SCIENTIFIC ABSTRACT PEREKALIN, V.V. - PEREKALIN, V.V.

• Document Type: CREST
• Collection: Scientific Abstracts
• Document Number (FOIA) /ESDN (CREST): CIA-RDP86-00513R001240010002-1
• Release Decision: RIF
• Original Classification: S
• Document Page Count: 100
• Document Creation Date: November 2, 2016
• Document Release Date: June 15, 2000
• Sequence Number: 2
• Publication Date: December 31, 1967
• Content Type: SCIENTIFIC ABSTRACT

Aw A tym l.S4wW=xpb" "d Us dodwallwoo.
Vil. Tz"m so isiongb"k pw"m W m dyse of
ktbe shoftsm" "A". V. V. partwin (Now vkt In.t.
lTtvIawA.,IxWWad). CNW. U.S.S.R. &I. I IV, -4i9
VJWMXKaAI-lrauAmlkvl.

~W-- ----
owme v
n"m"
Ck" cma
1;A OPK-tm
-kik a few at-
W"P 4PD Wo- IU
St 222- 2M' 29G 30. 1~0.
mob" bw mom. 0 st'w% 2w. -d 40
-20 Maus "a.. at 3al. 9m. and

MI-rIA LT
"Reactions of' diketeaes. lnt-~rap'Lior, of diketenes with so,,.e arsnf-tt-ic a--~ineE
und Lerner., 0. (P. 1T)
basicity." Perekalin, V, M -5)
("burnul 1-)51, Vol 21, '10 11.
SO: Journal of Geneml Chemig, r

UM/Chwalstri - D:L)wtone Nov 51
"Interaction of Diketene With Certain W--ekly
Usla, Aromatic Amines, " V. V. Perekalin, 0. K.
7
"Uur Obahch Xhim- Vol MU, No 11, PP 1995-ZOU
SbMlod for the lst time that diketene can be'. used,
SMOOSSfully to Prel, acetoacetyl derivg3 of VOSX27
'busia amines. Prepd acetoacetyl derive of a-
zdtro=iline and diphow1mine with =cb higber
7ieMs tbau by other methods. ShcV,-A feazibiUV,
of -uie',df'iceto=etyl derivs as azotol-1- aid-tow
Wqj~ ot oomplex lapidone ft-r-lys. Shoided tbit,
C~kry - Diketow (OWW"
A
acetmectic acid chloride can. U 'o
*A*acteric auines (OSOM20le, eic). -Proposes
Mchmd= of' activating action 6f pyridine Qa

00- of sow folvalm of & ows tri,'
0 ft-- - . -V. V.I M W V. IMvvA'-
& A.1 T&mow,'M K4..' 4).
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dp.*&, IA & abd S a" infl. vto
ro am im OW dw 6virrol of Ae. cif
tlw 10a with a aWt at the pWflo" d the
aid vM a tWistributio-A Of their W.
IMAW. Stoll WMP ow in oulml Wo tj* pit of mows,
was D.O. Tbr IvllvoUjl &W. bands (wit) wA odbWoo
Cowls. (X 10-4)-wo" dwro,".. PbNMIb 231(1 M). M
... ...
p". loo OF tb* caborw "Ib
at
tior mos"
H 8 Also. max. at 3OIX41a), Sqokn). &A
~ij; MalarMa COM (in bOP7 win, PH 4,2) p"
2401Ml, 31SA(M). 425(f).M,. and 6=3.44). while
444
-t- -411,46 ~ Ae
ty"tal =" (is bete pol 8,07) 9
3W0.13), Aft 6.07). 1 a t=". I 14", u"It. hZI
Aoin the dkeppowam cil only The loapt-wav* bmd.
While the albor 3 moaln umhupd; crystal violet beMm
almilarly, wA Woo $taes obt 3W bwW. with opptatawt of
a otw bwW at 4M no. Volvalent pas, fim of Malotblu
(Won jilm SWUM) 316.8(0V), MUM). #md WD
1~03.41); MI&WI IM ~M 37,90.12), .1 442
Xb); while blvalovi Poe. loft cil alrotal V~M aim IN
O.M. 200-7). 31410.876). 4.WO.98) (the bita 2 InW%
No); -Whik the swvaw Pco. of p4methwh-Inioml.
MO. savo
pylasrolont has am boul at 246 w$ mW fte cjjorad dMve.
rct&W this b&M, with a". of ImBrr-wave barAls.
G. M. Konkpoff

mm
cuct" the ixt.` wo- evr4pd-.' and- the -
at-su -m-i -1,44-71T-vvhich~
tb6'_
txv AM
tamol h &OSI
p"44 ,
Full, H2Q,
7. 'jjej'wi&2N z 1
tile
N PhNISO And
-Qvw
to-stan
Nv-,*011 And ~~ ----------
.W" Jr UrkW
W-U0604,
Ix A41v~- Wdb I
-Thc~pv b ,k 101%, MOH--ii'vo i rm ow. furr14 1winvurliv 111scis"
ti:" Was td. with - -
M" 'no a red oolm. 'To 14ot W"; of 9~4% V
There Wasobtaintri
of fatd,- NaN% sph;. (brown u4q.): after removu I (J 1.1,
i-n 611. NAOH, ykld-
b. W, I. RtOIT and coaMng, the sulij, was qamulml it) ca'.!
vwet~ th
UA04,W 1 1 c. jitId of
-ing, Mut touls, ta -V ~!~T yiekling brown
11 theig.tcr W" 16 . TbJv(IX.) inJOI7sIrgQjI wa3 treated Orm'Etoll), fliqXL id Cold or hot
OIL aftt-,, kx
Wm

Chemiitx7.-,'_ Roac ion' proiaes
J~ P60 15i
P
erelialin- V
R

-tho effect of diazo-corpounds.
,

Tar -a ths: tAphd' Othane'Pe a
t',:li, Peacti ~
af'66M~ z! aary Was o ny1m rie.
munds
p
12~26 1232 july,i954

reaction' of ternary diazo-m-com
trip1heny1methanq.: *in Wi Dunds
And.,the itting,of c;~rbon-carbon boTWs- between'tbe mathine Carbon a:,.o,-z
spi
were -investigated. - Thp AttAchmnt of one of tbia cleavage products

.(dt, radica) -th t e di
th azo_compound~ with consequent formation
tj~e -iation: of the, rmcond product
il y 'a (ben aldehyde,

an
a D pepa
-4~m
n fro X"A a
yjamin6be ~Dldiawe. Sormic Ocid) 1 9 fo ,were' determined
th I
~
-and activity of the
analytibally. The efi,oct rf Ahe :vklne structure
va s explained. Fourteen Ge
dilmo-CORPOU-nd on v~q boW clea Be i rman,
IISSR and 2 IISA refereni~es* Tables,

lnsti~Wtipn~
The'
_6ertsen~Pedagokical Institute
Leningrad
d

Law
U.- ltuef6~',-4 dJ1(
Valle with
V~ V.
wilh ~_N) j~' 11)d,.jYjmiWxVHC 30d 111.
Rbs, nit
Kplusoy.,_- 0 3
U-SUW i~ ~ - _t . n-W
wWl-
R' Y d 4
eda '_v
In
t with Z~6
Ox awl , i . ,
it 10*;" btating I- hr. brt a- -blu"
h its p ~,f P~Tkufjt. avidu M1 yn) %iim' -
the
tMent with much 20/f X1011 phlbolimWixe, x
Y a
the ft"4C.Ce-sith d11. 11CF.d 66; eel) n, by.
dmlyz 1 59. Thtim to phthAimWile and metco.
w Uh
7% m4A*ff4 lw*~-_. -Aeyiem is Amast '. --W%,
and
C
_VrftL Eta% however. - Ry*ol f
ymb of the'
-in -a
It"dWt 0 to thrif ir
On gave k&lz- AW me:C0. Coupling
111aOAc pve 43% N-4edaacsi)tf.:- acidity.
n1foir,whichhydit,
tzed in
Immaottomm(Ate M. 105 - iu - 9170
Va V~hmy
At
Ism 40 at lWi6o 2 bn. give-1245
PF

7~4
z
y
---- ---- derivAtivell C4 rAMUL"u, V. Tvre-
y
'With
at gaye
414C ilk (Ii X.) IrC161COM'
*._-TI
COF m.
phCjj( IIINO,)Cflk 4
C.-k. 42-
atid hydrb~
in meol. W44- 11 at min it
_cnnflnucd j al pve,07% J-P ~Ajj
Alco . ThLIC
jvjtj&.~ COA
209'- IfivnV
wicHFAVISM11,
Fac
N-AC 4
G. ).T., 7-
UVOT

Pf- 1~ C r"q k I \j I \J'
P AD F - 3171
Subject s MM/Chenistry
card 0 Pub. n,; - 6/8
Authors t Ferakalint V. V. and A. S. Sopova (Leniqmad)
Title 3 Ritroblefina
Periodical : Unp. kh41n.,, 24, 51 613-634t 1955
Abstract : The preparation of rAtroblefins by nitration of alipbatic olefins
and by corAenzation of aldeb;d9s with ;rU=7 satilrated nitro
compounds Is reviewed, The Iftsical and chemical properties of
nitrolblefino a" discussed in some detail. IPolur tableep 158 ref-
eneest 7 Russian (11373-1952).
lustitution I None
Submitted s No date

S.
ad v
ko 010 21AIC
BIEN
25, 1":
d. IPA
Aare
b kba
hrs, re.
lfydvKiuiuu 3 4nd 0.8 g. it, C'14f Ill
Me pr-.--- f Yf A ter 2 hrs. lat IvAuj aliti E%tu.
lice 0 in Ra
with h 'i~ -1 - I
at CIJCI, 01",yield of t-j10Cjj'0'CCIj;'j'
is Fei'dilY I'Ydm]Yzc!d 'ni'h hot 5% Mtolj.
10;
The list of all e.ct%s,4 I smve P-C.WojCCII:--I0' (111), in.
121-2*; the %anie JaMt~4 f,tiln I ftnd the junj!o &rir. Ill 91%
inve
PLILL lu IIJkL
226-71,
I'MCCIIA
I in Cillaith little P*IrAfiaiiit~ilarly ~,t
Was
rS;
gave
::-a rd 74-511 p 'ni; r
-Rim
Kf)Ae at L,-401, ljj~m tm.,Itmi with S,% 4
IICI, g.iv~ a.
G. IM.
-3-ora3d. oarin" Ill. 120-M
mom 0no

wk.L
T.A.
.;~
~f I~rna of ro),-66tkn 0) 1 ilk t,
.;:ref
:4 -na
4Lv
S~, A-ct.HIOU 75 MI. C'U,
lip
fl- ~d
1"t Tz,;~O, ~a Vt~ I 'a V
V3.3',
re
AfW-- 48- U., 1.
littU!
'NiQ ill

USSR/Organic Chemistry. Synthetic Organic Chemistry. E-2
Abs Jour : Ref Zhur *. Khimiya, No..8. 1957, 26710.
Author : Perekalin, V.V~; -Lerner, O.M.
Inst :
Title Interaction of Diketone with Amidts of Carbox-
ylic Acids.
Orig Pub Zh. prikl, khlmii, 1956, 29, No. 10, 1609.
Abstract N-aeotoacotylamides of acetle n-butyric,
n-caproic, phanylacetic dipeLylacetic,
benzoic ri-toluic and cinnamic acids were
preparea by the interaction of diketene M
with amides of carboxylic acids in presence
of basic catalysts. Their structure was es-
tablished by the re2Ction of azofication by
producing phonylhydrazones and by a counier-
synthesis of chlor:)anhydrides of acids and
Card 1/2

PUBUT-IN, Y.T.: IARM. O.K.
----Aew^v --- W^,--
Reaction of dinitrodlelefins with substances contisiving active
hydrogen Oons in methylene groups, Zhur.prlkl.khtm. 29 no.10:
1610-1611 0 '56. (MIRA 10:10)
(Olefins) (Chemical reactions)

~K'
~A
tic
.PrOw
blodIde ed .3 &ipa'
Us 01~i7i 4U'
.7 kb -
eX, w" Yj_j_'Ph'ny1.3-
COO Sim0ii1y, jitah-
Vt. 9 (M
zl~ .8 in. 74.
W,;~Ae methindid ('MeO 10.
nzol A71.5
dint and
A 2o droPS xtti*~' 1*1 3.w ms-vieth d A~ am,
Addn. Oav
'ILve Iftex.
toll I
Itra
-

A- 0 1
21A.
0-5 V'ft~
1
.
'
tj in:
ffide and n)
inctw6

'7
e.~5
an
ms
i's
in s o MY RI;
P
J va

the sue ilc~ldc~ in
the
-
-
th -.0airst-_

71~

PUMALIN, V.V.; FAWA, G.D.
Reactions of diketeDe. Part 5: Reaction of diketene vith dioi7raph-
thallne. Zhur. ob. khim. 27 no.9:2578-2585 S 157. (MIRA 11:3)
i.Laningradekly podagogicheakiy institut imeni A.I. Gerteena.
(Ketene) (Naphthaline)

vt.
ZTZ
4z
-41
IS
Uw
ne In 10,
U~ I
j d ID.1410
-After fit mom
a ro I - , 1v;v oraps
n2 in tail
To q
16 e al-
temp. yl
in. nd
of M g "ittoWtIle, ,
0 dia ~~L- ejy Product
p
dr Pt "1vklA. in. 104
ali r;
I
ff;
_7T
-7 7

P'-TLPAALIN, V.V.-, POTLTAHSKATA. A.S.
Interaction between nitro;oleflnes and compounds wltb active
methyl groups. Doel. AF SSSR 112 no.3:441-444 Ja 157. (Ml.RA 10-4)
1. Predstavleno skademikom I.N. Mazarovym.
(Olefins) (Hathyl group)

AUTHORS: Zobocheva, M. X., Perekal-'n, V. V. SOV/156-58-4-32/49
TITLE: The Interaction of Nitro-Oleftns With Dimethyl Malonic Ester
(Vza-.'ModeyStV4ye nit-roolefinov a malonovodimetilovym efirom)
PMODICAL: Nauchnyyo doklady vysshey shkoly. Xh4-miya i khimic*-eskaya
t9khnologiya, 1958, NT 4, PP 740-742 (USSR)
ABSTRACT: A detailed investigatiori of the interaction of the nitro-olefins
with dimet.*Vl malonic ester was carxied out. The reaction
process is as follows:
0 NCR-CH + CH (COOCH
2 1 2 3)2 02NCH2-CH-CH'COOCH3)2
R A
The equimolar quantity of nitro-olefin in dry methanol solution
is added to the solution of dimethyl malonic ester in dry
alcohol at a temperature below 200C and by intensive inter-
mixing. After 30 minutes of intermixing of the components, the
reaction MiXture is acidified by acetic acid under addition of
finely diaperse ice. The eliminated condensation products are
filtered off or extracted by ether, if liquid products are
formed. The products are purified by crystallization or distil-
Card 1/2 lation in vacuum. The synthegited products wers chemically

SOV/156-58-4-32/49
The Interaction of Nitro-Diefins With Dimethy! Malonic Ester
analyzed and the values are given in table 2.
There are 2 tables and 5 Soviet referemes.
ASSOCIATION: Kafedra organicheskoy khimii Leningradskogo gosudarstvennogo
pedagogicheskogo institute. im. A. I. Gertsera (Chair of
Organic Chemis-ury at ~he Leningrad State Pedagogic Institute
imeni A. I, Gertsen)
SUBMITTED: June 16, 1958
Card 212

AUTHORS: Perekalin; V- V- Sopova A S- 7 2 4/6
TI~LE: ------- The ~Synthe;~isof v-4m1noke tone,3
(Sintez 6
,f--aminc,ketonov)
PERIODICAL: Zhurnal Obsh--hey KhImii 11456, Vol 28, Wr 3 pp~ 675-679
(USSR)
ABSTRACT: The effectively realized reaction of nitroolefines with
acetic ester successfully realized by the authors offered
the possibility to make uge of zhis reaction for the elaboration
of a new synthesis of s-amincke-ones- These ketones have
hitherto not been investigated as there seemed to be no
possib',e ways for their synthesis as well as n-~, possibilities
of het;rocyclization forming multiple pyroline derivatives
of interest for chemists; it was of interest to find the
dependence on their structure of the e.~apabjlity of condensation
of unsaturated nitrocompounde with acetto eater. Tho reaction
of nitrostyrene with acetic ester on EL ^atalytic contact
with triethylamine and pyridine le-d to the formation of the
ethylester of the 2-acetyl .- 3 - phony! - 4 - nitrobutyric
Card 1/3 acid (1) (98-82 %). The catalytic reduction of this ester

The Synthesia of r-Aminoketones
71;-.28 ~-24/61
resulted in two prcduct.,3, dopending on tho toact-lon porlod:
the hydration for 10 hou-s only tht, nitrogroup and
le-d to the formation of qthylesters ef the 2-acetyl-3-
phenyl.-4--aminobutyric acid (II), that for 48 hojr& h,,)wever,
was accoEpanied by the saponification of the ester and the
formajion of 2-acpty'-~ pheny1-d-,w,,iin,,buLyr..c a:"d (III) Tne
ester )f the amincketom,_ acid (II) was sul,jected to d-,fferent
chemical reactiona: 1, The saturatlon of a benzene
solution with dry hydrochlorirte furnished the hydr:-chlovic
salt. &. -he action of acety1chloride gave the
((IV)
acety1derivativP ~V). 'ri,e heating with a 10 $ hydrc-
chloric acid le_d to the solution of the basic problem:
As a cons~:a-,,ence of the ketone cleavage the r--aminoketone-
1--amino-2~phenylpentanor-4 (IV) in form of 'tl~drochio_ic salt
\1 resulted with a y'eld of 45 % The aminoacid, in heating abovP
the meltinE: point, easily converted to the pyrolidine
derivatiwe by heterocyolizationg this again was converted
to the hydrochlor2.c salt vf 3 phenyl - 4 - acetylpyi-olidin-
5 (VII) by dry hydrochlorine, Special attention was paid
to the structure of the condensation product (I) which was
to be determAned. It formed in an alcohol medium with pnenyl-
Card 2/3 hydrazine in the presence of hydroChlorine acid the phenyl-

The Synthesis of I'-Aminciketone
79-25, - 3- 21./61
methylpyrazolone derivative (VIII), which is identical
to the roaction product of nitrostyrene with phenylmethyl-
pyrazolone; hydrazone (IX) synthetized from (1) was converted
to pyrazolone (VIII) by heating in benzene in the presence
of phosphorus pentoxide, Thus the structure of the
condensation product of nitrostyrone with acetic ester is
clearly proved.
There are 3 references; which are Soviet
ASSOCIATION: Leningradskiy pedagooicheskiy institut Imeni Gertsene
(Leningrad Pedagoical Institute imeni Gertsen)
SUBMITTED. January 21, 10/57
Card 3/3

AUTHORS: Perekalin, V. V., Lerner, 0. L.
TITLE: The Conversion of Dinitro-Olefines With Compounds Having Mobile
Hydrogen Atoms in the lAethyl Groups (Vzaimodeystvi-,,e dinitrcdi-
olefinov s soyedineniyami, soderzhashchimi podvi,-hnyye vodorod-
nyye atomy v metilenovykh gruppakh)
PERIODICAL: Zhurnal obalichey khimii, 1958, Vol 28, Nr 7,
PP 1815 - 1823 kUSSR)
ABSTRACT: In completion of earlier papers and articles xtritten by t,,e
same authors (Refs 1-8) it seemed useful to them to ilrij)rove
certain methods of the synthesis of so-Lie dinitro-olefii.es, viz.
derivatives of toreplithalaldehyde, and to investi-ate t-eir
conversion with compounds having mobile hydro,---en atoms in trie
meth,l groupo When i3sing ethylene dirtmine (Ref 9) as eatF~lyFt
the authors uodified known methods of the conde ination of
terephthale,ldehyde with nitromethane (Refs ),10) ay)(1 ir;
cases obtained a considerably hi,,!ier yield of diniti,o-olefii~es
(Table). The oynthetived dinitro-olefines vere ciuced to re-ict
with a ,,,reat nunber of compounds h,~.vin.~: inobile hydro.,en .-.tn=-
Card 1/3 in their mothyl Uroupc, viz. with mRlonic or;ter and ficctic coter,

The Conversion of Dinitro-Olefines-'With Compounds S -,`1, 2;-' - 7 -4
Having Mobile Hydrol-en Ato-ns in the Methyl Groups
with phenyl-methyl pyrazolone, cyanacetic- --nd nitroacetic
esters, as well as with phenylnitrometnane, The rtitro troups
at various molecule torminals in the above ment-onel nitro-
olefin,-.s produce two combined systems in an opposite direction,
which fact was of interest for the reactivit y o:' SUCh COM-
Dounds, and which has hitherto not been investi,,~i~ted,. It vi--is
found that the presence of two combined slyste-7s in ar, op,-,sitle
direction in the dinitro-olefines is no hindran-n? for- t~C
condensation course with active methylE.-ne coripon-~-i.ts un]er
the action of two nitro-vinyl I-roups. Viere :.ve I talle -~nd
14 refere-ce.-, 5 of Villich are Soviet.
ASSOCIATION: Leninaradskiy perlago.-Jcheskiy institut inteni A.I-Iortsen~,
(Lonincrad Podajo(;icP.'L Inntituto imeni A.I.Gei-t.~en)
SUBMITTED: June 17, 1957
Card 2/3

I?
The Conversion of Dinitro-OlefineB With Compounds SOV/-)-28-7-19/64
IlavinC; Mobilo HydroCen Atoms in the Idethyl. Groups
1. Dinitroethylenes--Chemical reactions 2. Methyl radicals--Cliemical reactions
3. Condensation reactions
Card 1/3

SOV/:20-121-2-28/53
AUTHORS: Abramovich, T. I., Gragerov, I. P., kerekalin, V. V.
TITLE: The Isotopic Exchange of Hydrogen and the Capability of the
Methyl Derivatives of Nitrogen Containing Heterooyclea To
Enter Into Ccndeneati-lon Reaotions (Izotopnyy obmi,n vodoroda
i sposobnotitilmetillnykh proizvodnykh azotsoderzhashohikh
geterotsiklov k reaktsiyam kondeneataii)
PERIODICAL: Doklady Akadomii nauk SSSR, 191,8, Vol. 121, Nr 2, pp. 295
298 (USSR)
ABSTRACT: The heterooyales mentioned in the litle which he,-Te a methyl
radical in an a- or r-position to the hetero atom, as well as
their quaternary salts enter into condensation reaotions with
aldehydes, nitroso-compounds, diazo-compounds, nitroolefines
(Ref 1) and others. These conversions usuallir take place in
an alkaline medium. These compounds can be a:.-ranged into a
series as regards their activity . The opini,)n k'e.g. as
mentioned in Ref 2) that the velocity of the condensation
reactions as well as the possibility of their c:.urse at all
Card 1/4 i's determined by the easy cleaving-off of protorts from the

SOV/120-1 21-2-28/53
The Isotopic Exchange of lydrogen and the CapabillIty of the Methyl Derivatives
of Nitrogen Containing Hetexocyoles to Enter Into Condensation Reactions
methyl radicalay Is widely spread. As the said eii.siness is
quantitatively characterized by the velocity of 1he isotopic
exchange of hydrogen in an alkaline medium it wat; interesting
to compare 'the velocity of the exchange of the compounds
mentioned with their tendency to condensation reactions. By
doing so also the factors could be explained whi,)h determine
the mobility of the hydrogen in the methy-1 group in dependence
on its stracture. In the present paper the authors investigated
the exchange of hydrogen between the compounds of the seriae
(1) and the viethylalcohols CH30D in the presence of triethyl--
amine. The ratio between the eubstance investigated, the
alcohol, and the catalyst was about constant and amounted to
0,007 : 0,03 : 0,001 moles correspondingly. Figure 1 presents
the. resultij obtained as the function of In (', - z) versus the
duration t, where z denotes the share in the exchange calculated
in relation to the three hydzogen atoms of the methyl radical
subjected to the exchange. The points obtainod Jn the experiment
may Satisfactorily be located on the straight 11-ne describing
Card 2/4 the time course of the reactions of first order, The mean

SOV/20-211-2-28/53
The- Isotopic Exchange of fLfdrogen and the Capability of the Ytithy! Derivati-.es
of 11trogen Containing Heterocycles to Enter Into Condensation Rea ctlons
values of the velocity constants K (Table 1) were found from
the slope of this straight. The exchange of the above mentioned
expexi-menta.concerns only the hjdrogen of the m-?thyl residues
being in an a- or J-position. to the hetero atom (the hydrogen
of the N-R bindings is not included). The corLse,,,utive order
of the exchange velocities reflects the differently easy
cleaving-cff of protons from the me' y1 radicals. The comparison
between the series (1) and the data in table 1 shows that the
activity in the condensation reactions does not e-rreBpord to
the tender.cy to the cleaving-off of protons. Thus the ionization
of hydrogiin, at least in several cases, does not represent the
limiting utEZe of condensation reactions.
There are I figure, I table, and 11 references, 8 of which are
Soviet.
ASSOCIATION: Leningradakiy pedagogicheskiy institut im. A. 1. Gertsena
(Leningra(i Pedagogical Institute imeni A. I.. Gt.rtsen)
Institut Tizicheskoy khimii im. L. V. Pisarzhevskogo Akademil.
Card 3/4 nauk USSR (institute of Physical Chemietry imeni L. V.

S)V/120-121--2-28/53
The Isotopic Exchange, of Hydrogen and the Capability of che Methy.1 DerivatiYes
of Nitrogen Containing Heterocycles to Enter Into Condensation Reactions
Pisarzhevskiy )AS UkrSSR)
PRESENTED: March 18, 1958, by A. N. Frumkin, Member, Academy of Sciences,
USSR
SUBMITTED: March 17, 1956
Card 4/4

AUTHORS. Bobovich, '~a.S., Perekalin, V.V. SO V120- 1 1? 1-6-21.1/45
rITLEt An Investiga':ion of the Structure of Unsaturated :q1tr0cQ-_po-.znds
by Means of the Raman Effect (Issledoveniye stroygniya nepredel'-
nykh ni L, os oyed Lneniy wstodom kombinatsionnogo rasseyaniya sveta
PERIODICALt Doklady Akadzamii nauk SSSR, 1958, Vol 121, Nr 6, pp 1026 - 1030
(USSR)
ABSTRACT: A very important factor for a successful reciprocal reaction of
the above mentioned compounds with nucleophilic reagents (in par-
ticular with compounds containing mobile hydrogen atoms in the
methyl- and methylene groups) is the eleotron de.:-ciency (+S ) on
theo(I-carton atom of the nitroolefin-ethylene-re(tical. The magni-
tude of this deficiency which is due to the conjugation of the
nitro group with the double bond, depends to a c,)nsiderable de-
gree on th6 chemical structure of these nitrocompounds (on the
nature of the radicals bound to the ethylene radical/~. For the
solution of various'synthe"tic problems, sufficient objective
knowledge of the character of the conjugation in the nitroole-
fines was required. For this purpose this investigation of the
bands of Lntensity of 22 unsaturated nitroderivatives, further
Card 1/3 of nitromathan and.some aromatic nitroderivativea was performed.

An In-4estigation of the 3-tructure of Unsaturated 3OV120-121-6-21145
Nitrocompound3 by Means of -the Raman Effect
The spectra of most of the compounds were determincd for the
first time. As already known (Ref 1), the intensity values of
the spectra clines) in question change accord.ing to conjugation
and therefore*make it possiblg to estimate the letter. Besides,
in thin waj the judgement of local changes of the electron cloud
instead of tne behaviour of the molecule taken ir. its totality
is render6i possible. The results are summarized in table 1..
The investigation proved that the intensity of the lines is wide-
ly variable (Table 2). For the same molecules tho intensity of
the antisymmetrical oscillation of the benzene r;.ng is liable to
considerable changes. The authors conclude as fo'.lows-
1) The unsaturated olefines represent a uniform, conjugated
system.
2) In pare-dinitroolefines (XVIII and XIX) the conjugation in-
creases rapidly, as compared both with the corresponding meta-
isomerm (XXI and XXII) and with mcno-nitroolefines (VI and
VII).
3) The meth)-l groups on the ethylene carbon,which is combined
Card 213 with the nitro group, diminish the conjugation.

An Investigation of the Structure of Unsaturated SOV120-121-6-21145
Witrocompounds by Means of the Raman Effect
4) 1 a degree of depolarization of the symmetric (;scillation
(.def 2) ranges for most of the compounds betweon 0,22 and
0,43. A.N. Terenin, Member, Academy of Scienceis, USSR, and
Professor B.S. Neporent have participated in this study and
have made possible the F-ectral measuring.
There are 2 tables and 2 r,.'erences, which axe Soviet.
PRESENTEDI April 14, 1958, by A.N. Terenin, Member, Academy of Sciences,
USSR.
SUBMITTED: April 2, 1958
Card 3/3

50)
inilon; Pere V'~
ka2 in, _ - ~_ co';179-29-cl-20176
'_~Dac ~Ieva:' M'. U0
TITLE: Synthesis Of 7-Amino Acids and Pyrrolidonea.
PERIODICAL: Zhurnal obishohey khimii, 1959, Vol 29, Nr 9, pp 2905-2910 (USSR)
ABSTRACT: A survey o:t the synthesis of y-amino acids ahd pyrrolidones
described Ln publications reveals that their application is
often reattitAed by the difficult preparation of the initial
producte4 -Known methode fail to produce moro complicaied
I-amino acido. In the investigation under roview, the sodium
derivative of dimethyl aster cf malonic acid ues caused to
react vpith nit-io-olefina of the aliphatic, aromatic, :hetero-
cyclic serieg; i.e. vith P-isopropyl nitroethylene (Ref 10),
p-methozy-.60-nitrostyrene (Ref '11), p-oxy-m,-meihoxy-(-)-nitro-
styrene (Ref 12)v P-furyl nitroethylene (Ref 13), P-thienyl
nitroethylene (Ref 14); this orndensation resulted in com-
pounds W W~ich,-by reduction over a skeleton nickel catalyst,
yielded pyrrolidon-es (11); the acid hydrolygis of carbomethoxy
pyrrolidones led to substituted y-amino butyric, acids (III))
and the alkaline hyo,rclysl a to rrolidone carboxylic acids (IV).
On heating, acids I (:r W and (Iv~transformel into pyrrolidones
(V); the h-droly-sis of pyrrolidones again yielded y-amino acids.
Card 1/3 A synthesis was alo'c'miid-3 of the ae-etyl compounds (VI) (Scheme).

Synthesis of y-Amino Acido and P72~rolidones BOV/79-23-9-20/76
To provent WAro-olefin 'from polyworizing, iiitxo-olofin, liko-
wise solved Ln.methanolt was added to the soluiion of sodium
methyl malartate in anhydrous methano.19 and not the other
way round, Condensatior took plage on ccoling; a considerable
reoinifioalion onaoxwed abovo -20 . Tho nickol c:atalyst applied
was first :38turated with hydrogen; from the amount of absorbed
hydrogen it ,was pqssib~le to deduct that only the nitro group
had been r~3duaed, and not the carboxyl groups. Acids (IV)
were aaparated by diluted hydrnchloria acid from the alkali
lyes resulting Aftor the hydrolyaia of oompoun4s (11). on
heating to the molting point they were transfo.-med into the
corresponding pyrrolidones. Their hydrolysla with 1W. caustic
pota3h so!-atlon and cu1jsequont neutralization vith diluted
hydrochloric acid, ~rielded the 1--amino anids an the end prod-
-ict. Pive 1--ami=, acids (IlIa)~ (IlIb), (IIlv),, (IIIg), (IIId),
and, cor-zesp,.)ndiztply, fire pyrrolidones (Va), j,Tb),(Vv), (Vg),
(Vd) were syn-thegized. Malting point, yields and data supplied
by the elema:.,itary analysis of the products obtained are shown
by the table. There are 1 table and 14 r,ferenaess 4 of which
are Soviet.
Card 2/3

Synthesis of y-Amino Acids and Pyrrolidones SOV/79-29-9-20/76
ASSOCIATIOR: Leningradetkiy podagogichaskiy inatitut imeni I. I. Gerteena
(Leningrad! Pedagogical Institute ingni A. 1. Gertaen)
SUBMITTED: July 11, 19.r,8
Card 3/3

50)
SCIV/80- 32- 4 -47/47
AUTHORS: Perekalin, V.V. and Lerner, O.M.
TITLEt The Condensation cf Isophthalic Aldehyde With Nitromethane (Konden-
sateiya izoftalevc-go alldegida a nitrometanom)
PERIODICAL: Zhurnal prikladnoy khimii, 1959, Vol 32, Nr 4, pp 939-)40 (USSR)
ABSTRACTs The condensation c,f isophthalic aldehn de with nitromethane was already
studied by Ru6gli and Schetty fief y6who obtained dinitrodiolefin with
a yield of 35% by using methylamine and benzy1amine as catalysts. The
authors of the present note continued to study this reaction and
achieved an increase in the yield of dinitrodiolefin, which att-kined
67%. The method for increasing the yield of the final product was the
use of the aqueoue concentrated solution of caustic: soda as a condensing
Card 1/2 means taken in excess. The experimental part of the investigation and

SCV/80-32-4-47/47
The Condensation of Isophthalic Al.dehyde With Nitromethane
the various phases of reactionr sz.-e described in detail.
There are 9 referonces, 3 of whicn are Soviet, 3 German, 2 American
and 1 SWiB8.
SUBMITTEDi JUIY 11, 1958
Card 2/2 usmm-Dc-60,915

5(3)1
AMPS:. Konikova, V.A., Perekalin, V.V.
SOV/80-32-5-51/52
TITLE:. The Interacti*04'"Ji- 'MMIUME'r2rMs with Barbituric Acid
PERIODICAL:. Zhurnal.prikl&1noy khimii, 1959, Vol 32, Nr 5, PP 1178-1179 (USSRJ
ABSTRACT: The procticts oX la.rbituric acid containing nitro- and amino-groups in
allWl residues bound to tha methylene atom of carbon are li4-tle in-
vestigated. In the article reactions of barbituric acid with various
unsaturated nit'ra-compounds are studied and the following compounds
are synthesized: 5,5-(21,21-dinitrodiethyl)-barbituric acid; 5-C 1-(ni-
tromethyl)-butyl(l)] -barbituric acid; 5- [ (l-,nitromethYl-3-methY1)-bu-
-tyl] '-barbitur:Lc acid; 5,55- [(21-nitroethyl-l-nitro-methyl)-butyl3 -bar-
bituric acid.
There are 2 refezentes,.1 of which is Soviet and 1 American.
SUBUTTED: Jul"r 10, 1958
Card 1/1

50) SOV/2o-12,1-3-2a/67
AUTHORS: Perekalin. V. 'T., ParfwDva, K. S.
TITLE:
-
The Synthesin of Derivatives of Cyclic Diketon-~s (Sintez
proizvodnykh tviklicheskikh P-diketonov~
PERIODICAL: Doklady Akad(tmJ.i nauk 335R, 1959, Vol 124, Nr 31 PP 592-594
(USSR)
ABSTRACT: The cyclic P-diketones (such as, e.g., phenyl indandione-1,3)
are becoming- increasingly important in pharmacology as anti-
coagulants, vpasmolyticu, as well as for their effect which
resembles that of atropine. - The condensation of various
cyclic P-diketones (dimedon, indandione-1,3 and 2-phenyl-
indandione-1,3 as well as 4-oxycoumarin) was car:-ied out, at
room temperature, with a series of aliphatic, aromatic and
heterocyclic unsaturated nitro-compounds (nitroethylene,
P-nitrostyrer-e, furyl-nitroethylene, and thieny.*-nitro-
et:iylene), in the presence of basic catalysts (me-thyl sodium,
triethyl!!mine) in organic solvents (methanol, bez.zene). To
dimedon, only nitroethylene affiliated with two Liolecules;
the aromatic nitroolefins formed only 1:1 adducts. Indandione,
Card 1/3 on the other hand, reacted with all of the above-men-.ioned

SOV/20-124-3.-28/67
The Synthesis of Derivatives of Cyclic P-Diketones
nitroolefins with both hydro,,en ator-,s of the aethylene ,,roup.
4-Oxycoumarir. could be only condensed with P-Pitrostyrene.
The aliphatic nitroolefins polymerized. The aromE~tic sub-
stituted nitroolefins which possess nucleophile nubstituents
at the benzene ring (4-dimethylamino- and 4-Inethoxy groups)
did not react with oxycoumarin, bocaiiao of roduccA activity.
Highly acid diketonec auch as 2-nitrodimodon, 2-nitroindandione-15
and 2-indandione-10-sulfo acid, do no' react willi nitroole-
fins. The reaction medium exerts a stronr3 influer..-e on the
course of the reaction. Non-polar solvents (benzcne) prevent
the enolization of the cyclic P.-diketoneu, thus Iromoting, tile
reaction, whereas the polar solvents (nothanol) liave the
opposite offect, thus the yield is smaller. - The structure
formulae and the physical data of the synthesized compounds
are liated in tables. - The paper presents a genoral inethod
for the synthesis o. derivatives c' cyclic P-diketones,
characterized by the fact that the hydrogen atoms of their
metbylene groups are replaced by a nitroethyl aroip, connected
with various aliphatic, cyclic or beterocycli3 radicals.
There are 3 tables, and 2 references, 1 of which is Soviet.
Card 2/3

5W

AUTHORS:
Bobovich, Yu. S., Per I i n
eka soir/2t:-127-6-26/51

TITLE: investigation of the Structure of Some Ethylene and Styrene
Derivativos by Means of Raman Radiation
PERIODICAL: Doklady Alcaelemii nauk SSSR, 1959, Vol i27, Nr 6, pp 1239-1241
(USSR)
ABSTRACT: The activity of unsaturated organic nitro-com-ounds is subject
to the conjunction of the nitro group with the double bond.
In order to determine the influence upon activity when replacing
the nitro group by other electrophilic groups (nitrile-, car-
bonyl-, carboxylic-, sulfonic-, p~aephoric-groups) in conjunct-
ion, the f4ntensity of the Raman lines corrosponditg to the
double bond was measured. The method was ai.reaiy described
in referencet 1. Table 1 shows the frequencies and intensities
(relative to benzene double linkage - 1) for ethylene derivat-
ives, table 2 for styrene derivatives. Tale introduction of the
nitro group into an ethylene derivative mu7itiplies the intensity.
"

The intensity of vinylsulfonic ani vinylph(
;sphonic compounds
is - contrarily as expected - lower than in ethylene derivat-
ives with isolated double bond. The methylone group acts like
Card 1/2 a barrier if' the nitro group is separated from the double bond

Investigation of the Structure of Some Ethylene and SC-7/20-127-6-26/51
Styrene Derivatives by Meanp of Raman Radiation
by the met1kflene group, and no increasG of irtensity occurs.
For chloro- and bromo-allyl, however, as well as for halogen
compounJa of styrene no barrier effect, caused by the methylee
group, may 'be observed. No interpretatlon may be given yet to
explain this specific property of the halogens. In common the
styrene compounds satisfy the same rules. Ther are 2 tables
and 7 references, 5 of which hre Soviet.
PRESENTED: April 23, 1959, by A. N. Terenin, Academician
SUBMITTED: April 2, 1959
Card 2/2

,57 J6 68163
+434
AUTHORS: ,Perekalin, V. Vat Lerner, 0. M. SOV/20-129-6-29/69
TITLE: Synthesis of Conjugated Dinitrodiene
PERIOD7VAL: Doklady Akadeniii nauk SSSR, 1959, Vol 129, Nr 6~ ip 130'k - 1305
(USSR)
ABSTRACT: Aliphatic unsatt,,rated nitro compounds with 2 conjL.gated nitro-
vinyl groups had. not been described in publications. Since the
structure and reactivity of such dinitrodienes are, of interest,
the authors synthesized the simplest dinitrodiolel'ine: 1,4-di-
nitrobutadienti-1,3 (V). They started from 1.4-dini.trobutene-2
(1). Usable diroctions for the preparation of 1,4--dinitrobutene
in the only way possible (by addition of nitrogen tetraoxide
to divinyl) are missing in the pu")lications (Refg 2-5)- It was
found that a rapid addition of N.0 4 to divinyl under vaccination
with crystall:Lno I is necessary for successful ni-.ration. 1,4-di-
nitrobutene-2 was transformed into fumaric acid. (11) by acid
hydrolysis to P3'OVe the structure; thus, a simple method of syn-
thesis of fumaric acid and, consequently, of maloic acid anhy-
dride was found (Ref 6). Contrary to data from pu31ications
(Ref 5), 1,4-(Littminobutene-2 (III) was obtained in the reduction
Card 113 of I with tin and hydrochloric acid, and not 1,4-liaminobutane.

68163
Synthesis of Conjugated Dinitrodiene SOV/20..129-6-29/69
In the presence of iodine traces, I slowly deposits chlorine
and turns into 2,3-dichloro-1,4-dinitrobutane (N). This com-
pound is very unstable as compared with alkalis and organic
bases. On account of the Raman. spectra, the doublo bond in
1,4-dinitrobutene-2 (contrary to nitroallyl) part%cipatea in
the conjugation with the nitro groups (Ref 7). HC:- is separated
during the effect of lead acetate in glacial ac;et:Lc acid on Iv,
and 1,4-dinitrobutadiene-1,3 (V) is formed. This i3ynthesia ap.-
parently is the first example of using lead aCOtL.,e for the
trans fo rmation of 1,2-halogen-nitroalkanes into unaaturated
nitro compounds. V proved to *6e a vary resistant -:ompound. It
did not entor the diene-synthes~s reaction, did nat react with
the active hydragen atoms of the methylene groups as do mono-
nitroolefinos, 6.nd could be slowly brominated. Th-is, a dibromide
was formed. The intensity of the bands of the dou*:)le bond in the
Raman BpeCtMll Of V (Table 1) exceeds the respectLve value of
the mononitroolefin-as by about one order of maF;nitude. This in-
dicates the presence of a. conjugated system. There are 1 table
and 8 referoncem, 3 of which are Soviet.
Card 2/3

68163
Synthesis of Conjueated Dinitrodiene SOV/20-12c,.-6-29/6rj
PRESENTE): July 11, 1959, by M. T, Kabpchnikov, Academician 4-
SUBMITTED: July 13, 1959
Card 343

BOBDVICH,
,me
Investigption of t' structmre of some unsaturated corgmunds b7
means of ftman spectra. !hw. strukt. khin. 1 no-3:313-318 S-0
l6o. (MIRA 14: 1)
1. Gosudarstvoum" opticheskly institut; iment S.I. Vavilava, Leningrad.
(111heaturated compounds--Spectra)

;600
AUTHORS: 11evokc-111rij V. V., Pal.1'et-IL)VU,
TITLE: Chend.stvy of' Unnaturated
of' Derivative,.; of' Cyclic
PERIODICAL:- Zhurnal obshchey khtinil,
-5,
p 58-39-5 (ITS811)
p
K. S.
Nitro Compounds. VI. Synthesi
8_D1,kctonc3
1960, Vol 30, Nr 2,
ABSTRACT: The au.thors have effected, or .he f'ir.,3t t Ime,
reactions of inary cyclic -diketones with a Ferles
of allphatic, aromatic, and heterocyclic unsaturated
nitro compounds. The reactions 1)~Qceecl by the f'ollow-
lnc~ scheme:
U
CC
It/ CO \C11 -III + CII=CII N02
\CO/ IIIS R/ CO \C=(CIIcII2NO':)2
Card 1/3

Chemistry of Unsat.,,ii-at-t-d' NLtro 771357
Compounds. VI SOV/7 IQ - 30 -2 -8/78
It - (CH.4-c/ CY. It, - Ii, Coll.; R, = [I. AIM n OWL
\C 1:
The following reactions were succesifully performed
at rooni temperature, using benzene or me thyl alcohol as
nolvc-tits and, usivilly, tviethylainine or sodium
methoxl.de as catalysts: veaction of diviedone With
nitroethylene time of reactioij, 30 min),
2 -nitrost-yrene 11' (3 hr), (3) p-hydroxy-
-m-inethox), - /3-tvttroA~rcne (111) (5 days); of.
1,3-indandione w1th (1) nitroethylene JV) (15 min),
(2) )9.-nitrostyrene (V) (2 hr), (3) CL Auryl- nitro-
ethylene (VI) (2 hr), (4) CL-thienyl- 1~3 -nitroothylene
(VII) (I hr); of 2-pheriylindandione-_1,5 with (1)
nitroisopentene (VIII) (2 hr), (2) -'1 itrostyrene (IX)
1 hr), (3) p-nitro- /3-nitrostyrenP(K) (10 hr),
k) CL-furyl- 3-nitroeth lene (XI) (2 hr); and of
4-hydroxycouma/ ri with nitrostyrene (XII) (1 day).
Card 2/8 The formulas of the prowuCts, their yLelds, and

clicinif3ti,y of' Un.,,Aur~ited Nitro
Compounds. VI
778, 7
O01r/-(() - '1~0-2 -
melting point,,; are shown In Table I
Tab Le 1 . (a) NumberS of the compounds; (b) formula;
(c, ) inp (solvent); ((I) yield
(b)
--c/ elf,-co \c--(cll,.,cll2NO2)2
(c 11 Al \cII,-cO,/ L-thrLnol)
(c It 3 ~J---c /C:I:-Co \CII-CIICJIIINO, 07.9
\c I -c0/ 4115 ~(methanol)
cI1,-cO CII-ClUISNO,
4111) (CHA-c<
\CI12-co> 1
C6113011-OCth-P, Oft
174 47
(methanol)
Card 3/8 (Table cont'd on Cart4.1 4/3)

card 4 /B
ON)
fV)
IVI)
IVII)
(Vill)
77857 SOV/79- 30-2-8/78
/YCO I
>C_-(cIlcll2NOj)3
I lit M
(methanol)
\/'\co
/ co
\C__(C)lClltNO2)j
/ I I&S.5 85
(methanol-
benzene)
\/,\C0 cello
c0
\
(\ 156.40 56
(methanol-
C=(CHCll2NOj)2
, I benzene)
\/\CO OC-7
/c0

>C--(GlICH%NOs)s (d2t2-21 81
ioxani
\/\G0
CII(CIAS)s
I
ffco
NO
CHCI 60
(methanol)
h
s
A
\/\co C.11,
(Table cont'd on Card

Chemistry of Un-saturated Nitro
Compounds. VI
Cari 5/8
77E`7
SOV/79-30-2-8/~P-
CO Calls 2
(M.A.1-nol- U4
(IX) \ I
G-GlIGII.N02
I b,!nzc-ne
\/\Co C0115
CO C61liNOrp
I t93
(M ~ than
l 87

(X)
'C-ClIC112NO, -
o
banzene)
\/\CO C0115

0
CO 132

(M~!thanol- 55
b:2nzene)
(xb G-Gll(,II,NUS
,
\/
\Co ell,

(X11) CO
(Af-CIRAISNOS
I I 152
kethanol) 50
\0/ CU (;ell,
The 2yclic 1?-diketones having strong acidic
propartieB ('2~n1tro(jinledone, 2-nitrolndandlone-1,3
and 1,~-indandione-2-sulfonic acid) and ketoner~ with
very weak acidic prcpertles (cyclohexanone, I-
-indandlone), as well as perinaphthoindand tone,

Chemistry of Unsaturated Nitro 7781)7
`75 - --~0-2 -Q17~
Compounds. VI SOV/
do not react with nitroolef Ines. (Thlophene
supplied by FroVessor V. Trelbs (Tre,-bs) (Leipzig);
2-nitrodimedone and 1,5-indandione-2--sulfonic- acid
were sunplied by E. Yu. Gudriniyetse Th there
exi.sts, an optimum aci(iity of' the cyc .Ac -diletones,
contingent for the reaction with nit-oolefine,--
Hydrogenation of' some of the tilt i-opro,-''Licts led 0
formation of' cyclic compounds, deril-itives o1'
pyry-clitie (.,,,ee XIII In Tnble 2).
Table 2. (a) Tjumbers of' the compound,; (1)) rormula;
(C) ITP (solvent); (d) yield
C a r (1 6/8

Chemistry of Unsaturated Nitro
Compounds. VI
Card 7/8
Table 2.
(a)
Hydrochloride of (XIII)
CO C I I ((. I
J "(:-( IMAIIN 11,
co :,Iij~
CO I 1...
(.811
77811--7
SOV,/'79 -30-2
I(d
k sT, !A,
(me thanol)
(metlianol)
W4 4.1
(met',lanol)
216 33

Chemistry of Unsaturated Nitro
Co-oounds. VI
778~57
SOV/'19-1710-2-8/78
Compou,nds. VIII and IX formed amines (XV and XVI).
There are 3 tables; and 20 references, 8 Soviet, 9
Germar, 1 U.K., 2 U.S. The 3 U.K. and U.S. refer-
ences arle: G. Bucklay, P. W. Scatfe, J. Chem. Soc.,
111729W117); W. King-, F. Nord, J. Org. Ch., 14, 4o5
(1911 ; N. L. Drake, A. B. Ross, J. Org. Ch., 23,
717 0958).
ASSOCIATION: LeninCrad A. I. "Iertsen Pedagogical Institute
(Lenirgradskiy pedagoglcheskiy Institut imenI A. I.
Gertsena)
SUBMITTED: leebruzir,y 2, 1959
Card 8/8

-5. 16lo 7 8"' 86
S OV17 3 0-4 016 C,
A ur-71 fOR IPereical-117k, V. V., Bayer, K.
TIT LE i synw-icoia or a ,)/-Dinitroketones
PERIODICALi Zhurnal obihchQy luilmll, lc,60, Vol 30, Nr 3,
PP 9'43-~'Ic-, (Ussii)
ABSTRAM Reactioi- of W-nitroacetophenone, p-met-iyl-,
p-methoy3l--, Tn, j)-iiiethylenedioxy-bj-iiJ.tr:)acetc)pi-ii~,iic)t,,es
With ),(3 -nitrostyreti p-iiiethoxy-, p-niti,o-kriltro-
ticc -izene, 2-uryl-
Styre -, 1, -111. t rovinyl) bet
2-thien~ ln1t -~et,Ae y1elds several a..-~-dlnlt.-o-
ketories shown In the Table.
Card 1/5

Ivn'heslo of OL
it -C - 4 + CH :~~m - fl
R_ C I \0
R,
C119- o'
(;V) Jt~-
78286
It (VI) It=1
it c. I I,c c 11, P. It, C. I I~N(lrp ; (VIII)
I '=zC'Il'; (X) It
(XII) it P, lt,-COI.Norp.
Card 2/5 , 4-bis ( )2 -nit rovi'iyl) benzene reacted with two mole_-

0~;-i 12o C, 8 1.1.021

1 '13 4
2 90. 53.48 5 i 1 7
1-156
15
51A .
(",
4
. .

.93
4

. 59.30 ~.68 S. 14
liv 7.5 9.321. 55- 3 9 21
4A2 9.45
(V~ 2 4.36. 8.78. 52. 1 :is 7,
52 19 4.11
6 8.91
05
8
,30
59
64
jvIl lof)--112 4.7
, .
. .
4 85
'
'

V I I 4A 1
52.
-1
sf
)
t 1. t 2. iA
52. "i 8's it)
52.18 3.79 to.GH
Card 3/1

svilt'!101I.L~ (A, III,

f VI 11) M 5 57 0 2. 7 65, 57.7 ~t'. 7 ;'i
dl7.P 1 41 7.71J
W 40. -- Y
8.47
(Xt 143 1 1 54. 711, 11 37, 5 A.61)
54.') i 4.16 t 1.29
iX]i M-10 1. 3.84. 8.02. 56~08 194 -1.8" 67 5
ZA.'s i 4. 14 7.8t
1XIh I -V~ - 155.5 50-8 2.99, 10.49. 50.0 3,25 10 U 7,'-
TT) 10.40
NIII 184-185 4)32, 10.14. 56.73 4.03 's
4.~,Z io. 18

187 - 11,7.:, 5.5.1 4.29, 9.01, 55-08 419 8 9r) 57
5A.90 4.36 8.89

Yl e 1,1
Card 4/5

sylithesic, ul' C-L'/3 -])!I:; t'
782Lfj
SOV/7 9 - _3 0 - 3 -0/6Y
of' and p-methoxy-c'j--nltro-
a r -I e 10 1 C
0 NC12 NOS 0
I,- ~l
cat ul
I -.11,NOI (~[I'Ncj
(XIII)
0 NO, NO, 0
CII,NO, CII,NO2
(XIV)
A I A' 1, 10 IN
SUEMITTE"'):
Thert~ 13 1 table; 7 referenceo, 4 Sovlet, 2
German, I U.K. The U.K. reference 13; Arndt,
F., Rose, -L7., J. Clieni. Soc., 1935, .1.
Gert--en lertlrit~vad Stat,(-,~ Pedagollr1c; "InstlLuLe (Jf-'Illll-
gradskiy gc-oudar-jtv(,mivy pedairC)irjCjj(--a,,j~j' ' -t t
y - Istj 11
JMen.1 Gertijena)
AT-)r1l 1'-), Card 5/',

-ZONIS, R.St"- PELNUM11. V.v.
Synthesis of dinitrodienes. Zhur. prikl. khlm. 33 no.6:1427-1428
je ,6o. (MIRA 13:8)
(Hexadlene) (Malonic acid)
(1k,tane) (Aldehydes)

BDBOVICH, Ya.S.; P SOPOVA, A.S.
Determination of the structure of some dihydrofuran derivatives by
means of Raman spectra. Dokl. AN SSSR 134 no-5:1083-1084 (1 160.
(HnA 13:aO)
1. leningradukiy gDsudarstvenryy pedalpogicheakiy institut im. A.I.
Gertsena. Predst&vleno akademikom A.M.1lereninym.
Mran-Spectra)

PHASE I BOOK EXPLOITATION SOV15808
,Perekalin, Vsevolod Vasilly-evich
Nepredellnyye nitrnzoyedine.ilya (Uosaturated Nitro Compounds)
LenIngrad Gookbimizdatp 1061. 335.pi Errata slip inserted.
451)0 copils print6d.
Ed.s S. A. Zonlej Teoh. Ed.: T. A. Fomkinas
PMOSE This brook in intended for organic dhoulates sclentists
of research institutea, Instruetbra, and students in special
ehemistry* schools.
COVERAOR: The book describes methods of synthesiss the nature of
,chemical conversions,, mid the practical application of unsat-
urated nitro compounde. The Inportance of these compounds as
fungicides,, insecticidets, and madicinal substances in pointed
out along with their value as-monomers whichpdue to their easy
po3,ymeiizab1l1t.y,, can be converted to high polymer products.
Tkie role of unsaturated nitro compounds an initial products for
Card ]A

SOPOVA, A,S.; PMEMIN, V.V.; BOBOVICH, YaoSo
- --L_
SynthemiB of dihydrofuran derivatives. Zhur.ob.khim. 31. no,5:
1528-1532 MY 16le (MM 14:5)
1
1. Len"okiy pedagogicherkiy institut iraerii A.I.Gerteena.
(ftran)

ABILUMICH,, T.I.; GR;.GEROVj I.P.;-MIUMALLIN, V.V* I.
Isotopic bydrogen exchange lz connection with the tendeacy toward
condensation reactions* 'Zln)x*obqkhime 31 noo6sl962-1?68 A 161.
(MMA 14:6)
I* justitut fizicheakoy k4U.Lil im. L.V.P"arshevskogo AN Ukrainakoy
= :1 Leningradc.kly.pedagogichealiciy ~*titut imeni A.I.Gertsena.
" (Conaensation producto (Chemistry)) (Deuterium)

VASILIYLVAp V.N.; PEUKALIN. V�V.1- VASSILIDN, V.G.
Study of the structure of unsaturated nitro compounds by t4e
method of dipole moments. Zhur.ob.khim. 31 no.7:2171-2175 n
,61. 1 (MM 1'+: 7)
1. Leningradakiy gosudarstvennyy pedagogicheskiy institut imeni
A.I. Gertsena i Fiziko-khimicheakiy institut imeni L.Ya. Xarpova.
(Nitro compounds)

VAS:ELIIEVA, V.W.; PMEMIN.-I.L; VASIL'YEV, Y.G.
Dipole m= nt qtudy of the effect of steric factors on conjugation
..in the zoleculde of unsaturated nitro compounds. Mw,ob.kbim.
31 no.7:2175-2178 JI 161. (MIRA 14f7)
1. 14ningradakiy go5udarstvennyy pedagogicheskiy inotitut izMI
A.I. Gertsena i Fiziko-khimichaskiy institut imeni L.Ya. :Karpova.
(Nitro compound 9-Dipole mments)

Zonis, EISIJ IXRM. 01H.; 10mmLI4,.Ytv,-
Syntbamis of dinitrotrienems Zbur.prikl.kbia. 34 no.lln-7.12 mr
062, (VJRA U:5)
(Olefim)

2!

-j
9 /020/61/1361005/b15/032
S,
o
a.
, B103/3208

AUTHORS: Baskov, Yu. 7. and Perekaling, V. V.

TITLE: Synthesis anti chemistry of allyl nit rite

PERIODICAL: Doklady Akademii nauk SSSR, T. 136, no- 5, 1961t 1075-1078

TEXT: The authors obtained a ourprioingly good yi-i 1d of allyl nitrite (I)
In the nitration of allyl iodide and allyl bromide with nitrogen
tetraoxide (1; 0 in ether at -200C. The resultant
2 A) nitrile iodide and
nitrile bromide are converted to mor.~ stable N 0 -
2 41 and to molecular
iodine anti bromine. Contrary to iodinev bromine br ominates thd initial
allyl bromide during its formationp giving lt2p3-tribromoproparke (II).

The appearance of 2-nitro-1,3-dibromapropane
III) is explained by nitro-
halogenation of allyl bromide by nitrile bromide. If the reftoiioa t6mper-
'
ature is Ancreased in the case of allyl, iodide and , re:~
allyl brormide
action of the resultant (1) with N 0 leads to the
2 4 synthesis of
1,3-dinitro propanol-2 (IV) which is coisidered.to be a second
ary

Card 11A

S/020 1/136/005/015/03:
Synthesis and chemistry of ... B103 B208
.3
nitration product. The chlorine-caroon bond.1n the allyl chloride is
very stable), and the halogen is ther,ifore not replaced In thie case by
the nitro group.
(~NRtfCtjj-CHCII3NOj (1)
r(yq, ~ CI.111(11,VNO, 1111
+
or,
to
OVP)
It H.N
NC
[OI.C C
10,
~NO
RIC"'CHBICHIS116)
NO,
0,NCIi,CHCH,NO, (IV)
0"
co6rdingl.*9 only 1-nitro-!#-chloro Iropanol-2 (V) r*iults from illyl
chloride &*d. nu (1). The authors studied the'chericial coinversions of
and: obtained substances which permitted the structure of
sore
1., C~rd 2/4:-7

S/020/61/1,-;6/005/0;15/032
Synthesis and chemistry of B103/b200
reaction products of allyl bromide anel allyl iodide with N 0 to be
2 4
clarified., The absence of a pronounciid mutual influence of tho,double
bond and the nitro group (Ref. 5) suggests a combination of ihe properties
of ethylene and nitro-ethanis in (I). For this rearon, the nitration of
(1) by 1; 0 yielded (IV). (IV) was isolated as a result of the hydrolysis
2 4
of the original nitrate (M). Bromination yielded the only p6asible
1-nitro-2,3-dibromopropane (VI) which is isomeric to (III)t and therefore
has the structure assumed by t~e authors. CDr-denaation with formaldehyde
given 2-nitro-2-methylol buten-3-01-1 (VII) which was characterized by
diacotate (VIfI), and dibromide (IX).
CH'011
Bra C"'Q
Z BrCHPICHWO& M) CH% CHCH*NO% CHs CHCNOs MO
Br CKIOH
CHO CHCHCH:10H
40, M
L_~~ax~d 3/4

V
S/020/61/136/005/915~
theeis ana'chemistry of
s
yn. B103/B208
(VII) was converted to 3-ni-tro-buten'-i-01-4 (X) by splitting off the
-Mbtbyl
01 group-(in agreement with Ref. 6), which is an Initialiproduct
in the synthesis of 2-nitro-butadiene-1,3. The authorls emplutsize that
the above reaction is the first example of the synthesis of nitrogen
compounds by the substituting nitration of allyl haiogen derivativesoby
112 04* They assume that its mechelism may be explained by a conjugate
allyl rearrangement under participation of allyl iodi4ep all;rl bromide,
and N 0 There are 6 figures and 6 references: 2 Soviet-bloo and
2 4'
3 non-Soviet-bloo.
-ASSOCIAT
ION: Leningradskiy pedagogicheskiy institut im. A. 1. Gertsena
(Leningrad Pedagogical Institute imeni A. I. i3ertsen):
PRESENTED: September 1 # 1960, by M. I. Kabaohnikt Academibian
SUBMITTED: 6eptember 19 1960
C

0 24044
S/02 61/138/003,/016/017
B1 03YB208
AUTHORS: Sokolov, V. N., Poddubnyy, I. Ya., Perekalin, V. 'T., and
Yevdokimov, V. F.
TITLEt Polymerization nf nitroetaylene under the action of y-radi-
ation
PERIODICAL: Doklady Akademii nauk SSSR, v. 138, no. 3, 1961, 619-620
TEXT: The authors devised methods for the industrial production of high-
molecular nitroethylene under the actiDn of y-radiation since in this case
products are obtained which are as pure as the initial monomert3. Other
methods with initiator and solvent yielded 68o far cnly powdery produ::ts
contaminated by initiator and solvent. Cc was used as radiation source,
the apparatus is described by A. Kh. Breger et al. (Ref. 91 Di~ystviye
ioniziruyushchikh izlucheniy na neorganicheskiye i organicheskiye polimer-
nyye sistemy (Effect of ionizing radiation on inorganic and organic Poly-
mer systems), Izd. AN SSSR, 1-958). The initial nitroethylene was obtained
by dehydration of 1-nitro-eth-anol-2 with phthalic anhydride. F~ractions
with a boiling point of 360C/100 mm Hg were isolated from the monomer by
Card 1/5

24044
S/020/61/138/003/016/017
Polymerization of nitroethylene ... B103/B208
repeated fractionation. Hot nitrogen was bubbled through glass ampuls
which were then filled with freshly distilled nitroethylene. The oc-
cluded atmospheric oxygen was removed by the usual freezing up and melt-
ing. Tha ampuls sealed in vacuo were irradiated at 200C. and the monomer
was distilled off in vacuo after opening. At the beginning of irradiation
(dose 1 - 106r), a turbidity was observed in the monomer which nad hither-
to been as clear as water. At a dose of 5 - 10 6r a white precipitate re-
sults which is identical with the polymer resulting under the a3tion of
organic bases. On further irradiation, the pasty monomer-polym-tr mixture
is converted to a transparent, pale-yellow polymer block. This is appar-
ently related to secondary addition reactions of growing polymer chains
to the polymer already formed, and is accompanied by an increase of its
molecular weight. At doses > 0.3 Mr/hr no block polymer is forined. In
this case the polymer remains powdery up to a 100% conversion, and turns
light-brown. The formation of the blocK polymer being a very complicated
physico-chemical process depending on many factors, a powder is formed in
some oases even with a 100% converuion. The polymerization of partly
Card 2/5

240 ~j 61/138/003/016/017
Polymerization of nitroethylene B~OVB208
polymerized samples continues also after irradiation is finishodo This
suggests the formation of rather long-live polymer radioalB under the ac-
tion of y-radiation (Fig. 2). Also in this case block-polynitroethylene
results. The polymerization is inhibited by hydroquinone and oxygen which
confirms the radical nature of this process. The polymer is insoluble in
common solvents, well soluble in N,N-dimethyl formamide. Its intrinsic
viscosity in this solvent is 0.38 which corresponds to a molecular weight
of 38,000. Its density is d 20 1.535, the decomposition temperature 150OC-
No denitrification (- CH2 - CHNO2 )n takes place during irradiation. The
crystalline phase is absent (X-ray data by S. G. Strunskiy). An intense
narrow halo and a weak broad halo correspond to the parameters of the
short-range order 5.15 R and 3.73 1. Under the action of I-radiation
nitroethylene may be copolymerized wiih other unsaturated nitro compounds
such as 1,4-dinitro-butadiene-1,3. There are 3 figures and 9 :referencest
3 Soviet-bloc and 6 non-Soviet-bloc. The two Most important references to
English-language publications read as followss Ref. 4: D. Vo.fsi,
A. Katchalsky. J. Polym. Sci., 269 127 (1957); Ref. 7: G. B,ackley,
Card 3/5

Polymerization of nitroethylene ...
December 20,
December 17,
24044
S/020/61/138/003/016/017
B103/B208
1947; C.-iem. Abstr., 42, 37775 (1948).
by N. A. Semenov, Academician

IDDBDVICE., TA.S. I KVITKO., S.11. QT!K
~k -U- -Nj- -V. V - -
MAY or the atructa-e of mitrmalmobutadlene derivatives
by means of Raman ap)ctroscopy. Doklo AN S&M X79 no 6:3392-
X195 As 161. (MM Me)
1. P"dotavlenc- akademikw A.N.Tereninyme
(fttadlene-Spectra)

VASILIYEVA., V.N.~ PEREKALIN, V.V.; VASIL'YEV, V.G.
Method of dipole moments used for studying the structure of un-
saturated ritro ccmpowds. Dokl. All SSSR 141 no.3:620-623 1: 161.
- OURA 14: 1.1)
1. Predstavlono akadealkom A.N. Frumkin-ym.
(Nitro, compounds-Dipole moments)

KVITKOp S.M.; PEREULIN, V.V.
S~mthesio of nitroamfLnobutadieae derivativ- -. Zhw. ob. khim. 32 no.l:
314/V-3.50 A 162. WRA 15.2)
1. JAeningradskiy pedagogicheskly inatitut imeni A.I.Gortsona.
(Butadiene)

VASILIXEVA., V.N.; KVITKOO S.M~; PERM'Lifis V.V.
Study of the structure of der..vatives of nitroaminobutudiene by the
method of dipole morrants. Zhur.ob.kbime 32 no.6:1768-177). Je 162.
04IM 15:6)
2, Leningradakiy gcsud&rstveimyy pedagogicbeskiy inatitut Im. A.I.
Gertsena.
(Bute,diene-Dipole moments)

BASIMV.. Yu.V.; PEREKALIN., V.V.
%--------
Isomerization of 1-nitro-2-propfine. Zhur.ob.Iddm. 32 no.9:3106
s 162. MIRA 115:9)
1* leningradskiy PlIdagogicheskly institut imeni A.I. Gerts(ma.
(Propene)

KVITKOP S.M.; FKwAkLIN, V.V. -
Synthesis of nitropentadiens e~arivatives. Zhur.obAblig. 1~
32 no.10:3298-3301 0 162. (MIRA 15:11)
1. LeniWadskiy gosudaretvarmyy podagoppicheakiy institut
imeni A.I. Gertsena.
(Pontadiene)

35 7 31
S/020/62/1 43/002/015/022
B1 45/B1 38
AUTHORS: Kvitko, S. M., Perekalin, V. V., Vaoillyeva, V. N.,
Bobovich, Ya. S., and Slovokhotova, N. A.
TITLE: Synthesis and structure of nitrobutadiene derivatives
PERIODICAL: Akademiya nauk SSSR. Dokludy, v. 143, no. 2, 1962, 345 - 347
T"LAT: Some nitrobutadiene and nitraminc-butadiene derivatives wore
synthesized, and their structure was examined, in order to establish the
affect of the chemical structure of nitralkenes and n:Ltralkenedienes upon
their polymerizability. The reaction scheme indicates the synthesis course
as well as the products obtained. This is the first case of a C-chain
condensation with malonic.acid aldehyde. A ketimino - enamino t&utomerism
can be dismissed for products of the Knoevenagel condensation. It was hot
possible to alkylate nor to aoylate the amino and nitraminobutadiones. The
spatial structure of compounds II to X (see diagram) was examined. by Raman
spectra and by measuring the dipole moments. III and IV (compound IV is
not indicated in the diagram; its structure is the same as that of
Card 1/ 3

S/02 62/143/002/015/02 2
Synthesis and structure ... B145%138
vII - IX, except that there is =NC 6H5 instead of -CRRI) exhibit
intrawolecular H bonds; the nitro grou? is in cis-position with respect
to the amino group. Compounds V - VIII do not possess a plane structure.
The nitro group (at the C-N bond) as well as the vin,-lidene residue (at the
C-C bond of the butadiene grouping) are deflected here. The H bonds are
also weakened thereby, which rvsults in a displacement of the fully
symmetric vibration band of the nitro group toward shorter wavelengths
k-1, - 1350)- IX exhibits Q high dipole moment k7-5 1)), which is explained
by assuming a structure in which the dipole moments cfthe two nitrile
groups add. A characteristic of the Raman spectra of nitraminotutadiene3
was found to be the splitting of the fully symmetric vibration cf the nitro
group, which may be caused by the intramolecular H bonds or the Fermi
resonance. When examining the concentration dependence no redistribution
of intensities was observed. Hence, the splitting cannot be caused by
intermolecular H bonds. The intensity of the nitro-group bands is
considerably higher in aromatic derivatives (IV t140) than in aliphatic ones
(VI :12). This circumstance indicates the inclusion of an aromatic ring in
the conjugation through the amino group. The low intensity of double bond
Card 2/3

S102016211431002,10-151022
Synthesis i~nd struoturo-. B145/B138
vibration is explained by the weakening effect of the H ring upon the
double bc-nd. The vibrational intensities in double bond and antiiymmetric
_C6H5 aro relatively high for IX and X (IX: 90 and 80, X: 20 and 75 45,
respectively). Evidently, a conjugation in IX, that involves all. -
F - electrons, is of greater advantage from the energy viewpoint than
would be a conjugation, wherein only thc. H ring participates. In X, by
contrast, the possibility that an H rini- may form is lacking aj.'ogether.
There are I table and 5 re~ferences: 4 Soviet and 1 non-Soviet. Vie
refer6nce to the English-langua.ge publication reads as follows- D. Hathuay,
M". Plef t, Trans. Farad. Soc. ,
_42, 818 (1949).
ASSOCIATION: Fiziko-khimicheskiy insti-;ut im. L. Ya. Karpova
(Physicochemical Institute imeni L. Ya. Karpov)
PRESENTED: September 13, 1961, by 14. 1. Kabachnik, Academician
SUB.',ITTED: September 11, 1961
Card 3/3

KVITKO) SAI VASIVIEVA V N - IYODOVICII, Ya's.;
- y . .1
SIDVOKHOTOVA, N.A.
Syntheals and Btructure of nitrobutadione dorivatives. DoU.
All SSSR 343 no.2-.345..347 Mr 162. (MIPA 15:3)
-1. Fiziko-.khimicheakiy institut im. L.Ya.Yarpova. Predstavleno
akademikom M.I.Kabachnikom. I
(Butadien-e)

FADVA, G.D.; PFMrALIN, V.V.; RUMYANTSEVA, Ya.G.
-
Reactions of diketenes. Part 6s Interaction of diketene with sw hy-
droxy compounds of the biphenyl series. Zhur.ob.khim. 34 no.1:10-105
ja 64. (WRA 170)
1. Leningradskiy pedagogichoskiy institut imeni A.I.Gertsena.

LERNER, O.H.; FFIEKALIN, M.
Synthesis of Y-trinitromethyl ketones. Dokl.AN SSSR 145
no-4:804-805 Ag 162. (MIRA 15:7)
1. Leningradskiy goswiarstvemW pedagogicheskiy.Lnstitut Jm.
Gertsens. Predstavleno akademikoia M.I.Kabachnixom.
(Ketone)

DOBOVICB, Ya.S.; LIPINI, E.S.; PERFKALIN, V.V.
Spectroscopic study of the interaction of functional 1,-.ou;)s in
nitrodlpneB and some related compounds. Zhur. strukt, kh,.jn.
5 no.4.546-549 Ag 164. (MIPh 1P33)
1. Gosudarstvennyy opticheskiy institut imeni Vavilova, LonIngrad.

SOPOVA, A.S.; PEREKALIN, V.V.; LEBEDNOVA, V.M.
Interaction of -~-(p-nitrophenyl)- fl-bromo- fi-nitroethylene
with sone active cyclic methine and methylene components. Z%ur.
ob. khim. 34 no.8:2638.-26/a Ag 164. (MIRA 170)
1. Leningradskiy gosudarstvennyy pedagogicheskiy institut ;n.
Gertsena.

LIPINA, B.S.; LHPX -, BDBOVICH, Y&*S.
T~7.j
Synthesis &"d properties of nonconjugated dinitrodienes and
conjugated dinitrotrienes. Zhure obe khim. 34 ro.110635-36140
N 064 (HPA 18a1)

LIPINA, H.S.; PITUT.ALPE, V.V.; BODOVICH, Ya.S.
Synthesis and structure of 1,3-nitrobutadienes. Zhur. ob. khim.
34 no.110640-36" N 164 (MIRA 19:1)
1. Laningradakiy goo4dar-stvmnyy podagogicheakly institut imeni
A.I.Gertsena.

LIPINA, H.S.; FEREKALIN, V.T.
Ctemloal trans formit tion~, of lp4-dinitro-ld-butsdicmeo. Zhur.
ob. khim. 34 no.110644-3651 N 164 (Mlu 18 g1)
k
1. Leningradskiy gosudarstvmnyy peiagogicheskiy institut immi
A.I.Gertsena.