SCIENTIFIC ABSTRACT LIBERMAN, A. L. - LIBERMAN, A. L.

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• Collection: Scientific Abstracts
• Document Number (FOIA) /ESDN (CREST): CIA-RDP86-00513R000929810014-7
• Release Decision: RIF
• Original Classification: S
• Document Page Count: 100
• Document Creation Date: January 3, 2017
• Document Release Date: July 31, 2000
• Sequence Number: 14
• Publication Date: December 31, 1967
• Content Type: SCIENTIFIC ABSTRACT

sag
_1
A--
0o -x
00 1:
0o
0o j
00
o0 if
43
00
60 93
-3
0000
00
e
9 0 0 0 0 0 0 0 0 0 0
4_4 f 41-11,
a.11
cosstas~t catalytic trawornsations of 1,14ii-aft
beLasus in *HYC'A
the presence of platiabod carboa.
Ka"alaul and A. L. LjtIpUUn_(A-d. Scl. US.&R..
U.K.S.S., MISS Sri. Cki";
1947 M-70(in Russlad).-In connection with th,
p;"m of the turichAnizal of the catalytic aromatization
of diturthylliczan". in particular of 3,3-dimttby1bcxa~e -
which. at mr, -346% on platinized C. tracts in Lot main
according to McCII#CIfsCNIcXHAfc - C114 + 31-is +
114161c, failure tu dom intermediate (ortuation of 1.1-di-
-,
methylcycloliciant (1) led to the inveltiptioll of tbetrans
formations of the latter oa the same catalyst; Its activit
W I
as cilararterimil by 957v hydrogruation of Wit at 161
and a Spam velocity is - 0.48, and 1177o dehydrogecation
at cyclobeliatic at 300'. v - 0.49, in a very slow strem of
(1) Without carrier gas, 24.3 g- I at 3OU', v - 0.10.
Its.
tium a( runtact r - 08 sec.. on 75 .11. catalyst, gave 18.6
ca .5 g. (10.4 1.) call. lit 119. 1. C114 20.2.
3tAlyzate and 2
ch 1.5. CO, 0.1%. The caWytatc was free
tionated into b '.. IM.2-10.3* (18.0%). 110.3-13.1'
(39.32. 113. 1 -=.0l (26 11). residue 12A)%, losses 3.9%.
gy tration. the contents of aromatic hydrocarbons in
the 3 fractiuns and in the residue were 74.5, 70.5. 15,
and 79%, i.e., with respect to the catillyzate, 140 28, 4'.
and 101/g. and in % of the theory with respmt to [be
amt. of I used. 13. 213, 4, and 87r; the aromatic bydro-
carbon of ~hc Ist 3 fractions is PbMc (total yield 437c),
0,
;;
I I I I !
_
V_h 91.9-4 1

thust 4A the fruduir am as 's t"' a
ratio ofilso: mete - 3~ 3; she fAtM of Ph34t: Cjf=r~ -00
5.4: 1. Their is st. p-CJ1.11cs. 0) lit a strong sirrm
'
f
1
4 I
h
K
00
o
r. (Wt
1
e excess). 12.25 e. 1. At VX)
2.
./
, on Its)
all, catalyst, fatcol sow 5MIAW.. V - (1.05.7 a 34 we..
-
ave 12
catal
1
zate and 25 1
as
It
91
3
C11
1
5
.40
.
1.
.
. g
.
g
y
,
,
4
,
.
C(), 1.8. Ns 1.2, Oil O.Vv. The ratalyzate was frar. .00
tionated Into b,. 97.9-111.11- (30.a%). -0o
resichic U-1.21I. low$ 5.7%. contents of alo-
i
h
"0o
mat
c
ydrocartions In the 2 fractions and in the residue.
62-5. 9.6, and 38% i.e.. with respect to the caralyggle,
19, B. and 5%, or, in % of the theory with respect 10 the
1
18
f 1
d
~
amt. a
4
. 5, an
~: the hydrocarbon of the two
.
,
"I'le F ph%
tions brin Me, that of the residue Cillibles.
Zoo
the ratio Is 5.,: 1. Le., practically the same as in the sib.
sence of lit. (3) On R C2talYst Previously used for hydra-
gralation of Cjj# at 151, and then twice for dehyd,o_ zoo
gestation of cyclohexane at 300% 1 at MOI, withotit c&rri
7
3:* o
at a rate
of flow of 2.2 taIP'.45 I. eat.1y,
1
M
b
"
r w
sec., guvea
out 40
,r atomatich
ydrocarbons. 0o
(4) iiw ratioe of approx. 5:1 and

bles: X-CeficSte approx. 5: 1 are independent of the ah. go
sence or presence of I Is as carrier gas. The total yield . 400
of aromatic Isydrowbons Is, within the interval studied,
fi
goo
a
near function of r, being 27, 40, and W% at r - 34.
SO.and(Illsec.,rop. No ring opening takrsplacr in the 'foo
reaction. The rate Of the wornatization of I is h4lf.ay
between that of dehydrogenation of cyclohelane SnI that
of arousatizatints of IxtMilms on the same catalyst. 20 0
N. Then Co 0
.-ILA OCTALLURGOCAl. 1.11COalLial CLASSUPICATIM
-_ - -_ ___ __ -7 Z-...
we 0
4noev 1 14110411 -lip oil an
U Of AMA 11040 st RIVIslad 3 MA
11 10 "19, P 19-4
10 000060000600 0000000000000 woo
4PT.40 0 00 .0 0 0 0 0 0 o 0 0 0 :'06 :10 0 0 0 * o C' o 0 o 0 0 0
0

LIIr)rXW"VI A. I-
"The Contact Transformations of 1,1-Dimetb~y-
Cyclohexane in the Presence of Platinized
Charcoal," ibid. Khim. Nauk, No. 3, 1947.
Inst. of Organic Chem., Acad. Sci. USSR, -1947--

go A
n 10 6 6 , 0 .-.#-.j
10 0
otWI~WVTviI7Ifi pop _&*-st
*
picctsits 00
,eeo : 7?.:~,,
,ig ..04
, gTO ,
MAI 41 . .,h
* . ,
93
60 4_8
ZO Oki
P,
A
q�s
A -r. 1!
fl Pilo-
c
r
bMA-4
goo
3w goo z r r r;; _!
0 -, -
'URI I
ew
ice 0
goo
woo
Zee
00
too
ilk
K
it it 10 0
0 : I.
0 so go
0
0P-ges0 00 0

Hy4n:p"11"* WAMW im,rind "*aim to w
"m .1 ==w-b.". S.A. Kaz4askil,
E
IwrW,q,wW A- F. Plate (Acad. S6.. U.S.S.R 11K.
"Z;;wr' Z)-"y Abad. A'amb S-S.S.R. S7. M-4 1947
Cheow. Zewr- Mussiam Zone FA.) 19W U, M&-flydru-
smat the am pL&tia C
�e jenonlitue(cf.C.A.42A&W. No a bAvijjs
yZ no ,
M C stolus weft obtained. Intbe of Cycla-
propuw aim] cyclobutaw ' ' lot with ring
0 be attritmt to inner strahm In the ring,
IF.ew.;:!.~t`h'i%a%iusnptIon cannot be imuis in the vaic of
tyclopenta"r. It i4 A-Aumnl IbAt In tycloWmitiw them
are 4 like C -C Imouls mul a Uh vWhIch is Ismu sUlde wid
larAlis umicr the itiduviw- tdactivsted It afmio.
Nt. G. %[,.Irr

I T H 1~ - a I-, '- a.-
Tables for computing molecular refractions
Moskva, 1948

;IIIIII-LOW-WO IOW'OW ;W
,xj 11 f a X-n
II, I A 01
00 A ge 1!2 I!aj!I :00
VINICSIHO am "Will*$ MHz
*0 02-
.00
40 &s0
0 0 1"r --mmw WOWS. "o 0
06 S pirges, and D. X. Knomew -00
mt. AwA. Id. UAM, Mamw)- BW- .00
U.RJJ., - auff mi. Was. low 101-40n
~_"N am IW bm in SWOUVOC aid. ("at see
e Wdo).-
A.-M-At ~ fiL_
% goo
go OV =. dr I
DEM"101""T 4zmv
bmismw pwdm of OWN. X* Goo
ood 20, tn& Orm ablM 0 to 46% 1100: 9 goo
few 0 New = to 66% Iff, a 14M.
a.- lam; 44* a p goo
kW A x to") f4am
at sm., mm 46=m-
ad dambeged - it hav* fire*
Igraid dku* by I .. The
the a iONIORL, a# -tin bwbww
lam bm as eve I b MeCN SIM, -
HA*707 C as by &Wysb. goo
an Now fwwtkm of tba'
D. I . id 0k, Mti. ..Ug%tjy Iypr_ goo
N. Than
boo
Noo
MUA~ UTWINE OAIWiuIW77
glow "WrosAw" 98" VMAAT
sascau mar, Qsv got 89LA"Cut 923121 CK mv sit
I WINAtfia food 0 0 0 1 IF a I a a 1 9
b u a. 4'. .10 4*0

.............
USN/ohmistry - Aostoultr1le .Tm/fob 1946
Chemistry - Mixtures
"Some Physical Qualities or a Mixture of Aoetmi-
trila With Water, and the Azootroplo Mixture of
Aoetonitrile - Water,* A. L. Liberman, Z. N. Parnes,
D. N. Iftireanov., Inst of Org Chem, Aced Soi USSR, 5pp
"Iz Ak Nauk SSSR,, Otdol Zhim Nauk" No 1
ftooribee eoTerimemts and research that shov the
nature of the azootroplo mixture of acetcaltr1le
with water at atmospheric presours, and establlab
Its compoeltim and pbysical qualities.
667"

4 - 9 a a I a 4-
4 A
j-1
4
6 4
..
ri

- 006"01 6 ASO PRAWfOPIRS _vff
-

of A
I
r Cyd&Adw o( oariw
Coba Aim. mW AsmAul hr6icaAons wft 4
so of die
00
00
i Do"YAkad-Nwas-qa.k.
GI- (17-700M)-ttivol that the catalytic aromatis
Ai

00 e
tia
43.3-dimethylbexane (1) proceeds ovrr the intermediate
form
tion of
11

00 a
) was afforded
(
through the dttectiou t bitter pd
the-
amo
0, .
n6
the fla"im carried out at lower temps.. 290-
ON= The must 306-346'
Wi
h as
.
t
a rt-C catalyst.
clsaracterised by 9217
a
tiou of cyclobexam at
dth
P .00
r
c I
300pandspamMultyo 23.lS.j.&t3uu*aud
I
n
3.1 1
V"ty 0.11, Pve 6W ad. gas (its 85.6, cite 9.8
qpM

and
fee
(W
1-113
4re"34k)
112
re
sidst
9
67
h
0
1 i
.
.
s
e
.
ovAs
.
.
n
.
%;
nansulftioat" put ad dw nmkl;;~. h was kicutified by the coo
Raman Um 706 an. -6; its amt. in the catalyzate is sates.
PbUt 1%. The'CAMIYVAtc
clim g 290 abowd the Ronan Lines of 13, 4W.
and law cm.-1, wid tbe 706 line -as very
-
tbe 71k 724, 732 triplet of I. Urld" the
'a
llm-ne reacted much "ll"m
24metit
2
wi
i
t
maw co
ow.
y
.
:ban 1. SIVW about o.1 " much PhMe and CJI.Mr,.
4
l
ht b
h III
hi
i !690
m
e 1
n w
c
be amt. of the fraction
g
insusicient for its klentification- !zoo
too

AjM.%LA OCTALLUSSICAL LITCRATUA9 CILASIWICATION
via. Ito 0
dot *11111 *#11 aISAII Out a.- At$
I
o
,
I
4
Y
P
0 'w
0
U I AV so
T
PVvnP I K
A
4
n
Is st st It U
I
1 11
III :

0 0 0 0 0 0 0 0 0 0 0
a 0 4 0 0 * 0 9,699 0
e
0
0 0 0 0 0 0 a 0 0 0 a 0 4, Ole 0 0 0
0 0 0 0 4 0 0 0 0-f-014-9-AM-9.1-9.0 * 0 *~ 0 P 0 a

UM/6hemibtry - Catalysts, Platinvm s.ep 48
Chemistry - Ketones, Hydrogenation
"Reasons for the High Catalytic Activity of One
Preparation of a Platinum Catalyst," V. V.
Patrikeyev, A. L. Libe-n=, 4 pp
1-1 Dok Ak Nauk SSSIR" Vol MI, No I
Used active platin= catalyst prapared in authors.'
laboratory in 1934 for liquid-pbase hydrogensti(m
-4 of ketones. Testecl components of this catalyst in.
PL.
bydr, ion of dimsAone in acetic aclC sclution.
ogenat
In experiments with H2PtCl6 on platinized coAOUP
H2PtCI6 on activated carbon, platinum black and
H2PtC16, the latter compouncl alone, and platinized
35AqT12
UM/themietry Catalysts, Platinum (Coutd.) ~~Sep 48
carbon alone~ -stablishect that hydrogen in.presence
platinized carbon rapicIly reduced H2PtCl6 tothe
metal, and that the latter coatecl the highly
developed surface of the platinize(I carbon, creat-
ing a very active catalyst.' Submitted by Aca&
B, A. M%zanskiy, 1 Jul 48.

Contact transformations of I 1-diniethy1cydohextine 4nd,
thomechanimiiolarnmatizl)tio-n-o-lp-ara n (ROMMO-ils on
.plathilzed C4601%. A. L. Lilwrj i Prob emy Kineiiki 11
KaPidiza A kid.
I ethyleydrhex-im anj
lof the produtzs Oi contac v 3-d;,L
wir-I PI-C at "WO, 4howed-thg;
laromatizatIon of the parafron hydroLartims ovtr thli cat-!
nlyu Is a 2-ph:Le tvcnt; the 'iydr9carWo is tramforAld
into a hex:mmthyfune udivil, which th4m armnatimv
iThill C(wf~!q,orjsIs ,() Ow. d.-Ita obt4ined on %he I(InCOCI Of
Itromatizatioll of ffliohutyl and (101 yd roamat toll of cyclo"
:hexune over-K-C. The 1.~t stage inyolvei 4 0-point L+'
sotption orj~ the catalylt. G. M. Nosulapoff
4e

NA Complex Method of Detailed Investigation of the IvAiduallnogo Sostava Benziwv),
G. S- Landaberg, B. A. Kazanskiy, P. A. Bazhulin, M. I. Bgtuyev, A. L. Liberian,
A. S. Plate,, and G. A. Tgrasoval edited by V. S. Fedorov, ostoptekhizdat, Moscow/
Leningrads 1949v 68 pages, 3 rubles.
Subject Method in based on spectral analysis.
SO: Uspekhi Khiail , Vol 18,, #6, 1949; Vol 19, #1, 1950,, (W-10083,)

A isiboralary wilthod for rapid bydragenation of cletins
at atmospliteric pritsawe. B. A. Kazankil, -1 1 1 i1wr-
.;hne F. Plate, It. 1. Rowngurt, and 0.
Akad. Nawk S.S.S.R. 71. 477-90419,711-
d
Platiniact! C activated by a %mail unit. Of PdClt or I(*-
Ptcla 6 a very Activif, rajiidl~ Acting catairst for atut.-
Pressure bY111WIlatign Of 0 41111 even V6101OUt A61414-d
solvents. A considerable ftvnomy in thr units, of cam.
lysts weded Is ant of the results. Reductions of Mrs-
CCH:CIIKt and octerie were performed in w rocking flAsk.
with a 50-M) ml. charge and platinized ctumkil conq.
101-4.05 S. III to which was added 1-2.114i-int. Of thr
aC1iVatUlf "Ill. (either (1.11161 g, t4!nfl. Of 11,PtC4. Of
11-018 g. Pd/ml, of PdCl, soln.); the reduction WA* Cunt-
Plete in 3-8 brs. (wually UM) and &(t" filtration th,
croducts were distd. G. M. Koscupoft

t!TTRI~All) -A .. T.
USS-R/Cheraistrj Hydrocarbons
IsotoDes
flRydi-agefi Ex'change in 3~turated Hydrocarloc6s Rc-,ultU'-J.-,r,:Fror, thc ~ct-on Of L111f-iric
I t% LI-L ~
Acid,11 V..". Setkina, D. 1,11. Kirsanov, 0, D. Sterlingov, and A. L. Lib-Er; an, inst
of Orj- Chem Acad Sci USSR
11DAN 55-SR11 Vol 65) No 5, I)p 105)-l0h8
The exchange of 11 in a nc~ of hydrocarbons was studied with the aid of sulfuric acid
having an atom of heavy H. It .,,,as foand that the rcaction passes through the
following stages. Radicals or carbonium iuns are formed by oxidation. They LrL-
capable of i-xchan,-ing their fl atoias for deuterium. . 11 exchange contiffacz~ from
one radical to the next in a chain reaction. The final stage is bre.~kin~, off of the
chain taking, place in the usual mariner. Sul,-,MiLted by Acad b. A. lazanzkiY 3 Jun 52
PA 2109T16

USS
voo,prewation a I,Z~aLaikytcyclAlle5~ Synthetic d dafoo-
ISOMElic I A. r-, Place. A, L
Libeman, and N A M,m;m4. mts;j -D-gjj~-
, -;7T, . - ,
CA,, 48. ININ.-W

t '-Hydrocarbons Jul/Aua
53.
f Dial~y Ilcy(clanes. Synthesis of Stereo -
-.4cmerl c .1-Methyl-2-n-Butylcyclcpentanes, " A. F.
Mite A. ~ L. Liberman, 'R. A. Momma,'Moscow State U
~4. V. Lomonosov:.Inst of Org Chem,,Acad Sci.USSR
..Iz Ak Nauk SSSR CKhW# No 4P pp 68~7696,
Proposed a method for the prelin of,2-methylcyclopen-
(1) by the debydration,of the glycel ob-
~,iiiined by the -o:cidation of 1-methylcyclopentane-I
a! mixt of hydrogen peroxide and fermic acid.
St&jrting with 1, synthesized:l-methyl-2-n-butylcy-
Ao`p'entane,, which was separated into the cis- and
.tremo.-o some
270T3',,

/The f-ws'Mity 4 4&~. f~-Irmfion 7f m,

Abst.
1 48 6

1(454

VIM, 172:1!
L11'.11t - I

vr,
-r LI'Mia, a,;d !:of ~;t-
I yf, f 11w ~fw~trum (, Si

A
'A .T To
By-pr64ucM In the, Stindins
LoLvX T an
.
., _L, La
I
7R-Br according, t4 �andrneyO-tp4 th,^ Aict g!e%M-dist
'ps d
-
-
le
M..

R~ 91, &I5-8(I5W).-7.NVbIle.jt k

ielding, lifter
the 111
a tf Merit.-
I
11ecover
of III
hi
ii

'F
, th
rLsi
i-th
me
t lh ti
l
e
i
i y
l W
rom t
hinp Q44011),
'
t
r-r
u
a
lt
Atia
on
act
mey
e gave 0-McCl iffilOT-1,
identified . by dOfjVVj
'
enterA thj poAtion 6reviously occupied by the
,Ia7miltlm grmp. this ig not necesmrily the case, Wheif residue ter I
-f
frurn 16 ts olLstm'soUdifled
ilmd %v;Lt purimled b
3" l
eldin
il
641-5
1
e

.
VAl,rildy pure o-NfcCjJTqNITj was c,)nverttd to the Br.
.
,.
. ) .
i
g
t
l nzQA to 110-
0'4 " '1114 (0911C txPt-i INA 9. b,ilrCill-Nih lit 470
:110g by thv~.Salldnleyer reaction, and the by-product.
wai'djoutiml with 77A g, dr IM,; the tli-
examd;, It %va-i found that thexnaterict Uzonitult salt decon
by- 2q g.
' (41
1 litid;
C111311ri ;kill 1 `9
from flie ninin product by mean,; 4-11,1;0~ and NaOH .
.
6-
the mixt; 1:11s Vitearil
t
~ieWfln
78
: O.Ntec
n~~
ff
.16;'g -.1.1. wit wme o-NI,~C.HiOU but an i!quitnalar vhixt...
i Gi. . i`~ 5
2-11r(HOW
I[Ore (1) (well fit 431. yield) .
,
x.
g
i
s
iruin the fore-run of the dista.;- the alk, wash~,j gave 13.0 .
'
i
,
A
"'il.: I ptir - wa,; tteate'l with codol
IlBr,uuVNaN,6; Lsol and 21.7-g. bromocresol, iden
tic-A with 1, Ill. 131-3
'l
1
1
,
ll~C4 ill it SMI'llneVer reactiOll the abOVV (1-1.
2
-CV, To 108 , o-cresol In 470 ml.,'47% Mr
*
hill
d
.
ill 71% y0d, -thtis- afrt,~diuj
V I c
e
to 0
WA.,l 77.0 S. NaNOlii with shaking,
29 ju. Cu*Br, and I jr.- elf shavinm-the mNt.-ijri-l t.;i-
9W.
V
al ta thii.'tvaction lindthe.sarne, ' tiev. a
4 the product siteauOlsild. -the It tie "td; Wilk'

t an theexrdls&
ffrvjn
t i
i13
C
in:eN
t-, Thm NION .
~~
n
V
it do
I ii
ield
t to 74
ePh I I oil
K'n-oxitlizing-a-Rent. raid thin
Us m eopefl -HUr-sain
1 -
.
-
7
~-A$740 H
to A. C, g
. i
n~NICWLNIII waspin-1
fled 0 r il _
thV mixt-_ avaspell ME tn TV-42', ciinleif, 1014 the
A~, 7._Av t,l -. rc-ti-anTit f p. (conlink Lurve of the r luct I

I
scp
'It.; jfiqttl,. gave 1:1510 Bre'IrMe (i-36int:r not i'ler-
The irte
I 1U. I 1 13 it
tinine, freed by hydt 3
' a 180,15', nV 1.5M2 d.~ 1.4015.'
N 7)j,
Imi-ti i ri~

tlga~ licA rvai:l, iwitliur (1-i c i Wlii it fliv cz-
chmige tAv. pl.t,o, :01 If m.im, tr, -1 vwlimug--
1-Im-rit-ai'm (If '111~'lswl'd orl"J': f J."ll illi.,

DOnnnbitioll ot inalviclud ramrosWr- ;,~
pa.fins; !,v th,! mtlbiaod rnvih-! T- r
U0111
'
A F I" o T

2,'.,;7 i-f 4 5

1r, m
It I i

27~ s-
zsa,d 1, . ... ......

KAZA SKIY, B.A.; LANDSMG, G.S.; PLATZ, A.P:; LIBKRKAN A L UIKHAYLO-
VA, Ye.A.; BAZHULIN, P.A.; BATUYN, K.1 BULANOVA, T.I.
TARA OVA, G.A.
Composite method for the determination of individual hydrocar-
bons in gasolines. Part 3. The Surakhany gasolines. Izv.AN SSSR.
Otd.khim.nauk no.2:278-291 Mr-Ap 154. (MLRA 7:6)
1. Institut organichaskoy khimii im. N.D.Zolinakogo, Fizicheskiy
inatitut im. P.N.Lebedeva Akademii nauk SSSR.
(Hydrocarbons) (Surakhany-Petroleum) (Petroleum-Surakhany)

MIN
USSRI Chemistry Fue 1 s
Card
Authors Kazanskiy, B.A,3 Landsberg, G.S., Plate, A.F., Bazhulin, P.A., Liberman
,
rln
L,, Suschinskiy, N. M. ITarasova, G.A., Ukholin
S.A., Voron'k
Title :. ,
=om ined method for the determination of the individual hydrocarbon
composition of gasolines. Part 4.- Gasoline from the Taynazinsk
petroleum.
Periodical Izv, AN,SSSR, OW. Khim. Nauk. 3,.h56 _.h69, may June 195h
Abstract- e study of the indi-~idual hydrocarbon composi-
The results obtained from th
tion of gasoline with end point of:1500, derived from low-sulfur
petroleum (Devonian horizon), are described. The quantitative,
individual hydrocarbon composition of Tuymazinsk gasoline and the general
losses are presented in percentage by weight values. The structure of
paraffin-base gasoline derived from Tuymazinsk petrole= and the aromatic
contents of other hydrocarbons are discussed. Toluene and m-xylene
were found to be predominant among aromatic hydrocarbons. Four USSR
references. Tables., graphs..
.Institution Acad,of Sc' USSR, The P. N. Lebedev Physics Institute

Submitted JuV,
20j, 1953

USM/ Chemistry spectral analysis
CMA Pub. 40 - 40/27
Authors t Ba%bwlin,,. P. A.,, Koperina, A. V.J. Liberman, A* L# Ovodave Vs A* pand
Kazanakiy., B. A,
Title Optical.method.of studying hydrocarbons, Part 7.- Combined ditfusion
"atra .6f certain naphthenes
Pw1odical lsv.~ mR. otdo khim. nauk 4j, 709 71510 July - AuPst 1954
Abstract Combined diffusion spectra of seven cyclopentane and cyclobus brbro.
carbons., were investigated and the intensities of the spectral linsy In
the maximum state siere determined photometrically. The spiLtial
orientation of side chains in naphthenes and stereoisomers, we
determined on the basis +of spectroscopic data. Tables, showing the
frequency and intensity of spectral-lines of the investigated
naphthenes., a" included, Ten references: 8 USSR and 2 USA (1941 -
1951). Tabless diagrams.
institution s4cad. of So. USSRS The N. D, Zelinakiy Institute of Organic ChezUtcy
Submitted I Aug4st 30, 1953

NAUNSKIY, B.A.; LODSMG, G.Se; PLATE, A.F.; BAZHULIN. P.A.;
LIBERMAN, A.L.; XIKHAUOVA~ Te,A*; SUSHCHINSKIT, M.N. j TARASOTA,
fter'T"O"Imebw B.A.; VORONIKO, S.V.
Composite determination of the individual hydrocarbon composition
of benzine. Report no-5. Gasoline from Emba petroleum, IzvAK
SSSL Otd.khim. nauk no-5: 865-877 S.-O 154. (MLRL 6:3)
1. Institut organicheskoy khimii im. N.D.Zelinakogo Akademii
nauk S=*
(Imba region-Gasoline)

U~-VC.he-.14str:., Analytic t;
Card 1/2 Pub. 40 - 16/27
A,u, th ors I Kazanskiy, B. La nd slt-, e r
A
Mi k hay! 0-v-, r
V.
Leterminat', on o'
T';- ri O'licalI Tz-.r. Al's '_~ E. 'Ad.
P,b r, tract I The jrdjv4diial I, C" I
150~ end poinL oc,taintfd fror.
means of a combiriation method. The cwiLt~rit of .__L :;,y6rocarborls
found iii the c;asoliic& wa6 _.; con-
sideration of the Initial and end points.
+ !it on Acpd. of 5c., U'_--,R., D. Zeli-_,
Oubmitted December 19, 1953

o ~.C-t'ween c c 1 op,,e I t a e ar.J
0 1~4. Five U~;,'R refer(-~j,:es (,.~i5j-' ~i~, 5

A. L.
USSR/ Physics - SFectral analysis
lard 1/1 Pub. 43 - 36/62
Authors Kazanskiy) B. A.; Landsberg, G. S.; Aleksanyan, V. T.; Bulanova, T. F~;
Liberman, A. L Mikhaylova, Te. A.; Plate, A. F.; 6terin, Kh, Ye.; and
Ukholin, S. A.
Title Analysis of aromatic ligroin Farts b the coinbined dif-fusion spectra
Periodi~:.-al: Izv. AN SSSR. Ser. fiz. 18/6, 704-706, Nov-Dec 1954
Abstract : Brief report is presented on th-3 method and some results obtained
during individual and close-group anal-
ysis of rrimar.7 and secondary
aromati,-s of li-Toin, Anal-sis of results obtained showed that the basic
ligroin (taken front the Embensk Petroleum Scouce) contained alkyl
substitutes of benzene and c-7clohexane 1,tith shotr term substituting radical
Three references: 1 USA and 2 USSR, (1947-1953). Tables.
Institution: Acad. of Sc., USM., The N. D. Zekinskiv Inut. of Organ. Chem. and the
Commission on Spectroscol--y
Submitted

Caliiytic l!anifnrm:.Toin5 of -~ I-.,p!,jn~ and -orlanc ;,i n,
p.sence ~,f ;,I., !,Dyed , f~ -I i-,e , - ~ ,, i: . -A . .--
Lllw'man, F I- i"d 1 Ak 1:
in ITI-117-111-0 -I IT-" 71
P-A"-v of q
oi
NcleEt, wd PicliMccill'k...
Similar frt-Atmrtit of a-fictatic ITI.JifIgOill 1-1--lldt5 "Q!,
the catalyz-te corl(g, I!Zl.l!l 1:wi. of
pelitaill'. ailli al-
(1, M. KosoLLI,oif

KAZANSKIY, B.A., akademi!E; LIBERKj~!,_,AjL.,, ALIKSANYAN, B.T.; STHRIN, Kh.Ye.
Contact cyclisation of iso3etane with the formation of a five-
membered ring. Dokl.AN SSSR 95 no.2:281-284 Mr 154. (KIJU 7:3)
1. Institut organichaskoy khimii i Komlssiya po spektrookopii
Akademii nauk SSSR. (Cyclization) (Pentane)

AIMSANTAN, V.T.; STIRIN, Kh.Ye.; KIMAYUVA, Ye.A.
PRYANISHNIKOVA KOAO; SK
9
Report no.8. Rasan spectra of a few aromatic hydrocarbons.
Izv.AII SSSR.Ser.fis.19 no.2:2257233 Mr-Ap 155. (KLRk 9:1)
I.Komisoiya po spektroskopii i Institut organicheakoy Wmii
imeni K.D.Zeliuskogo Akaaemii nauk SSSR.
(Tartu--spectrum analysis--Congresses)

t~JA-
7"
try .0
Card l/1- PAj.- U--a- 24151
B A
a 'ClY3. . - and Liberman L.
Atithors Kaz DS1 Academician
.Title About:stereoisomeric 1-metlrjl-lt-ethylcyclohexanes
Periodioal Dok. -'AN' 10115, 877-880, Apr 11~ 1955
Ab:~traat: t The experimental synthesis of l-methyl-4- 'hylcyclohexane and-the
et
splitting of sairz into stereoisomers through Accurate r-actification
are described. Eeasures were taken during each phase.of the synthesis
to obtain possibly pure intermediate.substances even at the expense of
reducing the total yield of the hexane. R-. vras found -'V-hat an increase
in molecular weight of the stereoisomers was always followed by an
approximation of their boiling points, indices of refraction and spe--ific
woiehts. The physico-cherrLical properties of stereoisomeric 1-motIVI-4-
abby1cyclohexanes are described. Eighteen references; 7 USSR, 6 'USA$
2 English 2 Germnn and 1 French (1922-1954). Tables; graph.
n-sti.; t"ation- J'cad. oi ~c. USSIR~ The 1.1. D. Zolinskiy Inst. of C--gan. "Chem.
Su7b,mitted December 27, 1954

I Ii ,
I .
1. 1.7 t . ~. . I
1 1 ~~, I- . - . .
I . ~ ;,A ~ ! -~ I I I ~
j,

--W-JE~
- ZEL I t- .

LIMMON A.t PRYANIS"IK(NA. M.A.; n=SKIT. P.A.
PhyWical propertiesof certain isodurol homologs. Isr. AN SSSR. Otd.
khim.nauk no.8:1000-1005 Ag 156. (KNU 9: 10)
1. Institut organicheakoy khimii imeni N.D. 2ralinskogo Akademii
nauk SSSR.
(I%nwne)

BAZHULIN, P.A.;SOKOLOVSKLYA, A.I.;BZLIKOVA, E.A.;LIBBRMAN, A.L,;PL&TE, A,F.
Optical method in bydrocarbon research. Part 9. Raman spectra of
certain naphthenes. Izv.- AN SSSIL Otd khim.nauk no.9:1130-U34 6 156.
(.NlR& 9:11)
1" 7isioheskly Institut imeni P,N. lebedeva i'ln'stitut organiche-
81ioy khimii imeni *.D.Z61insko&q Akademii nauk-SWR.
(*q0thenes-Spectra)

Synthesis af W th Arbir-ol &nd
to .3, qf1d
-Li T 7

1q. treated wab CO, at
and W~-qe6
EtCOtH and 3(~-42.51, E.,. ('I
a dehydratkm Auring d--,u,
P. - 12.55*, ml;
dic Coll_
ciyc-,~
The best yield of Et,COH f,,n-.)M
CO. per mate of Et?,[gBr wa-,
tion coutained Et,CO and
-stvd. on Sio, colunin using
pure ale. gave
1.41498, 7%'V 1.41238, d,.~ 41 724--li.

------------------
--------------7

1
77~ 7-

N
ly
ti
CT-
Nauh S.S S R 107 113 4W
sulfunatiou and
fropylber, Lent ;,,,&vc plu~-
p. - 17 1
ated ovvr Raney Ni at 1911 'L. "L,
k4mar.e. 7K 9'. f
t-IIIs V~,, b, i t , f
Passage of the i i
[, while UIC u,", t-fll, r11,1~ -h-
wilm lc,, in'" I I III!, ,I
refracil"l, ITO f 1) 1-he
wa, f.1 !h,

T-- 14 ~lA L
,
n A
i,-Cawytic cycli-tio
0 V Bragiii, iml B A K,i7.:,n-.kii (""i
Chefil . A c
auk
vel(xityO 'gl,,~:j
Of imian. cmifirii

2 / /~~5 ~~ A-~ 12 ly--l, 119 1',)- .
XAZANSKIY. B.A., almdemik; LIBERKO, A.L.; LUKIIU. M.Tu.; GOSTUNSKLYA, I.T.
0- wwAftw"
Catalytic conversion of hy4r9carbons. Kh1m. nauka i prom. 2 no.2:
172-180 157. (4drocarbons) (HLU 10:6)

gin
64- 111 A /~j` A
20.&19/4,2
AUTHORSs Bragin, 0. V. , Broude, V. L. Zotova, S. V. , Liberman, A. L.
Pakhomova, 0. S., and Pryanishnikova, Lt. A.
TITLEt Spectral Method of Determination of the Number and Postion
of Side Chains in the Molecules of Benzene Homologues
(K voprosu o spektrallnom metode ustanovleniya chisla i polozheniya
bokovykh tsepey v molekulakh gomologov benzola)
PERIODICALs Doklady All SSSR, 1957, Vol. 116 , Hr 6, pp. 961 7 964 (USSR)
ABSTRACTs In an earlier work the second author and the fourth one have shown
that the ultravi8let absorption spectra of crystals of benzene
homologues at 77 K (- temperature of liquid nitrogen) may be used
for the purpose mentioned in the title. The result may be obtained
quickly and by a small quantity of substance (some hundreth grams).
These spectra consist of series of narrow strips which are, in com-
pounds Ytith the same position of the side chain% of the same type,
independent of the length and the ramification of these chains.
If the spectra of these compounds which have a similar substitu-
tion type within the molecules are put together, ouch as the first
absorption strips (corresponding to the pure-electronic transition)
lie together, also the following will do the same. Therewith also
the relative strip-intensities are reproduced. This phenomenon was
Card 1/3 proved on a great number of examples of the monoalkylbenzene-order,

2ri-A-,191
1&- -42
Spectral Method of Determination of
the Number and Position of Side Chains
in the Molecules of Benzene Homologues
as well as for some simplest o- and p-diallcylbenzenes. In the
present work further informations on the affirmation of the regu-
larity mentioned are quoted. The physical characters of the hydro-
carbons investigated are concentrated in table 1. It has been
pointed out 'that the same spectrum type with the growing side chain
length will be preserved. (1, 2, 4-trialkylbenzene - figure 1 A).
The correspondence of the spectra of p-di-isopropylbenzene and
p-xylene confirms the fact that the state branched out of both
chains does not influence the position of the absorption bands.
This analogy also i's retained for the case that a double-binding,
which is not conjugated with the benzene nucleus, is introduced
into a side chain. (Comparison of ethyl- and propyl-mesitylenes
with allyl-mesitylenes .- figure 1 B). Quite another picture
will be at an immediate conjugation of the double-binding with
the benzene nucleus. So, the absorption spectrum of the 2-methyl-
-phenylpropene-1 also is interrupted in the temperature of the
nitrogeni Here the absorpt:bn intensity is much higher, than in the
case of all the other investigated substances. In spite of a same
symmetry of the spectra of alkyl- and alkylone-me3itylenes (fi-
Card 2/3 gure 1 B) and of monoalkylbenzenes (figure 1 G) an essentially dif-

20-6-19/42
Spectral Method of Determination of the Number and Position of Side
Chains in the Molecules of Benzene Homologues
ferent construction of the spectra renders possible the spectral
identification of the molecules of these substances. Table 2
gives the strip frequency of the pure-electronic transitions
within the investigated opectra~ All the hydrocarbons investigated
have been produced as high-pure compounds at the above mentioned
purpose and their purity has been proved. There follows an ex-
perimental part with the usual data. There are I figure, 2 tables,
and 3 Slavic references.
ASSOCIATION: Institute for Physics AN Ukrainian SSR , Institute for
Organic Chemistry imeni N. D. Zelinskiy AN USSR (Institut fizi-
ki Akademii nauk USSR, Inatitut organicheskoy khimii im. N. D.
Zelinskogo Akademii nauk SSSR)
PRESENTED. May 24, 1957, by B. A. KazanskiyAkademician
SUBMITTED: May 24P 1957
AVAILABLEi Library of Congress
Card 3/3

20-3-aD/52
AUTHORS# Libermang A. L. Vasina, T. V., and Kazanskiy, B. A., Academician
TITLEe Cyclization of 3-Ethylpentane to Ethylcyclopentane (Taiklizatsiya
3-etilpentana v etilteiklopentan)
PERIODICALt Doklady AN SSSR, 1957, Vol. 117, Mr 3, PP. 430 - 432 (USSR)
ABSTRACT% From works (references 1, 2, 3).recentlY published by the authors
it became known that the paraffinic hydrocarbons may be cyclized
in Iresence.of platinum during the formation of a 5-membered ring.
The direot possibility of formation of cyclopentanes from paraf-
fins was reliably proved. For the purpose of comparison the auth-
ors intended to investigate another hydrocarbon, which was not
so much branched out as isooctane, and the cyclization product of
which, however, should have a boiling point sufficLently distant
from the initial hydrocarbon. By means of that the individual iso-
lation of the cyclizatian product should be rendered poesiblea For
that Purpose 3-ethylpentane was chosenp having only one side chain
and yielding to an unique reaction product by cyclizations Ethyl-
cyolo8entanoo Because the difference of the boiling points amounts
to 10 the separation of both substances does not show any diffi-
Card 1/2 oulty. The initial substance was filtered through the catalyst hap-

20-3-20/52
Cyolization of 3-Ethylpentane to Ethyleyelopentane
pening but once at 310 0 and at a volume velocity of 0,19 - 0,22
per houi! The analysis of the 5 parts of the "catalyzate" showed a
content of from 1,2 - 1,9 % of olefins and 0,4 - 0,7 % of aromatic
hydrocarbons. After removing of these reaction products by means
of the chromatography, the ethyloAopentane content (12,5 - 5,7 %)
decreasing from experiment to experiment, could be stated accord-
ing to the constants in the "catalyzate". By means of the fractio-
nation of the connected, desaromatized 2 "catalyzate" parts the
individual ethyloyclopentane cculd be isolated (the fractionating
curve figure 1). The constants of the fraction V of this fraction-
ating practically do not differ from the constants of the ethyl-
cyclopentane. Follows an experimental part with usual data. There
are 1 figure, 2 tables, and 5 references, 4 of which are 61avic.
ASSOCIATIONt Institute for Organic Chemistry imeni N. D. Zelinskiy MT USSR
(Institut organicheskoy khimii im. If. L. Zelinskogo Akademii nauk
SSSR)
SUBMITTEDs July 13, 1957
AVAILABLEs Library of Congress
Card 2/2

0 6 j"
Brcrada, V.L., lzrailovich, Ye.A., -Llb(~i'-.iaa, A.L.
F;L41amova, O.S., Prikhotlko, A.F., aint
T-1 TL',',' Oa Electron Spectra of Araia-.-Ic HydroL-~,.rbonz- and their
Dorivatives at 200K (Ob elaktronnykh spelctrakh
uglevodorodov i ikh dayterirovannykh proizvoduykIi pri 20c'K)
P,' I'J OD I GAL Optika i SpeL-bro3kopiya, 1958, Vol 6, ITr 2, pp 115-1212
AMTRACT: The present paper is the first of a series on the ultraviolat
absorption spectra of deutorated compounds and the chanGos in
molecular and crystal strue-bure produced by doutM:a-'~-Acri- TO cb-,~~..'L
the hyperfine structure and to observe the SUI-11 iGO'zOpiC Silift.;
neasurwents were made at 200K. The viorL, raportc;d hura is ~I:~o -il
extension of the application of tho deutaration bjL:;3d O;i
isotopic exchange of hydrogen with liquid duutariu..i bra.iido ci-
a solution of IQTD2 in i1qaia IW3 (Rofs 4-10). Tho a:-,)
in Table 1 which shows that uatf-G such rri3thods all ---:c:-i:; of
in diphenyl, naphthalene, tolueno, n-xylene, durano, ourr.-a- and
hexamethylbenzene may be replaced by deateriwa. The -AcI4
Gard 1/3 followed the method described in Ref 10, which Givas of

3 OV/51 5-~ -6/
on Bloc-"-,ron Spectra of Aromatic Hydrocarbons and their Douteratod D 'C`i-
calculation of the number of replaced hydrogen atous -n in a hZ~d, rc -.7 -
molecule. The last column of Table 1 showG that the ru-tb-w n
only a little from the total nwabor of hydrogen atoms in
molecale in op ost-Ion. The following hydrocarbons viere dou'l-orat.od -
benzene, toluene, m-xylene, n-xylene, mositylene, dureno,
naphthalene, V~enanthrene, diphanyl. The constants, suc], aL; .Ao
boiling poin4,111,4rafractive index, of the original and doutaratod
subste.r.ces are given in Table 2. Using polarized light. 'Llia
obtained the electron spectra of the crystals listed in Tabla 2
(both in de-aturat-ed and non-daLitarated forms). Measurauant:; rire
at 200K and the results are shovin in Figs 1-7. The spue-;ral ehax.,60-,
produced by d,3utoration are due, firstly to changes in tha aner~y s%a` tQ-~
of wolocales, ami secondly to changes in the crystal struccuro. The
firist pro'uae spectral shifts towards the short viavolongths by sa:1 '~;.
100-200 cra-I and a decrease of frequencies of the molocular vi-brat-1-ons
by a factor of 1.04-1-15. The crystal structure chanGes up La
the polarization ratios for the absorption bands and in tha ahiL-o cf
spEvuing ba-LvY,3ea stron-ly polarized bands. A.L. Liber~~an cf
ChemiBtry, Academy of Sciences of the U.S.S.R.) prapared pavu
ot~-rd 2/6 boazone and allcylbonzonera. .4.1. Sluttenshtayn and Ye.&. lzrailw-rieh

SOV/51-5-2-3/26
On'Electron Spectra of Aromatic Hydrocarbons and their Deuterated Derivatives at 200K
(Physic O-Chemical Institute imeni Karpov) prepared deaterated
compounds. V.L. Broude, M.I. Onopriyenko, O.S. Pakhomova and
A.F. Prikhotlico (Institute of Physics, Academy of Science of the
Ukrainian S.S.R.) obtained and interpreted the electron spectra.
The authors thanic Yu. Antonchik for density measurements of the
deuterated hydrocarbons and P. Manochkina for help in deutaration
of the hydrocarbons. There are 7 fi&ures, 2 tables and 16 references,
14 of which are Soviet, 1 American and 1 English.
ASSOCIATIM: Institut Miki AN Ukr8SR; Miko-khImicheskiy institut im. Karpova
(Institute of Physics, Academy of Sciences of the Ukrainian S.S.R.;
Physic O-Chemical Institute imeni Karpov)
SUEM,TTEDt July 16, 1957
1. H;ydrocarbQns-d--Spec#ogra'hic analysis 2..Ultraviolet spectrum
Card 3/3 p
--Applications

AUTHORS: Libermn,_ _A~ Kuznetsova, I0 M., 20-118-5-26/59
--*F, m-k a, N. I. . Kaz ans Idy, B. A. ,
Member of the Academy.
TITLE: Stereoisomeric 1-gethyl-2-Alkyloyclohexanes (Stereoizomernyye
1-meti-1-2-alkiltaiklogeksany)
PERIODICAL: DokladT Akademii Nauk SSSR, 1958, vol. 1189 Nr 5,
pp. 942-945 (USSR)
ABSTRACT! Data on dialkylcyclohexanes of this kind are rarely found in
publications (references-1 - 6). For this reason their in-
vostigation is interesting in spite of great experimental diffi-
culties.Certain surprising facts are found: the cis-isomer of
IL,4,-di-isopropylcyclohisxane boils at a lower temperature than
the trans-isomer (reference 5) though according to the rule of
Auvers Skit the contrary would have been expected. The reason
of this peculiar inversion of the boiling points remains,unexo
plained and still waits for investigation. In order to find out
whether such exceptions:are found in the series of other dial-
Card 113 kylcyclane hydrocarbons., for example among the 1,2-dialkylcyclo-

Stereoisomeric 1-gethyl-2-Alkylcyclohexanes 20-U8-5-26/59
bexanes, the authors synthesized some 1-metbyl-2-n-alkylcyclo-
hexanes, and separated them according to the stereoisDmers.
The s heses; were conducted according to a uniform procedure;
t
~-CH CH CH
3 3
RM I OR H 0 + H
9 2
0 R
with R representing n-propyl, n-hexane, and n-heptyl. According
to the results of the fractional distillation all stereoisomers
were obtained in a highV pure form. It was proved that the con-
stants of all hydrocarbons thus;produced agree with the Auvers-
Skit rule. 1-mothyl-2-n-hoxyloyclohexane and 1--methyl-2-n-hep-
tylcyclohexane have as yet not been mentioned in publications.,
whereas lomethyl-2-n-propyleyclohexane wan obtained previously
as a mixture of stereoisomers (reference 7) only, and not sepan
rated further by the mentioned authors. In the experimental part
7 compounds of the respective group are specified, among them
one chloride and two bromides, as well as the usual data,, are
given.
There are 2 figures, 3 tables, and 11 references, 4 of-which are
Card 2/3 Soviet. -

SOV/0-12o-4-28~/67
hUTHOPS: Liberman, A. L., Loza, G. V. , Chang Ming-nan j K,~-zanskly.)
MiSlt
;)ciencov
,
TITLE: Catnliytic Cyclisation of' n-Pentane Lind n-11exane Under Formation
of a Five-blembered Ring (Kataliticheskaya tsiklizatsiva n-
pentana j. n-geltuana s obrazovaniyem pyatichlennogo toikla)
10,~Ie t,jW: Doklady Akademii nauk ~,SSR, 1958, Vol. 12o, Nr 4, Pp. 789-792
(Ussp)
ABSTRACT: In several papers the authors proved, that paraffin hydrocarbons
can easily be cyclisated into cyclopentane homologues in the
preadnee of platinined, coal (Refs 1 - 5). The yields in cyclo-
pentanes depend to a great extent on the ctructure of the initial
substances. n-Dentane is particularly interesting since its
behavior is quite different from that of all its investigat-,
ed homologues whereas n-hexane can be cyclisated like n-octane.
From the Point of' vi-e,,r of thermodynamical experience n-pentane
is an exception (contlent 30 - 34 instead of only 8 % in a
thermodynamical system of equilibrium of n-pentane - cyclo-
Card 1/3 pentane at 500 0K). At 3100 n-pentane remains unchanged on a

SOV/)o- 120-4-28'i 61
Catalytic Cyclisation of n-1,entane and n-Hexane Under Formation of a Fi.ve-
-Membered Ring
freshly prepared catalyst. The reaction sets in at 350 0, hcw.
ever, still in a small yield. The reaction was carried or.
tentatively for several days. Strangely in the top fraction
of the fractionation 25 - 30 1-14) isopentane (197 'f4 of the
entire catalysate) was determined. Hitherto reliable proofs
for the isomerisation of paraffin hydrocarbons on platinum-
-Plated coal have been lacking. The authors criticize the
frequently mentioned Paper by Yu. K. Yurlyev and P. Ya. Pavlov
(fief C1 since they beiieve that the isoparaffins of those
2 atith~rs were secondary products. As far as in hydrogenolysis
of cyclopentane only n-pentane can be formed the occurrence
of isopentane in the catalysate is due to a direct isomeri-
sation. There are 4 tables and 9 references, 8 of which are
Soviet.
A33OCIATION: Institut organiclieskoy khimii im. N. D. Zelinskogo Akademii
nauk SSSR
(Institute of' Organic Chemistry imeni 11. D. Zelinskiy Li USSIR)
Card 2/3
Gard

5M
AUTHORS: Kazanskiy, B. A., Academician, BOV/20-122-6-19/49
Liberman,L A~.L. Tyuntkina, ff. I., Kuznetsova, 1. M.
TITLE: On the Limited Applicability of the Auwers-Skita Rule in
Stereoisomeric Dialkyl Cyclanes (Ob ogranichannoy primenimouti
pravila Auversa-Skita k stereoizomernym dialkiltsiklanam)
PERIODICAL: Doklady Akademii nauk SSSR, 1958, Vol 122, Nr 6,
pp 1025-1028 (USSR)
ABSTRACT: In recent years it was repeatedly noticed that the rule
men
tioned in the title cannot be applied to 1,3-dialkyl
-
cyclopentanes and 1,3-dialkyl cyclohexanes. In these latter
series the interrelation of the properties of cis-and trans-
-isomers-is.reversed. By the example of the stereoisomeric
1,3-dimethyl. cyclopentanes and 113-dimethyl cyclohexanes
this statement was confirmed by thermodynamic data as well
as by synthesis. Recently the authors have observed such a
case in which a peculiar deviation from the same rule took
place (Ref 1) in the i,4-dialkyl cyclohexane series. In this
series the applicability of the rule under consideration was
Card 1/4 denied by nobody. It became evident that in the case of the

On the Limited Applicability of the Auwers-Skita SOV120-122-6-19149
Rule in Stereoisomeric Dialkyl Cyclanes
stereoisomeric 1,4-diisopropyl cyclohexanes the specific
wceight and the refractive index are higher, the molecular
refraction, however, and the melting temperature of the
isomer boiling at a lower temperature are lower; the
spectroscopic data have shown that the latter isomer is a cis-
-form. So in this case not the trans- but the cis-form has a
lower boiling-point - contrary to the rule mentioned. The
observations so far collected make it possible 'FI-o approach
the problem of the relations between the configuration and
the physical constants by a new methodi the applicability of
the rule mentioned is not only restricted by the arrangement
of the side chains in the dialkyl-cyclane molecule, but also
by the atomic number of carbon in the latter. The authors
believe that the deviation described above is a regular
phenomenon. The reflections mentioned make it possible to
conclude that stereoisomeric lt4-dialkyl cyclohexanes with
12 or a few more carbon atoms in the molecule mustsimilar
to 1,4-diisopropyl cyclohexane, deviate from the rule under
Card 2/4 consideration. Thus the Auwers-Skita rule is only applicable

On'the Limited Applicability of the Auwers-Skita SOY/20-122-6-19/49
Rule in Stereoisomeric Dialkyl Cyclanes
to the first members of the series of the 1,4-dialkyl
cyclohexanes. By studying own data and those mentioned in
publications on boiling temperatures of the stereoisomeric
dialkyl cyclanes it can be concluded that the linear character
of the dependence between the differences,in boiling temperature
of the stereoisomers and the atomic number of carbon in the
molecule is not confined to the 1,4-dimethyl cyclohexane series,
but applies also for the 1,2-dialkyl cyclopentanee (Table 2 and
line A of Fig 1). In the etereoisomeric 1,2-aialkyl cyclanes
discussed here the boiling temperatures of the trans-form
increase more rapidly with increasing molecular weight than
in the cis-forms. In these cases, however, the Auwers-Skita
rule must have a somewhat wider range of applicability than
for-1,4-dialkyl cyclohexanes. There are 1'figure, 3 'ables,
and 10 references, 5 of which are Soviet.
ASSOCIATION: Institut organicheskoy khimii im. N. D. Zelinskogo Akademii
nauk SBSR (Institute of Organic Chemistry imeni N. D. Zelinskiy,
Card 3/4 of the Academy of Sciences,USSR)

I.IPEMNAIN, A. L., KOMI'l-KIY, ID. A.
"Gatal~tic Dehydrocycli7atior, of -araffinic Hydrocarbon5.11
Report submitted at the Fifth World Petroleum Congress, 30 1-,!ay
c~ June 19r . New York.
.w 19

2%(9).24(0) PHASE I BOOK E(?wrrATx0! 301//32. 1
kkaftslya nauk SSSR. tlzlcheokiy institut
Iselod*Yanlya po skapartmentallnoy I tcoretlcheftkOY fizikft; ("hornliz)
(Studios an Zxperlmantal and Theoretical Physics; Collection Or
i
Articles) Moscow, Izd-vo AN SSSR, 1959. 304 p. Errata allp
inserted. 2#300 copies printed.
~'
c
Ed.% 1. L. rabolinsklyp Doctor of Physical and Mathematical Sal.
seems. Uds. of Publishing H -use: A. L. Chernyak and V. 0. Borkgaut,
Tech. Rd.s Yu. V. Ryltn&. Commission for Publishing the Collection
In Memory or Ortgoriya SamaiLovich Landsberg: 1. Yo. T&
(Chairman)a Academician; M. A. Lountovich, Academician;
P. A. Bazhulin, Doctor or Physical and Mathematical Sclence
i
l S
l
ca
o
noes,
S. L.* Xandel'shtsm, Doctor of Phrelcal and Mathemat
inces;
Fabolinskly, Doctor of Physical and Mathematical Sc
I. L
.
9
F.'S. 1-andeberg-Bary-hanskaya, Candidate or physical and th-
m"tIcal Sciences; and 0. P. Motulovich (Secretary), Candidate or
Physical and Rathematteal Sciences.
?MtPOSK: This book is Intended for physicists and researchers
engaged In %he study of electromagnetic radiations and their role
_k~ru!'~ture. and composition of materials
_
_
_
_
_
_
rei
w
ih~1
Cw
1G
6
C0VXRA=z The collection contains 30 artfc
Investigations In spectroscopy. sonic*, molecular optlcs, sent-
conductor physics , nuclear physics, and other branches of
physics. The introductory chapter given a biographical prattle
or a. S. Landaborg, Professor and Head or the Department of
Option or the Division of Physical Technology at Moscow Unt-
veralty, and review@ his work In Rayleigh scattering, combat
glass, spectral analysis or metals, *to. No peraonalltl*s
ment1wwad. References accompany each article.
Bo'hul In, P. A., Y-L-AsIzehty, and 3,lshLh.In The
- M; .Y.. grg.
Work or 0. S. Landsbarg Wthe YJ ld 3pootros"qVIT
MasQqA_L_.A Ann A XLJ[a~. Investigation of Tr4ns-
-TO-Mation -A. till, t-d Discriarge Generator Opera-
t1A9 Und*r Conditions Of Low Are Currents 27
M. Kuznet-
Dos

Orclohexans on the Basis Of 4 Combined Scattering Spectrum 43
Aftdr*iov, V. X Standing Sound Waves of Large Amplitude 53
Bashull.n. P. A. and Investigation of the
_
Roiiir~*
n of the th of Combined Scattering Linea to Tem-
perature 56
and v--A-ZLbrlkzLnt. A Medium With Negative
Ab
ti
Co
rf1
l
t
sorp
on
a
c
on 62
V. V. nuclear Tt~n4ltLohg
In Monsphorloal Nuclei
71
1.
-?!jLtaa`WA= -'Optical PrOPditI*i of Substances in the
---Vitreous
State-
so
Vul B M., V. S. Vaviloe and A. P. Shotov, The Question of
_:_~
lkc x
ffru~
1
o
n a
P 95
Vullfoon, 1. S. Now Msthod~ of rmro&slng the Effectiveness
_
_
Of
JU&EffTr0
n Thermocouples 100
01h2burg. V. L.,And A._P-_k0TAhXUk_ Scattering air Light Hear
t~
ftTA a or Fn'a* Tx~snsltl*n Or the Second Type and the
C
ritLcal Curl* Point 104
l6akovich, 14. A. Irradiation or an Elastic Wall Vibrating
__
_
Under tFA
Tc
aon Of Statistically Distributed Forces
' 11T
1"In. L. M
. The Dimming of Light by a Cloud 121
P--ftudallatt" and V_ 0. KOI0shnlkov. The
-
-
Vrid,dening an
d
9nifting of the Sp"tra=l-jTn-6i-0f-4--- me
d
Discharge in Pissaw 128
_!tlyahow, V. liand V- X- Mu131D- Inv*stigGtlon at the Hydra-
Can 55n-'d-ln ubstWF-c4fa-W6oss N5?1*cules Contain Two Hydroxyl
Groups 134

LANDEBERG, Grigoriy Samuilovich, skademik [deceased]; I(AZ SKIY, Boris
Alakeandrovich, akademik; BAZMJLIN, P.A., doktor fiziko-matemot.
nauk; BULANOVI, T.F.; rp MIKELA7LOYA, Te'.A.; PLATI.
A.F.; SMIN, Kh.Ue.1 WIX&SKAUIL, M.N.; TARASOVA, G.A.; UKHOLIff,
S.A.; BRUSOV, I.I., red.izd-va; KASHINA, P.S., tekhn.red.
[Determination of the individual hydrocarbon composition of
straight-ran gasolines by the combined method] Opredelenie
individuallnogo uglevodorodnogo soetava benzinov priamoi gonki
kombinirovannym metodom. Moskva, Izd-vo Akad.nauk SSBR. 1959.
362 p. (MIRA 12:8)
(Gasoline)

A. - -- -- -- -
v" I -
A. L. Liberman, and B. A. Fazanskir, "On U~e Connection Between I-he
Configurations of Dialkyl Cyclanes -xd Iheir Riysical Properties."
report Presented at tbe Symposium on Conccpts of Conformation in Organic
Chemistry which took place in Moscow at the IOM M S3SR (Institute. of Orgrinic
Chemistry, AZ U33T.) from September 30 to October 2, 1958.
Izvestiya Akademii nauk SSSVI, Otdeleniye Iddmicheskildi nauk, 1959, 140. 3, 561-5611

5 (3)
AUTHORS: Liberman, A. L., Bragin, 0. V.,
KazanaYiy, B. T.
TIME,. Catalytic Cyclization of Some Allcylbonzones into Tnelan
Homologuc3 (Katnlitichookaya tuiklizatsiya riclcoto-,.~ykh
alkilbenzolov v indan i yeeo gomologi)
PERIODICAL: Izve'stiyp- Ak.9--domii nauk SSSR. Otdoloniye kh--"--iche3kikh nquk;
1959, 11r 5, pi) 879 0870-3R)
ABSTRA.CT: The authors showed in a number of works (Ref 1) that paraffin
o homologues of cycle Tien by the
hydrocarbonn cyclize ;in.t. U
effect of platinized coal at mod:nrn-te tompernturen (3100) rnJ
a throughput rate of O.2/hr.. The cyclization is e~~plained '3y
intormoloculor dehydrocon'deniatiori. In connection mith it,
the possibility was considered of-cyclizing more compli-coted
com-pounds, e.g. a secondary chain of a benzene homologue
accardinj to the scheme:
_C11
1 2
'U11 + fj
11 2 '2
CH2

Catalytic Cyclization of Some Alkylbenzenes Into SOV/62-59-5-17/40
Indan and Ito" Homolorj-'es
Some data on a similar cyciization are quoted from
public!Ltions: Orchin (Ref 2), patent date (Ref 3), Zelinskiy
;~Mi Tits (Ref 4) etc. Table 1 3hows a comparison of the
constants of tho initial products and the cyclized compounds
with the corresponding data from publientions. The conditions
of synthp3is .-,rore equal to those of the cyclization of
paraffins. Indan and 1- and 2-mothylindan ware obtained from
n-butyl-, secondary butyl- and isobutyl benzene. "othylindan
0 -tetrabromo-2-
-as brominated and the compounds A,5,",7
mothylindan and 2,4,5,6,7-pon-U,~bromo-1--,ieluhyl4-ndnn not yet
described in the literature Yr.,3?3 r.-ithasized. The synthesis
of the indi7idual -,ompound- is de.ribed in th:! experimental
part. The R. and W. )feyermethod wno used in the bromination
of tribromoinina. Ref 17). ~hc ;7,,ro-~-ertiea and yield of the
various cyclized compounds are summsxized in tabloo 2,394,5,
6, and 7. There are I figtire, 77 t:7bles, and 18 references,
e of which are Soviet.
Card 2/3

Catalytic Cycli7allion of "oraq Alkylbanzonos Intr)
Indan and It's Homologrues
AS'.30 CI In3t-itut or(~,-.nnichenkoy khimii im. Z-:ilin~,Ieogo 1"'r-ruclemi-4
cmistry irv~mi.
of Grganic
.Zelini;kJ-*.y of t`!ie Arademy of Sci*llnon, U,31,;1i)
S'UT 31 T T- 2, D JtIlY 30,
Card 3/3

5 (3)
AUTHORS: Kazanskiy, B, A, j Liberman,-4,,,..,Pj,f- sov/62-59-6-19/36
Lozap G. V.# Kuzn;WR~p I. M,p
Aleksanyan, V. T., Sterin, Kh. Ye.
TITLE: Catalytic Cyclization of n-Octane With Formation of the Homo-
logo of the Cyclopentane (Kataliticheakaya tsiklizatsiya n.
oktana sobrazovaniyem gomologov taiklopentana)
PERIODICAL: Izvestiya Akademii nauk 335R. Otdeleniye khimicheskikh nauk,
1959, Nr 6, pp 1071 - 1078 (UBSR)
ABSTRACT: By the action of a platinum catalyst n-octane forms the cyclic
compounds: 1-methyl-2-ethyloyclopentane and n-propylcyclopen-
tane. The-present investigation dealt with the cyclization
process and the spatial structure of the compounds produced by
cyclization. For the purpose of this cyclization n-ootane was
for five hour passed through platinated coal with a passage
rate of 0.2/h:ur at 3100- two samples of the catalyst were used
in parallel. In contrast to ramificated isomers cyclization of
n-octane is fairly difficult. The yield on both catalysts was
only 2.2 and 4,5%j respectively. The cyclic product could be
enriched by distilling the catalysate. kn investigation by means
Card 1/3 of the Raman spectrum showed that there was trans-1-methyl-2-

Catalytic Cyclization of n-Octane With Formation of soYI62-59-6-19136
the Homologs of the Cyclopentane
ethyloyclopentene in the lower boiling fraction, and n-propyl-
cyclopentene in the residue. The cis-form of the first men-
tioned compound could not be discovered. Apart from the com-
pounds mentioned, there were still small quantities of 4-me-
thylheptane to be observed. Furthermoret a line (762 cm-1) was
discoveredt which was assigned to the pentalane bicyclo-[0,3,3)-
octane. This could, however, not yet be proved owing to the
difficulties that arise in the production of the pentalane.
Since the Raman spectra of the two cyclic compounds obtained
are yet hardly known, the single compounds were synthetized in
pure form and plotted separately. The synthesis was carried
out according to a method which was worked out in the institute
mentioned in the Association, with the only difference that in-
stead of aluminum oxide, silica gel was used for isomerisation.
In the experimental part the production of the different sub.-
stances is described in detail. The properties of and the yield
in catalysates, obtained from n-octane, are compiled in table
1. Table 2 gives the data concerning the substances produced
Card 2/3 by distillation. When analyzing the catalysatest distillates,

Catalytic Cyclization of n-Octane With Formation of SOV162-5.9-6-19136
the Homologs of the Cyclopentane
and residues from n-octane it is shown that about the same por-
tions are obtained for both compounds. There are 2 tables and
12 references, 10 of which are Soviet.
LSSOCIATION: Institut organicheskoy khimii im. N. D. Zelinekogo Akademii
nauk SSSR i Komissiya po spektroskopii Akademii nauk SSSR
(Institute of Organic Chemistry imeni N. D. Zelinskiy of the
Academy of Sciences, USSR, and Committee for Spectroscopy of
.the Academy of Sciences, USSR)
SUBMITTED: August 159 1957
Card 313

47~10151 Uses Sly. X. A.. Lw%4*b*rg. G.3. (D.00-0d), SOY/62-59-9`15/40
T-, NUIsAdv-k-T-A~
?let*. A. P., Steri4. th.Ta.,
lukh-eyva-va, To. A..

712L21 Investigation of the Cmasiu" of the Fr&atlon With a Soillse
a
of the fths, Crude Patrol."
Faint ]Wtweoa 150 a" 256
RUIODICALi I;v.stlya kk".Mi mmuk 880. Ot"Immij* khImichaskikh sank.
1 59. Ir 9. VP 1612 - 1622 (UM)
APNMCTt An attempt to being "do to Pply the combined Investigation
Method for bwasLnos (ftf 1) to Us investigation of the V*t"lo-
am Creation with a boiLine polat,bot-m 150 and 25vo of the
Amba'arudo ptra2eum. The patroleme lo,satigat.4 am* from be
i
ns,
Manabasoaskove deposit .. It saw pm.*d that this fmation conta
12.6% of arowatio &v4 13.00 of bes"ydroarosatic hydrocarbons.
ZA the aromatic fmctlm 29 dj:forout hydrocarbons were td*nti.
tied. T;. qwantitativ. division, in grasps of the aromatic "dro
:
&rho boiling 1A Shia roace, was em=isd an% with charact.ri.a
Us

of the arrIaeavant of tb* olde-ahal" on the beaten* ring
S
it.
corresponding c7alob*ss,ee ri" and that for the -1
Or zh
Card 1/3 "card'ing to the arronew,cafts of the rings. By
card 213
the "there a-do"dod in .6taulthing the copo.itiac, of the
I`rasatio Q*ag*uz4s UP to ?C% and U&S Of rho hydroardikLtIO Caj-
P"onds up SO 46%. In the p4raffi.-maphth.no Part of tho fraction
%he presence of ImPhth-As with too dIfformot s.botltuents in tho
san's G&xbou &to' of the GICIGh lafte **Uld be established (%J..d
substltutl-m). The liumag LAZ: marro..r fractions was
at tbs p&mffln-,sAPhtb#mw, by invostuAting tb& sP*cj,,Q
ties, the rarracti.s lnd.w Imi the aniline point of th... V-.-
Sims- 14 ftg%"* I and 2 The P.1fftA-u.Phthwaw fractions Ire
identified, end Lbl.: 1-6 son,W" She "&.1t. of th.
Table 7 gi,es the So alto of the 4jaSjI,&t4a. of the par.ftla-
*TGlOPwUt&ft* fmatics of the lAgraim, applying the oc.rfjcj.,t
Proposed by P- - XA.,Gv (Ref 11). Tb#re are 2 fleuree, 7 tabl#g,
and I1 10 or hitu tre sonet.
I'matitut organscheakav iLbiall in. N. D. Zollmakogo Akadasil
04uk 3331 (IUwt1%u%4 of Org~iz Ch.u1stry Imaul S. D. Zslluaj~j,
of %h A adway of 73n). jami.sly. Yo sp.kt ... k.'j,
Akado:,&:n oaltst- of Spectroscopy of th. Aosdow,
of :uk 333B (Cc
*a a , USSR)
SMITTID; January 4. 7958
Card )13

IS70300 66420
1UTHORS-. Kazanskiy, JB. A., Academician, SOV/20-128-6-25/63
Liberman, A. L.,,Loza, G. V., Vasina, T. V.
TITLE: Parallel Formation of Five- and Six-membered Cycles of
Paraffins (C 5- and C6-Dehydrocyolization) on Platinized Charcoal
PERIODICAL; Doklady Akademii nauk SSSR, 1959, Vol 128, Nr 6, pp 1188 - 1191
(USSR)
ABSTRACT: Three different possibilities of cyclization of paraffins have
become known: a) Dehydrocyclization with a direct formation of
aromatic hydrocarbons (B. A. Kazanskiy and A. F. Plate, Ref 1)j
b conversion into a corresponding cyclohexane hydrocarbon;
0~ aromatization of the-ccmpound formed as under b). Sinoe 1954
(Refs 5,6) it has been known that besides aromatic hydrocarbons
also the corresponding cyclopentane homologa are formed on pla-
tinized-charcoal from n-'heptane and n-octane. They were parti-
cularly formed from branched paraffins with 5 C-atoms in the
principal chain (Refs 7-9). The formation mechanism had to be
more complicated here: either an isomerizatibn with formation
of a longer chain had taken place beforeq or the aromatization
Card 1/3 mentioned tinder a) had occurred. The former assumption is little

66420
Parallel Formation of Five- and Six-membered Cycles of BOV/20-128-6-25/63
Paraffins (C 5- and 06-Dehydrooyalization) on Platinized
Charcoal
probable, the case c), howeverp is confirmed by experiment.
Thusq one cyclopentane hydrocarbon (Ref 8) - 1,193-trimethyl
oyclopentane and 3 aromatic hydrocarbons - m- and p-xylene,
and toluene are formed from the isooctane (see Diagram). The
assumptionaaying that aromatic hydrocarbons are formed by the
extension of a five-membered ring is further confirmed by a
similar conversion of the 2,2,3-trimethyl pentane. As was ex-
pected, there was almost no p-xylens in this case. As there
were no publications on direct proofs of such a ring extension
in the said simple systems and under mild conditionsp the au-
thors carried out a direct experiment with 191,3-trimethyl
cyclopentane without carrier gas. Here, the same aromatic 3ub-
stances were formed as from isoootane, though in a slightly
different proportion. The parallel experiments carried out here
with 1,193-trimethyl cyclopentane and n-propyl cyclopentane
yielded more aromatic substances from the former. This confirms
the assumption that the ring is mainly extended at the expense
of the geminal methyl groups. Moreover, it was assumed (Refs 139
Card 2/3 14) that aromatic hydrocarbons may develop from paraffins with

66420
Parallel Formation of Five- and Six-membered Cycles of BOT/20-128-6-25/63
Paraffins (C 5- and C6-Dehydrooyelization) on Platinized
Charcoal
6 and more C-atoms in a straight chain via intermediate products
with a 5-membered ring. But this has never been confirmed. The
experiment with 2,5-dimethyl hexane delivered 95% p-xylene and
5% m-xylene. Thus, the majority of the aromatic substances de-
veloped, in this case, by a direct closing of the paraffin chain
to a 6-membered cycle without an intermediate stage of the cy-
clopentane hydrocarbon. On the strength of thiag the authors
state that here 2 independent parallel cyclization reactions of
paraffins are possible. They designate them as mentioned in the
title (in parentheses). There are 16 references, 14 of which are
Soviet.
ASSOCIATION: Institut organicheskoy khimii im. N. D. Zelinskogo kkademii nauk
SSSR (Institute of Organic Chemistry imeni N. D. Zelinskiy of
the Academy of Sciences, USSR)
SUBMITTED:
Card 3/3
July 8, 1959

5.3300 y8o6q
SOV/62-6o-1-15/37
AUTHORS: Aleksanyan, V. T., Stevin, Kh. Ye., Liberman, A. L.,
Lukina, M. Yu., Tayto, G. S., Tarasava, G--. A.7-rernTM'eva,
Ye. M.
TITLE: Investigation of Hydrocarbons by Optical Method, ~(Il.
Raman Spectra of Some Hydrocarbons of Various Series
PERIODICAL: Izvestiya Akademit nauk SSSR.. Otdeleniye khimicheskikh
nauk, 1960, Nr 1, pp 84-89 (USSR)
ABSTRACT: The Raman spectra of the following hydrocarbons were
studied: n-dodecane; 5,5-ditnethylundecane; 1,1,2-tri-
methy1cyclopropane; sec-butyleyelopentane, 2-cyclopentyl-
octane, n-pvopyleyclohexane, 1-methyl-2-ethylcyclo-
hex-l-ene. Combination of the chemical and spectro-
scopic data confirm that 1,2-dialkylcycl.ohexan-l-ol
on de-hydration yieldo 1,2-dialkyleyclohexenes with
doub1b bond predominantly in position M.
Card 1/3

Investigation of Hydrocarbons by
Optical Method. XII
78o6g
sov/62-6o-i-15/3V
C11, C112 C11,
"%-C' I\./Cl isI
-1 13 \=01-013
C
(1)
CH,
There are 26 references, 16 Soviet, 6 U.S., 4 German.
The 5 most recent U.S. references are: Mosher "-
W. A., J. Am. Chem. So,, 62 552 (1940); Fen-ske, M. R.
L; .
Anal. Chem., 19, 700 (19147);"Signairo, F. K., Cramer,
P. L., J. Am. Chem. Soc., 55, 3326 M33); Foehr,
F. G., Fenske, M. R., Industr. and Engng. Chem., 41,
1956 (1949); Kelso, R. G., Greenlee, X. W., Derfer,
Card 2/3 J. M., Boord, C. E., J. Am. Chem. SOC., 74, 287 (1952).

Investigation of Hydrocarbons by 78o69
Optical Method. XII sov/62-6o-1-15/37
ASSOCIATION: N. D. Zelinskiy Institute of Organic Chemistry of the
Academy of Sciences of the USSR (Institut organicheskoy
khtmil Imeni N. D. Zelinskogo Akademii nauk SSSR)
SUBMITTED: May 30, 1958
Card 3/3

LLMM. A.L-q VASDIA. T-V-,- XAZA SKIT, B.A.
Stere6specificity of the interaction between asters of stereolse-
merle 1,4-ayelchexanedlearbovlio aelds arA a Grignard reagent.
Z)rar.:-obo khim. 30 n0-12:3938-3945 D 160. (KIRA. 13:12)
I. Institut orgsnicheskoy khimii Akademii nauk SSSR.
(C~rclohexamedlearbbxylic acid)
(GrIgnard reagents)

Boo6o
S-53300 S/020&/132/01/34/064
.5.-0100 B01 1/ 126
AUTHORS: Liberman A. L.j Vasinap To V., Kazanskiy, B. A., Academician
i...... Maw
TITLE: The Steric Configuration of Stersoisomeric lt4-Diisopropyloyclo-
hexanee
,PERIODIGALt Doklady Akademii nauk SSSRt 196o, voi. 132, No. ls PP- 130-133
..~TEXTs The authors encountered a peculiar deviation from the Auvers-Skit rule?
..in that the cis-forms of the di-substituted cyclanes have a higher boiling point
than the trans-forms. Since several facts of this sort exist, the authors have
decided to confirm the said rule in respect of synthetically produced 1,4-di-
isopropyl-cyclohexanes. By that means the spectroscopic proofs were to be
completed. The initial substances used were dimethyl esters of cis- and trans-
hexahydroterephthalic acids, whose steric configuration (as of the acids them-
selves) stands beyond question (Refs- 7, 8). Each of the stereoisomers was i'o
be eparately changed into the relevant form of 1,4-diisopropyl-eyelobexane
(9e: scheme). This synthesis succeeded at first in the stereo-specific form only
for the trans-forms. The syntheses and properties of the newly obtained stereo-
isomeric diols, the transdichloride and some other substances are not given in
Card 1/3

8oo6o
The Steric Configuration of Stereoisomeric S/02 60 132/01/34/064
1#4-Diisopropyleyelohexanes B011%12~
detail here. A detailed publication follows. The original dimethyl-esters of
cis- and trane-eyelohexane-1,4-dicarboxylic acids were separated by distillation,
and showed the above-mentioned deviation from the Auvers-Skit rule. 1,4-Bia-
(,X-oxyisopropyl)-cyclohexanes were obtained by reaction of the esters of stereo-
isomeric acids with the great surplus of methyl-magnesium-chloride or methyl-
magnesium-bromide. The appropriate dichlorides were produced by saturation of the
diols with anhydrous B01 in a methanolic solution. The trans-isomer was obtained
in pure state, while a mixture -of inseparable cis- and trans-diohlorides came
from the cis-diol. It was very difficult to substitute hydrogen for chlorine.
The familiar methods have failed here. The authors have succeeded in finding a
suitable solvent, namely etbylacetate. It contains not only dichloride and CrC12,1
but also CrCl~ in fairly soluble form. CrC12 forms directly from the latter in
the othylacetate solution. The required reaction could thus be carried out at
room temperature. Table I shows the constants 'of the trans-lt4-diisopropyl-
cyclobexane that was produced. They show that the configurations of the stereo-
isomers that were determined earlier (Ref. 1), on the basis of the Haman spectra,
were right. A certain deviation of the constant of the synthetic preparation
from that of the high-purity product separated by distillation (Ref. 1), is
explained through the.preaence of a small admixture of the cis-isomer in the
Card 2/3

KAZAN SXIY, B.A., e3mdemik; .~~&_AxL.-_NJUSTSOVA, I.M.;
ALKUWAN, V.T.; STIRIN, lb.Te.; IOZL, GJ.
0 -Babydracyclisation of alkyl cyclopentanes into bicyclic by-
~Lcarbons. Dokl.AN SSSEI 133 no.2:364-366 Jl 160.
(MIRL 13:7)
1. Institut orgunicheakoy khimii im. N.D.Zelinakogo Akadesit,
nauk SSSR i Komissiya p spektroskopii Akadenii nauk SSSR*
(Cyclopentans) ((~rclization)

XAZ"SnYt B&Av# akademik;-LIBIRMAH, A.L.-P TMIIKINA, N.I.
Deviation of stersoisomeric 1,4-bia-tort. butylcvclohexanes from
Ahe Auwers-Skita rule. Dokl. AN SSSR 134 no.1:93-95 S 160.
(9IRA 13:8)
1. Iustitut organicheskoy khimii im. N.D. Zelinskogo Akademii nauk
SSSR.
(Cyclohexane)

Q17
S/02Y60/1 34/003/012/020
B016 B054
AUTHORSt Liberman, A. L., Tyunlkina, N. I., and Kazanskiy, B. A.,
Ec-ad-emle-ian
TITLEs The Stersoisomeric 1,4-Di-n-Propyl- and I-Methyl-4 2_metho-4-
butyl Cyclohexanes
PERIODICAL: Doklady Akademii nauk SSSR, 1960, Vol. 134, Ko- 3,
pp. 603-606
TEXT: After having proved (Refs. 1-3) that the physical properties of
some 1P4-dialkyl oyolohexanesideviate from the constants usually holding
for this seiies,.the authors e`xpressed the opinion that the differences
between the boiling points of the sterdoisomers (A t . tois- t trans) are
linearly dependent on the molecular wiight (Ref. 4). There were, however,
several deviations from this rule. This is explained by the fact that the
structure of the side chain was not considered. The present paper is to
clarify the influence of this structure. Fo5 this purpose, the authors
synthesized 194-di-n-propyl- and 1-methyl-4 -metho-4-butyl cyclohexanes,
and'separated them into cis- and trans-isomers. These two compounds are
Card 1/3

The Stereoisomeric 1,4-Di-n-Propyl- and S/020/60/134/003/012/020
I-Methyl-4 2-metho-4-butyl Cyclohexanes B016/BO54
structural isomers of 1,4-di-iBopropyl cyclohexane, in whose stereoisomers
there occurs an inversion of boiling pointa.,The hydrocarbons were chosen
in such a way that in one case their side chains were equal, while being
different in another. This should make it clear in how far the asymmetry
of radicals can influence the value 4t. It was found that the trans-form
of the stereoisomers produced in'this investigation bolls lower than the
cis-form, i.8.0 Lt has a positive value, whereas the value of 1,4-di-
isopropyl cyclohaxanes was negative (Refs. 194). Thus, the primary,
secondary, or tertiary character of the side chain considerably influences
the relation of boiling points of the stereabomeric dialkyl cyclohexanes.
The problem of a linear dependence in the series of 194-dialkyl cyclo-
hexanes with primary radicals remains unsolved. The authors synthesized
the hydrocarbons in such a way that products of maximum possible purity
were formed. The hydrogen addition to the double bond of the resulting
intermediate product, butenyl toluene, is (in the presence of platinum
at room temperature) accompanied by partial hydrogenation of the benzene
ring. Nevertheless, it was possible to obtain the hitherto unknown
42-metho-4-butyl toluene by distillation in the pure state. Further.
42-OxY-42-metho-4-butyl toluene was produced for the first time. Tha
Card 2/3

The Stereoisomeric 1,4-Di-n-Propyl- and S/62OJ60/134/003/012/020
I-Methyl-42-metho-4-butyl Cyclohexanes B0161BO54
configuration, hitherto not described in-publicationss of the four
stereoisomers was determined with the aid of the Raman spectra (taken
by V. T. Aleksanyan and Kh. Ye.-Sterin, co-workers of the Komissiya po
spektroskopii (Commission on Spectroscopy) OFMN AN SSSR (Department of
Physical and Mathematical Sciences of the Academy of Sciences, USSR)).
Table 1 shows that both the refractive indices and the specific gravities
are in all cases higher in the cis-forms, whereas the boiling points of
the cis-forms are higher or lower depending on the structure of the side
chains. Fig. I shows refractive index and specific gravity of the fractions
of the hydrocarbons investigated. There are I figure, 1 table, and 10
references: 8 Soviet and 2 US. V
ASSOCIATIONt 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: June 61 1960
Card 3/3

S/020/60/135/002/020/036
Bo16/BO52
AUTHORS: Kazanskiy, B. A., Academician, Khromov2 8. Iot
Liberman, A. L., Balenkova, Ye. S.f Vasina, T. V.,
M1ek-a-an-ya-n-,-r.-T-.,'and Sterin, Kh. Yo.
TITLE:
PERIODICAL:
Contact Transformations of Cyolodecane in the Presence of
Platinized Charcoal
Doklady Akademil nauk SSSRI 1960j Vol. 135, No. 2,
Pp. 327 - 330
"'EXT: The authors studied the following problem: Hitherto (Refs-1,2) it
has been stated that oyclodecane on platinized charcoal is directly
transformed Into azulene. In connection with the C 5 dehydrocyclization
(Ref-4) which has been discovered in the meantime, the question arose
whether the formation of azulene is a secondary process, while deca-
hydroazulene is formed in the main reaction (transannular C 5 dehydro-
cyclization) and yields azulene by dehydrogenation. To prove this reac-
tionf cyclodecane was catalyzed on platinized charcoal (5 and 20% Pt)
Card 1/4

Contact Transformations of Cyclodecane in the S/020/60/135/002/020/036
Presence of Platinized Charcoal Bo16/BO52
at 300 and 3100C and without tear gas. It was shown that the major part
of cyclodecane is transformed. After rectification, the catalyzates were
chromatographed on silica gel, and their Raman spectra were studied.
The catalyzates proved to be complicated mixtures containing aromatic,
paraffin, mono-t and bicyclic naphthene hydrocarbons. Naphthalene and
o-diethyl benzene were found to be most important. Small amounts of
a-methyl indan, a-butyl benzene, indan, and o-methyl benzene were de-
tected. Approximately equal amounts of n-decane, cis.-decahydroazulene)
and 1,2-diethylcyclohexane, a small amount of trans-decalin. and a
hydrocarbon of unknown spectTum were detected in the paraffin - naph-
thene part. The formation of decalin and naphthalene is obviously the
result of transannular C6 dehydrocyclization, while decahydroazulene is
obtained from cyclodecane by C5 dehydrocyclization. This indicates that
C5 and C6 dehydrocyclizations are caused not only by the closure of
open chains, but may also occur within a cycle while bicyclic systems
are formed. Thus, n-decane can only have formed in the catalyzate by
cleavage of the ten-membered cycle. Since hydrogenolysis has been
Card 2/4

Contact Transformations of Cyclodecane in the S/020 160/1
wresence of Platinized Charcoal 3016/B052
achieved only in cycle6 with no more than 5 hydrocarbon at'ons, this ob-
servation is of fundamental importance; Hitherto, the formation of
o-diethyl benzene and 1,2-diethyl cyclohexane has not been explained. It.
is pointed out that none of the traditional reqotions can be used to ex-
plain this observation. The following reactioniacheme is suggested for
cyclodecane on platinized charcoal:
cHs- CHI - CH.& - CH, - CH, - CH" CH, - Cf 1, - clis - C11,
C CtHs YCJ13.
CH2 CH'- "H2
CHt - CHs
H2 HS - dH
C
C3Hs CA
The remaining hydrocarbons detected in the catalyzate were probably
P
lormed by secondary transformations. There are 4 tables and 9 references:
6 Soviet, 2 US, and I*Swiss.
Card 3/4

Contact Transformations of Cyclodecane in the S102q/601135100210201036
Presence of-Platinized Charcoal, Bg16/BO52
ASSOCIATION: Moskovskiy gosudarstvennyy uniVersitet im. M.V.Lomonosova~.
(Moscow State University imeni M.V.-Lomonosov). Xomissiya
po spektroskopii ~kddemii nauk SSSfi (Commission of
Spectroscopy of the Academy of Sciences USSR). Institut
qrganicheskoy khimii im. N.D. Zelinskogo Akademii
nauk SSSR (Institute of Organic.Chbmistry imeni
N. D. Zelinskiy of ihe Academy of Sciences USSR)
SUBMITTED: July 28, 1~6o
Card 4/4

BUTLERIYV) A.I,'4.jKFKUILl, A.; KIJM,*I) A.S.; MAMOVNIKOV, V.V.; BYKOV, G.V.
[translator);-LIBEIVAII, A.L.Itranslatorl;* RAMWI,L.A.[translatorl;
KAWSKIY, BJ--I- red.; GU A, A.P., tekhn. red.; GUSIKOVA, O.M.,
tekhn. red.
[Centennial of the theory of chemical structurel Stoletie teorii
khimicheskogo stroeniia; sbornik statei. By A.M.Butlerov i dr. Mo-
skva, Izd-vo Akad.nauk SSSR, 1961. 146 p. (141RA 14:12)
(Chemical structure)

LIBERMAN A,L,; BRAGIN, O.Vo; KAZANSKIY, B.A.
Catalytic dehydrocyclization of diethylamine with the Farmation of a
five-membered heterocyclic system. Izv.AN SSSR Otd.WAim.rgwk noe3t
323-327 & 161, (kMA ]J+:4)
1. Institut organicheskoy kbimii imeni H.D.Zelinakogo AN SSSR.
(Diethylamine) (Pyrrole) (Butylamine)

I
ALEKSANM,, V.T..-, STERIN, KK.Ye.; UKHOLIN, S.A.; BRLGIN,, O.V.;
!jA~AL~, MIMIUVA, Te.A.; SMIRKOVA, E.N.; TYOIKIM., N.I.
:KLZANSKIY, B*A,
Rams4 spectra of certain hydrocarbons of the benzene series
havong one or two side chains. Iwo AN SSSR. O+Akhim.nauk
no.8:1437-IW Ag 161. (MM 14:8)
1. Komisaiya po spektrookopii AN SSSR i institut organichookoy
kh4m41-im. N.D. Zelinakogo AN SSSR.
(Hydrocarlions-Spectm)

LIBERMAN., A.L.; SHNA LIP K.Kh.,- KAZANSKIYJ, B.A. A
Effect of the method of preparing platinized coal qn its activity
in C5 -dehydrocyclization of paraffins and dehydrogenation of
cyclohexane hydrocarbons, Part 2: Influence of platinum reduction
conditions. Kin.i kat. 2 no*4:547-552 Jl-Ag 161. (KM 14:10)
1e Institut organicheskoy kbimii imeni N.D.Zelinskogo AN SSSR.
(Platinum) (Catalysia) (Dehydrogenation)

39439
S/08 62/000/012/023/063
,,6-. 2200 Bi 66ywoi
I-MHORS: Kazanskiy, B. A., Liberman, A. L.
TITLE: Catalytic dehydrocyclization of paraffin hydrocarbon.,
P--j-7LIODICAL: Refera'tivnyy zhurnal. Xhimiya, no.. 12, 1962, 212, abstract
12Zh92 (Sb. "5-Y ',,Iezhdunar. neft. kongress, v. 3,.1959"-
Y1.1 Gostoptekhizdat, 1961, 241-249)
TZU:- In the presence of Ft/C paraffin hydrocarbons having> 5 carbon
atoms in their'longest chain are cyclized into cyclopentane homologues.
The process is called C5dehydrocyclization as distinct from the reaction
of the formation of hexamethylenes from paraffins ana 'their subsequent
aromatization which proceeds under the same conditions (and which is
called C6 dehydrocyclization). C5dehydrocyclization is a straight
process, which proceeds without preliminary or subsequent isomerization
of the carbon chain., It is demonstrated by thermodynamic calculati~onc
how
(Ath increase in temperature) the concentration of cyclic
hydrocarbons increases when they are.in equilibrium mixtures with the
Card 1/4

Sloa 1 /62/000/0 1210231063
-f paraffin ... B166/j3101
Catalytic dehydrocyclization o
corresponding paraffins Fmixtures of n-pentane (I) and-cyclopentane (II),
n-hexane (III) and methyl cyclopentane (IV), n-heptane (V) and
.,2-diinethyl cyclopentane (VI), (V) and ethylcyclopentane (VII),
2,2-dimethyl penta-ne and 1,1-dimethyl oyalopentane, 3-ethyl pentane (VIII)
and. VIIJ. Hydrocarbons of normal and 180 structure were introduced into
the C5dehydrocyclization reaction (Pt/C, 3100C, volume rate
0.2 hours~1). The aromatic and olefinic hydrocarbons which formed in
small quantities were separated by chromatography on silica gel, whilst
the paraffin-naphthene part was subjected to precise rectification; the
1 ti-a
omologues of I were identified by their constants and Raman spec
h
The paraffin hydrocarbon, the product of C5dehydrocyclization, the yield
in lo, the yield of aromatic hydrocaybons in and the yield of olefins in
are given as follows: III, IV, 3* 4~ 1.0 1.5, 0.5 0.9; V, cis anal
ui,ans VI and VII, 10, (a triple pa4sing through), 4 - 1 - 2i
I arl 11
urans-l-methyl-2-ethyl cyclopent e (IX) and n-propyl cyclopentane (X),
3 - 4, 1, 0-5 - 1-5; VIII, VII, 12, 1 - 2, 0.7; 2,2,4-trimethyl pentane
(Xi),-1,1,3-trimethyl cyclope-ntane (XII), 25 - 30, 5-5, -;
2,2,3-trimethyl pentane, 1,1,2-trimethyl cyclopentuane (XIII),
Card 2/4

S/081/62/000/012/023/00'3
C.-;~talytic dehydrocyclization of paraffin...3166/BlOl
2,3,3-trimethYl pentane, XIII, -. C5 dehydrocyclization of I took
~Aace only at 3500C, the yi6ld.of II was 4-5%. The C5 dehydro-
cydllzation reaction is also extended to benzene'homolo~;ues: from
ii-propyl-, sec-butyl- and isobutyl benzene indAn, a- and P-methyl indan
were,obtained respectively; the yield of indan hydrocarbons'wa~s 6iL. The
possibility of the closing of the sedond five-member ring under
conditi-ons of C dehydrocyclization in IX and X with the formation of
5 i I
pentalane is suggested. It is denonstrated that in the presence of
Pd/C, Ni/C, Ni/Al2030 OB/C and Ir/C the C5dehydro'cyclization reaction
will not go. H 2 and 112 pressure retards C5dej~ydr~cyclization over
.72'U/C. The XII which is formed from XI under conditions of C5
dehydrocyclization is partially isomerized (mainly with the participation
of the -em-group) into 1,3- and 1,4-dimethyl cyclohexanes which form
0
m- and p-xylenes (35 and 50~-' respectively of the aroma-t,*Lc part of the
XI caialysis product). The C5 dehydrocyclization reaction proceeds
Card 3/4

S/061/621'000/012/023/063
Catalytic-dehydrocyclization of paraffin...B166/BlOl
according to a null order; the value of the apparent a6tivation enerej
of C dehydrocyclization of III, VIII and XI is 20 kcal/mole, for f'
5 '5
dehydrocyclization of alkyl benzenes it is 27.5 kcal ole. It is
suggested that the aetive (for C dehydrocyclization~conformation for
5
VIII, and particularly XI, is achieved more easily than for normal
paraffin hydrocarbons. It is assumed that the C 5- dehydrooyclization
reaction proceeds according to a molecular mechanism through a transition
state, in addition to which there is a geometric correspondence between
the latter and 'he aurfaoe of the catalyst. Abstracter's note:
Complete translation.]
-,14

STERIN, Khle.; ALEKSANY&N, V.T.; UKHOLIN, S.A.; ERAGIN, O.V.:
-GAVRILOVA, A.le.; ZOTOVA, S.V.;LqBERMH,_A,4.; MIKHAYLOVA, Te.A.
SMIRNOVA, E.N.~ STERLIGOV, O.D.; KAWSKIY, B.A.
Raman epectra of some tri- and-tetraa3kylbenzenes and condensed
aromatic hydrocarbons. IZv'. AN SSSR. Otd.khim.nauk no.8%1W~~
1450 Ag 161. (KMA -14:8)
I. Kcmisaiya po spektroskopii AN SSSR i Inatitut organicheskoy
khimii im. N.D. Zelinskogo AN SSSR.
(Benzene--Spectra)
(Hydrocarbone-ASpectra.)

LIMWII A.L..-, VASINA, T.V.
Pbysical properties of stereoisomeric 1-imthy2-3n.-alkylcyc:Lohexanes.
Neftekhimiia 2 no.2:229.136 Mr-Ap 162. (KMA 15:6)
1. Institut organicheakoy Ichimll AN SSSR imeni N.D.Zelijiskogo.
(Cyclobexane)

V04 62/026/010/009/013
B117YBi86
AUTHORSt Zhizhin, 'G. N., Barinova, Z. B., Libe
~_-T~an
Kuinetsovs, 1. M., and Tyun'kina, N. 1.
TITLE: Infrared.aboorption specfra of cis- and trans-isomers of
1-methyl-2-N-alkyl cyclohexanes
PERIODIUAL; Akademiya, nauk SSSR. -Izvestiya. Seriya fi sicheakaya,
v. 26, no. 10, 1962, 1263-12b6..,
TEXTs Infrared absorption spectra of five pairs of cis- and tran ,4-isoaern
oPthe 1-methyl-2-alkyl cyclohexane series having alkyl radicals
(CH31 C 2H59C 3117, C6H131 and'C -7R15) were ixamiried'and compared with the
corresponding Raman spectra (V. T. AleksanylLng'Kh. Ye. Sterin,
A. L. Liberman# I. M. Kuznetsovp N. I. Tyunlkinal B. A. Kazanskiy,
Bb.t Issledovaniya po eksperimentallnoy i teoreticheskoy fizike.
Famyati akademika G.*S. Landeberga, (Ifivestigations in'the field of
experimental and theoretical physics. In memory of'A8ademician G. S.
Landaberg), P. 43, Izd. AN SSSR, M.p 1959). The cis- and trans-isomers
had been synthesized previously (P. A.-Bazhulin, S.'A.,Ukholin,
Cird 1/3

S/040/62/026/010/009/01-3
Infrared absorption spectra B110ie6
T. F. Bulanova, A. V. Koperina, A. F. Plate, B. A. Kazanskiy, IzY. AN SSSR,-
Otd. khim. nauk, no. 5, 460 0949); G. S. Landeberg;?B. A. Kazanskiy
et al.- Opreddleniye individtibL11nogo uglevodorodnogo sostava benzinov
pryamoy gonki'kbmbinirovAnnyji'metodom (Determinatioh'bf the pure
hydrocarbon composition of direct dfatillation ganoii6es by the combined
method)t Izd. AN SSSR, M., 19591 A. L. Liberman, N.41 Kuznetsova,
N. I. Tyunlkina,-B. A. Kazanskiy, Do.kl. AN SSSR, 118, ~942 (1958).)--
At moo*t freq5bbeies the two spectra were identical. The greatest difference
was observed with the infrared spectra of cis- and trans-isomers within
the range 585-610 em'11 wherein cis-isomers show a band with an absorption
maximum of not less than 30-35 % while trans-isomers exhibit no marked
bands. The lines in the corresponding range of the Ramon spectra are very
weak. Further differencess Within the ranges 800-810t'"642-853, 972-975,
1155-1157 cm- I cis-isomers exhibit distinctly marked bands with absorption
maxima of 60-90%, while the corresponding bands of trans-isomers are
eitherIweak or absent. Trans-isomers display intense lines between 865 and
871cm- and-distinct lines between 1350 and 1357 cmr1_ on the'edge of the
very intense 1380 Cm-1 bands. In J~e spectra of th?'i'trans-isoigersp the
bands of the cis-isomers (972-975.and 1155-1157 cmr are shifted into the
Card 2/3

S/048 62 26/010/009/013
infrared absorption spectra YB
B117 B18
ranges 965-968 and 1159-1163 cm respectively. Despite the identity of
most of the frequencies, the characteristics of-.Haman and inTrared,
.absorption spectra very rarely coincide,so the two opectra-complement one
another. There are 1-figure and I table.
-ASSOCIATION:
Komissiya po spektroskopii Akademii nauk SSSR (Commission
on Spectroscopy of ihe Academy of 6ciences USSR)..
Institut organicheskoy khimii im. N. D. Zelinskogo Akademii
nauk SSSR (Institute of Organic Chemistry imeni N. D.
Zelinskiy of the Academy of Sciencee USSR)
C'ard 3/3

IJ HKAN9 A.L.; GURIYANOVA, G.K.
Now data an the molecular ocmpoundo of otersolsomeric ditertiary
glycols of the lv4-di-(Ot--hydroxy-oeooalkul)oyolohwme oeriene
Izv.AN SSSR. Otdkhim*nauk no.3.1t2092-2093 N 1620 (MIRA 15,22)
1. Institut organicheskoy khimii im. W.D. Zelinskogo AN SSSR.
(m7cols) (Cyolohexane) (Isomerism)

ZHIZHIN, G.N.; BARINOVA, Z.B.; LIBERMAN, A.L.; KUZNETSOVA, I.M.; TYUNIKINA, N.I.
Infrared absorption spectra of cis-trans isomers of 1-methyl-2-
n-alkylcyclohexanes. Izv. AN SSSR.Ser.fiz. 26 no.lOtl263-1266 0 162.
: (MIRA 15110)
IV
1. Komiss~A po spektroskopii. AN SSSR i Institut organicheskoy
kbimii im. N.D.Zelinskogo AM SSSR. -
(Cyclohexane) (Isomerq~4pectra)