SCIENTIFIC ABSTRACT AKHOBADZE, A.V. - AKHREM, A. A.

• Document Type: CREST
• Collection: Scientific Abstracts
• Document Number (FOIA) /ESDN (CREST): CIA-RDP86-00513R000100620003-9
• Release Decision: RIF
• Original Classification: S
• Document Page Count: 100
• Document Creation Date: November 2, 2016
• Document Release Date: June 5, 2000
• Sequence Number: 3
• Publication Date: December 31, 1967
• Content Type: SCIENCEAB

VA"OV., A.I.; GOLUBEV,, A.V.; AKHOBADZEO A.V. (Gruzinskaya
SSR)
Production and use of peat fertilizers and litter. Torf.
prom.
37 no.5a.21-22 160. (MMA 14 - 10)
1. Moskovskiy oblastnoy sovnarkhoz (for Varlamov). 2.
Smolenskiy oblispolkam:(for Golubev).
(Peat)
(Fertilizers and manures)

GOGORISHVILI, P.V.; CHKONrYA, T.V.; AROIADZEp D-A.
Diaminosulfate and diaminosulfite complex compounds
of nickel.
Trudy Inst.khim.kN Gruz. SSR 160-8 162. (KIRA 16:4)
(Nickel compounds)

AKHOBAME V.
:-11 Soviet people are solving teehmical problems ITO
5 no.3:
34-36 Mr 163. NIRA .16:4)
1. Uohew sakretarl TSentrallnogo jravleniya
Nauobno-tekh-
nichaskogo obehobeetva zheleznodorozhnogo transporta.
(Railroads-Technological innovations)

GRUZ SSR / Human and Animal Physiology. Nervous System. T
Abs lour: Ref Zhur-Biol., No 5, 1958, 22650.
Author
Inst : Institute of Clinical and Experimental Cardi-
ology.
Title : Electroencephalographic Investigations in Hyper-
tensive Disease.
Orig Pub: Tr. in-t klinich, i eksperim. kardiol. A. N.
Gruz SSR, 1956 (1957), 4, 361-367.
Abstract: Changes in the EEG from the Convex surface of
the brain id the progress of hypertensive dis-
ease consisted in the replacement of low volt-
age rhythm of 15-30 oscillations per second,
as observed in the initial phase, by slower
rhythms. There were no changes in the initial
stages in the basal segments, but the aggrava-
tion of the disease was followed by an irrita-
tion, particularly intense in the second phases.
Card 1/1 114

AKHOBAD23., V. A,, Candidate of Mod Sci (diss) -- "The
bioelectric activity of the
brain in kypertension", Tbilisi, 1959., published by the
Mad Sci Georgian SM.
44 pp (Tbilisi State Mod inst), 200 copies (KL, No 21,
1959, 119)

MCHEDLISHVILI, G.I.; WOBADZE, V.A.
Dynamics of changes in cerebral circulation in traumatic
brain edema;
experizaental study. Vop. neirokhir 24 no. 2:13-19 Mr-Sp 160.
(MIRA 14: 1)
(BRAIN-BLOOD VESSELS) (EDEMA)

MCHEDLISHVILI G.I.,-. AKHOBADZE. V.A.~ ORHOTSADZE,
L.G. (Thili-si)
Dynamics of disorders of brain blood oirculetion
and their
compensation folloving tempora~T occlusion of the
aor-ta.
Pat. fiziol. i eksp. tera-P. 6 no.31.L,1~21,'
Ily-Te 162 (MIRk 17:2)
1. Iz otdela pctologicheskoy fiziologli Imorfologii
nervnoy
Sistemy. ( zav. - poehetny-j akademlk AN GmsMR V.V.
Voronin
[cleceasecll) Ihst~ltuta fiziologii Ali GruzSSR.

MCHEDLISHVILI, G.I.; AKHOBADZE, V.A.; ORMOTSADZE, L.G.;
Hemodynamic mechanisms in the compensation of cerebral
circulation
during temporary occlusion or the cranial (superior)
vena cave.
Fiziol.zhur. 48 no.6:684-691 Je 162. (MIRA 15:8)
1. From the Institute of Phkai6logy, Georgian S.S.R.
Academy of
Sciences, Tbilisi.
(EFLAIN-BLOOD SUPPLY) (VENAE CAVA)

AKIIOBAD',7E,
the eerebl-
oelectr~ sper . kar i
Trudy ins"- 0 n. i ek
In9tit"

MCKEDLISHVILI, G.I.; AKHOBADZE, V.A.;
ORMOTSADZE, L.G.
Dynamics of disorders of the cerebral
circulation and
their compensation in a temporary occlusion of
the aorta.
Trudy InstAlin. i eksper. kard. AN Gruz. SSR
8043-549
163.
Experimental inves+',gations of cerebral
circulaticn in
a tempo-qry occlusion of the cranial
(superior) vena,
cava. Ibid.:537-541 (MIRA 17:7)
1. Institut kardiologh i institut fiziologii AN
GruzSSR, Tbilisi.

AKHOBADZE, V.S.
~-
In the Scientific and Technical Society.
Biul.tekh.-ekon.Infom.
Nauch.-tekhosov.Min.putei soob. no.1:94 '63. (MIRA 17:1)

AKHOBADZE' V. V.
"Gruzinskiye narodnye trudovye pesni Inaduril."
report submitted for 7th Intl Cong, Anthropological &
Ethnological Sciences,
Moscow, 3-10 Aug 64.

AY,rlcY,i:!. P, -T.
Alki ions of the atatir of an ~,synchron-,us
tou t 11 1
hn. s-t-:te-; Y elaktrotev
notor oneratln,g ih a Krar~er cascac;ell Sbornik nauc- .-te' ar
I h ..hr-
U K.
ill-ta,- Issue 7, 1048, '10-18.
So: U-3261, 10 ADr-J! (Letopis 'Zhurnal Inykh Statey, ;'r,. 12,
lc)J,9).

'IMOVSKIY, N.; KUZNETSOV, To,; AKHPMOV, I.
Mainteume iuA repair of refrigerated motortruckcs, Art*
transpe 43 nool2s22-24 D 165o (MM 18:12)

AKIIPOLOV, I.K.,.-Inzh.; VLASKO, Yu.M.
Operational requirements for dizip trucks and
tractor irains
carrying loads of loose materials. Stroi. i dor.
mpsh. 9
no.9:22-25 S 164. (MIRA 17:li)

AKHRAB;UB,---~..A-; GULIYEV, G.A.; SHIRINOV, A.M.
Now data on reservoir properties of
Paleogene-Miocene sediments
in the CAspian monocline. Neftegaz. geol. i geofiz.
no.11:
19-22 165. (MIRA 18:12)
1. Institut geologii AN A29SR.

AMUMEV, L. V.
Protection of*water beating equipment using
eblorinated
fiber-6nd mass. Energetik 11 no.llsl9 N 163.
(MIRA 1611l)
1

AKSKLIRUD, N.V.[deceased]; AKDOMIA T.I.
Basic chlarideB and lutetium hydrcxide. Zhur.
neorg. khi3n.
no.84-1998-2001 Ag '62. (MIRA 16W
1. Institut obahchey i neorganicheekoy khimii
AN UkrSSR.
(Chlorides) (Lutetium compounds)

DRYAGINA, I.V.; AKHRAMOVA, V.F.
Vitality and fertility of the vegetative offspring of
gladiolus
corms which were exposed to chronic radiation in a
Z-field. Nauch.
dokl.vys.shkoly; biol.nauki no-4-98-102 162. (MMA
15:10)
1. Rekomendovanana. kafedroy genetiki i selektsii
Moskovskogo
gosudarstvennogo universiteta im. Lomonosova.
(PLANTS, EFFECT OF GAMMA RAYS ON)(GLADIOLUS)

ZAGLTADIYjOV, Dmitriy Petrovich; PETROV,
Aleksandr Petrovicb;
SERGEYEV, Yevgeniy Stepanovich;
AKL1~MOVICH,_4,K.,__
retsenzent; VARGIN, S.N., retsenzent; Yk~--MOV,
A.A.,
retsenzent; KOZAK, V.A.9 retsenzent;
MODZOLEVSKIY,
I.V.p reteenzent; PERSHIN, B.F., retsenzent;
PIVENSHTEYN,
D.I., retsenzent; PROKOFIYEV, A.G.t retsenzent;
ESMETANIN,
A.I., retsenzent; SHESTAROV, A.I., retsenzent;
RYSBUK,
N.S.,, red.
[Organization of traffic in railroad
transportation] Orga-
nizatsiia, dvizheniia na zheleznodorozhnom
transporte.
Izd.4. Moskva, Transport, 1964. 542 p. (MIRA
18:1)

AUTHORS:
Nesmeyanov, A. IT., Member, Academy of
sov/2o-121-4-24/54

Sciences, USSR, Pecherskaya, K. A.,
Akhramovich, A. N.,

Minakova, L. M.
TITLE:
Stereochemistry of
a,n- Conjugation (Stereokhimiya a,n-soma_

zheniya)
Autooxi3ation of Rigid Allyl Systems (Avtookisleniye

zhestkikh allillnykh sistem)
PERIODICALi
Doklady Akademii nauk
SSSR, 1958, Vol. 121, Nr 4,

pp. 66o - 663 (USSR)
ABSTRACT:
In
earlier papers the authors proved (Ref 1) that in

rigid
(zAestkiy) bicyclic structures C - H and C - Hg-

bindings on
the top of the bridge of such structurestin

an a-position to
the carbonyl, are not activated by the

carbonyl. Neither is
under acid action the mercury of

a-chloromercury camphenylone
and of mercur~-bis-a-camphenylone

is substituted nor does an
exchange for Hg 03 and HgC12

take place. In camphenylone the
a-hydrogen atom is *'either

treated with nitrous acid nor
sulfonated nor brominated. The

C'n-conjugation of the system
A-C-C=O is usually eliminated
Card 1/4
when the I-axis of
binding is at right angle to the n-surface.

Stereochemistry of a,n-Conjugation. Autooxidation
SOV12o-121-4-24154
of Rigid Allyl Systems
The aim of this paper is it to clarify if there are
similar conditions for the elimination of H-C-C=C-con-
jugation as were proved by the authors for H-C-C-0-con-
jugation. For this purpose they investigated such terpene
hydrocarbQns with respect to their capsoity of being
oxidizable. In terpene hydrocarbons (thanks to a methylene
bridge) the C - H-binding in a-position to the double
binding seems to be spatially attached to the latter, namely
bornylene (I), camphene (II) and 8-fenchene. Referring to
the above mentioned these hydrocarbons are coZpounds with a
rigid structure. It could be proved that thee 3
hydt-tcai-trens do
not absorb any oxygen after they are kept many hours at
temperatures of 40, 60 and 800 in presence of such active
initiators as cobalt and manganese stearates. After exi-
dation they were recovered from the solution in unchanged
state. Under such conditions non-rigid allyl systems are
easily oxidized by molecular oxygen be it in presence or
absence of an initiator. This fact was experimentally proved
in the case of related compounds with a non-rigid structure.
Card 2/4 Thus it could be proved by means of-experiments that
in the

Stereochemistry of c,n-Conjugation. Autooxidation
SOV/2o-121-4-24/54
of Rigid Allyl Systems
case of the homolytical a-,n-conjugation the influence of
the same spatial factors occurs as in heterolytical con-
jugations. There are 1.table and 15 references, 7 of which
are Soviet.
ASSOCIATION: Institut elementoorganicheskikh soyedineniy
Akademii nauk SSSR
(Institute of Elemental-Organic Compounds IASUSffO
Belorusskiy
gosudarstvennyy unive:esitet im.V.I.Lenina Belorussian 3tate
University imeni V.I.Lenin)
SUBMITTED: April 21, 1958
Card 3/4

AKHRAXOVICH L.K* insh.i doktor tekhn. nauk; BXRNGAM,
K.A., kand. tekhn.
na, ;- VJWWV, G.O.; AlITARMAN, G.L., red.; BCBROVA,
Te.N., tekhn.
n
u r
red'.
[Advanced methods of diopatchipg in train traffic]
Peredbvye metody
dispetcheriskogo komandaviiniia dvizheniem poazdoy.
Koskva, Goo.
transp. shel-dor. iod-yo, 1958. 107 p. (VIRk 12t?)
(Railroads-Train dispatching)

CHNINYAKHOVSKAYA, Neanila 1,.anovxia,
i-KC.'111)"Wif otv, red.
. .1 --- --17~'---
POLTAVSKIYA, S.V., red.
(Industrial dev~.Inpmdrit and the condition of
the working
class An Afghantstan] Razvitla
pronry-shlin-nnati. I polozhe-
nie rabochego klassa Afganistana. Moskva,
Nauka, ~965.
168 p. (m'1*.-'u 18:1"1.11

I re on
AKMMqL man TiW.I_Ievich ANKOVj N.A.9 ot-v# red.;
GORATTANg M*Aop
Qff,_R_ _j DV
*W. izd-v&j TSVXTKOVAq Mop tekbne reds
I : . 1 1.
[Afghanistan aftq;- the Second World War; historical atu*
I Afganistan
poole vtoroi mirbvoi voimy; ocherk istorii. Moskvat
Izd-vo vostochnoi
lit-rys, 1961. 175 P. (MIRA 140)
(Afghanistan-Politics and gover=ent) (Afghanistan-Economic
conditions)

AMMANOTMIT, N.N.
Iand uolluske in the region of the village of Gnishik
In Soviet
Arments. Zool.sbor. uo.6:127-183 '49. (XLBA 9:8)
(Arvienl&~-"Smtls)

K
IVANOV, T.G., assistant; AIMUP, S.I., assistant*
hit - , . 11
Generalization of fn~~Mnui6ming river channele.with rock
fill. Trudy KII no.19:294-328 1560 (MIRA 10-.i)
1. Kafe&rx p:r*i%vod9tvw Tabot po stroitellstwu
gidrotekhmichookikh
soornsheniy. (%=)

TFMNTIYEV, V.A., inah.; AKHRAP, S.K., inzh.
Concrete work in construction of the Bratsk
Hydroelectric Power
Station. Gidr. stroi. 33 no.llt5-12 N 162. (MMA 16:1)
(Bratsk Hydroelectric Power Station-Concrete
construction)

AKHRARKHODZHAYEV, A. A., Cand Med Sci -- (diss) "Materials
on the
study of the pathology and clinic of pulmonary hemorrhage
and hemop-
typsis in tubercular patients in Tashkent." Alma-Ata, 1960.
14 pp;
(Kazakhistan State Medical Inst); 350 copies; price not
given; (KL,
25-60, 138)

A
k4-RAKWD
A. Ax a, muftHa'141VI IM,r. B, Coziefe' Kaiumoro
memaimcKoro
HICTI YT8 At CCC TaLUIll is 'Temy. dfarepuamq no
u3jilw(uto nwb~t6mu a KAZIWUKU "Zoq
x xPotul regenuil u -KpotroxapRamad 'y ftimux ry6epicy4nom
e Towenrej,.'
Kimmman n -Apyrimm meToAamit 11CMADBaIIIIII 113YU11W
wmllm3TOmeTwpojion t.
'WRIle OC06CHNOCT11, m3umolaue OTPHIlaTenlall0e mumme ma
Oprallll3,M 60111,Horo Ty6ep-
Krimm it npoBowippowne zeromHwe xpoaoTeqeHwQ a -TaWKeHTe.
Y933alibl nyTH 9("eK-
.Tjamoh Tepannit it npo4umamn aermLix xpoBoTettemim.
Candidate of Medical Sciences
Dissertations approved by the Higher Attestation
Sommission in
January and February of 1961. Terap. arkh. no.61n7-121 161

ALIMOVp Sh.A.i AKHRARKIiODZHAY-FV ) A.A.
-.1
Therapy of pulmonary tuberculosis in elderly perrone
Trudy
TSIU 63M8-122 163. WRA 17;9)
1. Kafedra leaochnogo tuberkuleza Tashkentskogo
institute
usoveralienstvovaniya vrachey.

AKHWOV9 A.
Glimatotherapy in the onmpound treatment of
functional diseges
of the nervous system.
Sbor.trud.Uz.gos.nauch.-issl.inst.kur.
fizioter. 17:84-87 162. (MIRA 17:7)

S/058/63/000/002/037/070
Ao62/Aloi
AUTHORS: Semenchenko, V. K.,~~ ~V
TITLE: Investigation on the dielectr:Lc permittivity of double liquid
systems
in the critical region
PERIODICAL. Referativnyy zhurnal, Fizika, no. 2, 1963, 11 - 12'.
abstract 2E65
(In collectioni "Vopr. sovrem. fiz. i matem.", Tashkent, AN UzSSR,
1962, 9 - 14)
TEXT: The dielectric permittivity (&) was investigated near the
critical
lamination points of liquid systems of nitrobenzol-cyclohexane and
nitrobenzol-
-nonane. The measurements were carried out by the beat 0method on the
frequency
I Mc/s with an accuracy 0.5% and thermostating to 0.01 C. It is
established that
at.critical temperatures and concentrations the values of & pass
through a sharply
pronounced maximum. The magnitude and the sharpness of the maximum
decrease as
the concentration deviats from the critical value; also the
temperature correspord-
ing to the maximum is displaced.-The results obtained confirm the view
point of
V. K. Semenchenko about the equivalendy.~ of the second-kind
transitions and the
Card 1/2

Investigation on the dielectric perT.ittivity of...
critical phenomena.
S/058/63/000/002/037/070
Ao62/Aiol
L. Filippov
[Abstracter's note: Co mplete translation]
Card 2/2

AXIM
A
A I: lens derivatives, XCVM. a-Kato oxides and
hal=sforinittlons. 2. Oxidation I by
Ikitline hydrogenperoxide. Synthesis 61770T* dr(RWes.,
I and
LkhMW~
-621
im, "Aul IM. -34- cf. CA. 45 7062a
Wilf, 7FMd.-Mc,C-. CHCOCII. CHji (his OF (cf. F.A. 36: ~
7461)) (280 k) In 2 1. ditime was treated with cooling (5*)
widit.1.18 HtOs and 100 tW. 4 ArNaOff added from sep-
Ill... 1, aver 3 brs.; after 0.5 hr. further stirring and
with 105 itill. 10% HIM (trace of peroxide
wived with MnO2), an 2tIO ext. yielded 200 g.
who!Lu sepnicarbazont. tn. 156-9*, cannot be recrystil., te-'
iclionof I with dry IJC1 lit M20 requires over 14 (lays at room
temp., while 41 g. I with 390 nil. Hit) tit room ternp. (r)
jaysl gave Oil vacialin tvalmi. 12.5 g. 2,29-dimethyl-3,4-ifl-
hvtlr,,.Y,N,t(-Irahydro.-(-p)-totie, tit. 107* (front C.tIC4), still-
-41~jliv, 85-7* at 0.1 inin. , whose 2,"inilrophenylhydra-
zane. lit. 208-8.5* (front EtOfl); simultaneously is also
formed 21 g. of all apparent isomer of this pyrone, N.,
118-100, ntf 1,4808, d.20 1.2241, which on standing slowly
flepn~,its the product in. 107*; It is possible that the liquid is
a mixt. of this sub,,ilance with AfesC: C11(O11)COC11(OH)-
C11,01t. 1 (37 g.) hydrolyzed 1) firs. tit JOW with H,O,
forit"37 g. tuidistillablesimp, which with Cf ICIA yields 3.5
R. of (lit' abovellyrone, lit. 107*. wift aboll ( 30 R. Oxwetriol.
aviv-oassirup.
Ac.,O-pyridine), ba-all 95*, Ill? 1.1615, d,4" 1.16611, while
JaruprJar"l-&-ave-
125-0. mV 1.45M. Acctylation of the trial with NaOAe-,'
at I(Xl* gave a poor yield of If,- bs 121.5-3.0'. W
,.4 -to Wff%,,~
'0. Heating 6 S. I with 2.5 g. MINH 2 lits.
I
,~cir
ave 4 g, 2,* initithYl-3-dieth)
,I 1~
flyrome, b nj? I.W36. winme n changes on Standifte to~'(
BtINH stand 21
11.5462 1,, 9 days. , Letting 7 g. I and 3.8 g.
days anti heating the snln. with 10 g. AejO, 2 hirs. at 80*:
gave 4.6 g. mononcelale (11), probably bxmft.~C(Nm&
(OAC).C-W~11, phik liquid, bamm 72". nj? IM,304 d'$,
1.0357. Slow adifil , of 4.9 g. MNII! to 5 g, I at 10 anti
standing overnight ht the cold gave an uOdistillable tttr;:'.
extri. with Nfelico yielfivil 0.1 g. C#1Jj&ON. Ill. ]Of)', possibly
it dehydration produel of
-droxy-4-tyrotte. While I does not react with Ift.9in the cold
witholit, at caLmlyst. reaction In tile preschev of NaOAc 1%
vigorous (best in dioxine), giving nil undistillable oil having
a stdfidr link and some 5; lbe saine ~milfid C forms lit abs.
MeOll, when MIN is tliv catalyst, ill it snimall reaction at
-70*. 1 could lift( he maile ((I adif MeOl I lit I fie presence of
elther McONn or dry IlC1, 00dation of AfeC:C11CO-
(90 g.) in IM fill. AvOll with 300 g. AcOlli
dby3day!;',~

A, t . AhMi
USSIVChemiBtry - Oxidation of Olefins
Nov 51
"Life and Works of Nikolay Lle~ndrovich Pftlezhayev~lf A. L
Akhrem,, Ye. N. Prilezayeva,
A. -P. Meshcheryakov
t
I'Zhur Obshch Khim" Vol XXI No 113 pp 1925-1931
Presents brief general biography of chemist N. A. Prilezhayev
(1872 - 1944) and lists of
.u1
his scientific .Drks. Devotes considerable discussion to
Prilezhayev's work on i es
governing oxidation of olefinic double bonds with benzoyl
hydroperoxide and synthesis of
the coiapds involved.
PA 194T41

AKM, A. A. and NAZAMV,, I. N.
"Acetylem Derivatives. 132. Alpha-Kato Oxides and Their
Transformationst"
Zhur. ob. khim.., 22 (84)9 N0.32 1952
Inst. Organic Chem.,, AS USSR

NAZAROT,I.N.; AlaMM9 A.A.; TISHCHMMO. I.G.
_wWp1M"W_W,,_:r_1
Acetylene derivatives. 167. 0(-keto oxides and their
conversions.
-Part IV. Oxides of 2-mathyl-1, 4-hexadiene-3-one,
5-methoxy-2-methyl-
1-hexene-3-one, and of
1-methozy-2-mothyl-4-haxone-3-one. Zhur.ob.
khim. 25 no.4:708-725 Ap '55. (KLRL 8:7)
1. Institut organicheskoy khimii Akademii Nauk SSSR i
Belorusskiy
Gosudar8tvennyy univeraitet. (Ketones) (Oxides)

NAMOV. 1.N.; AMEM, A.A.; TISHCHENKO, I.G.
Acetylene derivatives. 168. O~--keto oxides and their
conversions. Part V.
Oxides of 1,4-hexadiene-.3-one, 5-mathyl-2,
5-heptadione-4-ons, and of 2~
methoV-5-methy,1-5-heptene-4-one. Zhur. ob.khim. 25
no,4:725-734 Ap 155,
(MLItA 8:7)
1. Institut organicheakoy khimii Akademii Nauk SSSSR-i
Belonisakiy
Gosudarstvennyy universitet. (Ketones) (Oxides)

iiwiod for the synthesis of CVKP

'
77-0% ;tV-5 1.4109, pixirdort6ldehyde (13.2 ijind 34 x 71
*
V
A - V -=
at 40-2
were treated with 10 ml. WOH-KM, &ept
.6

*
'hem., Ama Ses. I I.B.S.R.,
L
C R
hirs. at 20' and acidified, evapd. and "td. vrith EtIO to

i,-
Id 18
b, 76.5--S*; this with coned
1 g. cn~cN)6u
HO
s
Is
UN&CM ABIM. 45, LMI-Wt WOO).- veUie t
of cyanohydrim vw developed based oil txclwaige reaclion
.
.
,
eaters a Vigorous reaction and )ields after brathig 2 lira.
of
hIe3C(OH)CN (1) with other kelones altil uldehydes.
Ott Q steam hath
glycolic ael& littl (31,8 1.) and 25.6

The yirlds of the produrts deprild on the snly. uod
I with 10 ml.
t1coll-K
_jCCh kept oveTnIg. it gave, after
11stbal treatinent
8
which cuuM not be
MCH(OH)CN
U
constanto of the ptiaduls. Thiia, 1, It? WV, PjY 1.4W (17
WOH-RoM
MeEtCO mixed with 6 mt
arld 14
4
)
.
g.
,
,
recrystd. guccesnfulty; with wiled. HCI this readily gave
.
,
.
g.
g.
,
kept overnight at 2D*, then 'Aightly aridified with JITS04 to
tnandclic acid. Cyclohcxanonc ( - g.) and I.RO g. I
- 7K.1 . -
Congo red, distd. at "" to remove McOll and Me.CO,
~itjj 20
In,. Mcoll-x'co' after standing overnight at "11),
treated with 7 nit.
catalytit stitti. and again xept overnigh
VVe W".9 R~ (CTT,),C(0ll)CN,
in. 3"*, which witb comd,

It a
-gave ou dis1u. 13.3 Z. MeE tC(CN)Otl, still cont tititi te
"CA 9'""
iteid
in. 108-9';
with the starting materiall (distri. was inefftetive). I
,
LIsM OT i)iiielidine cutalysts gave the same result at 0
01

d o eact
22.8 g. PrjCO, anti 25 tut. Me-011-KiMs' aallOWWC tt Tr
'
.
inole per I niolt 1. 1-hiethyleyclohexatione (292.4 g.) wid

bi 84-4 5
as above (in 2 Fteps) gave 15.8 g. PrIQCN)OH, .
,
I similarly gave 2-5.1 g. 1-methyleyclobexantille cytioully-

d th 51
u D* 1.4336-, d:s O.W10. iso-Pr%CO (22.8 g.) heate wt
drin, b, W.5
3.5', rIV, 1,467, wisich un freeziiig gave I iso-
g. I and 20 ml.
NIPOII-K200s 5 hrs. at GG-70% the mixt.
init. in. anti another kmiwr,
It, 99-10D.5",
kept overnight at 20% atidified and distd. gave a
residue of
*

1 4671 - I-IAethA;YcIoljt:;itauun(- (4,1) g.) !iniihirly gave
20 g.
L-;o~PrjC(CN)OH, in, 60-9.5
_ AcC14COXt (39 R.),
.
4 -1 g. eorrLiponding cyanohydrin
bs., x's 1.4602".
70,5 g. 1. and 45 ml. IdeOll-K-CO, kept overnight it
20%
,
SiluiLatly 12.8 g. '-).2-dimethylictrAhydrik~t-I)yrf,iie ~gave 10. 1
-acidified and evapd. in ractio gave 30.6 g. L't acetoncetate
"
g. cYanohydrin, in. 88-9*, wbilt, 14.1 g. 1,21,F~trhnetliyl-4-
. x'60
1.4338, d3o 1.0823. PrCHO
eyanohydrin, bi.& 87."
jlij~eridont gave 16.6 g. cyanohydrin. iii.
IZ7-9*, ftom atj
(18 g.). 63.75 g. 1. and 20 nil. MeOH-KICOi kept
overnight
*
*
Bolo. of I Witbout a Catalyst. "'JilliLilly 1.3-dilliv
llyl-l-
, n'D* 1.4220, du
at 20
gave 20.4 g. PrCTI(CN)OH, N 73-4
io
pillefidtille rkrid I gavp tht CY1111011Y1111n
Ill. 84.6-1 , I.
0.9397. Similarly 29 a. EtCHO and 85 g. I with 50 mi.
'
,
atia I Toluiltil tile ij!;e ul
21-4% nif
W011-KX0. grive 2D MCII(CN)OH, b, 0

NICPI I-K;Cci, ii,mi gqvc abolit 53% cyall(jIlYM11
in. 80.5 -
10
1.41m, dm 0.19)10. 1 (42.11 it.) and 43 g. 35-7% fornialin
"
,
1.5 1 Also in J. G,:19. Chcui- V-S-S~R. 25, 1291-5(1955)
, acidi-
with 0.6 g. XjCOI iq 5 nit. HtO kept ovanight at 0
traustatiolt). ~ff
fie-d, eiapd. and exul. %ritil Et,Ogavefflg. ~.I],(CN)011. bi-,

MAZAROV, I.N.; AMMM, A.A.
7nthesin of steroid compounds and related to them
substancea.
Part 33. Simple analogs of corticosteroids. Part 1.
Nethods for
the introduction of dioxyacatonic, glyceric, and
dioxypro W ecarbo-
xylic side chains into cyclic compounds. Zhur.ob.khtm.
26 no,4:
1186-1201 Ap 156. ()UA 9:8)
1. Institut organicheskoy khimli Akademii nauk 5
(Cortisone) (Cyclohexane) (Cyclohexanone)

i . i .1, . . . V!
z
I 1 1; e C!, ! , -:;~! with
II I .. - .1 l-..
~t
- 1,

\P
, I %

62-1-12/21
AUTHDRS: 1. N.; Akhrem, A. A.; Kokhomskaya, V. V.
TITLE: Alpha-Ketooxides. Part 8. Conversions of Alpha-Dioxide of
Beta.,
Beta-Dimethyl Divinyl Ketone (Alfa-Ketookisi. Boobshcheniye B.
Prevrashcheniya alfadiokisi beta, beta -dimetildivinylketona)
PMUODICAL: Izvestiya Akademii Nauk SM, Otdeleniye Xhimicheskikh
Nauk., 1957.,-
N0, 11 pp. 80-90 (U.S.S.R.)
ABSTRACTs This report is devoted to the stixly of the reaction
occuring between
alpha-ketodioxide and alcohols, acetic acid, amines and other
compounds
containing active hydrogen. Hydrolysis of alpha-katooxide with water
at room temperature leads to the formation of 2,2-dimethyl-3,5-
dioxytetrahydro-4-pyrons in "Wo stereoisomeric forms - crystallire
and liquid. Wdrogenation of 2,2-dirietliorl-3,5-dioy3rtetrabydm-4-
pyrone with hydrogen at 120 atm. in the presence of Raney's nickel
Oad 113 gives a high yield of
2,,2-dirnethyl-3.4.,5-trioxyUtrabydropyran which
easily acetylates under the effect of acetic anhydride into a certain

Alpnha-Ketooxides. Part 8 62-1-12/23.
triacetate, Y4ydrogenation of alpha-katodioxide in the presence
of
Raney's Ni at room temperature produces a mixture from which the
authors separated 2-isopropvl-4-oxytetrahydrofuran-3-on and 2-
isopropyltetrahydrofuran-3-~on,
The reaction of alpha-ketodioxide with ice-cold acetic acid and
acetic anhydride at 1500 forms diacetate having a furan
structdre.
Heating of the alpha-katodioxide with methyl, alcohol at 2500
forms
a crystalline product which by its coiVosition corresponds to 2-
(alpha-mathoxy)-isopropyl-,b L~ dihydrofuran-3-on. The reaction
of
r,
ketodioxide with soda malonic ester at - 50 yields a prodwt of
undetermined structure. This product could not be separated
individually because it decomposes without distillation at a bath
cut 2/3 ter4perature of 2030 and pressure of 0,01 mm,
There are 4 Slavic references.

Alpha-Ketooxides, Part 8 62-1-12/21
ASSOCIATION AcadenV of Sciences 'USSR,, Institute of
Organic Chemistry ireni
N, D, Zelinskiy and Academy of Sciences Byelorussian-SSR,
Institute of Chemistry
PRESENTED Bf:
SUBMTO: October 26., 1955
AVAnABU: Libroxy of Congmes
0&2d 3/3

20-3-18/52
AUTHORS: Batuyev, M. I., Akhrem, A. A., Matveyeva Ao Do,
and Nazarov, I. N., k-c--a-d-em-1-atan (-Ibeease~)
TITLEs Optical Investigation of Conformations of Cis- and Trans-2-
-Methyl-l-ethyloyclohexanols (Opticheskoye isaledovaniye kon-
formataiy,tsis- i trans-2-metil-l-etiltsiklogeksanolov)
PERIODICALt Doklady AN SSSR, 1957, Vol- 117, Nr 3, pp. 423-426
(USSR)
ABSTRACT; I*) According to recent investigations cyclohexane
mainly ex-
ists in a "chair"-like (kresloobraznaya) form, which possesses
a minimum of energy. The C--H bindings of this form may be
placed at two groups: a) those which are parallel to the OZ-
axis ("all = axial bindings) and b) those which form an angle
of + 19950 together with the OXY-surfaoe (Ile" - equatorial
bir~dlings). Because of the not great repelling powers between
the hydrogen atoms the "chair"-like form is preferred with
respect to the energy. Porl in the "tub"-like ("vannoobraznay
form the distances of each equatorial hydrogen atom (PV 103
are smaller, than the BUM of two Van-der-Waalle radii.
Khassel (ref. 1) has formulated a rules in the series of the
poly-subatituted cyclohexanes the isomere with the areatest num-
ber of equatorial substitutens is most steady.
Card 1/4 2.) In the thirties Chiurdoglu (ref. 8) has identified
the

Optical Investigation of Conformations of Cis- and Tranz-2-
20-3-3-8/52
-Methyl-l-ethyloyclohexanols.
cis- and trans-isomeres and others of the cis- and trans-
dimethyloyclohexanols, without distinguishing here the con-
formations. Two of the authors of the present work (ref. 9)
have synthesized the substances (I) and (II) mentioned in the
title and transformed them on to the known pair of ois- and
trans-1.2-aimethyloyololiexanols (III) and (IV). But their
"conformation" cannot be defined exactly chemically. Here, the
problem is investigated by means of the method of the com-
bination-light-scattering, and for both substances mentioned
in the title spectra were found out.
3o) Guiding principles experimentally proved ao) - go) served
the authors for the investigation of the obtained optical data.
4.) Cis- and trans-2-methyl-l-eth_vlcyclohexanols (I) and (II)
form an intermolecular hydrogen compound in the liquid phase.
This is expressed in the spectra by the fading of the frequency-
band of the hydroxyl group. In solutions of these substances
the faded bands disappear, because the interi.,.olecular
hydroGen
bindings within the solutions are opened. The C -- OH-binding
is equatorial in the isYmere I, which has a frequency of the
hydroxyl group 3604 cm- , and axial in the isomere II with a
Card 2/4 frequency of that group 3619 cm-1.

Optical Investigation of Conformations of Cis- and TranB-2-
20-,3Aa8/ 52
-Methyl-l-ethyloyclohexanola#
5-) The pulsating frequency in the spectra of the epimeres I
and II is, as well in the liquid state as in solutions not
single, but triplicated* The most intense frequery of the
isomere I is 682 om-l~ of the isomere 11 693 om- . The first
belongs to the ois-1 the latter to the trane-isomere. These
frequencies remain preserved in the spectra of the solutions.
Each of them occurs in the spectrum of the other substance with
a weakened intensity. Because, as is said, the G--OH binding
at the isomere I (. cis-isomere) is equatorialp whilat at the
isomere II (a trans-) it is axial, isomere I is an epimere epq
and isomere II - an epimere ee (apart from admixtures of other
conformations).
6.) This is-confirmed, too, by data on the frequencies of the
C-0 bindings, as in the spectrum of the isomere I the frequency
system within the range concerned is, compared to the spectrum
of the isomers II, removed to the side of short wave-length.
7-) By the isomeres I and II the components of the molecules
(ethyl- and methyl radicals, hydroxyl) possess a freedom of
rotation around the single bindings. This, apparently, is the
source of their conversion transformations and of the appear-
Card 3/4 ance of small quantities of unsteady, tub-like
conformationag

Optical Investigation of Conformations of Cis- and Trans-2-
20-3-18/52
-Methyl-l-ethyloyolohexanols.
equippej with a pulsating frequency (apparently higher than
802 cm- )p beside the mentioned two principle conformationa.
There are 1 figure, and 19 references, 7 of which are Slavic.
ASSOCIATIONs Iutitut&. for NLbersl Fuels, Institute for
Organic Chemistry
imeni N. 1). Zelinskiy AN USSR (Institut goryuchikh iskopaye-
mykh, Institut organicheskoy khimii im. N. D. Zelinskogo
Akademii nauk SSSR).
SUBMITTEDs August 17, 1957
AVAILLBLEt Library of Congress
Card 4/4

62-56-5-17/27
AUTHORS: Nazarovq 1. N., Akhremp A. A., Kamernitakiy, A. V.
TITLE: Stereochemistry of Nucleofilic Addition to
Carbonyl-Group
Reactions of the 2-Methyleyclohexanone( Stereokhimiya
reaktsiy nukleofillnogo prisoyedineniya po karbonillnoy gruppe.
Reaktsii 2-metiltsiklogeksanona)
PERIODICAL: Izvestiya Akademii Nauk SSSR Otdeleniye
Khimicheskikh Nauk,
19589 Nr 5Y pp. 631 - 633 (UASR)
ABSTRACT: There are almost no references in the respective
publications
with respect to the possibility of the stereo-specific progress
of the reactions of 2-methyleyclohexanone with similar ke-
tones, unless the reduction of the same by metals or complex
metallic hydrides (Reference 2) is added. A mixture of
acetylene-
alcohols with prevalently thinly liquid isomer the
configuration
of which was not determined, is formed with the condensation
of ketone with acetylene in liquid ammonia. The reaction of
methyl-magnesium-iodide with ethylester of cyclohexanone-
Card 1/2 carboxylic-4-acid leads selectively to the ester of
the trans-

Stereochemistry of Nucleofilic Addition to Carbonyl-
62-58-5-17/27
-Group Reactions of the 2-Methyloyclohexanone
-1-methyleyelohexanolcarboxylic-4-acid (Reference 4). Trans-
-2-chlorine-i-methylcyclohexano1 (Reference 5) is formed when
the interaction of methylmagnesium-iodide with 2-chlorine-
cyclohexanone has taken place. With the reduction of the
ketone by sodium (Reference 6) or by complex metallic
hydrides,
(Reference 7)9 hoTiever, the substituent taking place moves
into the cis-position with respect to the already present
substituent. Thuts, the correlation of the cis-and
transisomers
forming with the reactions, is different. There are 1 figure,
1 table and 12 raferences, 2 of which are Soviet.
ASSOCIATION: Institut organi,~;heskoy khimii im. N. D.
Zelinskogo Akademii
nauk SSSR ( Ins',-itute for Organic Chemistry imeni N. D.
Zelinskiy AS USIR)
SUBMITTED: December 19, 19j7
1. Cyclic compoiuds--Chemical reactions 2.
Stereochemistry--Appli-
catiops 3. Molcoular strudtures--Test methods
Card 2/2

62-58-5-19/27
AUTHORS: Nazarov, I. Aleksandrova, G. V., Akhre~-~~-
TITLE: Introduction of the Oxyacetone--,Glycerin-and Dioxycarbon
Side-MaIng
in Cis- and Trans-Decalin-Derivatives (Vvedeniye oksiatseto-
novoy, glitserinovoy i dioksikarbonovoy bokovykh tsepey v
proizvodnyye tsis-i trans-dekalinov )
PERIODICAL: Izvestiya Akademii Nauk SSSR 9Otdeleniye IChimicheskikh
Nauk,
1958, lir 5, pp. 634 - 636 (USSR)
ABSTRACT: The present report deals with the conversions of the trans-
-1-ethinyl-l-decalol and of the cis-l-ethinyl-i-decalol and
their acetates into compounds with acetone-, glyoerin-and
dioxycarbon -Bide-chains. Glycides and dibromoketol-methods
were investigated for the purpose of the introduction of the
glycerin-and dioxycarbon-side-chains into the molecule of the
cis-and trans-a-delcalones. 6 stereochemical isomers of the
cis-and trans-l-oxydecalylglycoles, 4 isomers of the oxydecalyl-
Card 1/2 ethylenoxide and 5 stereo-isomeric oxydecalylglycolic acids

Introduction of the Oxyacetone-, Glycerin -and Dioxy-
62-5a-5-19/27
carbon Side Chains in Cis-and Traris-Decalin-Derivatives
were further separated. There ure 7 rel"erences, 4 of which
are Soviet.
ASSOCIATION: Institut organicheskoy khimii im. N. D.
Zelinskogo Akademii
nauk SSSR ( Institute for Organic Chemistry imeni N. D. Ze-
linskiy AS USSR)
SUB14ITTED: December 25, 1957
1. Cyclic compounds--Chemical reactions 2.
Stereochemistry--Appil-
cations 3. Molecular structure--Determination
Card 2/12

50)
AUTHORS: Batuyev, SOV/62-58-11-20/26
Matveyeva, X.D., Nazarov, I.N.
TITLE: Optical Investigation of Cis- and
Trans-2-Methyl-l-Acetyl.
Cyclohexanol Conformations
(Opticheskoye issledovaniye konformatsiy tsis- i trans-2-metil-
-1-atsetiltsiklogeksanolov)
PERIODIGAM Izvestiya Akademii nauk SSSR. Otdeleniye
khimicheskikh nauk,1958,
Pr 11, pp 1389 - 1392 (USSR)
ABSTRACT: In this brief report the authors described the
investigation of
the conformation of epimeric 2-methyl-l-acetyl cyclohexanols W
and (II) obtained by means of hydration of the corresponding
2-methyl-l-ethinyl eyolohexanols (III) and (IV) (Ref 2):
Card 1/3

Optical Investigation of Cis- and Trans-2-Methyl-
SOV/62-58-11-20/26
-1-Acetyl Cyclohexanol Conformations
CH
0
KOH
Card 2/3
CH3
C~CH
60
C
H
(111) cis- 0
melting point 56-57
CH3
OR
Cf
(IV) trans-
CH
COCH3
H 2O,HgSO4 \OR
H2 s04
M cis-
melting Point 37-38
H 01HgSO
2
H2SO4
CH3
COCH
3
OR
(II) trans-

Optical Investigation of Cis- and Trans-2-Methyl-
SOV/62-58-11-20/26
-1-Acetyl Cyclohexanol Conformations
Physical properties of 2-methyl-i-acetyl cyclohexanols (I) and
(Il).are given in the table. It-was ascertained that 2-methyl-
-1-acetyl cyclohexanol -in the cis-configuration exists
predominant-
ly in the conformation "ae", whereas in the trans-configuration
it
exists in form of an'leell-conformation. There are 2 figures, 1
table,
and 5 references, 3 of which are Soviet.
ASSOCIATION: Institut goryuchikh iskopayemykh Akademii nauk SSSR
(Institute of Mineral Fuels of the Academy of Sciences USSR)
Institut organicheskoy khimii im.N.D.Zelinskogo Akademii nauk
SSSR
(Institute of Organic Chemistry imeni N.D.Zelinskiy of the
Academy
of Sciences,USSR)
SUBMITTED: April 8, 1958
Card 3/3

SOV79--26-6-6163
AUTHORS:
NazaroV2 I. N. (Deceased), Kamernitskiyp A.
V.z A.
_,~m ~~
TITLE:
The Most Simple Analogues of Cortic Steroids
(Prostayshiye

analogi kortikosteroidov) 1. The Stereochemistry of
Cyano-

hydrin-Acetylene Synthesis. Configuration of the 1-Cyano-

and
1.-Etliinyl-.2-Methyloyclohexanol.-I (I. Stereokhimiya

tsiangid-rinnogo iitsetilenovogo sinteza. Konfi ratsiya

1--tsiano- i
I-etinil-2-metiltaiklogeksanolov-lr
PERIODICAL:
Zhurnal obahchey
khimii, 1958, Vol. 28, Nr 6, pp. 1458-1469

(USSR)
ABSTRACT:
In the
condensation of 2-methyleyelohexanone (formula 1)

with hydrogen
cyanide and acetylene in any case two stereo-

isomeric cyanohydrins
(one crystalline and one liquid)

(119 111) and acetylene alcohols of
unknown structure 4V,

V) (Ref 3) are formed. It was of interest to
the authors to

determine the spatial structure of these compounds as
well

as the stereochemical reaction course of the synthesis of

oyanohydrin and acetylene in the series of substituted cyclo-

hexanone, which hitherto had not been dealt with. The ob-
Card 1/3
vious synthesis of c~rystalline derivatives of cyanohydrins
I

30/79-28-6-6/63
The Most Simple Analogues of Cortic Steroids. 1. The
Stereochemintry of
Cyanohydrin-Acetylene Synthesis. Configuration of the
1-.Cyano- and l.-
-Ethinyl-2-Methyloyclohexanol-.l
Card 2/3
(II) and (III) by saponification to the oxy acids does not
easily take place (Refs 2~ 4, 5), the cyanohydrins decom-
posing under the regerieraiion of (I) when the conditions
are
more stringent (Ref 5)- Vellvart (Ref 6~ described a
saponi-
fication of the oyanohydrin mixture (II and (III) (Ref 6)
in acetie acid saturated with hydrogen chloride, which was
improved by the authors. On this occasion the authors ob-.
tainod from the crystalline oyanohydrin (11) a 2-methyl-
-cycloh 'exanol-l-carboxylic acid (XI) almost
quantitatively,
with a melting point at 11o .. III , and from the liquid 0
isomer (III) the same acid with the melting point at 94-95
(VII). In the oxidation of the
crystallinel-ethinyl-2-methyl-
cyclohexanol (IV) permanganate the higher melting oxy acid
(VI) was obtained as well, and in this oxidation from
liquid
1-ethinyl...2-mathyloyolohexanoI (V) the low melting oxy
acid
was obtained. This way the authors proved the formation of
two isomeric oyanohydrins of the 2-mbthylcyclohexanol (II)
and (III) in the cyanohydrin synthesis as well as their
con-
figurative conne-c-tion with the acetylene alcohols (IV)
and

SOV/ 79-2a-6-6/63
The Most Simple Analogues of Cortio Steroids. I. The
Stereochemistry of
(~ranohydrin-Aoetylene Synthesis. Configurat16n of the
I-Cyano.- and 1-
-iEthinyl-2-Methyloyalohexanol-1
(V). Thus the stereochemistry of the binding reactions of
hydrogen cyanide and acetylene to the 2-methyloyclohexanone
was investigated and the configuration of the obtained
1--eyano-2-methyl-.cyclohexanols and their derivatives (Oxy
acids, ketenes etc.) was determined. There are 24 references,
3 of which are Soviet.
ASSOCIATION: Institut organicheakoy khimii Akademii nauk SSSR
(Institute of Organic Chemistry,AS TJSSR)
SUBMITTED: July 18~ 1957
1. Acetylenes-Synthesis
Card 3/3

AUTHORS: Nazarov, 1. N., (Deceased), BOV/79-20-7-16/64
Akhrem, A. A.
TITLE: The Most Simple Analogs of Corticonteroids (Prosteyshiye
analogi
kortikosteroidov) Il. The Introduction of the Dicarbon-,
Glycerin- and Oxyacetone Side Chain Into the o-Methyl Cyclo-
hexanone, and the Stereochemistry of the Corapou-nds Forming in
This Reaction (II. Vvedeniye dioksikarbonovoy, glitserinovoy i
oksiatsetonovoy bokovykh taepe,, v o-metiltsiklo,,~eksanon i
otereo-
'k,himiya obrazuyunhchilhsya pri etom soyedineniy)
PERIODICAL: Zhurnal obshchey khimii, 1958, Vol 28, Nr 7,
PP 1791 - 1805 (USSR)
ABSTRACT: The importance of the introduction of the dioxy acetone
side
chain into the cyclic compound which could lead to the complete
synthesis of cortisone and of its homologs caused the authors
already earlier (Ref 1) to deal rith this problem. The intro-
duction of the above mentioned side chains were tried with
o-methyl cyclohexanone. It was shown for the first time that
the intramolecular regrouping of the acetates of the cis- and
Card 1/3 trans-2-methyl-l-(U-Ldibromoacetyl)-cyclohexane-l-ol does
not

The Most Simple Analogs of Corticosteroids. II. The
SOV/79-28-7-16/64
Introduction of the Dicarbon-vGlycerin- and Oxyacetone Side
Chain Into the
o-Mothyl Cyclohexazione, and the Stereochemistry of the
Compounds Forming
in This Reaction
take place stereospecifically, and that an this occasion all
four predicted racemic dioxy carboxylic acids form, viz:
cis-2-methyl-l-oxy-oyclohexyl glycolic acids and
trans-2-methyl-
I-oxy-cyclohexyl glycolic acids. It was possible to convert
the reduction of these acids into the corresponding trioles,
the cis-2-methyl-l-oxy-cyclohexyl glycol and the
trans-2-methyl-
I-oxy-cyclohexyl glycol. It showed that different from
tertiary
vinyl alcohols, the cis- and trans-vinyl-2-nethyl-eyelohexane-
1-ols, the oxidation of the acetates of these alcohols by
means
of preacetic acid takes an anomalous course, and that in the
place of the expect ed glycides two glycols are obtained (cis-
and trans-2-methyl-l-acetoxycyclohexyI glycols). There are
11 references, 5 of which are Soviet.
ASSOCIATION: Institut or,-anicheskoy khimii Akademii nauk
SSSR (Institute
of Organic Chemistry,AS USSR)
Card 2/3

The Most Simple-Analoga-of Corticcosteroids. II.- The
Intr6duction of. ~he- Dicarbon-',,, Glycerin- and
Cxyacetone~
0-mble-thyl Cydlohdxahonejr and the Stereochemistry of the
in IT'his Reaction
SUBMITTED.~,
July 18,, 1,957
SOV'/79-28-7-16/64
Side Chain into. the
Compounds Forming
1-~ ff6j(zW3iO�"MDI1ecu1ar structure 2. Cyclic
compounds-Chemfcal
14616tf6ho 5i Aeiebdhi&str~r
Card ~/3

AUTHORS:
TITLE:
PERIODICAL:
ABSTRACT:
1/3
ITazarov, 1. if., (Deceased), Akhrem, A. A., SOV/79-28-7-17/64
Kamernitskiy, A. V.
Stereochemical Investigations in the Field of Cyclic Compounds
(Isoledovaniye v oblasti stereokhimii tsiklicheskikh
soyedineniy)
28. The Spatial Direction of the Serini Reaction in the Series
of Cyclohexane (28.Prostranstvennaya napravlennost' reaktsii
Serini v ryadu tsiklo6eksana)
Zhurnal obahchey khimii, 1958, Vol. 28, Nr 7, PP 1805 - 1010
(USSR)
The author realized for the first time the reaction of the
cyclohexanone,.cyanohydride as well as of the cis- and trang.-
cyanohydrines of 2-mothylcyclohexanone with maanesiun.
i-ilethyl
iodide with preceding protection of the hydroxyl group of the
cyano-hydrines by vinyl-ethyl ether. The reaction of the cyano-
hydrines with this ether was carried out in the presence 0f an
other solution of hydrogen chloride with the corresponding
acetals (formula II) being obtained. On the action of
inaEnesium
methyl iodide on these acetals acetyl cyclohexanols (III) were
obtained. The stereoisomeric bexanols (IV) and (VII) were re-
duced by the aluminum icopropylate in toluene solution, with

Stereochemical Investigations in the Field of Cyclic
BOV/79-28-7-17/64
Compounds. 28. The Spatial Direction of the Serini Reaction
in the Series of
Cyclohexane
only a hexanol (V) in crystal form being obtained from the
cis-
ketene (IV) and the liquid hexanol (VIII) from the
trans-ketene
(VII). The compounds (V) and (VIII) after partial acetylation
lead to the monoacetates (VI) and (IX).'These and other
experi-
ments showed that in the synthesis of the stereoisomeric
1-(a-oxyethyl)-2-,,iethyl-eyelohexanols this reaction
according to
Serini in the cyclohecane series takes place
stereospecifically,
and that it leads to a change of the configuration. There are
14 references, 6 of which are Soviet.
ASSOCIATION: Institut organicheakoy khimii A%ademii nauk SSSR
(Institute of
Organic ChemistryAS USSR)
SUBMITTED: JulY 8, 1957
Card 2/3

Stereochemical Investigations in the Field of Cyclic
SOV/79-28-7-17/64
Compounds. 28. The Spatial Direction of the Serini Reaction
in the Series of
Cyclohexane
1. Cyclic compounds--Chemical reactions
3. Stereochemistry
2. Cyclohexane--Chemical reactions
Card 313

AIMIORS: Nazarov, I. N.(Deceased), Aleksandrova,
SOV179-26-6-41166
G. V.p Akhremt A. A.
TITLE: The Simplest Analogs of the Corticost eroids
(Prosteyshiye
analogi'kortikosteroidov) III. Introduction of the Dioxy-
acetone-, Glycerine- and Dioxypropanecarbon Side Chains
Into the Derivatives of Cis- and T_--ans-Decalins(III.
Vvedeniye
dioksiatsetonovoy, glitserinovoy i dioksipropankarbonovoy
bokovykh tsepey v proizvodnyye tsis-i trans-dekalinov)
PERIODICAL: Zhurnal obshchey khimii, 1958, Vol. 26, Nr 8,
pp. 2187- 2198 (USSR)
ABSTRACT: Previously, the authors had described the
synthesis of
the trans-l-ethynyl-l-decalol M(and (II), cis-l-ethynyl
decalol (III) and their acetates IV)-(VI). The present
paper investigates the transformations of the cis- and
trans-1-ethynyl decalols and their acetates in compounds
which have an hydroxy acetone-, a glycerine- and a carbon-
dioxypropane side chain. The dibromo ketol- and glycide
method, elaborated by the authors, was applied (Ref 2).
Besides, the stereochemistry of the procluc-ts formed was
Card 1/3 investigated. Six stereoisomers of the trans- and
cis-1-

The Simplest Analogs of the Corticosteroids. Ill.
SOV/79-28-8-41/66
Introduction of the Dioxyacetone-, Glycerine- and
Dioxypropanecarbon
Side Chains Into the Derivatives of Cis- and Trans-Decalins
hydroxy-decalyl glycol, four 1-hydroxy-decalyl ethylene
oxydi-isomers and five 1-hydroxy-decalyl glycolic acid
isomers
of the tra-.Isdecalin series were isolated. T1,e previously
described (Ref 1) steric hindrance in the side chain in tile
trans-1-ethynyl-1-decalol (II), in comparison with the
acetylene alcohol (I), which, for instance, occurs in the
hydration reactions, was amply verified by this'study. This
becomes manifest in V. e M02'e inhibited saponification of
the acetate of dibromo ketol (XII), in the incapability
of forming the acetonates of the dioxy acids (XIII) and
(XIV) and finally in the impossibility to realize the oxi-
dation of the hydroxyl group in the bromohydrine (XXXIX)
as well as the substitution of the bromine atom the for..ier
by the hydroxyl- or aoetoxyl group. There are 7 references,
4 of which are Soviet.
ASSOCIATION:.Institut organicheskoy khimii Akademii nauk
SSSR (Institute
of Organic Chemistry, AS USSR)
Card 2/3

The Simplest Analogs of the Corticosteroids. III.
BOY/79-28-8-41/66
Introduction of the Dio:-yacetone-, Glycerine- and
Dioxypropanecarbon
Side Chains Into the Derivatives of Cis- and Trans-Decalins
SUB14ITTED: June 181 1957
1
Card 3/3

'iUTIIO~S: Nazarov, 1. 11.,(Deceased), Aleksandrova,
SOV/79-28-8-42/66
G.V. Akhrem A A.
TITLE: Synthesis and Conversions of the Cis- and
Txans-l-Ethynyl-l-
Decalol (Sintez i prevrashcheniya tsis'- i trans-l-etinil-l-de-
kalolov)
PERIODICAL: Zhurnal obahchey khimii, 1956) Vol. 26, lir 81
pp. 2199 - 2207 (USSR)
ABS!TRACT: The interest in the synthesis of the simplest analogs
of
the steroid hormones and, in particular, of the corticosteroids
is of a general nature. Many investiCations are fouAd (Rels 1-6~
in the field of the cyclohexane!-, dioxy-met'iyl cyclohexane-9
cyclopentane-, perhydroindene- and decalin derivatives, which
present evidence bearing on methods for the introduction
,of the dioxyacetlone~ and glycerine side-chains, being
characteristic for the natural-corticoid hormones. Compounds
with a distinct cQrt_;Lrq;L51 activity were obtained (Rei's 5,9,
1:0). Therefore;, -the au~,iQrs tended to carry out -the
condensation
of tbe cis.- and Ira-aa.-v--aepalone with acetylene in order
Card 1/3 t.o utl2i.ze the formed -&pet.ylene pvlcohols ;for -.the
int.roduction

179-28-6-42/66
synthesis and VQnvemsiorw toT Mie (Dj:-- and 1rar*-11- .SOY/
Ethynyl-l-Decalo2
of -.the oxidized :iAdo-othad,118 imtjo lthe :nucleus of
-the decalin
accoirdina tto ttheim coym.-mathoda. !,The .Qondeneation of
the
,trano-a-deaal-nne *ENI) rditth _&n:0Y..1e,-jeoccu2wd in
-the presence
,of -Piklverized wauotlm 1pntadh iunder ~preijauve and also
in
-a zso3iartion .,nCf 21liquii-liAmramia An tthe
:preoence,of sodium
(Aefs 124,13,).. an mw mattar ocase ~a mixture -of isomeric
Arans-1 -
erthyijy;2--41-duud1xUm mxw cdUtLiined An 906,yield -from
which by
xefxigera_UDnj,itt -7T& vand wi=omdtoaraphy -of tthe residue
on aauminium oxide ttlie oeliimeriz ttrans-41
-ethynyl--~I-dec4lol-a
(11) and '(=. 1~, iin i-u =dtl-o oaf I :: -9, could -be
isolated. 'It As
1no%M 'thdt tthe oc~~~ne A-B readily jisomevized Anto
.the Itrana-a-daudl-Dne uniftr tthe Anf-luence , of . aQi"
And alkali
.liquams iL-t AMS Tegramded~.as ~impossible
to jabtad-4, twasr iHi,9fl1y;91k&1ine -condttiong,
'theais-1 -
ethyn3U-4-deoaid1s 4itth 4-the 4id ~of to
!In ttive =awdttion,,oT,,the ci-s,~Aecalone (IV)
w1th -sodiuin !M*4~lndikbe iin Uiquid ammoni-4, ~ho;~we::,
ithe,reaction
of -"aondenudt =J *41-ft uax~~Iewe,vas - preAoain=t . weT -
the
isonerist~aon. qThv cdiir41--atbynyA--:1-_deciLld1 i`(V-)
.,Was obtained
Card 2/3 In a,,yield cdf 6604',. OWZy 11:OY6 iof 'the
cia-a-~de'aEaone,-were

-Synthesis and Conversions of the Cis-and Tra-is-1-
SOV/79-28-8-42/66
Ethynyl-l-Decalol
undergoing isomerization and were isolated as trans-a-de-
calone (I). Hydration products of the compounds (II), (III) and
(V) were synthesized and some stei-eochemical reactions of
these compounds were investigated. There are 1 figure and
22 references, 4 of which are Soviet.
ASSOCIATION: Institut organicheakoy khimii Akademii nauk SSSR
(Institute
of Organic Chemistry, AS USSR)
SUBMITTED: July 18, 1957
Card 3/3

%MOT, I*N,, (deoeased], akademik; ALWSAN30ROVA, G.V.;
AKHR31M. A.A.
Synthesis and transformtiono of ois- and trans-l-et
1-1-docaloll.
DAL At SSER 119 'Af)0708-711 Ap 158. (KIRA 1136) 1
1. Institut orgaidoheakDy khimii im '. N.D. Zelinakogo AN
SSSR.
(Naphthol) (Stersoohemistry)

SOV/20-120-4-25/67
AUTHORS: Batuyevp M, Its Matveyeya, A. Dot
Kamernitskiyj A. Val Nazarov, 1. N., 1.1ember, Academy of
Sciences, USSR (Deceased)
TITLE: Optioal Investigation of the Conformations of Some Gem-Sub.-
stituted Cyclohexanes (Opticheskoye issledovaniye konfor-
matsiy nekotorykh gem-zameshchennykh tsiklogeksanov)
PERIODICAL: Doklady Akademii nauk SSSR, 1958, Vol- 12o, Nr 4. PPo
779-782
(USSR)
ABSTRACT: The physical properties and the reactivity of the
functional
group depend on its position and conformation. The position
can be axial or equatorial. This can sometimes be determined
chemically but frequently only by means of physical methods
(Refs 1, 2). The authors deal with the optical determination
of the conformation of epimerio 2-methyl-~ethinyl oyclo-
hexanoles (1), (11), furthermore, with that of 1)2-dimethyl
cyclohexanoles (III), (IV) which they had already earlier
synthetized (Ref 3); the method is describe& in short and a
sizvey of publications is given (Refs 5, 4). Formerly the
Card 1/4 acetylene alco~ols (I) and (II) were traced back bf the

SOV/2o-120-4-25/67
Optical
Investigation of the Conformations of Some
Gem-Substituted Cyclo-
hexanes

authors to the well known Dair of cis-
and trayis-carbinole-q

(III) and (IV) without touching the asymmetric
center (Ref 3)~

The physical properties of' the produced compounds M -
(10

are shown in table 1. The sDectra of the combination light

dispersion in the liquid phase were taken on the spectro-

gram ISP -51
of a mercury lamp having a chamber of the ex-

citinb biue line of 4358
R. The numerical results of these

measurements are given together with
data on the intensity

of the lines. Furthermore, spectra were taken of
10 ~16,solu-

tions of the first 2 substances in carbon tetrachloride.

The presence of the 2 isomers I and II and of their solu-

tions in C01
in the spectra in the range of 3 - 4 (instead

of only
one)4eharacteristic frequencies of other weak lines

(Table 2) tends to
show, that other conformations are prosent

in small numbers (possibly
even in bath-tub shape) in the

mixture where conformations prevail.
The prevailing conforms-

tion in the cis-isomer (I) is "sell
(according to Ref 1) aherr-,-

as in the trans-isomer it is "eel' (see
scheme). In the ae-con-

formation the influence of the cycle on the
hydroxyl grOUD

in the equatorial posi~Aon is more intensive than in
"ee",
Card 2/4
where it is in axial pqs-ition. In the ae-conformation
the

SOV/20-120-4-2511/67
Optical Investigation of the Conformations of Some
Gem-Substitiited Cyclo-
hexanes
hydroxyl group is more protonized than the axial group in
"eel'. On the other hand the bindings C----C in -C-7_-'!H
in the equatorial position which they take in the "eel' con-
formation are more amply supplied with elcetrons. That means
they have higher oscillation frequenciesq binding energies
and a shorter interatomic distance than they rould have in
an axial position in an Ilaell conformation (Refs 1, 6). The
interaction between reactivity and conformation in the series
of cyclohexane derivatives was already at an earlier time
observed by the authors. (Ref 7)- Cis-a-ketole (V) which
was obtained from an equatorial acidous hydroxyl can be
acylated under milder conditions than trans-a-ketole (VI)
which was produced from (II) with the hydroxyl being in an
axial position. There are 2 tables and 7 references, 4 of
which are Soviet.
Card 3/4

SOV/20-12o-4-25/67
Optical Investigation of the Conformations of Some
Gem-Substituted Cyclo-
hexanes
ASSOCIATION: Institut organicheskoy khimii Akademii nauk SSSR
(Institute of Organic Chemistry AS USSR).
Institut goryuchikh iskocavemvkb Akademii na:uk SSSR
(Institute of Mineral Fuels 15 r,-,SR)
SUBMITTED: February 15, 1958
1. Cyclohexanes--Qptical analysis 2. Cyclohexanes--Physiep-1
properties 3. Substitution reactions 4. Hydroxyl radicals
--Chemical effects
Card 4/4

SOIV/~~O-I z'o-5--Z-/67
MORS: Nazarov, TI. ~',~-ber, `r-t:demy of' ~,,cicncev, US".R
Ak-hroin, A.
TITUA: introtloction o.L' Tjioxycarbon, Glycerin, Find
Oxyucetone Side
Chri'ns Tnto Orthomethy! Cycl-ohexanone and the
SALdr&~chdihi'-try
of the 'bImptunfis ']'houq '~'ormed (Vvedeniye
dioksikarbonovoy~
glitae,rinovo,? I okv.~ntsetonovoy bokc-Tykh tsopey v orto-ile-
tiltsiklor,ekootion I olt rz. zuyv s lie h J. 1,. 1,!~y,'.' pri
etow soyedineniy)
1'~',R I OD 1 C' AL I)okirdv AkRdenii nz:uk 1958, Vol. 122o,
Nr 5, PP-1045 .1048
AB'STUCT: "ecently (Uef III the authorsi doso.-ibed ,.-uvorai
methods of
introdiwing oxidized nide chains into tile- ,7ycl--c compounds
ua.L;i& z..ce-ess.-ble aer-0.1-1-crie al(,-ohoi- am' their
derivatives.
kno-rn thnt th,~ introduction of a dioxy-acetone side
Chnir. In. on important problein in the synthes'--.9 of
cortice-
Viorclds (among them coz-tivnno v;ith aliclogues). The authors
%7er;? the first to fend thst the affiliation re-ction of tile
h...-pub-orlous Pe-id tu t1,(-, t~-rtiary aL
I lcoho's and Ueir acetates
C,,~rd 114 tu-kcs vn aronalour- ocirv.,;e IM the case of the
firvt -~n! leads

2o-120-5-32/67
Introduction of Dioxycarbonp Glycerin, WA Oxyacetone Side
I'llairs -into Ortl
d - .10-
methyl Cyclohexanone .nd the- of the (-c)mpounds Thus '?ormecl
to t'ie of' unz;atta-~zted dlbivm.,dPq in.,Aead of the
exv~Lcted ',;vomo ketoll.eq. ',ZL t1,0 Prenent paper the
reculte of
the of "n civ-,ir, lnt;_~ Rubvt'ance
mejitaoned in t-".e tit,3c: cii-L, desor'tbed in _-)fort. ln
con-
sequence vf a condovi-,atior, oP the ketone I wit'rh
neeti-lona
4n tll( --~svnce of i%v~qtir;
is obtz~ined ~,,lth a
J."ol ush
hig-i yield in the forir, of
v,,.,;o epitwri: a) crystalline (II)
.,.th ~t rejtjn~, poi~n4 uf -57 !21 d 1- )liquid "III) 'melts
a t 7.13 01. ! 5) . Their rotio is 7,:2 and dippends
i~,ppnrentjy on
the condi 4 C)!!!-
ready previoi._-,ly 4), I.-Iloll- (11) has a
cio-confi~-,6rntlon~
Rlhereas (TI.T.) represents its trazisisomer. ~'he aut`-or
acetyliz~-
ed the alcoholls 11 ,-nd 11*1, ond obtained the cis-acetate
IV.
Turthormore, they caused ll.~polbTomous Lwid to act upon the
latter. Cr-sti-11in~_ ucetE..te of the
cis-14J-dibromacetyl)~~2-
'ftLr 'he,, 11ftj 4eE!~ed
meth.Tleycloboxanol kV!)
the action of other re:~qgents the vuthors drew t',.t-
onclusi,,rx
- that the oxidat'.on of acetate., of the tertiary vinyl
alcohols
Card 2/4 by means of peracetic acid proceeds differently to
that of

~:('V/2o- 12 o-5-32/67
-L ~.: _1 - .
jnt-,.Oj,jjc~iojj of vjycF,,~..-.'n, ond .-0.- :11n4nS !nto
C,
methyl C.'(III("IIf'.xauono arid Steroof-hemistry of th(i
('on.,pounda "-.'Iius
U)v Itect-ACS Of v-'.T)y.T al)t! nilyl vi-
Cohol at~etatoa_-. and not, ie--irl to fl-,-~ forzvat-*oi-'
04
I A- I , -1 - o ` " a!! " "! o'. % t-),j -
oxio.ation .(--c-Lates, _4of' 1). !.1!
A I I filys Ii se of v orl~.' r,~t. ion t' ;,I mnhcs
-o-:!,.ibIe to find a
coni~ectfoyi
react4-vity.~ '.n conrif-c..-lun -,:ith Che hydration of the
cis-.
a~-ccliol 11 --*n a Pren-ence of
W.11-0,1.-. an-, XXXIV is produced Ti4th
0
concinda from '-,e ri.-nuits t at the ter-
ti*ary hydrox-Y! 4-ri the cis-i:~.-ketole '.-"'Y~XIV I-as
m.,:-Oparently
-'at or jni-, ~-Utrat 4 0 1:, .3'0 4t 1, , -* a j -' 4- i on
ic' US .aS all a. TJC)S
corl"-r:.ed ',.y tize in-
in
vestif:,atliun of E:;ectra ('tf.f B).
"Itere
A 00 Z el
ard 3/4

j,
67
of Glycerin, .-.nl Criyt..catone ',4de C', ins !-,to ~~rtho-
wethyl -,yclolicyanone and fl,~e ~;tereochemis try of the
Compoundu Thtir. Fo_rrned
5 M I T TED
~57
1. Cyclic compounds--Synthesis 2. Cyclic
compounds--Moleculp-r
structure 3. Stereochemistry 4. Steroids--Synthesis
Card 4114

AKHREM, A. A.: Doc Chem Sci (diss) -- "Investigation of
the synthesis and
stereochemistry of analogues of the corticosteroids.
Methods of building
and the stereochemistry of the corticoid side chain".
Moscow, 1959, published
by the Acad Sci USSR. 30 pp (Acad Sci USSR, Inst of
Organic Chem in N. D.
Zelinskiy), 200 copies (KL, No 11, 1959, 115)

5M
AUTHORS:
Batuyev, M. 1.9 AthKem, A-0 SOV/62-59-3-31/37
__j~

Kamernitskiy, A. V., Matveyeva, A. D.
TITLE:
Optical
Investigation of the Conformatims of the Cis- and

Trans-methyl Esters of 3-Methyl Cyclohexanol Carboxylic
Acids

(Opticheskoye issledovaniye konformatsiy tsis-
i'trans-metil-

ovykh efirov 3-metiltsiklogeksanolkarbonovykh
kislot)
PERIODICAL:
Izvestiya Akademii fiauk SSSR. Otdeleniye
khimicheskikh nauk,

1959, Nr 3, pp 556-558 (USSR)
ABSTRACT:
This is a brief communication on the investigation of the
cis-

and trans-methyl esters of 3-methyl cyclohexanol
carboxylic

acids which were synthesized according to the
scheme described

in reference 1. The physical properties of
the products ob-

taine& are given in the table. It is known
that the Auers-Skit

formula for the oiE(- and
trans-configurationsof 1,3-disubst
i-

'
tuted cyclohexanes may be applied in the reversible form.

The
same holds also for the esters investigated: the cis-

compound has a lower density and a smaller refraction index

than the trans-compound. The Raman spectra of the esters
were

recorded in the liquid phase by means of the ISP-51
spectro-
Card 1/2
graph with a medium camera of the exciting
line 4358 of the

Optioal Investigation of the Conformations of the
SOV162-59-3-31137
Cis- and Trans-methyl Eaters of 3-Methyl Cyclohexanol
Carboxylic Acids
quartz lamp. The cis- and trans-methyl esters of 3-methyl
cyclohexanol carboxylic acids investigated are mixtures of
reversible isomers le3e.'k-la3a and 1e3a---"'1a3e. In the
second
conformation 1e3a mainly the first 1e3e is present. Moreover,
in each of these mixtures admixtures of one conformation are
contained In the other. There are 1 table and 3 references,
I of which is Soviet.
ASSOCIATION: Institut goryuchikh iskopayemykh Akademii nauk
SSSR (Institute
of Mineral Fuel of the Academy of Sciences, USSR). Inatitut
organicheskoy khimii im. N. D. Zelinskogo Akademii nauk SSSR
(Institute of Organic Chemistry imeni N. D. Zelinskiy of the
Academy of Sciences, USSR)
SUBMITTED: July 309 1958
Card 2/2

., VV)
AUTHOR: Akhrem, A. A.M SOV/62-59-3-35/37
TITLE: Symposium on Concepts of Conformation in Organic
Chemistry
(Soveshchaniye po konformatsionnym predstavleniyam v organi-
cheskoy khimii )
PERIODICAL: Izvestiya Akademii nauk SSSR. Otdeleniye
khimicheskikh nauk,
19599 Nr 3, 561-564 (USSR)
ABSTRACT: This is a report on the symposium on concepts of
conformation
in organic chemistry which took place in Moscow at the
1OKh AN SSSR (Institute of Organic Chemistry, AS USSR) from
September 30 to October 29 1958. This conference was
convened
by the Institute of Organic Chemistry imeni N. D. Zelinskiy
AS-USSR and the Councils of Scientists for problems of the
"Theory of the Chemi6al Structure, Kinetics and Reactivity"
and the "Synthesis and Investigation of Natural Biologically
Important Compounds". In his opening speech Academician
B. A. Kazanskiy emphasized the importance of the concepts of
conformation in stereochemistry. He pointed out that the
purpose of this symposium was to determine the present stage
of investigations in this field. Moreover, the attention of
Cara 1/ 6 Soviet scientists was drawn to the problems of
sterenrl-'

Symposium on Concepts of Conformation in Organic
SOV/62-59-3-35/37
Chemistry
and conformation analysis since work in this field has not
yet
been sufficiently developed in the USSR. A. I. Kitaygorodskiy
(INEOS AS USSRp Moscow) then delivered a lecture on the
"Conformation of Organic Molecules and Methods for the Esti-
mation of Their Degree of Stretching". A. L. Liberman (IOKh
AS USSR) spoke on behalf of B. A. Kazanskiy and on his own
behalf "On the Connection Between the Configurations of Di-
alkyl Cyclanes and Their Physical Properties". L. D. Bergell-
son (IOKh AS USSHidcscow) ipoke on bdiff of L. P . Badenkova
and on
his own behalf on "Conformation of Acyclic Stereoisomers and
Their Behavior During the SN2 Reactions". M. V. Vollkenshteyn
(IVS AS USSR, Leningrad) delivered a lecture on "Interior
Rotation and Rotational Isomerization in Small and Big Mole-
cules". 0. B. Ptitsyn (IVS AS USSR, Leningrad) spoke on
behalf
of G. M. Birshteyn, Yu. A. Sharonov and on his own behalf on
"Interior Rotational Isomerism in Polyisobutylene and Poly-
styrene". The lecture of Yu. A. Pentin (Moscow) was entitled-
"Investigation of the Rotational Isomerism of Hydrocarbon
Halogen Derivatives by Spectroscopic Methods". S. L. Mayants
Card 2/6 (INEOS AS USSR, Moscow) spoke 11 On Some Methods of
Applying

Symposium on Concepts of Conformation in Organic
SOV/62-59-3-35/37
Chemistry
the Theory o~f Characteristic Frequencies for the
Investigation
of Conformations". M. M. Sushchinskiy (FIAN AS USSR, Moscow)
spoke on "Investigation of the Rotational Isomerism of
Paraffins by Means of the Raman Spectral'. V. M. Tatevskiy
(MGU, Moscow) spoke on behalf of Yu. A. Pentin, Ye. G. Tre-
shchova~ Kh. Kesler, and on his own behalf on "Rotational
Isomerism and the Energy of the Formation of Hydrocarbons".
In his second lecture Yu~ A. Pentin dealt with the connection
between the phenomenon of crystallization of organic compounds
and the rotational isomerism. E. A. Mistryukov (IOKh AS USSRj
Moscow) spoke on behalf of N. 1. Shvetsov and on his own
behalf
on "Application of Concepts of Conformation for Determining
the Conformation of Isomeric 1.2,3- and 192,5-Trimethyl-4-
phenyl Piperidoles". On behalf of G. S. Litvinenko, K. I.
Khludneva, and on his own behalf D. V. Sokolov (Institut
khimii
AN KazSSR, Alma-Ata)(Institute of Chemistry AS Kazakhskaya
SSR,
Alma-Ata) spoke on "Conformation of Stereoisomers of 2-Methyl-
-4-ketodekahydroquinoline and
2-,Niethyl-4-oxydekahydroquinoline
and Some of Their Derivatives". Three further lectures dealt
Card with the application of the rules of conformational
analysis

Symposium on Concepts of Conformation in Organic
SOV/62-59-3-35/37
Chemistry
for the determination of the configuration of adducts of the
diene synthesis. V. F. Kucherov (IOKh AS USSR, Moscow) spoke
on behalf of N. Ya. Grigorlyeva and on his own behalf on
"Application of the Principles of Conformational Analysis
for Proving the Configuration of Isomers of 3-Acetoxy Cyclo-
hexane-1,2-dicarboxylic Acids". On behalf of V. F. Kucherov
and on his own behalf V. IA. Andreyev spoke on the "Synthesis
and Configuration of All Possible Isomers of 3,4-Dimethyl-
je-cyclohexene- and 3,4-Dimethyl Cyclohexane-1,2-dicarboxylic
Acids". On behalf of V. P. Kucherov and on his own behalf
G. M. Segall spoke on the "Stereochemistry of the Oxidation
of a4-octaline Carboxylic Acids". A. A. Akhrem (IOKh AS USSR,
Moscow) dolivered a lecture on behalf of A. V. Kamernitskiy,
G. V. Aleksandrova, I. N. Nazarov (deceased)q and on his own
behalf on the "Stereochemistry of Some Addition Reactions in
Multiple Bonds". A. 1. Kitaygprodskiy spoke on behalf of
Yu. T. Struchkov on the "Conformationsof Molecules of Steri
cally Stretched Benzene Polyderivatives". The symposium took
Card 4/6

Symposium on Concepts of Conformation in Organic
SOV/62-59-3-35/37
Chemistry
place under active participation of the persons present.
Some conferences were attended by up to 300 persons. The lec-
tum,s were asked numerous questions. Alltogether 17 lectures
,,were heard (21 lectures had been submitted). Many lectures
were followed by lively discussions. The concepts of conforma-
tion and conformational analysis were the objects of
especially
heated discussions in which the opinions widely differed.
Numerous discussants, chiefly physicists, were against these
new expressions and they were of the opinion that the known
concept of configuration and the concept of rotational iso-
mer introduced by I. V. Obreimov in 1942 are sufficient. Their
opponentsy mainly chemists, were in favor of the introduction
of the new concept, They were of the opinion that this con-
cept has a much wider sense than the concepts of configuration
and the rotational isomer. B. A. Kazanskiy, S. N. Danilov,
V. M. Tatevskiy, M. V. Vollkenshteyn, A. I. Kitaygorodskiy,
A. L. Liberman, L. D. Bergellsong M. G. Gonikberg, V. F.
Kuche-
rov, A. A. Akhrem, et al, took part in the discussions. It
was recommended to the di.9cussants to publish their opinions
Card 5/6

*mposium on concepts of Conformation In Organic
SOV162-59-3-35137
Chemistry
on this problem in chemical periodicals. Mole than 50 scien-
tists took part in the discussion of the lectures delivered,
Card 616

5(3)
AUTHORS: Kamernitskiy, A. V., Akhrem, A. A. SOV/62-59-4-30/42
TITLE; Effect of the Medium on the Stereochemistry of the Reactions
of Nucleophilic Addition to the Carbonyl Group (Vliyaniye
sredy na, stereokhimiyu reaktsiy nukleofillnogo prisoyedineniya,
k karbonillnoy gruppe)
PERIODICAL: Izvestiya Akademii nauk SSSR. Otdeleniye khimicheskikh
nauk,
1959, Nr 4* pp 740-742 (USSR)
ABSTRACT: This is a brief report on the investigation of the
cyanohydride
synthesis. In addition to the cyanohydride synthesis by
recyanization already described (Refs 1-3), the interaction
of ketone (III) with potassium cyanide and hydrochloric acid
in aqueous methanol and with anhydrous hydrogen cyanide in
the presence of potash in absolute ether was investigated.
Thus the cyanohydrine synthesis was carx1ed out in ioncgenio media
(methanolt acetone$ water) as well as in non-ionogenic media.
The mixtures of cyanohydride (I) and (II) obtained were
saponified with hydrochloric and acetic acid in the mixture
of cis- and trans-oxy acids (VIII) and (IX) under similar
conditions. The latter were methylated by means of diisomethine.
Card 1/2 The table shows the effect of the reaction conditions on

Effect of the Medium on the Stereochemistry of the
SOV/62-59-4-30/42
Reactions of Nucleophilic Addition to the Carbonyl Uroup
the steric tendency of the cyanohydride synthesis with
2-methyleyclohexanone. The steric selectivity of the cyano-
hydrine synthesis is approximately similar in the first and
second case (ionogenic conditions) and becomes slightly
weaker under non-ionogenic conditions at the same time ap-
proaching the tendency of the acetylene synthesis. However,
in this case, too, the formation of the cis-isomer dominateB
in contrast to the Grignard reaction. There are 1 table and
4 references, 3 of which are Soviet.
ASSOCIATION: Institut organicheskoy khimii im. N. D.
Zelinskogo Akademii
nauk SSSR (Institute of Organic Chemistry imeni N. D.
Zelinskiy
of the Academy of Sciences, USSR)
SUBMITTED: July 31, 1958
Card 2/2

5M

AUTHORS:
Akhrems A. A., Kamernitskiy, A. V.
BOV/62-59-4-34/42
TITLE:
Stereochemistry of the Reactions of
the Nucleophilic Addition

to the Carbonyl Group of
3-metIlYloyclohexanone (Stereokhimiya

reaktaii nukleofiltnogo
prisoyedineniya po karbonillnoy gruppe

3-metiltsiklogeksanona)
PERIODICAL:
Izvestiya Akademii nauk
SSSR. Otdeleniye khimicheskikh nauk,

1959, Kr 4, PP 746-750
(USSR)
ABSTRACT:
In the investigation of the stereochemistry
of the aaaition

of hydrocyanic acid, acetylene, and methyl
magnesium iodide

to 2-methyl-eyelohexanone (1) a certain,
although varying

steric selectivity was found (Refs 1-3). In
order to find out

whether the discovered peculiarities of the
steric tendency

remain valid also with other examples the
stereochemistry of

the cyanohydrine synthesis and Grignard
reaction was in-

vestigated in this work on
3-methylcyclohexanone (II) as an

example. The cyanohydrine
synthesis carried out on the basis

of 3-methyleyclohexanone'
by means of acetone cyanohydrine

Ref 1) yielded a liquid
mixture of 3-methyleyelohexanone-
R

III)-cyanohydrine. By saponifying this mixture a mixture
Card 1/2
of trans- and cis-3-methylcyclohexanol
carboxyl-l-acids (IX)

Stereochemistry of the Reactions of the Nucleophilic
SOV/62-59-4-34/42
Addition to the Carbonyl Group of 3-Methylcyclohexanone
and (X) was obtained. This mixture contains about 75 %
trans-oxyacid (IX) and 25 % cis-oxyacid (X). The
configurat'ion
of the oxyacids (IX) and (X) was proved by their reduction to
1,3-dimotliylcyclohexanols (III) and (IV) without touching
the asymmetrical centers. A mixture of alcohols (III) and
(IV) was obtained from the reaction of the ketone (11) with
methyl magnesium iodide. This mixture consists of 40 % trans-
alcohol (III) and 60 % cis-alcohol (IV). It was found that
the steric tendency of the cyanohydrine synthesis and
Grignard reaction is similar to that appearing in the case
of 2-methyloyclohexanone. There are 1 table and 13 references,
8 of which are Soviet.
ASSOCIATION: Institut organicheakoy khimii im, 11. D.
Zelinskogo Akademii
nauk $SSR (Institute of Organic Chemistry imeni N. D.
Zolinskiy
of the Academy of Sciences, USSR)
SUBMITTED: August Bf 1958
Card 2/2

50) SOV/62-59-4-35/42
AUTHOR: Akhrem, A. A.
TITLE: oxidation of
2-Methyl-l-(lf-acetoxy-othylidene)-cyclohexane by
Osmium, Tetroxide and Peracetic Acid (Okisleniye 2-metil-1-
(11-atsetoksietUiden tsiklogeksana chetyrekhokislyu osmiya i
peruksusnoy kislotoy~_
PERIODICAL: Izvestiya Akademii nauk SSSR. Otdeleniye
khimicheskikh naukq
1959, Nr 4, pp 750-752 (USSR)
ABSTRACT: In the present work
cis-2-methyl-l-(11,21-dioxyethyl)-cyclo-
hexanol (I) described_earlier (Ref 1) was synthesized by
oxidation of 2-methyl 1-(11-acetoxyethylidene)-cyclohexane (11)
with the anhydride of osmic acid. By the effect of comic acid
on acetate (II) in ether and subsequent boiling of the re-
action product with an aqueous alcohol solution of sodium
sulfite, triol was obtained as main product with a melting
point of 90-90-50. This obviously has "cis-treoll
configuration.
In addition to the well-known cis-triol (IV) a small quantity
of the substance (V) with a melting point of 93-940 was
precipitated out in the same experiment. It seems that this
compound may either be onaof the polymorphous forms of
Card 1/3 triol (IV) or a molecular compound of two epimeric
triols