. fizikonat.' i yest, nauk: 9 poll, 63-67' Feb.1954-- -- Abstract Established that the formation of paraffin hydrocarbons from the reaction- of a Grignard Reagent withethylenic and vith:~acetyle~nic,l,-4-dichlorides is similar. The yield is dependent on the structure of-the radical-in the Grignard Reagent, the normal type giving a greater yield than those- of the iso structure. One table; equations, thirteen references, four foreign. Institution Chair of Organic Chemistry --.Submitted July 7, 1953 MRS 11_~ fifflffar-]& ......... -g_ .".0 Ft IRUN M i14 *1 I el F "M H'IP TAM IrilP ~ S, tt ~so e x one. hexanediol dittectate Knve 10 IfePh an& some P;,.xy boiling Diallyl gave a very Itttle nvl~rsiort:to sotne, lows CO yctoltcx- materials. DipropeaXI gave a shnitir: rciult. C , unol acetate gave cyclohexem. PyrolyAs of Lved cyclo. cOll pve unchanged i:yclohexe -ta- ImeneandA ne. cyclohr- f dietic gave 4690' Cal I$. : Nutnerous unicleutifitit by-prod funned in the above examples, ILIL),IK with RaS. Kowlapoly if ynthest _h d__ M- D ii i~ j4S f t bpi xeta ed::'Of atu -Iiy('"' It 0 it S1 I 161' 4 M mted 1 _ , AR-:1i . W~ Us," vesillik A10.1kov f., it, se, Nauk No. 4. cf. Cal. 50, 141690b.~~D~ tetat pre1w. Th bf 2.&Ilexanediol anti 3,6-octarediol, 'W' 1 ~ B d 1 d 6 nUjJc:RtrY r 43, moks d o1 wa3 a de slmyly to Q.q g j x1ti, .0 w6k ACCI ethir hnd stirred on a st ain L and tile Inixt. heated 3 hrq. I Was addcd Mal% (wid. ivith R - -L ext&-with edier ai)( 't : xt after standing,ove. he c drW over CaCl,i L vLwd., -to -tate 2.5-hexanediol (1) dLtcL mas prLpil. in 4.g. yij1d by 5 g. Act0and 0.,5 g. 11;P04 in 4.6 gi AcjO to b g; nddiug 7. in ether, heating I hr. atSO", and kL -ther suln, with water, dryings c and vaoulln! vlkpk" ing the L d6tg. D es of 4-octytje-3,&di~51 (11), 3,6-dinicti incetat ' I octync-3,6-diol (IM, anti S-decyne-,LlAiel (IV) wero prelA.: Thus,,l g. 11jPOg in A -is added tu 0.05 uli)ie diol cjO w. in 0.15 in(lie Ac,tO, stirred 3 lirs. below 35% neutralized wit ; wushvil -ivitfl *ater and tile ext extd with ether 2N NaOll . . , ' , H pa,45ed through dried, evapd.; and vacuum distd. -diacetate in cold _Bic.; contg. - pt~. black'pve _6 I o_ji7rCicf ~(v h o t hpd ta te-s of I-V To;' HX~ A14710 101ving 6.654 Il a 014. 7-48 14316, OA~9 U 03; 1 (8 J :A111 -19, 1.0023, 604%; 8r. RT n m. g - 2- TV : M79 i 78 14 iin'S , . 2 lam 43 ; i , ; ( 1 ALM 892; N. r diaretates are dis-clisse-d r . t,J J M a A Emu M le il"Ill, 13, ------------------- ---- -- ------ 20 -u-26/)9 AUTHOR* LEVINA, R. Ya. ,3 HAB A R 0 V, Y u. S . , MU K 6 HA S J, Y. K. an c TE _- ~ L , ~ 0'. i 01,r~ 1, Y-., -G - I-n-the Synthesis of~ Alkares ii-ith Two TITLE: 2,4-Dimethylpentadien-l,-3 L - I Quaternary Carbon Atoms Separated by a C72-Group (Ditertiary Alkylmethanes). 2,4-dimetilpentadien-1,3 v sinteze alkanov s dvumya chetvertich- nymi atanami agleroda, razdelennymi CH _gruppoy~ (ditretichnoalkil-, 2 metanov. Russian)., PERIODICAL: Doklady Akademii Nauk-SSSR, 1957,- Vol -113, Nr' 6, pp 1286-- 1289 ABSTRACT: -In earlier reports the authors described1the method of synthesis of ethylene-.hydrocarbons with a quaternary carbon atom. It eon- sibts of a reaction between alkylmagnesiumbromides~and unsaturated tertiar bromides of the allyle-type; thelatterare easily pro- duced by means of hydrobromization of dien-hydrocarbons of a rami- tied structure with a conjugated system-of double bindings. E.g. hydrobromide of 2,4-dimethylpentadien-1,3 served as initial sub-- stance for the synthesis of 2,4-trimethylalkenes. In this paper the authors-worked out a new and easy synthe:for the production.of the-, rather hard obtainable paraffinhydrocarb6iis with four quarternary carbon atoms vrhich are separated by aCH 2-group,ithat is of the di~. tertiary alkylmethanes. Here the same initial,substance was used. . Card 1/3 The reaction mentioned is thefirst stag .eof-this synthesis, where 20-6--28/59 2, 4-Dimethylpentadien-1 3 in the Synthesis of Quaternary Carb on Atoms Separated by a CH 2-Grou-c, (Di te-r4i ary Alky 1- methanes), the yield could be increased from 30 to 45 %-;Furthermore, the al-: kenes nhich had already a.quaternary carbon atom were transformed by the action of,hydrochloric acid Into.saturated tertiary chloride Th'e latter wer then 2-chlorine-2,4-trimethylalkanes (yield 90 e introduced into the reaction with magneq'iumorganic compounds with sublimate as a catalyzer; the products of this last stage of the synthesis were alkanes-with two quaternary oarbon atoms sep I&rated by a CH -group. In the caselof an interaction with magnesiumorganic compounqs the saturated tertiary alkanes split off.also'hydirochlo-- ric acid and, with a yield of 50% form the initial*alkanes. The latter were used for alkane-synthesis.-The akanes and alkanes were easily separated by de3tillation. The alkane iold:amounted.to from y 15 - 25 % calculated-according to the tertiary chloride,introduced into the reaction, and to from 3o - 5o:O acco-rding to-that not uti- lized. Reactionswith yields, methods,-and spectroscopic constants are-described. (3 tables, 6 Slavic-references.). Card 2/3 AUTHORSt Levina,R.Ya, Shabarov,Yu.S.,and Daukuhaa,V.K. TITLE: Synthesis of Hydrocarbons. 64 The 2,4 Dimethylpentadien 10 in the Synthesis of the Alkan;s Wi-th-Neighboring.quateriiary and Tertiary Atoms of Carbon (Sintez uglevodo_rodovdl 64..2,4 -:dimetil pentadien --1,3 v sinteze alkanov s s6sednimi chetyertichnym-: i tretichnym atomami ugleroda) PERIODICAL:-Vestnik Moskovskogo universiteta, Seriya.fizik6-matematicheskikh i, yestestvennykh nauk, 1958, Nr 19 pp 187-191 (USSR) ABSTRACT: The authors-used a method developed some times~a go (syntpesis of. hydrocarbons with quaternary atoms of carbon by reciprocal action of the hydrochloride o f 2,4 - dimethylpentadien'_-_1,3 and:th6 organic combinations containing magnesium) in order to obtain the following combinations: 2,4,4,5 - tetramethylheptene - 2; 2,4,4,5 teramethyloctene - 2 and 2,4,4 trimethyl -'5 - ethyl- -hepten 2. By hydrogenation of these stuffs the authors obtained: 2,4,4,5-- tetramethylheptan; 2,4,4,5 tet.ramethyloctane;, 2,4,4 - trimethyl - 5 ethyl heptan. There.are 10 references, 7 of which are Soviet,'and 3 American. ASSOCKATION:Kafedra organicheskoy khimii (Chair of Organic Chemistry)~ SUBMITTED: April 20, 1957 Card,'1/1 "OV/79-28-8-1 1/661 j abFrov,-Yu. S., 7~ Y. evil Sh (Sintez ugIevodorodov) nth~eqis of the Hydrocarbons L-A'V. 2ir~Tert,-Alkylmethane From 2,4-rjimdth.-,rlPentadiene-1,7 (LZV. Di-tret.-alkilmetanyiz 2,4-dimet'iluehtadiyeii:----t,3)-r 3, Vol. 28,: ITr 8, D-0.2 2'~hurnal-_obshche, khimii) 195t t' n !n connection with a previous publics. io- Ref 1 the author!~ present the following results in this paper: a method of :rYn- tlie%_zizin~r-two alkanes which hFve quarternrries zeparated by 7 grouus has been worked out using 294-dinethylpentadien.e- 9_5 OF 2 ~a starting material. This is a difficult 2ynthez~is all-, th, t;,--se two compounds were previously almost unknown. 'T'lie ' pa 2. o iof a e r U. i aizthod cons 4 StS of 4 -reactions : 1 ) nral rat* t the ji~..Aurated allyl chloride by hydrochl6rinEttin Methylpentadiene-1, 2) the decomposition of tili-e procf,urfl, 3; with alkyl magnesium bromide to give alkenes:,with a -Ua.C'us:rriar,,., carbon-atom (45 - 65 0.4 yield); 3)~the bydrochlorination of. thit product; 4) react-ion of the resulting tertiary chloriija /2 aximum. yield ium bromide in th, (m go with.alkyl magnes ;yntlw,sis of the Hydrocarbons. ~'*('1/79-23-B-l 1/66 I'XV. Di-Tert.-Alkylmethane From 2,4-DimethylDentadiene-1,3 presence of mercurious chloride. Di-tert.-alkyli;ethan6s of symmetrical and unsymmetrical-structure were~eynthesized, and some of these contained bothIquarternary and tertiary, carbon atoms. The,yield was 3 1-- 20 ~' cp'-'Iculat'ed on the- of the tertiary chloride, and 6'- 40 ~-'. ~.calcu'lated on the basis of the product of reaction 1). ~eecriptions are~.gj.-,-an zlor.the first time of a few-tertie~r m6nochloridee which y have-a ouarternary carbon in the chain. -Bv hydrochlormn-Vnc the 2t4-d-imethylpentadiene-1,3 a mono- I 6nd dihydrochloride were also prepared. There are 3 tables~'and 12 referencev, 10 of which are Soviet. "I-:~';I"CIATjOjj: Moskovskiy gosudarstvenn~y universitet Oroscow ~;tate Univ ~'UB'MTT-ID: ~July 1, 1957 Cn-rd 2/2 SOV/20-1 21-12-30/53 AUTHORS: Levina, R. Ya., Shabarovp Yu. S., Kuz6lin, 'M. G. VasilOy4y, N. I.-, Treshchova,l Ye.- G. TITLE., A New Method of the Production of-Cyclobutane Hydrocarbons (Novyy metod sintozaltsiklobutanovykh~~ugle~vodorodor) PERIODICAL: Doklady Akademii nauk.SSSR9 1958, Vol'. 1217 N:r 2, pp. 303 306 (USSR) ABSTRACT: Shortly the authors wrute about the possibility of a synthesis as mentioned in the title by means of1j,the decomposition of tetra-hydro-pyrida:zine (Ref 1). In the present paper, they. investigate this reaction by means of~~some examples. The last mentioned initial substances are:6-mealbered,analogs of pyrazolines. In tho'case of their heating in:-the presence of i 0_A caustic potash and -platinum they decompose under the 'separat n~`L, of nitrogen and a formation of cyclobutane hydrocarbons. It showed that the biradicals III forming.as intermediates n0t only.do not cyolize but even cleave under the formation Of -,ethylene hydrocarbons. The quantitativeratio between the Card 1/3 aryl-cyclobutane formed and the corresponding.styrene can be SOVI/20-112-2-30/53 A NEw Method of the Proilaction, of Cyclobutane Hydrocarbons classified according to the ratio between the quant1ty:of nitro- gen and that of ethirlene separated in the decomposition of.the initiall monoaryl-te-.:ra-hydro-pyridazin6-(Ii'a in IIb). Thus the authors were the first to succeed in extending the range of application of the classical Kizhner reaction:which hitherto has been regarded only of use-in the synthesis of cyclopropane- hydrocarbons~ This way-the authors synthetiied the hitherto not described p-talyl cyclobutane and 192-di,phenyl cyclobutane., In an earlier paper (Ref 3) the authors -Droved that in .pheny] cyclopropane-thereexists a conjugation between the benzene nucleus and the cycle. The domparison of the in- tensities of some of the most inlfensi-re-freq'uencies -(character- istia of the benzene ring) in the spectra of the combination dispersion of phenyl--cyclobutane with the intensities of corresponding freauencies in the spectra ofithe propenyl benzenep phenyl cyclopropane on the one hand and alkyl benzenes on -the other hand proved that the monosubstitu ted aromatic hydrocarbons are arrange d in a series as follows. propenyl benzene>~phenyl cyclopropane> phenyl cycl.obutane> isopropyl~benzene (Tabled 1)0 Card. 0 The same frequencies in the spectrum of p-tolyl cyclobutane ! ! I I : .I - lb I I I I 1 11 .!.!2,1 1:101: !U3.11ITIll'i Illiv J!ll III III .1 r I ~ , 'i, - ! 1" "I'l I .: - , I ~i I HITililli "111(i iluil T 111111" ; , . ; : 'I : . 1 . : ]., I : A - ! I , 11 11 P IFN :7 Ij I - I 67 2a 00 68054 55-559-3-25/ 32 SOV AUTHOR:; - 1 Levina, R. Ya., Shabarovq Yu. S. TITLE- Cyclopropanes and Cyclobutanes -PERIODICAL: Vestnik Moskovskogo universiteta. Serlya~matematikiq mekhanikiq astronomiiq fizikiq khimii, 1959., fir-3, PP 201 202 (USSR) ABSTRACT: The authors report,that they recently synthetized-several acryl cyclopropanes (together with V. K*!~Potqpqv) and acryl~ cyclobutanes (together with M. G. Kuzlmin, N. I. Vasiloyev,- j which had not yet been- described in.publ, and S. I. Pokraka - fogether with-Ye. G. Treshchova) determined cationsq and ( their Raman spectra as well as their ultraviolet,absorption -spectra (Table ). In an earlier paperg in1collaboration.*ith B. A. Kazanski et al.9 they proved the connection of the three-membered ring with the 'aromatic ring on phenylcyclo- propane, tolylcyclopropaneq p-anisylcycl6propa-riep 1,1- diphenyleyelopropane, And 11)2-diphenylcy6lopropane. In continuation of this work, also a connection of, the four- Card V2 membered ring with the benzene ring was found.-together with I ;, 1 ~ : 14 F ~ 1 1 :1 ; .. , P i . . I I I 11111 IrN 'I, !~ I M.6i , P-P-, I !14- A I i J~ la 1.!L.i I.; I Ifll 1 1. 1 ZMA I I. 'MAJI I 11WIT" m. F . . . . i I ! I , I ; I - !* 1! .. ;",]:I!.,, ;!! o').. I tu &il!w 'I- r1rii I i r~rr il-mmr-rif, mmmr-,-.7!I."rrrp i .i ! : : ., i . . ii i .. I 1; 1, F. .i IH 1 11 1, ; :1 1 - I V : I- AUTHORS: Levina, R. Ya., Yu. S.,_ SON/79-29-1-10/74. Shanazarova, I. M. TITLE: C;yclopropaaes and Cyclobutanes (Tsiklopropany i tsikl6butany): V. Aryl Cyclopropane in the Alkylation.,Reaction (V. Ariltsiklopropany-v reaktsii alkilirovaniya), ,PERIODICAL: Zhurnal obshchey khimii, 1959, Vol 29, Nr 1 r pp 44-48 (USSR) ABSTRACT: In the present paperthe behavior of phenyl,cyclopropane was investi ated in the alkylation reaction of benzene, toluene 9 n and.anisole-as-well as that of p,-tolyl--:and p-anisyl cyclo- From t e propanes in the alkylation reaction of~benzene h publication data on t he alkylation of the aromatilc hydro- !carbons with alkyl cyclopropanes (Refs':7-12). it follows that Alci does not-cause a preliminary isomerization of cyclo-. 3 propanes into alkenes (Refs 8,12).-- The same catalyst was ~also applied to.this case. In the case of alkylation of benzene with phenyl cyclopropane 1,1-diphenyl Dropane (yield 52%) was obtained, (Scheme 1) the structure of which was confirmed by the reduction of 1.1.-diphenyl propene-1 with Card 1/2 -sodium in butyl alcohol (Schemes 2 ands '~Thus the alkyla- Cyclopropanes and Cyclobutanes. V. Aryl SOV/79-29-1-10/74 Cyclopropane in the Alkylation Reaction tion of benzene with phenyl cyclopropane in- the presence of AlCl leads to 1,1-diphenyl propan Ie inithe same way as it is- the Lse in the'reaction of benzene with sty;rene which leads to 191-diphenyl ethene (Refs 13,14). In theouse of the above-mentioned alkylation reaction ofibenzene. toluene, and anisole an opening of the three-membered ring:takes place under the formation of 1-phenyl- -1-aryl! prop'ano_s (with ~a yield of 52j61.5;72-5%).- It-was found that-toluene~and anisole are alkylated with phenyl cy-clopropane in para-pIqsf"tion._ The alkylation of benzene with-p-tolyl-and,p anisyl cyclopropanes proceeds less smoothly~than in-the cas6r-of phenyl cyclopropane as the former polymerize considerably in the presence of AM . There are 16' referencesl 7 of wIhich are Soviet.~. 3 ASSOCIATION:- Moskovskiy gosudarst-,rennyy_universitet State- University)- SUBMINED: December 2, 1957 Card 2/2 I P 5 (2) AUTHORS: Levina, R. Ya., Shabarov, Yu. S.9 SOV/20-127-1-29/65 Kuzfmin,-M. G. TITLE: Cyclopropanes and Cyclobutanes (Tsiklopropany i tsiklobuta.-117). On the Decomposition of Alkyl-t etrahydropyridazines (O:raAozir-- enii alkiltetragidropiridazinov) PERIODICAL: Doklady Akademii nauk SSSR, 1959, Vol 127, ~r: 1 pp .111 11-4- (USSR) ABSTRACT: The authors-continue here their investigations of the synthesis of aryl-cyclobutanes (Refs 1,2) by the:decomposition of alyl- tetrahydropyridazines and try to use this method, for,the syn- thesis of alkyl-.cyclobutanes- 3-methyl.~tetrahylropyridazine -gas produced by the hydrolysis~of the adduct of azo-dicarboxylis ester with piperylene. The latter, contains 2 NH-groupB, wh--;ch--- ni- indicates- that the double bond does not shift towards ;the . trogen-in the hydrolysis as isthe case with the-azo-d'Ica-.1,ax- ylic eaters with aryl-butadienes (Refs.1293)F but remains in position 4 (see Scheme). Though the authors failed to produce 2 3--methyl-A -tetrahydropyridazine by hydrolysis,-it could be-ex- pected that the above-mentioned double~bond,shifts nevertheless Card 1/4 Cyclopropanee and Cyclobutanes. on the Deac)mposition,.SOV/2.0-127-1-29/65 of %-lkyl-tetrahydropyridazines towards the nitrogen under the difficult conditions of the d*- composition and that the compound mentioned,is produced.-The latter could then be caused to decompose into methyl-zcyclf.~bu- 2 tane and nitrogen (similarly-to 3-phenyl-A.-tc-trahydropyr,-,'.!&- zine) (Refs 4J,2). This failed however- 3-methyl-Al-tetral~Ydri-,- t200-250,) *thout catalTsts p or~ w-A. yridazine decomposed with (a,. ~at 300-350c) only into piperylene2 nitrogen,,:and-hydrogen ction ways can be,.:assumed. Me, biri ~see Scheme~. Two rea a)--. dical 1, which is produced as-an intermediate, is transformed only into diene. (b) The initial substance decomposes into pi~ perylene and diimide NH-NH which decompose,a-immediately in-to N and H. The decomDosition of the initial su:bstance into N.and, piperylene-4-tself in the case of the effect.of weak oxidizinq agents speaks in,favor of the assumption (a).. This deco=osj-_ tion confirms the remaining -of the double bond in position 4. Similar results were obtained in the decomposition of 3,495-i -6-bis-cycloDentane- and 3,4,5,6-bis-cyplohexarie- 64-tetrah dropyridazines which contain 2 NH-groups-ea.elh. They form di- -Card 2/4 cyclopenten.-rl--and.dicyclohexenyl-,besid,es ct.he-r reaction pro- Cyclopropanes and Cyclobutanes. On the Decomposition SOV/20-127-1-29/65~ of Allcyl-tetrahydropyridazines ducts mentioned here. It was thus found. that it is-impossible to obtain cyclobutane-hydrocarbons in two stages' (hydrolysis and subsequent decomposition) from adducts of,the azo-di'carbox- ylic ester with alkyl-butadiene or their~cycllc analogs..There- fore, the authors applied another method: they synthesized 3- methyl-tetrahydropyridazine, which, however, turned out:to be the isomer of the expected compound with one NH-group. An ISO- merization of the azo form.into a hydrazone form apparently -takes place here. Experiments with other substances do not lead to the expected result: either the initial substances were not 2 transformed, or a resinification took place.Thus, alkyl-A - tetrahydropyridazines cannot be decomposed in the presence of catalysts in the case of heating under the precipitation of N and formation of four-membered cyclic hydrocarbons, in.contrast 2 to aryl-,A -tetrahydropyridazines and pyrazolines. There are 11 references, 8 of which are Soviet. Card 3/4 1"I1I1I,:;qII,j Ititp-im, -I~ Ill;-:p J J~ !!P, T, 7 5/051/60/006/03/015/038 AUTHORSs Treshchova Yo G E201YE191 Vasil-y",ir. M Levlrta, 4.1a. '"TLS. =an Spectra ;f~=arbons of Various Classes. 71. The Haman Spectra of Some 19 .1 PERIODICALs Optika I sp"ktroskopiya, r 3, I ~ I : : L pp 371-375 (USSR) ABSTRACTI The authors investigatel the Racan spectra*of ph c7clcb1t4n0j&.d or the following aryleycloju outandf n-toxylcyclobtane, o-anisyl Y ri. .".Y/ n-.nlsylcyclobutane; for the sake of comparison the Raman spectra of phanylcyclopropano and n-tolyloyclopropana vor also obtained. The apparatus, the experimental. technique and the methods of calculation were the same as In earlier work (Hof 6). The results are given In Tables 2-4, and the properties (such as the melting points refractive lnd*xl a to) of the four arylcyalobutano3 and of phanyle7clobu tome are listed In Table 1. The Raman spectra or all. four C d arllc7clobutaras included frequencies characteristic of the -a I/ p ropriate mono- and dLLIkylbenzonas and alkykoyclobutan* 2 P Haman lines characteristic of the The intensity of the J four-wmombor cycle and of the benzene r Ing (lines In the region - looo-16oo cm-1) Is greater In the spectra or arylc7clobutanes th,,n the intensities of the corresponding lines in spectra Of &IkYlOYclobutatial and alkylbonzenes. This bobivlottr of the lntonsLti*s was Card not ob. erv*d In the case of lines at - 6oo-8oo ca-1, 2/2 which characteristic of the benzene ring. b Thar r 4 ta Iss and 7 Soviet references. SUBMITTED. July 3. 1959 1:1111 T1 I P I ; . 1: a . :1 1 1111 F 11,11 'I'VIIII(IIIII i 84871 S/079/60/030/-010/007/030 ~BOOI/BO~75 .-AUTHORS: bargy, ful,.S., Levina, R. Ya., Kuz'min' M. G., Vasillyev- N. I.,.and Damir, N. A. TITLE:- Cyclo ropanes land Cyclobutanes XI. blethylphenyl Cyclobutanes PERIODICAL: Zhurnal obshchey khimiii 1960, Vol. 3.0, No.,10,- Pp. 3210-3214 TEXT: In their investigation (Refs. 1-4) on~the cat4 yticz~splitting of alkyl- and aryl tetrahydropyridazines-the authors:could';obtain only aryl cyclo butanes, but no alkyl cyclobutanes (Ref. 4). In the present work, the catalytic-splitting.of alkyl aryl tetrahydropyridazines has been attempted for the purpose of synthesizing alkyl aryl cyclobutanes.- The authors proceeded from 5-methyl- and 6-methyl-3-phenyl tetrahydro- pyridazines which were obtained by hydrolyzing the adducts of the cor- reEponding dienes with azodicarboxylic acid ester. These.initial products proved to-be unstable compounds, and-were identified from their addition products to phenyl isothiocyanateVThe presence of an NH,group in:the- initial products was also proved (Ref. 3). The catalytic'splitting of the! Card 1/2 84871 Cyclopropanes and Cyclobutanes. XI. MethylDhenyl- 5/079/60/P30/010/007/030__ Cyclobutanes BOIG1/BO75 - - - two initial I~yridazine2 was carried out in -the, same :way as ~that -of aryl- tetrahydropyridazines described in Refs. 1-3. Thus,-a gas.composed,,of nitrogen and propylene evolved under the formation of,a mixture of. the corresponding methyl-phenyl cyclobutane and styrene..~Consequently, the decomposition of alkyl aryl-tetrahydropyridazines is~similar to that of aryl- A2-tetrahydropyridazines: While nitrogen is produced,-the biradical is formed as an intermediate which yields cyclobutane and two ethylene hydrocarbons. The molar ratio between the yield of methyl-phenyl cyclo- butane and styrene proved to depend on the position of the inethyl-group in the tetrahydropyridazine ring. Vacuum distillatio- (cf, experimen tal part) of the,resul -ting cyclobutane showed that 1-methyl-2-phenyl cyclo-- butane consisted of a mixture of cis- and trans-isomers-(j:1), whereas 1-methyl-3-phenyl cyclobutane contained 80% of the trans-'form. Raman spectra showed the absence of olefins in the separated hydrocarbons. (Ref. 5). The characteristic frequencies 912-950 cm-1 confirmed the pre- sence of a four-membered ring. There are 1 table and.12 references: 9 Soviet, 2 German, and 1 French, ASSOCIATION: Moskovskiy gosudarstvennyy universitet. (Moscow State University) SUBMITTED: December 7, 1959 Card 2/2 87525 S/M/60/0-30/012/005/027 B001/3064 AUTHORS: Shabarov, Yu. -S.,-Levina, R. Ya.,~ Potapov,.~ V. X., Osipov, A. M., and Treshchova, Ye. G. TITLE-.- Cyclopropanes and Cyclobutanes. XIV.'P,henyl CyclopropAnes, With Substituents in the Para Position of t.he Benzene:Cycle PERIODICAL:- Zhurnal obshchey khimii, 1960, Vol. 30.,_No,~ 12, pp. 3874-3876 TEXT: In previous papers (Refs. 1-4) the authors rep orted on-the effect of the nature of aryl radicals upon the reactivity-of-the.three-membered cycle linked with.it. Thus, it was found that polymerizability strohgly~ increases under the action of AM in the following:order: phenyl cyclo- Dropane '~_' p-tolyl cyclopropane < 3p-anisyl cyclopropane.(Ref. 2), The : three-membered cycle which opens readily in phenyl ciclopropane (Ref.. 3), p-tolyl cyclopropane, p-anisyl cyclopropan e (Ref. 4)~undei the action of_~ mercury salts, is stable in p-nitrophenyl cyclopropane (Ref. 1). To render- these observations more complete, it is necessary to~.develop amethod of synthesizing phenyl cyclopropane with various substituents-in the benzene -cycle. p-aminophenyl cyclopropane whichcould be easily obtained by Card 1/3 87525 -Cyclopropanes and Cyclobutanes. XIV-. Phenyl S/07 60/039/012/005/027 Cyclopropanes With Substituents in the Para BOolyBo64 Position of the -Benzene Cycle nitrating phenyl cyclopropane, with subsequent reduction of. the nitro group to the amino group (Ref. served as the initial product. The' replacement of the latter in p-amino phenyl cyclopropane by -other substi-_ tuents was carried out by diazotization. Thus, p-hydroxy_-p~chloro- and p-bromopheny cyclopropane results: 1CH - / ~2 ~2 P-H N-C H -CH-CH P_X_C H -CH-CH-CH2 -(X =-OR, Cl, Br). p-amino-- 2 6 4 2 6 4 phenyl cyclopropane was also used for synthesizing d ime t hyl - amino phenyl cyclopropane: CH CL: CH 3 ~2_ 2 0 )2SO2 _ (CH3 P-H N-C H CH-CH i C H -CH H 2 6 4- 2.- benzene I 60--0d- 6 41 CH -A study of the Raman spectra of the phen 1 cyclopropanes obtained showedi that no unsaturated compounds had been added; intensive frequencies, appeared at 1600 cm-1 , which are characteristic of the aromaticcyclelas~well as bands (1200-1260 cm'-') indicating-the presence of the'.phenyl cyclopropane molecule (Refs-.-5, 6). The ultraviolet absorption curves of:aryl cyclo--: propanes (Diagrams I and 2) silowed the same character~as those of p-tolyl Card 2/3 ! I t : . - I I I I I "! -:~, ITM f I!1IT. ~.., !'p" : 1 411-1-1111~ 11 p~p!qs!. I . 1 11311,11 11., ; 1, 69998' AUTHORS: Levina, L. Ya., Shabarov, Yu. S., S/020/60/131/05/027/069 Kuzlmin, M. G - -------- BO 1 71 /B 117 TITL -E: On the Interaction Between Azodicarboxylic Est eIrJ and hem-Dia'lIkyl' Butadienesi PERIODICAL: Doklady Akademii nauk SSSR, 196o, Vol 131, Nr 5,_ pp,:1.080-1083OSSR) TEXT. The authors continued.their investigations of the decomposition of alkyl tetrahydropyridazine (Ref 1), and made an attempt.to synthet'ize~he.m-dialkyl tetrahydropyridazines from the adducts of the azodicarboxylic ester with hem- Z' dialkyl butadienes.-They could establish for the first timeithat 191-dialkyl butadienes react with the azodicarboxylic ester through mobile hyd rogen in them a-position (by substitution addition and not by diene synthesis) , and not:, through the double bonds. It could be further proved by the~authorsthat the adducts of the substances mentioned in the title have no cyclic structure (being no tetrahydropyridazine derivatives), but they are, in r Ieality, mono- substituted hydrazo dicarboxylic esters (see schemeq)~ The structure of the adduct (I) of 2,4-dimethyl pentadiene with an azodicarboxylic 2ster was..established by means of its conversions: when subjected to cold hydrogenation, (I) adds two moles of hydrogen per one mole of (I),.and. thus, containsitwo-double bonds in the molecule. Hydrolysis of (I) yields a monosubstituted hydrazine (III). the Card 1/3 69996 On.the Interaction Between Azodicarboxylic Esters s/620/60/131/05/027/069- and hem-Dialkyl Butadienes B01 _0117 latter contains one NH oup which s detected by-obt ining the:benzylidene 2 gr wa a derivative-(IV) from (III). If the azodicarboxylic ester is reacted with 2,4- dimethyl pentadiene-1,3, two adducts (Va) and (Vb) (in reality their mixture) can-be formed, since the mentioned pentadiene contains two.,types''6f'methyl' groups. After hydrogenation however, both (Va) and (Vb) yield the same sub- stituted hydrodicarboxylic ester (VI)., By hydrolysis Of the.monosubsti- tuted hydrazine (VII) is formed from which the benzylidene derivative (VIII) can be obtained. In addition, nitrogen is evolved under the acti: on of mercuric oxide, with (VII) being converted to 2,,4-dimethyl-pentane (which is a reaction characteristic of monoalkyl hydrazines, reference 4). All:Oese-reactions.are' clearly indicative of the acyclic structure of the corresponding.adducts.,~ Obviously, the dienes used in this case react with the azodicarboxylic ester through a single methyl group only.-An analogous reaction between maleic anhydride and olefines (Ref 8) takes place only at 200-250o, while the much more active azodicarboxylic ester reacts already at 20-500. There are 9 references,; 3 of which are Soviet.- ASSOCI92ION: Moskovskiy gosudarstvennyy universitet im,,-, M. Lomonosova (Aloscow State Universi-ty imeni M. V_Lomonosov Card 2/3 .1 ; 2 rp. - ~-I. - I I ; i ; , .: .. I - ; - , I I I ! i1 ;i I : I ~l , i :1 11 11 1 ~ : I I I I I ! ;I ; ! i ~ i : 1, 1 ~ I t , . J~o I ; 11 11 * . I I . I I ! I I SHABilROV. Yu.S.t LEVIMI, R.Ya.; KUZI~LJN, M.G.; VkSILIYEW, N.L9- DAMIR, N.A. I- ---.* 'I I .:- . . I ! 1 11 1 1 - - - , I'! - I ; : . 1 ---- i m I . I ..I .: ! .": Hil; 1[~ I'Vilili, HIT d7lr-r : : :, . ~ I I 36- S/190/62/004/004/004/019 ~B119/3138 .MHORS: Shchetinin, A. A., Topchiyeva, 1. if. , Shabarov, Yu. S., Levina, R. Ya. MTTLE': Cyclopro;janes ~.dnd cyclobutanes XXIII. -Polymerization~of aryl cyclopropanes at high pressures-and:tempdratures Vyso'conolokulyarnyye s v 4, o. 41 oyedineniya, n 1962, 499-502 TEXT: The effect of hiGh pressures M, P -(500-7500-at ).on~~ henyl :h' dr ~-dimetujhyl aminophenyl-, p-chlorophenyl, P- y oxyphenyl-,, -:net-~,oxyphenyl cyclopropane,-and 13-methoxyphenyl cyclobutane between 0 100 ~nd 200 j nve,-;t 2.gated 0 these only p-hydroxy- and oxyl), I -la t t er- gives a -;ii u t "I aErjyl -cycl o propane undergo polymerizz~tlon. : TIhe vi .-)c-ous..oil at 500 at'.-' and 200 0 C, a solid -polymer at, 7500 -a.tm and.2000C. With hydroquinone as inhibitor only a viscous liquid is forme&at 7500 atm- Thereflo-rc, pol,7merization takes place by the free-radical mechanism. Only cyclopropane rings participate in the polymerization.-The end Product of the thermal decomposition and the subsequent oxidation-.of the; Card 1,12 . : I ! i !I : 1 ;:11 ~ 1.11! ; I i '. Y i!:: I 1111i : HIT I i.i,:. , Il- i ; F ; :1 ; I' lilt .......... .... ! di 11 111 11 1 1 1 T Ilia'! -,u . . I ',- 1:1, 1. ! I: - .- , 'I! i '"It I I I S,/189f63/000/001/008/008 Cycloprolianes and cyclobutanes D2047D307 in B, a property characteristic of trans-fo -spectra of 1- rms.-Uv methyl-2-phenylcyclobutanes in iso-octane showed +,hatlisomer A, distinguished by higher physical constants,-absorbed more strongly_`j~ in the 225 - 250 mp region than the other isomer,-B. -The same was true of the A-fornf of 1-m6thyl-3-phenyleyclobutan e, though to a lesser-extent. Control tests with 1,2-diphenyleyelopropanes,-whose,,-I -con tra figurations were established chemically, showed that ns- forms absorbed more strongly in the uv. Configurations of 1-methyl- 2-phenylcyclobutanes may thus be assigned abs -only from uv orption, Z, -the configurations, U" spectra, whilst- of 1-methyl"3-phenyl cyclob tanes remain unresolved, since Raman and uv spectra g ave con ra~ t idictory indications. L. A.' Kazitayna measured the*.Liv absorptioh4a'_-~ There are 3 figures and 1 table. 1 ASSOCIATION: Kafedra organicheskoy khimii (Pepart ent.' m of Organio- Chemistry) SUBMITTED: June 26, 1961 Card 2/2 , ! H F e"O A I . ? . ; I ; 1~'Hl 11' illtilll~ FIN -:11 11 1 1 : ~1 :10;;- ... -- Ul 11 11" '! 1! 1 ,[I ; "Iril -1, 41 F I Ho I : Ilit'l, . . ; I ; , . . :! , . i .1 ill- . - T I 77T : : ~i " I : 1 . .1 'i .! ii;~lillj!:i~'ii!,"I~'ll~lilili, .1 !1 .. ; I " 11 11 .11 lilt!; I: -I.;l il , i : P! it: li~ :i I ~ i. ': , 1.1!i: t. :,j 1. 1'. : : FPi~ i ! :. I . 1 1111 : !111 11 ; ;1i :. , I ~. . .. . ;I I I , I I :1, jol". - . ,, . - . , - . - : , - -., t, 1 i . . 1.1i ! : 11111! rjlj~"Ils' ..j : I.; 11i 1 17W 71,7071 .. plill I ~ 1: I~mlml t!. . , 1 .1; e~ ; I r ! ; , , I I , I i! ~ 1 111 t: , r. - I * 1 i , 1, ~! 41 :, I 1 1 ,I, I. ! i i - - . . , I II I, ~- : II I - I I I : . ! I ; , 4 1. ; ! : . .. .. . ' I I I ' I V. : :,IV:-[: ~l !::