SCIENTIFIC ABSTRACT L.KH. FREYDLIN - L.KH. FREYDLIN
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December 31, 1967
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SCIENTIFIC ABSTRACT
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AUTHORS: Freydl in, L. K? Ba I and In, A. A., Bor-unova, 14. V.,
T TA TLE: Con,-Iectlons Betweeri ~,--e of
Al-imlnum Oxl,(-Ie and Activity of Catalyst's
of Vo.,,1oj,, Content
PER-'ODICAL -Ltz,.,,estLya Akarlem!" nauk SSSR. OLIelenlye v-,',m1cheskIkh
natik, 19W, Nr, 'A., pp ~7-1-25 Ojss!l)
ABSTRACT: This paper, presents the results of ir.vest 11gat Ions of
the connection between 11--'re inlcrost,rucrure of al'uminum,
oxide and activlty of nlcKel-alumlna catalyziTs of
va-r-IOUs NIL content. The ca,~alyats ,,;er,e prepared t~y
trpregnation of alumIna q1th N!.(N1O,'- and reduction
w I t 1-1 H, ~ a t -155 C, oTl:e alumina for tide ca'.alysts I
and .3ee Table) was prepated by llgn'-tion of com-
rrerclal alurrinum 0, 0. - ca-alyst
xide at 500 Alumina for
was prepared by treat-mient of A1,1,N0__,,,_, w'-Ilh arimonia.
AM.Ivll~~y of' tlr~e kisj~erryi.ne(i by the degree
11'r
)r! neo o,i,~ Be t. wee. r ~, ~,e
Mlcrostructj~,e of' A1um1num OxWe and
A(--tl.vl",, of' *,J-Qkel-Al1.Am1ra (0-italysts
or Var-10LIS N-~--kel Corter~t
(1;4 U
-
of cyclohexane detydrogenatlon. T1, 'e re~3uits are
ahown '-n T-ble 1. The following co-clusions were
m.-ide ,Propertles of ntckel-alumlra oatalysts of
~iarlo-j,,3 N1 conten" depend on charar,ter of'
microstcucture of alurnina. CatalLys'-s prepared with
11, are of high
a~)d prae-t1c.111Y ac1-1v1-;. Actl,,,Ity of the
cata'ly3l- ~-O% 141, Is, ~on-tderrab'y lower.
CatalySfS prepared wlt~-,- fine-pore allumina and containing
5, 10, and 30% N! are of a low actIvIty and unstable.
There are I table; and 9 references, 1 and 8 Soviet.
The U.S. reference is: S. Brurauer, P. Emmet, A.
Teller, J. Am, Chem. Soc., 62, 1723 (19LO).
ASSOCIATION: N. D. Zelinskiy Institute of Organic Chemistry Academy
of SQ!ences USSR arid M, V, Lomonosov Moscow State University
(.T1nst1.Wt organtcheskoy kht"it'- "men! N. D. Zelinskogo
Akaderrill naLik SSSR, Mloskovskl-y gosudarlstvennyy universitet
Imeni M. V. Lomonosova)
SUBMITTED: MaY 5, 19511'3 Card 2/4
the
of Abimlimm 0,,(L(1,-, 211d
of' Wtvlow; Nicll~ct Collt-,eut-,
Ta 1) 1 e I
SO V162 -b-0- 1 -4/37
e
1 T,
11) 2.5
'15 o
.5
I
-
0o
45
3
3
c, t 1
5o
15 111 25 - t
5 ,: 6 2.
7 15
I ~6 I
"
Io i lit o
t lit
Ke y to Tr~ble o t i C; t v (I
("Oncemilmr Gontlef"fliom" Befl-vic-011 tile 7805b
Yl I (- vo., t ru (, f.ure of' Aluminum Oxide and SOV116.2-60- 1 -4/37
Activlt,,f of' Catalysts
of Vavloim 1,11cirel Content
K(~:[ to Table 1: (a) numbev; (b) expertment; (c) sample
at' aluminum oxide; (d) N1 content in % by weight, (e)
dur-10,101) of reductIon with 112 111 hr; ( C) SI)COMO
surf,ace lu. m2/j,; (j,-) range of pore size in A; (h)
dlol;rlbutlou of' volumes of pores along the
r-wILi-m Ln A; (1) total amount o-f' benzene abBorbed on
,2attiration, ill milliniole'll/g; (J) degree of cyclohexane
'iellyfivogrenatioll in % of theoretical.
Car,i 4/11
SOV/62-60-1-25/37
AUTHOILS: NaZarova, N. M., Freydlin, L. Y[h., Gayvovonskaya, G. K.
TITLE, Brief Corrununications. Alkylation of Propane and
Isopentane With Ethylene at High Tempei-atures
Under Tres ~-.:re
PERIODICALi I-,vestlya Alcademll mmic SSSR. OLdelenlye kh1mIchejkIkh
nu0c, 1960, Nr 1, pp 121~1-131 (USSR)
ABSTRACT. This is a -.;ontinuation cf the study of alkylation
of saturated hydr-ocai-boi.s. Proparie and isopentane
were allcylated with ethylene In the mreoence of
A12 0 an, 11500 at 450-1.)0C, atin, pressure. The methods
of O~perimcnts and analysis were described previously
(L. Kh. Freydlin, A. A. Ba-landin, N. M. Na-zarova,
Dokl. Ail SSSR 96, 1011, 1954). The results are
shown In Fig,. I and in Table 1.
Card 116
Di-lut' Communications. Alkylation at' Propane 7 8 07 9
and Isopentane With Ethylene at 11.1jii SOV/62-6o-1-25/37
Temperatures Under Pre,,-~-.,uve r
Fig. 1. Fractional distillation curve of the produ(I--ts
of alkylation of isopentane 31th ethylene (experiment
2).
Card 2/6
v M x 40 j9 w /V
Mr
VOLV
BrIef 'Communication3. Alkylation cf
Y
00
Pi,opane and Isopentane With Ethylene at V/0'2-60-1-25/37
High TeinperatLll'(-'O Under Pressure
Table 1. AlIcylation oC propune withe ethylene at
11500 Ln the prouence of Al 2 03
ILI
1 450 13:3 100 115 41 7 7 '25) 1; 7
5M
1
84
.
1610
77
P12
8 2
41 i
1
1.5
!121 ,
G 8
0
3 5(m - If
"4 850 63 75 6, 0 46 1 15 ,
1 300 12,0 - 17 -
Card 3/t
Brief Communicat ions. Alkylation ~)f 7 L, 07 9
Fmpane, and 1.9operitane With Ethylun~-, a t 00
High Temperatures Under Pressure
Key to Table 1. In cyperim(-nit Nr I an in(lujtrial
sample oP Al 203 was used; in experiment Nr 2
Al203 -P treated rirst with potasoiiun bifluoride
W11s lji;ed; In experiuiriit
and then with Sulfuric acid,
N,' 3 Al203 saturated wIth 1% K2 C,I-., was uscd. (a)
i3yperiment Nr; (b) pre"sure in aLm" (c) etIyiene
content In tha InItial mixture in %,- (d) space
velocity in lLters of gas per liter of catalyst per
hour; (e) degree of C H1 conversion in %; (f) yield
of the products of a~Olatlon based on ethylene taken,
in % by welgi-it, (g) characteristic.-, of the ~~:.lkylatlon
prcducts by fractionj (h) % by weight; (1) bromine
nwnber ; (j) content of the higher boiling residues
in % by Weight, (1c) bromine nLUnber of alky2ation
products.
Card 4/6
~ I r 0
-Icic, ;' Cummuiilcat lozu; A Jk la t 1. )11 , i' Y "' 07 (1,
I
Pr-oP:LrI(.;; and 1,30perit"'Ll1e; WIth t OIJ/62 -6o - 1 -2 5/37
High Temperatureo Undev Pruoiin,e
Spe(--Lval auulyoc-., of the dift',-,nt fra,:."L,.ion~l of the
alkylation producti show that in the first otage
" C,
of reactlon, ethylc-ne add3 propane, -v,,ainlly with
the participation ot' the carbc,)n atopi, to
form .1sopentane; and only to a umalle-P extent with
the participation of the primary carbon atom to form
n-pentane. In the second staCo of the reaction,
ethylene adds mainly Isopentane With thk~ participation
of the primary carbon atom:
--C-( -C
C,
and only to a small extent with the participation of
tertiary carbon atom:
Card 51/6
Bvlel' Communications. Alkylaticni od' 07 9
Prppan,u and Isopentane With E'thylezw at
Higin Teinpe--atures Under
Appan::iitl tiv~ SI)t-C': 01' IM11-:0
alkyk~tlon willn h.-I"o (~,:3 w,~ll a;; with
propylenu) [11,we d1ri'l-1-1111, then the all1c ", lat loll of
tlicic-unial aliphatic h.-;di,ocarbolls.
A. 1. Pally In thlo viork. There
are 2 tables; I fij~,ul-(:; alld 7 rel'cweiice~-,, 2 U.S.,
5 Sovlet~ . The U.S. are: P. E F'r c, rH.
J. Hopp, 1ndLl3tV. and Enj- 143~ ("36);
_~ng. Chem., '2"S' 19
A. A. O'Kelly, A. N. Sachanen, Iridu-str. and Engng.
Cheni.., 38, 1162 (1~)46).
AS 0 C AT 1 1) N N. D. Zelinskly Iru)tltute of Ort,,Lmii-~ Chern.1stry,
Academy of Sclencez,: [TS3H
LJ tu
JAI
kiiiini'L lineni N. D. I nauk SSSR)
SUBMITTED: Juiie 2, 1959 C'a I " 1 6/"0
S/062/60/000/03/02/007
BOOB/BOO6
AUTHORS: Freydlin, L. Kh., Balandin, A. A., Nazarova, N. M.
TITLE: Catalytic Alky~ation of Isobutane%y Ethylene at High
Temperatures and Under Pressure
PERIODICAL: Izvestiya Akademii nauk SSSR. Otdeleniye khimicheskikh
naukt 19609 No. 3, PP- 409-412
TEXT: The alkylation of isobutane in the presence of aluminum oxide at
high temperatures was investigatedo The experiments were carried out in
the continuous-flow unit described in Ref. 5. The reaction conditions,
degree of ethylene transformation, and alkylate yields are given in
Table 1. The characteristics of the various alkylate fractions obtained
in experiments No. 2 and 4 are shown in Table 2. The fractionation Curve
of the catalyzate obtained in experiment No- 4 is represented in Fig. 1.
Experimental results show that ethylene and propylene react mainly with
the tertiary carbon atom of isobutane, and only to a lesser extent with
its primary carbon atoms. In these reactions, 2,2-dimethyl butane and
Card 1/2
Catalytic Alkylation of Isobutane by S/062/60/000/03/02/007
Ethylene at High Temperatures and Under Bom/BoM
Pressure
2-methyl pentane, respectively, are formed. An octane fraction was also
obtained, which was identified to consist mainly of an alkylation product
of 2,2-dimethyl butane. Alkylation at this stage, however, proceeds via
the primary carbon atom at the unbranched end of the carbon chain. This
fact confirms the stepwise character of the alkylation process established
previously (Ref. 8). It was found that in the presence of aluminum oxide
an olefin (ethylene, propylene) is added to the tertiary carbon atom of
isobutane leas easily than to the secondary carbon atom of n-butane.
Yu. P. Yegorov and K. G. Gayvoronskay analyzed the fractions by means of
their Raman spectra. There are 1 figure, 2 tables, and 11 references,
6 of which are Soviet.
ASSOCIATION: Institut organicheskoy khimli im. N. D. Zelinskogo Akademii
nauk SSSR (Institute of Organic Chemistry imeni N. D.
Zelinskiy of Me -Academy of-Sciences, USSR)
SUBMITTED: July 16, 1958
Card 2/2
S/062/60/000/006/025/025/xx
B020/BO60
AUTHORS: Freydlin~ L. Kh., Sharf, V. Z.
Study of the Acidity of a Phosphate C "land Its Change3
TITLE: ~i-t ~1-3 t
Durtng Calcination by the Indicator Method
PERIODICAL: Izvestiya Akademii nauk SSSR, Otdeleniye khimi.cheskikh nauk-,
1960, No. 6, pp. 1128--1130
TEXT; It has been suggested already earlier that the catalytio activity
of normal calclum phosphate in dehydration- (Ref. 1), hydrolysis- (Ref. 2),
and hydration reactions (Ref. 3) in the vapor phase may be determined by
its acidity. This assumption is substantiated by the fact that the
phosphate catalyzss reactions which in the liquid phase are sped up by
acids ', and that it can be inactivated by potassium carbonate (Ref. 1)1,
alkali hydroxides, or organic bases. The acidity of normal calcium
phosphate is visibly dependent upon the presence cf chemically bound water.
Thus, there must be an interaction between acidity, the catalytic.
activity, and temperature:, wherein the catalyst loses Its crystal water..
Card 1/4
Study of the Acidity of a Phosphate S/062/60 / 1000/006/025/02r,,/XX
Catalyst and Its Changes During B020/BO6O
Calcination by the Indi-,,atcr Method
The catalyst was obtained by reaction of an aqueous CaC12 solution with a
diluted diammonium phosphate solution in the presence of ammonia at 400.
The acidity of the catalyst was determined by the Johnson method wish an
accuracy of 1-5% (Ref. 5). The indicator- was a solution of p-dimethyl
amino azobenzene in anhydrous isocotana The solution of the catalyst wits
then titrated with an n--butyl amine soluticn in anhydrou. isooctane 1.Lntil
the red coloring vanished definitely. This tcok 12 to 18 hours. The
solution with the precipitate was -left standing. pcared :Iff, and the excess
amine was titrated with trichl.oroacatio ac-id. Mere trace-, of moistness will
already lead to distorted results. A thoroughly washed out catalyst.. dried
at 100 - 11OCC, doe5 not effect any change in the colcr of the indicator.
After caloination of the catalyst at 2000C. however. it turns a pals--rrse
color, and red at 4000C. These experiments pro-red that the catalyse surface
actually has acid properties. The effect of the caloining temperature upon
the phosphate acidity is shcwn in Fig. 1. On a calcination at temperatures
above 400'3C the amine consumption is again reduc.ed, arid it* 80OCC there is,
no mcre chango in the indicator color, Dati tho 3--1pordelice -,f
Card 2/4
Study of the Acidity of a Phosphate S/062 160/000/006/025/025Ax
Catalyst and Its Changes During B020/B'o6o
Calcination by the Indicator Method
acidity and catalytic activity
temperature were intercompared.
from the adsorbed water2 normal
chemically bound water which can
400 - 8000P. A correlative couTse
activity on the calcining temperature
its structurally bound water ccntent
the phosphate at temperatures telow
acid zones from the adsorbed water,
surface. If an acid zone is aseumed
molecule, the number of active
7-8-1019. 1.3-10-4
of the phcsphate on its calcining
A. V. Kazakov (Ref. 6) shc-wed that apart
phosphate also contains O.r mole cf
be -removed only by calf-ini ng at
of the dependenie of afiidity and
of the phosphate catalyst and on
is thus observed. A calcination of
4000C leads to the liberation o5f its
which blocks the active catalyst
to be neutralized by a butyl. amirke
centers is then A = 6A6-102%j.3.jo--4
=
is the number of gram-,mole butyl am-ine .ised up for
the neutralization of 1 g of phosphate calcined ar 400'-C, There a~e
1 figure and 7 references; 6 Soviet and 1 US~
Card 3/4
Study of the Acidity of a Phosphate
Catalyst and Its Changes During
Calcination by the Indicator Method
S/062/60/000/006/025/025/XX
B020/BO60
ASSOCIATION: Institut organicheskoy khimii im. N. D~ Zpliriskosr. Akademii
nauk SSSR (Institute of Organic Chemistry imeni N- D ---
Zelinskiy of the Academy of Sciences USSR)
SUBMITTED. October 7, 1959
Card 4/4
FRE)MLIN, L.Kh.
Selectivity of the action of catalysts in hydrogenation and reduction
reactions. Frobl. kin. 11at. 10:187-191 160. (MIRA 14:5)
1. Institut organicheskoy khimii AN SSSR.
(Catalysts) (Hydrogenation) (Reduction) Chemical)
FRWDLIN L.Kh. - SHARF, V.Z.
Kinetics of dehydration of alcohols on tri-substituted calcium
phosphate and deactiv4tion of the latter with organic bases.
Izv. AN BSSR Otd. khim. nauk no.10:1861-1867 0 160. (MnU 13:10)
1. Institut organichookoy khimii im. N.D.Zelinskogo Akademii nauk
SSSR.
(Galcium phosphate) (Dehydration (Ghemistry))
(Alcohols)
8486o
2-0 I'Ll 'i
AUTHORS: _g&gjjLLj& L. h., Petrot,
.Z_ -
Vdovin. V. M.
TITLE; Catalytic Hydrogenation
y-Nitriles
PERIODICAL: . Izvestiya Akldemii nauk
nauk, 1960, No. 10, PP.
s/o62/60/000/010/014/018
B015/13 64
A. D , Sladkoval T. A., and
of Silicon Containing P- and
SSSR- Otdeleniye khimicheskikh
1878 - 1681
TEXT: A hydrogenation of the 0-cyanoethyl- and y-cyanoproprl silaneal
to the corresponding primary amines was carried out on metal catalysts.
The hydrogenation was made in a rotating steel autoclave (volume 0.175 1)
by a method already described. The effect of the composition of the
catalyst, the reaction conditions, and the molecular structure of the
cyanoalkyl silanes upon the amine yield was investigated. First, the
hydrogenation of oyanoalkyl silanes without alkoxyl groups was studied,
and then with two or three alkoxyl groups on the silicon atom (Table 1.
experimental conditions and results). Just as in the hydrogenation of
Card 1/2
Catalytic Hydrogenation of Silicon
Containing P- and y-Nitriles
84860
S/062/60/000/010/014/018
B015/Bo64
aliphatic nitriles containing no silicon atoms, hydrogenation of silicon
containing nitriles on cobalt skeleton catalysts was found to be most
selective. Hydrogenation of P-cyanoothyl trialkoxy silanes can be car-
ried out only in the presence of ammonia. In the presence of ammonia,
primary amines are preferably formed. The properties of the silicon
containing primary amines thus produced are given in Table 2. There are
2 tables and 8 references: 4 Soviet, I German, 2 US, and 1 Japanese.
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: March 9, 1960
Card 2/2
FRLTDLIN, L.Kh.; SHARF, V.Z-
Consecutive splitting o;rf of the alcohol groups of 3,7-dimethyl-
1,7-octanediol on a tricalclum phosphate catalyst. Izv. A~j
SSSR-Otd. khim. nauk no.11.,2055-2056 H 160. (MIRA 13:11)
1. Institut organ~cheskoy khimil im.N.D.Zelinskogo AN W3R.
(Octanadiol) (Dehydration(Chomistry)) Valcium phosl)hate)
S10621601000101210191020
B01 0054
AUTHORS.- Preydlin, L. Kh., Zhukova, 1. F., and Mircnov, V. F.
TITLEj. Study of the Hydrogenation Rate of Vinyl- -and Allyl
Compounds of Carbon, Silicon, German'.um, and Tin on a
Skeleton Nickel Catalyst
PERIODICAL: Izvestiya Akademii nauk SSSR. Otdeleniy._~ khimicheskikh
nauk, 1960, No, 12, pp. 2258-2260
TEXT: The authors briefly report on a study of the reactivity of,,Y- and
P-ethylene bonds in the following compounds: (CH ) CCH=C-q.,v (CH CH~CH
3 5 2 3 2'~
(CH ) Ga_CH~CH (C H ) SnCH==CH and (Cli ) CCH')CH----CH (CH,) SiCH C11-CH
3 3 2' 2 5 3 2 3 3 2' 3 2 2k
(CH3)3GeCH2CH =CHV (C2H5)3SnCH2CH==CH 2' The skeleton catalyst used was
prepared by lixiviating a Ni-Al melt (1-1) with 20% alks.1i lye. The reac-
tion rate was characterized by 'the rate of hydrogen absorption as a
function of time (Fig.) and the half-life pericdr-/2 of the reaction.
Reading was performed in intervals of 15 seconds each. The investigation
Card i/11
Study of the Hydrogenation Rate of Vinyl- and S/06 2/60/1~ 0-0/0 12/0191020
Allyl. Compounds of Carbon, Silicon, Germanitin, B015/BO54
and Tin on a Skeleton Nickel Catalyst
showed that the reaction rate of the compounds studi--~d docreased on the
skeleton nickel catalyst in tho sazmo order as their reactivity der-reased
in the radical polymerization: Si>Ge>C>Sn, Just as in radir!al additions,
vinyl comDounds of silicon hydrogenate faster than allyl compounds.
Vinyl and allyl double bonds in germanium and tin compounds behave in a
.iimiiar way, Carbon compounds, however, show a contrary dr-perlienc---.. Ther~~
are ' figure, table, and 6 Soviet reforonci,.i.
T
ASSOCIATION: Institut organi4cheskoy khimii im, N. D. Zel-Lnskogo
Akademii nauk SSSR (Institute of Organi,-; ~^h-?.T,.-.qtry imeni
N. D, Zelinskiy oil the Academy of Sclen,Gs USSR)
SUBMITTEDg May 27, 1960
Car d 2/2
E~MLITT, L.Kh.; SHARF, V.Z.
Compositinn, methods of preparation, and nature of the activity of
the tricalcium phosphate catalyst. Kin.i !cat. 1 no.2:247-256
J1-Ag 160. (MIRA 13:8)
1. institut organichookoy khimli im.K.D.Zelinskoao AN SSSR.
(Calcium phosphate)
MuLIN, L.Kh.; BALAIMIN, A.A.; ZHUKOVA, I.F.
Selective hydrogenation of butynediol to butenediol on a
skeletal nickel catalyst. Kin. i kat. 1 no. 3:447-454
S-o 16o. (MIRA 13: 11)
1. Inatitut orpanicheakoy khimii iment N.D. Zelinskogo
AN SSSR.
(Butynediol) (Butenediol) (E~drogenation)
YRM,LI1T, L.Kh.; GORSHKOV, V.I.
Selective action of a zinc catalyst in the hydrogenation of
mono- and diolefins. Kin. i kat. 1 no. 4:593-596 &D 160.
(MIRA 13:12)
1. Institut organicheskoy khimii AN SSSR.
(Zinc) (lbdrogenation) (Olefins)
FREYDLIN, LXb., prof. (Moscow); GORSEKOV, V.I.
Catalytic reaction of the hydrogenation of zinc. Periodica polytechn
chem 4 no.2:119-124 '60. (EEAI 10:4)
1. Institut organicheskoy khimii im. N.D.Ze'linskogo, Akademii, nauk
SSSR, Moskva (for Freydlin)
(Catalysts) (Hydrogenation) (Zinc) (Ethylene)
(Ketones) (Isoprene) (Styrene)
27126
S/080/60/033/()08/019/022/XX
D213/D305
AUTHORS: Balandin, A,A~p Freydjiij. L,Kh,, Rozina, V.S,,
Sorokin, P,Z,t and Voroshi__1ov,___G.A..
TITLE: Method of preparing 2-isopropylanthraquinone
PERIODICAL: Zhurnal prikladnoy khimii, V, 33, no. 8, 1960,
1893 - 1896
TEXT: Recently alkylanthraquinones have been applied as hydrogen
carriers in producing hydrogen peroxide. It has, therefore, been
necessary to look for new methods of preparing these compounds on
an industrial scale. The specific reaction with which the authors
were concerned was to prepare 2-isopropylanthraquinone in two sta-
ges, instead of four as in Scholl's method, which involved react-
ing isopropylbenzene with phthalic anhydride and reducing the re-
sulting 4-isopropylbenzoyl-2-benzoic acid to 4-isopropanyl-benzyl-
2-benzoic acid followed by cyclization of the latter in the presen-
ce of sulphuric acid. To avoid the formation of sulphonic acid
Card 1/3
27126
S/080/60/033/008/019/022/XX
Method of preparing D213/D305
derivatives and to increase the yields of the required quinone the
authors investigated the influence of the oleum concentration, tem-
perature and period of heating, In the case of 3 % oleum and heat-
ing for 1 - 3 hours sulphonation occurred., When the concentration
was increased to 8,% the yield of quinone was 15 %-, however, this
yield decreased when 12 - 20 % oleum was used. The effect of heat-
ing with 8 % oleum is shown, and it is clear that the time of re
action determines the yield of quinone. Best results were obtain;d
with reaction times of 2.5 3 hours, and under optimum conditions
the yield reached 55 - 60 In the earlier investigations the
first stage, condensation of phthalic anhydride with isopropylben-
zene, was conducted in a carbon disulphide mediums The authors,
however, used chlorobenzene as a less hazardous solvent and achie-
ved 88 % yields of 4-isopropylbensoyl-2-benzoic acid. The_quinone
obtained in the present work had a melting point of 56.5 57-00C9
(recrystallized from alcohol) as compared with 450C given in the
literature. The composition and properties of the resulting pro-
duct corresponded to those of isopropylanthraquinone, The quinone
Card 2/7
27126
S/08 60/033/008/019/022/XX
Method of preparing D213YD305
obtained in both the laboratory apparatus and the model plant had
a melting point of 560C and its C and H contents corresponded with
the formula C 17H14 020 The use of isopropylanthraquinone as a hy-
drogen transferring agent was studied by hydrogenating the compound
in the presence of a skeletal nickel catalyst until a thick mass
of 2-isopropylanthrahydroquinone was formed. After separation of
the catalyst the product was oxidized with air and the hydrogen
peroxide formed was removed with water. A similar reaction has
been found to proceed with 2-ethylanthraquinone. In both cases the
melting point of the material recovered corresponded to that of
the original quinone~ There are 1 figure, 1 table and 2 non-Sov.-
iet-bloc referenced The reference to the English-language publi--
cation reads as follows: A.T. Peters, F.M. Roweq J. Chem. Soc.,
181, 1945.
SUBMITTED: February 25, 1960
Card 3/3
RP
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8000s,
AU j~~",O R S Freydlin,--L. Kh., Gorshkov, V. L S/020/60/131/05/035/069
BO11/B117
TITLE- Catalysis of HYdrogenation Reactions by Zinc
PERIODICAL: Doklady Akademii nauk SSSR, 1960, Vol 131, Hr 5, pp 1109-1112 (USSR)
TEXT: It was established by the authors that the catalytic ef -fect of Z is a
specific one. In hydrogenation and reduction reactions, the hydrogenation of
olefines is not catalyzed by zinc. The hydrogenation of the ethylenic bond
activated by a phenyl group or a conjugated double bond is accelerated by zinc at
elevated temperatures or pressures only. Zn catalyzes the selective hydrogenation
of the acetylenic bond down to an ethylenic bond. The reduction of the C-0 group
of aldehydes and ketones is accelerated to a considerable degree. The results
are in accordance with values calculated for the energy barriers of these
reactions on zinc. Thus, the different order of hydrogenation of bonds on zinc
as compared to the one on other metal catalysts can be explained by the formation
mechanism of an intermediate complex. At present, it is more and more clearly
recognized that the heterogeneous catalytic reaction passes through an adsorption
stage. If both components of the reaction are activated during hydrogenation,
they form a surface intermediate complex with the catalyst. In this case, the
ease of hydrogenation of different intermediate atomic bonds depends on the
Card 1/3
8owir
Catalysis of Hydrogenation Reactions by Zinc 3/020/60/131/05/035/069
B011/BJ17
height of the energy barrier (-E) of the reaction (Ref 1). In the first place,
the reaction will actually take place which has the least height of the energy
barrier for formation (or decomposition) of the intermediate complex. The
E values can be also calculated from the averages of the bond energies (Q). The
C~C and C-C bonds are hydrogenated more easily on NI than the C-0 bonds. These
reactions proceed in an order analogous to the one established on almost all
known catalysts., As has been stated above, the situation is quite different with
Zn. On Zn, the C=C bond Is not hydrogenated an a rule, the C-0 g=up can be hydro-
genated to give CH-OH, whereas the acetylenic bond is selectively hydrogenated
down to the ethylenic bond. The authors explain the formation of the intermediate
complex on hydrogenation of the ethylenic bond by means of a scheme, and
calculate its heat of formation EO which is -57.9 kcal/mole M. The heats of
formation for the h dro tion of the acetylenic bond down to the ethylenic bond
01, ~;na
/my
(E21 = -48.6 kcal I)) and the heat of formation for the complex which
forms when the C-0 group is reduced Nj - -47-4 kcal/mole (III)) are calculated
in an analogous way. It is obvious that for all three reactions El 0
(Ell - heat of decomposition). Thus, the rate of these processes has to be
limited by an adsorption stage (Ref 1). From the calculations performed by the
C Card 2/3
80093
Z7 12 Ll 5/020/60/131/06/37/071
BOI 1 /B005
AUTHORS: Freydlin, Le Kh., Litvin, Ye.-F., Diteent, V. Ye.
TITLE: Investigation of the Influence of Composition of Mixed Solvents
on the Rate and selectivity of the Process of Hydrogenationo
2-E At hyylan 'I. hr a quinon a I I
PERIODICAL: Doklady Akademii nauk SSSR, 196o, Vol- 131, No. 6, pp. 1362 - 1365
TEXT: The authors found that the rate and selectivity of the process mentioned
in the title are essentially influenced by the composition of the mixed solvent.
Hydrogenation of the 2-ethylanthraquinone ring is favored by dioxane. At 200 and
normal pressure, one of its two aromatic rings hydrogenates in the dioxane medium.
The authors could not find an octahydro derivative. The formation of the tetra-
hydro derivative starts immediately at the beginning of the process. By addition
of a polar component to dioxane, the reduction of quinone groups is accelerated#
whereas the hydrogenation of the quinone ring is suppressed. On addition of even
small amounts of N,N-dimethyl formamide (0.3~6) to clioxane, 2-ethylanthraquinone
is selectively hydrogenated. A higher selectivity of the process is apparently
achieved by acceleration of the hydrogenation of the quinone group and by
Card 1/3
80093
Investigation of the Influence of Composition of Mixed S/020/60/131/06/37/071
solvents on the Rate and Selectivity of the Process of B011/2005
Hydrogenation of 2-Ethylanthraquinone
adsorptive substitution of the hydroquinone molecules. The degree of selectivity
depends on the nature and quantity of the polar solvent added. In their exyeri-
ments, the authors used the following solvent mixtures: dioxane-N,N-dimethyl
formamide and dioxane ethanol. The catalyst was produced by treating a Ni- 11
alloy (50:50) ivith alkali. The reaction rate was determined by measuring the ab-
sorption rate of hydrogen. The quinones were determined after oxidation of the
catalyzate by means of air with automatic photopolaTOgraphe of the type LP-55
(Methods, Ref- 4)- Preliminary experiments showed that the reaction rate does
not depend on the intensity of stirring. The reaction order in dimethyl forms-
mide was equal to zero (Fig. 1). Fig. I shows the dependence of the hydrogena-
tion rate of 2-ethylanthraquinone on its concentration in dimethyl formamide.
Fig. 2 shows the dependence of the absorption rate of the first mole of hydrogen
on the composition of the binary solvent. Table I shows that the reaction pro-
ceeds least selectively in dioxane. Already under smooth experimental conditions
(200, normal pressure), 2-ethyltetrahydroanthrahydroquinone begins to form'. On
hydrogenation in 90~ of dioxane and 10A of ethanol (or equal volumes of dioxane
and ethanol), no tetrahydroquinone was detected even after absorption of
0.95 mole of hydrogen. There are 2 figures, I table, and 4 references, 3 of which
Card 2/3
Investigation of the Influence of Composition of Mixed S/O 07?31/06/37/071
0)
O~
Solvents on the Rate and Selectivity of the Process of B0112~B005
Hydrogenation of 2-Ethylanthraquinone
are Soviet.
ASSOCIATION: Institut organicheskoy khimii im. K. D. Zelinakogo Akademii
nauk SSSR (Institute of Organic Chemistry imeni N. D. Zelinskiy
of the Academy of Sciences, USSR)
PRESENTED: November 23, 1959, by A. A. Balandin, Academician
SUBMITTED: November 12, 1959
Card 3/3
B101/B220
AUTHORS: rreydlin, L. Kh. and Sladkoval T. A.
TITLE: Selective reduction of adipyl dinitrile to e_-aminooapro-
nitrile on a nickel boride catalyst
PERIODICAL: Izvestiya Akademii nauk SSSR. Otdeleniye khimicheakikh nauk,
no, 1, 1961, 151-156
TEXT.: The aim of the authors was to clear up the conditions under which
the two stages of the hydrogenation of adipyl dinitrile proceed:
H, 'CH ) CH NK (1);
NC(d 2 4CN '30 NCI~ 2 4 2 2
H
NC(CH 2)4 CH2NH 2 H2NCH 2(CH 2)4 CH2 NH2(2).
Moreover, it was intended to study the synthesis of the amino acid nitrile,
since F_-amino acid can be obtained easily by hydrolysis of the latter.
Hydrogenation has been performed in a steel autoclave at a hydrogen
Card 1/s
S/062/61/000/001/013/016
Selective reduction of adipyl... S/062/61/000/001/013,/016
B101/B220
pressure of 100 atm. The reaction products were divided into three
fractions: 1) hexamethylene imine (boiling point 137 0C, boiling point
of the azeotropic mixture with water 95 0C); II) hexamethylene diamine
boiling point 95 - 1020C at 20 mm HI)l and III) &-amino capronitrile
~boiling point 118-120 C at 20 mm Hg . The high boiling residue w&s
composed of non-reacted dinitrile and of bia-hexamethylene triamine.
A Ni-Ti-Al skeleton catalyst and a nickel boride catalyst manufactured
by the following method were used; A 20% aqueous solution of sodium
boron hydride was added in an amount of.60 ml to 250 ml of a 10% aqueous
solution of nickel chloride in such a way that the temperature did not
surpass 500C. This catalyst was modified with chromium by adding, more-
over, 10 ml of a 10-30% chromium nitrate solution to the solution of the
nickel salt. Results are listed in Tables 1 and 2. Furthermore the
hydrogenation of the reaction products has been studied (Table 3~. The
following conclusions were drawn from these data: The selectivity of the
nickel-skeleton catalyst increases with increasing content of titanium.
On the nickel boride catalyst, a selective hydrogenation of the dinitrile
to amino-nitrile takes 0place. Under optimum conditions (20 catalyst,
presence of NHY 75-80 C, PH 2 - 95-100 atm) 50-60% amino nitrile and
Card 2/9
Selective reduction of adipyl... S/06 61/000/001/013/016
B101YB220
only '2-5% diamine are formed. The'incomplete conversion of the dinitrile
is due to the fact that amino nitrile excludes it from adsorption. Cyclo-
hexamethylone imine is formed only in the second stage of the process.
The formation of 'bis-hexamethylene triamine increases if a mixturo of di-
nitrile afid hexamethylene diamine is hydrogenated. As in the case of other
catalysts, ammonia suppresses the formation of secondary &mines. Those
facts confii~m-the aldimine mechanism of the hydrogenation of dinitrile.
There are 3 tables and 4 references: 2 Soviet-bloc and 1 non-Soviet-bloc.
ASSOCIATION: Institut organicheekoy khimii im. N. D. Zelinskogo Ahademii
nauk SSSR
(Institute of Organic Chemistry imeni N. D. Zelinskilr of A,-
cademy of Sciences USSR)
SUBMITTED: -August 4, 1959
Card 3/0
FREYDLINv L.Kh ; GORSHKOV9 V.I.
Reduction of cyclghexanone on a skeletal zinc catalyst under ;a-essure.
17,v. AN SSSR. Otd-O khim. nax& no.2:366 F '61. (MIRA 14,:2)
1. Institut organicheskoy khimii im.N.D.Zelinakogo AN SSSR.
(Cyclohexanone)
FREYDLIN, L.Kh.; SHARFp V.Z.; ANDREYEV, H.S.
Stepwise dehydration of lp6-hexanediol on a tricalcium phosphate
catalyst. Izv. AN SSSR. Otd. khim. nauk. nauk no.2:373-375 F 161.
(PMIA 14:2)
1. Institut organichookoy khimii im.N.D.Zelinskogo AN SSSR.
(Hexanediol) (Calcium phosphate)
,FRMLIN, L.Kh.; WAROVA, N.M.; PALIY, A.I.
"k1kylation of normal paraffins by c-lefin3 at hii;h temDeraturev qbd
pressures. Izv,.AN SSSR Otd.khim.nauk no.4t709-714 Ap, 1610 ;
(KW 14:4)
1e Institut organicheskoy khimii ini. N.D.Zalinskogo AN SSSR.
(Ether) (Cyolopentadiens)
ALIM, Ya.Yu.; ROMOVA, I.B.; FPSYD-LIN, LJk-
Catalytic carbonylation cf amines. lJzb.khim.zhi=. no.5:
54-65 161. (MMA 14:9)
1. Inatitut khimii AN lJzbekskoy SSR i Institut organicheakoy
kbimii im. N.D. Zelinako o AN SSSR.
(Amines) ~Carbonyl compounds)
250h5
S/062/61/000/006/oo'?/Olo
V1 0 0 B118/B220
AUTHORS: Freydlin, L. Kh., Polkovnikov, B. D., and Gorshkov, V. I.
TITLE: Catalytic hydrogenation of dimethyl vinyl ethynyl carbinol
PERIODICAL: Akademiya nauk SSSR. Izvestiya. Otdeleniye kbimichenkikh
nauk, no. 6, 1961, 1120-1127
TEXT: The synthesis of dienes by selective catalytic hydrogenation of the
obtainable vinyl acetylene hydrocarbons and alcohols concentrated, lip to
the present time, primarily on the hydrogenation of dimethyl vinyl
ethynyl carbinol. Following their study (Ref. 7: 1,-,v. AN SSSR, Otd.
khim. n., 1944, 71) the authors made an attempt to oynthesize the diene
alcohol by selective hydrogenation, un-ing a nickel skeleton catalyst
poisoned by pyridine and a zinc skeleton catalyst behaving selectively on
hydrogenation of enin hydrocarbons to enino. The hyJro~enation of di-
methyl vinyl ethynyl carbinol with addition of 1 tG 3 moles of hjdrogen
was effected in methanol solution in the autoclave. The excess hydro,,,en
wos eliminated. The catalyst was washed W4,th methyl alcohol. The methanol
solution was added to the catalyznte; then, frtictionation w:,~, effecte,l
Cr3rd 1/3
2~045
S7062/61/000/0006/007/010
Catalytic hydrogenation of dimethyl vinyl... B411;~~/322~-,
after neparation of the methanol. Since quentitative methods of deterptin-t-
tion for diniethyl vinyl r-thynyl carbinol and .0s hydro:7,enation nroduota
had not been developed so far, the content of' earbiriol in the fractions Was
determined according to the amount of vinyl acetylene which forms due to
the effect of metallic sodium. In the presence of the nickel skeleton
natalyst, the addition of one nole of hydrogen to dimeth:.rL vinyl ethynyl
carbinol does not proceed selectively: A mixture forms, which contains
the initial carbinol as well an the diene and ethylene Ulcohol. The
partial poisoning of the catalyst surfa,3e by pyridine did not result in a
considerable increase of the yield in diene alcohol. In the presence of
the zinc skeleton catalyst, dimethyl vinyl ethynyl carbinol is hydrogenated
selectively to form dimethyl butenyl carbinol. After addition of onemole
of hydrogen, the catalyzate contains about 70 % of diene alcohol. Thun.
the zinc catalyst develops the highest selective activity in this reaction.
B. V. Lonatin and the woman-student I. Mikhellson are thanked for taking
the spectra and for their assistance. T. N. Nazarov, L. B. Fisher, and
Kh. V. Ballyan are mentioned. There arv 4 firures, 2 tables, and 11
references: 8 Soviet-bloc and 3 non-Soviet-bloc. The reference to the
English-language publication reads as follows: E. B. Bates, E. R. H. Jones,
Card 2/3
25045
5/06-2/61/000/006/007/010
Catalytic hydrogenation of dimethyl vinyl... B118/B220
11. C. Whitung, J. Chem.- Soc. 1954, 1954.
ASSOCIATION: Institut organicheskoy khimii im. N. D. Zelinskogo SSSR
(Institute of Organic Chemistry imen.i N. D. Zelinskiy US~R)
SUBMITTED: July 11, 1960
Fig. 1: Hydrogenation of
dimethyl vinyl ethynTl
corbinol (curves 1-2) and
dimethyl butenyl carbinol GA 14
(curve 3) on the nickel
skeleton catalyst at 250C. 19
Legend: 1) 0.2574 g in q
10 ml CH OH; 2) 0.2402 g in
10 ml C2A5011; 3) 0.7134 g
in 10 M1 C H OH; a) ml;
2. 5 a ZB Q w is
b) m1/0.5 min; c) section. M -V jaw No
Card 3/3
25046
S106 611000100610081010
Sao 15 ID B1 18YB220
AUTHORS: Pr eydlin, L. Kh., Nazarova, N. M., and Litvin, Ye. F.
TITLE: Thermal alkylation of cyclopentane with olefins
PERIODICAL: Akademiya nauk SSSR. Izvestiya. Otdeleniye khimicheskikh
nauk, no. 6, 1961, 1146-1148
TEXT: Up to the present time, the alkylation of cycloparaffin hydro-
carbons has hardly been studied. H. Pines and N. Ipatieff (see below)
studied the alk lation of methyl cyclopentahe with olefins in the presence
of H2so 4 (100;6~ or HF. The reaction proved to be very complicated.
Yu. G. Mamedaliyev and A. Kuliyev (Dokl. AN SSSR, 88, 471 (1953)) as well
as Yu. G. Mamedaliyev and Z. A. Mamedova (ibid., 172, 1063, (1957))
alkylated methyl, ethyl, and isopropyl cyclohexane with propylene and
butylene under similar conditions. In the present study, the direct
alkylation of cyclopentane with ethylene and propylene at elevated
temperatures and under pressure was achieved for the first time. The
main reaction products were iaolated and identified. The influence of
Card 1/5
25046
s/o6 61/000/006/008/010
Thermal alkylation of cyclopentane... B118YB220
temperature and pressure on the course of reaction was studied. The
alkylation with ethylene proceeds already at a temperature of 3500C and
under a pressure of 200 atm. At elevated temperaturesand pressures, the
yield in alkylates and the degree of oonversion increase. At 45000, the
ethylene was completely consumed. Diagram I shows the chromatogram of
one of the eatalyzates with carbons up to 09, and also its distillation
curve. The main reaction products were ethyl cyolopentane (peak III),
the diethyl oyclopentanes (peaks IV and V), anJ butyl cyclopentane
(peak VI). A horizontal section on the distillation curve corresponds
to each of these peaks. After elimination of the oyclopentane from the
alkylate by fractional distillation, the follo-ming fractions were obtained-
1) monoethyl cyclopentane and II) diethyl cyclopentane. The unsaturated
character of the alkylate is not strongly marked. The yield in ethyl
cyclopentanee amounts to 36 % (related to the reight of the alkylate) and
to 65 % (related to the weight of the large fraction). Alkylation with
propylene is more difficult. On distillation under pressures between 200
and 450 atmo easily boiling cracking products, the fraction of propyl
cyclopentane, and the higher boiling residue were separated from the
Card V5
2~046
9/o6g/61/000/006/008/010
Thermal alkylation of cyclopentane... 31!d/B220
alkylates. Oyolopentane reacts with propylene like oyolohexane according
to the equation:
CH CE-011 CH -CH
2-T12 3"
3 2.
On thermal alkylation, t~e cyclopentane adds to the outer unsaturated
C-atom of the propylen*e. There are 2 figureet I tablej and 6 referenoest
5 Soviet-bloc and I non-Soviet-bloo. The reference to the English-langwkge
publibation reade as follovia., H. Pines, N. Iratidff, J. Amer. Chem. Boo..
67. 1631 (10,45).
ASSOCIATION: Inatitut orgeniohoskoy khimii im. N. D. Zelinskogo Akademii
nauk SSSR (Institute of Organic Chemistry imeni
IT. D. Zelinakiy USSR)
MITITTED: November 11, 1960
Card 3/5
FREMLIN, L.Kh.; ZHUKOVA, I.F.; MIRONOV, V.F.
Sffect of the structure of unsaturated organosilicon compounds
on the rate of their hydrogenation. Izv. AN SSSR. Otd.khim.nauk
no.70-269-1274 J:L 161. (MIRA 14:7)
1. Institut organicheskoy khimii im. W.D. Zelinskogo AN SSSR.
(Silicon organic compounds) (Hydrogenation)
27496
1434 slo621611000100910121014
-11b 22,05 tlo", B1 17/11101
AUTHORS: Freydlin L. Kh., Sladkova, T. A., Kudryavtsev, G. I.,
-Si~ijyn ~,~E -
, Zillberman, Ye. N., and Fedorova, R. G.
TITLE: Catalytic hydrogenation of aromatic nitriles and the
properties of polyamides obtained from p-(P,P1-diamino-diethyj')
benzene
PERIODICAL: Akademiya nauk 888R. Izvestiya. Otdaleniye khimicheskikh
nauk, no. 9, 1961 , 1713-1715
TEXT: The hydrogenation of p-phenylene diaoetondinitrile to give p-0,01-
diamino-ethyl) benzene:
NC-CH 2-C6H4CH20 --:~H2N-C2H4- C6H4- C2H 4-11H2and the properties of the
polyamides based on this diamine were studied. The p-phenylene diacetodi-
nitrile (m.P- 950-970C) was prepared from acetone cyanohydride and
p-xylylene dibromide. Hydrogenation was carried out at 1000-1050C and an
initial hydrogen pressure of 100 atm in a rotating autoclave of 0.175 liter
capacity. Dioxane, methyl alcohol, or ethyl alcohol containing some
ammonia were used as mediums. The catalysts were prepared by exhaustively
Card 1/4
27496
81062J611000100910121014
Catalytic hydrogenation of B117/B101
leaching,powdered 506 nickel-aluminum- and cobalt-aluminum alloys with 10%
aqueous NaOR solution. The catalysts were then washed with water up to
neutral reaction against phenolphthalein. Cobalt skeleton catalyst
leached with 25-3W6 aqueous alkali solution at maximally 150C (Rof- 5: see
below) was used in some experiments. Diamine*yields are strongly
influenced by the nature of the catalyst and its preparation method. The
yield is 64-65% in the case of nickel skeleton catalyst, 74% with cobalt
skeleton catalyst leached at 900-1000C, and 94% with catalyst prepared by
"cold leaching". The authors also studied the polycondensation of
p-(P,pl-diamino-diethyl) benzene with adipic acid and terephthalic aoid.
Addition of acetone to an equimolar mixture of aqueouti diamine- and adipic
acid solutions precipitates the salt. This salt is crystallized twice from
water, yielding a white crystalline substance, m.p. 2000-2020C
(C16H26N204). The polyamide was obtained by polycondensation of thin salt
at 2600-2800C. Polycondensation occurs in the solid phase below the
melting point of the polyamide. This polyamide based on p-(P,PI-diamino-
diethyl) benzene and adipic acid was also prepared at 200C by heterophase
polycondensation: reaction between the aqueous diamine solution (with
sodium carbonate added) and adipic chloride in benzene. Polyamides were
Card 2/4
27496
s/oo2/61/000/009/012/014
Catalytic hydrogenation of ... B117/B101
also prepared in an analogous manner by reaction of terephthalic- and
sebacic chlorides in methylene chloride with aqueous diAmine solutions
containing alkali to bind the hydrochloric acid formed according to the
method by P. W. Morgan (Ref. 6, see below). In all experiments, poly-
condensation of adipic acid with the diamine under investigation yielded a
polyamide having a melting point of 3140-3200C. It is soluble in
concentrated H2 so 4' cresol, formic acid, hydrochloric acid, and insoluble
in organic solventi. Polyamides of higher.mol wt. are obtained by increasing
the reaction temperature and reaction time. The relative viscosity of
these polyamides in concentrated H2so4 is increased from 1.73 to 2.69. By
spinning these high-molecular polyamides from their melts at 3350-3400C
fibers capable of orientation at high temperatures were obtained. The
polymer properties are also affected by the purity of the amino Galt used..
If the salt is only recrystallized once, colored polyamides of lower
molecular weight are formed. There are 2 tables and 8 references:
3 Soviet and 5 non-Soviet. The four most recent references to English-
language publications read as follows: F. G. Lum, E. F. Carlston,
Industr, and Engng Chem. _4A, 1595 (1952)1 E. F. Carlston, F. G. Lum, x
Card 3/4
27496
slo6 6,,/000/009/012/014
Catalytic hydrogenation of B117YB101
Industr. and Engng Chem. _41, 1239 (1957); Ref- 5: B, V. Aller. 0T. Appl.
Chem. 7, 130 (1957); Ref. 8: P. W. Morgan, SPE-Journal !.~, 485 (1959)-
ASSOCIATION: Institut organiaheskoy khimii im. N. D. Zelinskogo Akademil
nauk SSSR (Institute of Organic Chemistry imeni N. D.
Zelinskiy of the Academy of Sciences USSR); Vsesoyuznyy
nauchno-isoledovatellskiy institut iskusstvennogo volokna
(All-Union Scientific Research Institute of Synthetic Fibers)
SUBMITTED: March 28, 1961
Card 4/4
AXIMOV, V.M.; LITVIN, Ye.F.; RUBINSHTEYN, A.M.; FREYDLIN, L.Kh
Phase transitions during the preparation of Ni-MgO catalysts
by the decomposition of oxalates in a hydrogen stream. Izv.AN
SSSR.Otd.khim.nauk no.10:1892-1894 0 161. (MIRA 14:10)
1. Institut organicheskoy khimii im. N.D.Zelinskogo AN SSSR.
(Nickel oxalate) (Magnesium oxide)
VDOVIN, V.M.; SULTANOV, R.; SLADKOVA, T.A.; FREYDLIN, L.Kh.; PETROV, A.D.
Addition of alkoxysilane hydrides to unsaturated nitriles and
hydrogenation of Lm -cyanoalkylalkoxysilanes obtained. Izv.AN
SSSR.Otd.kaim.nauk no.11:2007-2012 N 161. (MIRA 14:11)
1. Institut organicheskoy khimii im. N.D.Zelinskogo AN SSSR.
(Nitriles) (Silane)
SHARF, V.Z.; LITVINp Ye.F.; TURETAMUMDOV, Z.T.
Debydration of primary n-anrl alcohol and the accomraming
isomeric conversions of pentenes on a calcium phosphate
catalyst. Neftekhimiia I no-4:548--!554 Jl-Ag 161.
(MIRA 16: 11)
1. Institut organichesko3r khimii AN SSISR imeni N.D.
Zelinskago.
FREYDLINI L.Hh.; LTTVTN, Yej.; SIIUKOYA, I.F.; ENGLIN, B.A,
Effect of the nature of solvent and the amount of Rane7
nickel catalyst on the orientation of hydrogen addition to
trane-piperylene. Neftekhimiia 1 no.41484-.488 JI-Ag 161.
(MMA 16:11)
1. Institut organicheskoy khimii AN SSSR imeni N.D.
Zelinskogo.
33584
S/204/61/001/005/002/008
E075/E484
AUTHORS: Nazarova, N.M., Freydlin, L.Kh, Shafran, R.N.,
Litvin. Ye.F. I
TITLE~ Theri:;al alkylation of methylcyclohexane with oief3.zis
undez- pressure
PERIODICALi Neftekhimiya, v.1, no.5, ig6i, 613-618
TEXT: The authors reported recently that alkylation of cyclo-
hexane and cyclopentane can be achieved thermally (350 to 450"C)
under pressure (50 to 200 atm). Further work on alkylation of
methylcyclohexane with olefins was carried out to elucidate the
influence of side chains on the direction and ease with which the
reaction proceeds,, The reaction was carried out in a reactor
filled with quartz rings. Molar ratios of methylcyclohexane to
ethylene were from 2.5 to 3.6 and for propylene 1.4 to 3.2. The
space velocity varied between 0.81 and 0.99 litre/hour for
ethylene and 0.52 to 1.43 litre/hour for propylene, All
experiments with propylene were carried out at 4501C, whereas for
ethylene the temperatures varied from 350 to 4500C. Results show
that the main product of the reaction of methylcyclohexane with
Card l/ 3
33584
S/204/61/001/005/002/008
Thermal alkylation ... E075/E484
ethylene is a mixture of methylethylcyclohexanes? the proportions
of various isomers differing from their equilibrium concentrations.
With propylene the reaction proceeds with more difficulty and the
yield of alkylate is lower than that obtained for ethylene
(155% of propylene taken and 316% of ethylene respectively).
Comparison with previous work (Ref-7: N.M.Nazarova, L.Kh.Fre:ydlin.
Dokl. AN SSSR, 137, 19611 1125) shows that the alkylation of methyl-
cyclohexane proceeds more easily than that of unsubstituted cyclo-
hexane. The reaction begins at a lower temperature (3500C) and
pressure (50 atm). The expected formation during the reaction of
1-methyl-l-ethyleyclohexane was not observed, which is explained
by thermal instability of hydrocarbons with quaternary carbon atoms.
It is postulated that 1,3 and 1, 4-isomers are formed by an internal
rearrangement of 1,1-isomer or via an intermediate stage of
migration of free valency of methylcyclohexyl radical from
position 1,1 to positions 1,3 and 1,4. Acknowledgments are
expressed 'to A.L.Liberman and T,V.Vasina for supplying the
methylethylcyclohexane samples. Yu.G.Mamedaliyev, Aladdin Kuliyev
and Z.A,Mamedova are mentioned in the article in connection with
Card 2/3
3358h
Thermal alkylation S/204/61/001/005/002/008
E075/E484
their contributions in this field. There are 2 figures, 5 tables
and 11 references: 6 Soviet-bloc and 5 non-Soviet-bloc. The four
references to English language publications read as follows:
Ref.2; V.J.Komarowsky. J. Amer, Chem. Soc., n0.59, 1937, 2715i
Ref.3; H,,Pines, W.Ipatleff. J. Amer. Chem. Soc., v.67, 1945, 1631;
Ref.4i A.Schneider. J. Amer. Chem. Soc., v~76, 1954, 4938i
Ref.9: H.D.Orloff. Chem, Rev., no.54, 1954, 347,
ASSOCIATION: Institut organicheskoy khimii AN SSSR
im. N.D.Zelinskogo (Institute of Organic Chemistry
AS USSR imeni N.D.Zelinskiy)
SUBMITTED: August 7, 1961
Card 3/3
33-95
S/204/61/001/005/003/008
0 E075/E484
AUTHORS~ Freydlin, L.Kh., Nazarova, N.,M.
TITLED Alkylation of cycloparaffinic ring in tetralin with
olefins
PERIODICALI. Neftekhimiya, v.1, no,5, ig6i, 61g-.623
TEXT!, It was observed recently that alkylation of cyclohexane can
be accomplished under conditions (high temperatures and pressures)
at which benzene is not alkylated. It was expected therefore that
the saturated ring in tetraline will be selectively alkylated under
similar conditions. The experiments were carried out in a flow.
apparatus described previously (Ref-5: Dokl. AN SSSR, v.37, no.5,
1961, 1125), the reactor (120 ml) being filled with crushed quartz .
Tetraline used had a boiling point 78"C/12 mm Hg, djO 0.9677 and
n20 t
D 1.544o. The ethylene contained 7% ethane, he propylene
contained 12% propane. The reaction with tetralin was studied at
400 and 4500C and 50 to 200 atm pressure. The reaction with
propylene was conducted under optimum conditions for the
alkylation with ethylene, i.e. 1150"C, initial pressure of 200 atm
and mole ratio of tetralin to propylene of 2-3. The degree of
Card I/if
33585
S/204/61/001/005/'003/008
Alkylation of cycloparaffinic EO75/E484
conversion of propylene in one cycle was 51% and that for
totraline 29%. The yield of alkylate was 150% of propylene mixed
with tetralin. Products obtained by the alkylation with ethylene
are given in Table 1. The main product Is I-ethyltetralin.
The products of the reaction with propylene are mainly mixed
propyltetralins. It was not possible to obtain any information
about the structure and position of the side chains in the
constituents of the mixture but it is expected that mainly
1.-.n propyltetralin is formed. Acknowledgments are expressed to
G.K~Gayvoronska and I.N.Lifanova for assistance. There are
3 tables and 15 references: 3 Soviet-bloc and 12 non-Soviet-bloc.
The four most recent references to English language publications
read as follows: Ref.7: H. Pines, C.N.Pillai. J. Amer. Chem.
Soc., v.81, 1959, 3629; Ref.8: R. Closson, J. Napolitano,
J. Ecke, A. Kolka. J. Organ. Chem., v.22, 1957, 646.,
Ref.9: C.M.Staveley, T.C.Smith. J. Inst. Petrol,, v:42, no.386,
1956, 55j Ref.10i G.F.Hinsher, P.H.Wise. J. Amer. Chem. Soc.,
V-76, 1954, 1747-
Card 21V
33585
S/204/61/001/005/003/008
Alkylation. of cycloparaffinic E075/E484
ASSOCIATION., Institut organicheakoy khimii. AN SSSR
im., N~ D~ Zelinakogo (Institute of Organic. Chemistry
AS USSR imeni N. D. Zelinskiy)
SUBMITTED; August 21, 1961
Table 1,
Conditions
Experiments
4
Temperature, 'C 450 450 450 400
Pressure, atm 200 200 50 200
Molar ratio tetralin/ethylene O~75 i~6 2.6 2.2
Space velocity of feed, ml/min 3 7 7 9
Yield of products, 9 234 543 355 445
Distilled tetralin, g 103 313 32.5
Degree of conversion of ethylene, % wt 95 94 6o 71
Degree of conversion of tetralin., % wt 44 36 - 113
Card 3/$ "
FRv-YDLD4t L,Kh.; ZHUKOVAg I.F.; ZIMINOVAV N.I.; IAYNERv D.I.; KAGAN# N.M.
Deactivation of sketetal nickel catalyat by water vapor and en-
hancement of its stability by means of promoters. Kin. i kat. 2
no. 1: 112-117 Ja-F 161. (KBA 14:3)
1. Institut organicheokoy khimii imeni BI.D. Zelinskogo AN SSSR.
Institut giprotevotmetobrabotka
(catalysts; Njckel)
FREYDLIN L _Kh.; SHARF, V.Z.j KHOLIRERY O.M.; IULKINA, L.L.
Properties of a boron phosphate catalyst in the dehydration
of a pyrocatechol-methanol mixture. Kin. i kat. 2 no.2:228-234
Mr-Ap 161. (MIRA 14:6)
1. Institut organicheskoy khimii imeni N. D. Zelinskogo AN SSR
i Iolledovatellskaya
boratoriya zavoda "Slozhnyye efiry".
on phosphate)
(Dehydration (Chemistry))
i c - by L:-Io Cony~l ~.-',on o i
:,*:. .ol on a -!:-ci , :;01:'
17 -c. '1- 14:,~)
(2or za-.rod 1131ozhn,,;-i~-
V,~
lcohol) (i-h-:!,-.oV
FREYDLI!I, L.Yh.; BORUNOVA, N.V.; MYLOV, V.D. (MOSCOW)
Interaction of NiO with A120) in the atmosphere of water vapors
and the effect or the latter on the properties of nickel-allumina.
catalysts. Zhur.fiz.khim. 35 no.11:2458-2464 11 161.
(MRA 14:12)
1. Akademiya nauk SSSR, Institut organicheskoy khimii imeni
IT.D. Zelin8kogo,
(Nickel oxide)
(Almina)
S/02 61/136/005/018/032
B103YB208
AUTHORS: Freydlin, L. Kh. and Sharf, V. Z.
TITLE: Studies of atepwise dehydration of glycols on the
tricalcium phosphate catalyst
PERIODICAL: Doklady Akademii nauk SSSR, v. 136, no. 5, 1961, 1108-1111
TEXT: The authors dehydrated several diole on the tricalcium phosphate
catalyst (for its production see Ref. 11) in a wide temperature range.
1) 5, 20, and 49% of trimethylene glycol was converted at 250t 300, and
3500C, respectively. and gave allyl alcohol and propionaldehyde as the
main products. No trimethylene oxide was found, but the authors assume
that while this oxide does form, it is quickly isomerized to the two
afore-mentioned end products. 2) Butene-2-diol-1,4 60% of which were
converted at 2800C. The main products were: 2,5-dihydrofuran and
crotonaldehyde, Butene-2-diol-1,4 is dehydrated mainly under oxide
formation. 03) Butanediol-1,4 yields only 98% tetrahydrofuran between
260 and 320 C. At temperatures above 3200C the yield of tetrahydrofuran
drops, giving at the same time buten-2-ol-4, divinyl, and butyraldehyde.
Card 1A
B/020/61/136/oO5/018/032
Studies of stepwise dehydration ... B103/B208
Dehydration of tetrahydrofuran to divinyl sets in above 3800C.
4) Pentanediol-1,5 is selectively dehydrated to tetrahydropyran
(72% yield) between 280 and 3430C. At higher temperatures also pentenoles
and pentadienes are formed (the latter result from tetrahydropyran at
389-41800- 5) Hexanediol-196 with the reaction products: hexamethylene
oxide, hexenols, and hexadiene-195. On hydrogenation, the latter
absorbs 2 moles H2o At the same time, the following isomerization
products are formed: a-methyl tetrahydropyran, a-ethyl tetrahydrofuran,
hexadiene-1,4, and others. 6) 3,7-dimethyl octanediol-1,7 ia 0
selectively dehydrated to oitronellol (84% yield) in vacuo at 200 C.
Only 5% diolefin is formeC At higher temperatures the quantitative
ratio of these end products becomes reverse (90% diolefin at 2900C).
Under these latter conditions citronellol is dehydrated to diolefins
with about the same yield as the diol. The above results enabled the
authors to judge the influence of the glycol structure upon the reaction
direction, the conditions under which glycols are only partly dehydrated
to oxides, and the ways of a complete dehydration to a diene-
hydrocarbon. C 4 and C5 glycols are selectively dehydrated to oxides
Card 2/4
Studies of stepwise dehydration
S/020/61/136/005/018/032
B103/B208
between 280 and 3200 C. The oxacyclanea resulting as intermediates are
formed more and more difficultly in the order C4 >C5>C 6* Tetrahydrofuran
18 formed in higher yield and at lower temperatures than tetrahydropyran,
the latter being obtained more easily than-hexamethylene oxide. Abolve
3200C, also unsaturated alcohols and diolefin hydrocarbons requ'lt. The
authors further conclude *from the results obtained that oxacycIanes,ire
more difficultly dehydrated to diolefins than the corresponding glycols.
The intense formation of diolefin above 3500C with simultaneousjy irkoreas-
ing yield of hexamethylene oxide, and decreasing yield of hexenol is~
regarded by the authors as proof for the fact, that diolefin mainly '
results from hexenol which is less stable than the oxide. Hence, the
a,.-glycols C4 ~C6 zre gradually dehydrated. The following compounds
are obtained: in the 1st stage - oxacyclane, in the 2nd stage - an
unsaturated monovalent alcohol isomeric to oxacyclane (lower formula);
in the 3rd stage - the end product, a diolefin, which mainly resulte.via
stage II, and not from the oxide I (upper formula).
,.arA - -3/4--
Studies of atepwise dehydration ...
S1020161113610051018103
B103/B208
0 _H'0
H.0 (1,
110(CR,),OHF
11.0 0 qCHI CH - (CHI) -OR -TF.T
7'
LlTn rp~ae7~jt. itenpeAwbi(oro cnitpTa, To ott moweT 0(SP830BVTk5t nYMM Wv)-
hfePH3aljHH 0KCaltilKlIaHtS:
(CHI)n CHI CH - (CHI),,-,OH
There are 2 figures and 12-references*:, 4 $oviet-bloc and 7 non-Soviet-bl(
ASSOCIATION: Institut orgenicheokoy khimii im. N. D. Zelinskogq
Akademii nauk SSSR (Institute of Organic Chemistry imeni
X. D. Zelinskiy, Academy of Sciences, USSR)
PRESENTED: September 19t 1960f by A. A. Balandin, Academician
SUBMITTED: September 10t 1960
-Caxd.-4/4
Xx u9
AUTHORSt Nazarovh, N.M,
TITLEs Therma'I al Ii y I a 1, 1 c n o f C-~- S- X fi r, -r -Q I' z.' I,?! C- I- Y T e
PERIODICALs DA I ady Akadem!J T.w~~x SSSR9
1' A t
TEXTz The authQrs wero tl,.c- Nlr.-~~ d1k, h I.
1) ethylene, 2) rr~:pylezniop fivrJ
k'DAIJ
used by them hae already bet-x~
Ca 3(P04)i and pr-rri-,lain
action ve3sel. Tha w;-,re frEict!~irAtei, t-1-7
re sul t ant arc mq t I c h y -Ir!~ : a r ~- c~ z-, we r om t graT.'k; 4
lie& gel. Thp aTtthcrp st!id!,-;,I jLc. .1 r
R t I C~fi -)L 2 % 1/0
hexanes by dehydrc~gen
oorresponding azomati~2 Iiydr--&ftcri- wcore
acids. Ad. 1 E+,J)Y"~rA WaCI
of 200 and 450 atm, 1-~ at &0r) -14m -r,^,y If ~qz -I Y, o
hexane from thr, alikylatii q -,Ilr;~~? f r%- r~? A~' N r":
card I/10
1P
Thermal alkylation of b I D
cyclohexane bQ1 11 rig r in 5
cy a I ohexane ~ 170- 1 F15 C) r-
sponded to e thj1 oyc1c. h~xfinl I~V.I%F 1~.-_ 11.1 t:
fraction vae T T, 11
80%P bol.1 'Aug p-,irt 178-1, t2 n, f
diethyl beLjea&. o - rt, t h a 'A -.p i-~
sulted thersfrom by I S I.- e A) t i - t.-
fractions I and 11 3.2% -!f S'
1 1 t I T t,
zation produotB of "he clefin wer
" - ~ I -~ ' C
consisted of intermed'. a' f:. I: r-i~tt i,,~nfk , -7, 1 , . '. I , 1 ) 1~ ~~ !, ~ -7-
Z
high-boiling rttaldue. '75% of thv- rlW-!Y~tl ~ rot.
165 rj t t f
fractions - 2 2 0 0 a t i .,^, 2 0 " C . A -ri
polyethyl ayclah,~xar_e5. Expez~lxpnt gave
bons. By Jnoreasing t-b-A a tbyl er e ci~zic & r. t ~:;i t i ()r I n tn s- r; i tl q-' ml x- tar 6 Z
reducing the volume xat,,4 tvh!~ yic4ld --f ti~:ncro~iy'4 1i - :) r. r, i v
while that of the rt-fb1.A,-;e A,,~ 2 Tht. pr-,pyli-rc-
-propane fraction with '63% Pro-ving c-.!,,L4:nt -W-kt
Card 2/1o
z;
Thermal alkjlalfta of
.resulte. The followirq,,--wu.~
fraction of the cracking produ,.:ti~, II) C41
150-1570c, and tbp raqidue.. Aftt--- ei-*:~.`n,-,-,-.
'd
(5%), dehydrogoriation, fracttoti,it~-rp 1~jd
product (46%S) vitb it boA!'At,,,z 1,!,!r.1 ~-f mr~- tfbicb
corresponds to n-prc.pyl benxeu~-. Fz,,~m
at 209-2130C/739 .'mHg (about-30 W-T4. 0' the wr- ott.-111-4
properties rQOemble thoqv~ of E. I C- I M t! r. to 0. 1' C D,
and.14. were made with quartz, nos* 0 an-1 Ad 3 In
these exper,im,ent- quert2 vae usrd~ TI:L, itigroe of c,,!, r, I nn of
was lower thau that c-,' prPpylon,?, Th,~, fract-ion la..-laled from the
by di~tiIlaticn bnl2ed at4 16~ --i Aft~c~'-
a6mpeunds and q `J-t"~
~741-17200/1742 mmHg if,
Tabie 3 sht;~q f-hc- A.-Il -wLth
irtm ruvil -,~,tdt;65)b I 11'. --1 y L, ii S A r, c. rr, 1 t'Utat thin
Odnat"tz of E. -a''e those, of
hydrooarb&n witt a normol a.,ap Th-L. ~~f thp. reaultaqt bu-
Card 31.1p
2 "'T!
ThermaI 41ky'lsition nf B i.c /B
+ -I Ek hath i f'o i t w~r:r'~ 41. r4-
aasun~ed' bit Y
atA,jlrated nt thei r.]~.fln# In -th..~
fi ekip w i th p r c ryl e ne p b ow E)v - i, , m-th:~! a p r,,> pi c y ~t 'r (Rr
i'~i e d I. A h I i3 me a n a 9 t h,_ t; t t ~ r. c y e a r) r. s a d d t-;,d t c, v h I dda i ni ~i tu r
C-414jim, of f i*ne T h -~ f F, er ca m v n r, c, s Y,~
'i ' Ala 1--l
Ma qqdhfty'ev~j, ddir, Kul lyrj'~' '(R,, f 2 D Ax 99 3
L .1.43i
'MarAede'li, -Tj Zq'A' Witric-Arva (RtJ ~v bA1kq;.Wv "j j/
(MAJi I I
Balimling P.M. Nw-ir,
The~e arv. I fle-lre, 3 tableeg and ci S 3-..._1'!,v!o:% it-r-d 3 r,
ovi et -bi cc. Thr~ 3 mc-at recent to
cations read az-f,)11owea' If 6 P tr.-- N . I pi ti'6 fl, Oa j . l
67t 1631 1945) 2~- 'J-F-- tic G.T.' Vanlri (R('f a I ,I & J. 42r 0 C!14~10'0 SC 31
1939) B rb 0 Ei H.-ge, t.. T.j.~ t (.;*.*A,- oC!Iim~,Sr~c
ASSOCIATIOR i InfitAtut Orgq-ntchl~ekoy iv,. 11'.P.
~nFAIA~ SSSR *(Iniitittitf, (?i Org!,r, Ic Citc- rilir)!~.ri impni N.D..
Zelingkiy' -~f th~, of
Gard 4/s0
F I
.r,IEYDLIN _jI.;_JITV-UI, Ye.F.; KAUP,, Yu.Yu.
Sequence of reactions in the hydrogenatiod bf 2.3-dimethyl-
lj,3--butadione on a skeletal nickel cataly*t. Dokl. AN SSSR
139 no.6:138&-3,388 Ag 161. (MMA 14.-8)
lo Institut organicheskoy khimii im. N.D* Zelinskogo
AN SSSR. Predstavleno akademikom M.I. Kabachnikom.
(Butadiene) (Hydrogenation)
FREYDLIN, L.Kh.; SHARF, V.Z.; LITVIN, Ye.F.; TUKHTA14URADOV, Z.T.
Preparation of C8 - C12ot,-olefins by catalytic dehydration
of primary.aldohole. Neftekhimiia 3 no.1:10-12 Ja-F 163;
(MIRA 16:2)
1. Institut organicheakoy khimii AN SSSR imeni
Zelinskogo.
(Olefins) (Alcohols)
(Dehydration (Chemistry))
FREYDLIN, L.Kh.; SHARP, V.Z.
Stopped dehydration of 1s, .5-pentanediol over a tricalcium
phosphate catalyst, -Zhurprikl.khis. 35 no.1:2.12-234 Ja 162.
(KM 15:1)
1. Institut organicheskoy kbi-41. AN SSSR imeni N.D.Zelinskogo.
(Pentanediol) (Dehydration)
FREUIUN, Kh.; LIIVIN, Ye.F.; MUKU".1, I.F. I WIGLIN, B.A.
Sequence of reactions in the process of hydrogenation of piparylane
on a skeletal nickel catalyst. Kin.i kat. 4 no.1:12A-133 JSF-F 163.
tMllk 16-3)
1. Institut organichaskoy khimli imeni N.D.Zelinskogo AN SSSR.
(Piporyiene) (Hydrogenation) (Nickel catalysts)
FRErDLIN, L.Kh.,- SIADKOVAP T.A.
Mechaniam of secondary and tertiary amino formation in the
process of catalytic hydrogenation of adiponitrile to
hexamethylonediamins, Izv. AN SSSR Otd.khim.nauk no,2:336-341
F 162. (MIRA 15:2)
1. Institut organicheakoy kh.4mii im. N.D.Zelinskogo AN SSSR.
Adiponitrile)
Hexanediamine)
~
- F-REYDLIN, L.Kh.; SIADKOVAj T.A.
Direction of the catalytic reddetion of dinitriles as affected
by their structure. Dokl. AN SSSR 143 no.3s625-628 Mr 162.
(MLRA 15-3)
1. Institut organichaskoy khimii im. N.D.Zelinskogo AN SSSR.
Predstavlano akaderikom A.A.Balandinym.
(Nitriles)(Reduction#Chomical)(Catalysis)
FREYDLIN L.Kh.; KAUP, Yu.Yu.; LITVIN, Ye.F.; ILOWTS, T.I.
=:U--==
Selectivity and stereospecificity in reactions of n-bexene
hydrogenation on a skeletal nickel catalyst. Dokl. AN SSSR
143 no.4s883-886 Ap 162. (WRA 15:3)
1. Institut organicheskoy khimii im. N.D.Zelinskogo AN SSSR.
Predstavleno akademikom A.I.Balandinym.
(Rexene) (Hydrogenation) (Catalysts, Nickel)
FREYDLIN, L.Kh.; ZHUXIA, I.F.; LITVIN, Ya.F.; ANDERSON, A.A.
Mechanism of the hydrogenation of isoprene and its binary mixtures
with isoamylene. Neftekbimiia '2 no.5%670-675 S-0 162.
i (min 1631)
1. Institut organiohaskoy khimii AN SSSR imeni N.D.Zelinskogo.
(Isoprene) (Butane) (Hydrogenation)
- FREYDLIlq, L.Kh.1 SHARF, V.Z.; TUKHTAMMUDCV# Z.T.
Stereospecificity of the dehydration of 3-pentanol on acid-type
catalysts. Neftekhimlia 2 no.5t730-734 S-0 162. (MIRA 16il)
1. Inatitut organicheakoy khimii AN SSSR imeni Zelinskogo.
(Pentanol) (Dehydration (Chemistry)) (Stereochemistry)
ALIYIV, Ya.Yu,j ROMOVA, I.B.j YWDLnqj L.U.
Catalytic N-acylation of piperidiner 4 - and/1- pipecolines
vith carbon monoxide. Uzb.khim.zhur. 6 no.6t58-66 1162.
(HIU 1612)
1. Institut khimii AN Us= i Institut organioheskoy khimii imeni
N.D. 391inskogo AN SWR*
(Pipardins) (Pipecolins) (Acylation)
ALITEV, Ya.Yu.; ROMANOVA, I.B.; FREIDLIHJ~.Kh.
Catalytic carbonylation of aliphatic aminee in the presence of
alkali metal alcoholates. Uzb.khim.zhur. 6 no.5s75-83 162.
(MIRA 15212)
1. Instituli khimli AN UzSSR i Institut organicheskoy khImii
imeni N.D.Z.Iinskogo AN SSSR.
(Amines) (Carbonyl group) (Alcoholates)
L 12344-63 EPF(c)/EWP(q)/EWT(m)/BDS AFFTC/ASD Pr-4 6,6
RMAWIJWIJD S/081/63/000/CO5/030/C'75
AUUOR: All.yev, Ya. Yu.. Romanova, I. B. and Fr97
TITLE: Catalytic carbonylatio
and cobalt halides !_n$f ali n the presence of nickel
'V1 I
PERIODICAL: Referativnyy zhurnal., KhimiYa, no- 5,, 1963s 190, abstract 5ZhS5 (U2-,b.
Xhim. Zh.., 1962, no. 4, 67-78)
TEXT: The carbonylation of aliphatic amines in the presence of Ni and Co
halides was studied. The amines Yfidah were used: L7b2H5)2NUI (so_44H9)21'M2
Y9N"21 Mi 2 and H-CO3,3N"27 have identical dissociation constants.and form
carbonyls almost identically. At a temperature lower than 266' C, the main direc-
tion of the process is toward the formation of formamides. At a temperature higher
than 260P C,,amines deaminate and deal1kal_tze., and formamides decompose. The olefins
which are formed in this process interact with CO, and NH , forming carboxylic acid
amides. In this manner, the carbonylation process of ;2nes goes in two directionst
formation of formamides and formation of amides of c-arboxylie acids. Author's ab-
stract,
nA stractor's note: Complete translation7
Card 1/1
FREYDLIN, L.Kh - KAUPP Yu.Yu.
Vachanism of hydrogenation of n.pentynos and noxexynea on a Bkeleta3.
nickel catalyot. Izv,AN SSSR.Otd,khimenauk no.9:166Ckl663 6 162e
(MIRA 15:10)
1. Institut organicheskoy khimli ii. N.D.Zelinskogo AN SSSR.
(Pentyne) (Hexyne) (Hydrogenation)
S/2o4/63/003/00-1/002/0-13
E075/E436
AUTHORS: Freydlin, L
,Kh,, Sharf, V.Z., Litvin, Ye.F.,
Tukhtamuradov, Z.T.
TITLE: Preparation or c8- c12 a-olefins by the catalytic
dehydration of primary alcohols .
PERIODICAL: Noftekhimiya, v-3, no.1, 1963, 10-12
TEXT: The authors investigated the catalytic dehydration of C8,
CIO and C12 n-alcohols after previous successful preparation of
98!; pure a-olef-Ins from n -Ci,- C6 alcohols using trisubstituted
calcium phosphate as catalyst (Neftekhimiya, v.1, no.6, 1961, 749).
The catalyst was prepared by treating the phosphate with 0.07 9
NaOll/g catalyst and baking at 400 to 450"C. for 1 to 2 hours.
It preserved its activity without regeneration. The products of
the dehydration were 92 to 94% pure a-olefins (97 to 98% after
distillation) obtained with'the.yields of 58 to 88%. The purity
of the alcohols is of the same order as that obtained after the
pyrolysis of the acetates and is much bettor than that of the
alcohols produced with alumina an the dehydration catalyst. In
the latter case the products contain only 39 to 613% a-olefinz and
Card 1/2
S/204/63/003/001/002/013
Preparation Of C8- C12 ... 2075/E436
the remainder isomers with the double bond in different positions.
There are I figureq and I table;;.
ASSOCIATION: Institut organicheskoy khimii AN SSSR im.
ILD,Zelinskogo (Institute of'Organic Chemistry AS USSR
imeni N.D.Zolinakiy)
SUBMITTED:. July 26, 1962
FMIDLIV ,LbKhol SHARFO V.Z.; ABIDOV, HA.
Isomerization of,loopropenylcyclopropane and accomparqing
conversions of dieneo on,catalysts of acidic nature.
Naftekhimlia 3.no.1:28-34 ja-i 163; (MIRA 16:2)
1. Institut organicheskoy khWi AN SSAR im(rA
Zelinskogo,
(Cyclopropano) (Pentadiene) (Catalysts)
ABIDOVA, M.F.; PITSARIS, VA.; SULTANOV, A.S.;
_~~YD~Tp L.Kh.
Reduction of bitrobenzene and nitrocyclohexane in the presence
of a tin catalyst. Uzb.khim.zhur. 7 no.1:60-65 163.
(MIRA 16:4)
1. Institut khimii olimerov AN UzSSR.
(Nitrobenzene3 (Cyclohexane) (Reduction, Chemioal)
NAZAROVA, N.M.; FREYDLIN L.Kh.; SHAFRAN, R.N.; LOGINOV, G.A.
Alkylation of cyclohexene by ethylene at elevated temperatvres
and presswes. Neftekhimiia 3 no.1:66-70 Ja-F 163. (MIRA 16:2)
1. Institut organicheskoy khimii AN SSSR imoni Zelinakogo.
(Cyclohexene) (Ethylene) (Alkylation)
FREYDLINj_Y,U.; SHARF, V.Z.; SAMOKHVALOV) G.I.; MIROPOLISKAYA, M.A.;
PRIVALOVA, I.M.; YANOTCYVSKIY, M.TS.
Catalytic dehydration of 3-mothyl-1,3-butanediol. Neftekhimiia
3 no.1:104,107 Ja-F 163. (MIRA 16:2)
1. Institut orgimicheskoy khimii AN SSSR imeni Zelinskogo
i Voei3oyuznyy nailchno-issledovateliskiy vitaminnyy institut.
(Butanediol)
(Dehydration (Chemistry))
S/062/63/000/001/016/025
B101/BI86
AUThORS i Frej~~L~Jjb_.. and Kaup, Yu. Yu.
TITLE: Study of the me chanism of hydrogenati 'on of acetylene hydro-
carbons on nickel skeloton;batalyst
4
~ERTODJCAL: Akademiya nauk SSSR. Izvestiya. Otdeleniye khimicheskikh
nauk, no. 1, 1963, 166 - 170 -
TEXT: The applicability of the reaction equations R-C -=C-R
+., +H ads +2H2
---,-R-C=C-R R-C-C-R (1 ) and R-C SC-R R-C-C
des
Ces ads
-R (2).was checked by hydrogenation of binary equimolar mixtures of haxyne
-1 + pentone-1 and pentyne-2+hexone-2 on a nickel skeleton catalyst. The
experiments were made with 20 ml of 0.5 M solutions in absolute methanol.
at 100 C with 0.1 g catalyst. Preliminary experiments showed that in mix-
turoa of hoxenu-1+pontone-1, molar ratio 1.1, 1:,2i 20, the, two olefino wero
hydrogenated,proportionally to their content inAhe mixture; they are ad-
sorbed on the catalyst to the same extent and may, therefore, substitute
one another in a mixture with,pentyne-1 or hexyne-1. Th; same was found
Card 112
s/o62/63/ooo/oo1/016/025
Study of the mechanism B101/B186
for cis-pentene-2 and cis-heFene-2. Results of hydrogenation of the bi-
nary mixtures of acetylene and olefin hydrocarbons: The ~,-acetylone hydro-
carbon is hydrogenated with.a high depree of' selectivity and stercoopeci-
ficity. The reaction proaeed,~ mainly by the formqtion of a cis-olefin.-
Saturated hydrocarbons, products of cis-trans-conversion and migration of.,
the double bond are-for mod inthe first stage of the reaction only in a
small amount according to Eq. (2). w-acatyiene hydrocarbon, ho-wevor, is
partially h.-ldrogenated in the first stage to the sutur,~ted hydrocarbon, the
cv-olefin admixed being hydrogenated only to a small extent and without
isomerization. Thus, hydrogenation of -