SCIENTIFIC ABSTRACT KOCHESHKOV, K.A. - KOCHESHKOV, K.A.

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• Collection: Scientific Abstracts
• Document Number (FOIA) /ESDN (CREST): CIA-RDP86-00513R000723510011-1
• Release Decision: RIF
• Original Classification: S
• Document Page Count: 100
• Document Creation Date: November 2, 2016
• Document Release Date: September 19, 2001
• Sequence Number: 11
• Publication Date: December 31, 1967
• Content Type: SCIENTIFIC ABSTRACT

ROCHZSHKOV, K.,A.----
.Studies in the IU3A ~f orpnolithium aaq)ounds. Probl.
. fis.Wdmto no'll 15&10 580 (MM 151n)
lo Labontw'ya to" i gtrqvniy& motanorpachookM
soy*dinoniy ch~issl*dmt4l'xkA6o fisiko-khWeaskogo
instituta, Ian: a..(Lithim orputo Compounds)

AUTHORS: Rodionov# 1# Not Shigorint Do Not SOT/48-22-9-27/4o
Talalayeva# To I., Koehoshkov# K. A.
TITLE: Infrared Absorption Spectra of Organo thlun Compounds
(Infrakreany.yo spektry pogloshchonlya litlyorginichoskikb
soyedinenly) Intermolecular Lithium Binding (Moxhaole-
kulyarnaya Ittlyevays svyazf )
PERIODICAL; Isvestiya kkadesit nauk 888R, Seri a fizicheskayat 1958#
Vol 22t Ur 9j pp 111o - 1113 (USSR1
ABSTRACT: In this papor.s, report is given on the discovery and
the in
estigation of the intermolecular lithium binding
,j
#
.1
+1 4 #1 .1
h
f
i
-
-
were
600 whic
- ...
-C Li Lt .., and -0 - M ... 0 L
based upon the study of the Infrared spectra of compounds of
the type R - Lt and 9 - 0 - Lt. The intermolecular
4
lithium binding -n ... -0
- must be granted special
importance because it can be formed without cooperation
of the aaceptor-donor interaction. The required compounds
were synthetited an4 purified according to the method
Card 1/4 developed by Kocheshkov et &I. (Refs 9,10). The spectra

Infrared Absorption Spectra of Organolithium Compounds. SOV/48-22-9-27/4o
Intermolecular Lithium Binding
were recorded of vapors, solutions and powder In vaselifts
oil (Pigs 1,2). A comparison of the spectra and the
analysis of the nature of the oscillation of the molecules
permit to determine the frequencies of the valence
oscillations of free and of C-Li grout;,t;:in5 part in
the formation of the lithium binding b 2 * The
-1 +
Intermolecular lithium binding -C ... LI - Is stable
1 a 12 - 19%) notwithatanding the fact that It to
VO
produced without cooperalion of the accep) or-don r Inter-
I ?
action. Sion more stable is the bin Ing LI ... ? -. As
mentioned before, the -d I binding it forced
:11thout the cooperation of the acceptor-donor interaction.
In 'this connection the problem of th* nature of this bond
arises# It Is known that the electrostatic Interaction
is unable to explain completely the foraatlon and the
properties of such molecular compounds. The explanation
Card 2/4 of this phenomenon can probably be sought In the particular

infrared Absorption Spectra of Organolithium Compounds. SOV/48-22-9-27/40
Intermolecular Lithium Binding
nature of the lithium atoms* It is possible that In the
case under review the nature of the lithium bond can
principally be explained by the immodiate interaction
of the electron from the lithium aton, which Is in a
p-stats together with the "free part of the electron density"
of the carbon atom and partly also by the dipole Inter-
action. There are 2 figureaq 2 tables, and 14 reforenc*99
11 of which are Soviet,
ASSOCIATION: Fisiko-khisicheekly Institut In.L.Ti.Karpova (Institute
of Physical Chemistry imeni L.Ta.Karpoy)
Card 3/4

5(2,3)
.AUTMORS,. Rodlonovp A. No# Shigorinj Do Nov SOY/2o-12)-l-30/56
Talalayevao To Y.0 Kocheshkov# K. Ao, Corresponding Meabert
Academy of 3ciences; UM
TITLE: Infrared Spectra of Organolithium Compounds (Infrakrasn"s
spektry litlyorganichookikh soy*din*nly) Intermolecular
Lithium bond (Mashmolakulyarnaya litiyevsya aryas')
PMIODICAL: Doklady Akadsmil nauk SS52# 1958# Vol 123t Nr 19
PP 113 - 116 OSSR)
ABSTRACT: The investigated absorption spectra were taken from the
mentioned compounds of tyle Alk-Li and Ar-Li. In partlcul&r,
methyl-, ethyl-, butyl-9 dodecyl-9 phenyl-, p-and o-
tolyl an vell as a-naphthyl lithium were etudled, They
were prepared and isolated according to a method pro-
viounly 49acribed (Refs 112). In the spectrum of nethyl,
lithium (FIg I)o 6 main frequencies are recorded#
corresponding with the oscillation theory of this kind
of molecules. The band with the freqnency 1052 cm-i
Card 1A to assigned to the valence oscillation of tha group

InIfrared Spectra of Oreanolithlux Compou-ndso Inter- 501120-123.1-30156
molecular Lithium Bond
-r 4. r -
a - U. The accuracy of this assignment Is In accordance
with the ep*otral analysis of ethyl-, butyl-, and
dodecyl lithium, Thus, the frequency of the valence
oscillationg being -J1050 Wig Is specific for the
respective series of compounds. Further proof of this
fact in presented. The varlatlon of the mentioned fre-
quency of the C-Li group on the transition from the
vaporous state to the solid and to solutions is
apparently related to the fact that the C-Li groups In
crystals and solutiods take part In ooze intermolecular
reactions, This in particular to shifting the C-Li-band
in the direction of the lorg -ayes. Thuso the spectra
show definitely thatAbs molecules of the orcanolithium
compounds In crystals and rolutions are associated under
emlex formation ( in conformity w th the references
3-0 - If in the crystals the exintonce of chains is
possible# in nolutions with non-polar aolvento the for-.ttlon
of associates under reduction of the entire dipole
Card 2A interaction io more favoratle, This can be attained by

Inirared Spectra of Organollthluz Compourds. Intor- SOY/2o-123-i-3o/56
molecular Lithium Bond
the formation of various cycles as well as by variation
of character and length of the chain. It in possible
that different t;rpos of associates Are existing In the
solutions which are passing Into one another on
dilutiono heating ani under the Influ-rre of light
In an atmosphere of nitr-kgon(in accor4mnco with the
results of oryoscopy #Reference* 41 6-8). In the solutions
of ethyl lithium In hexane, cjclohexane, and cXclohetene
the portion of those molecules which do not tnke part
in the association Is larger thnn the portion of molecUles
associated . The type of Ftnaooiation in the.zentioned
solvents is different from that in arozAtic bydroc&rbons*
The spectra are given In f1gure 3e Extent and character
of association of the molecules R-Li I"v* to depend
in the res;ective solutions.to a considerable extent upon
the length of the carbon c~ialn. With a prolongation of
the chain the probability of the fornation of c,7clic
associates might decrease, whereas the postibility
Card 3A of a fornntion of the linear cozplexes zust Increase.

Infrared Spectra of Organolithium Poopounis. Intar- SOY/2o-123-1-30/56
molecular Lithium Bond 0
An exception Is methyl lithium. Appareptlys the
variation of the character and degree of annociation
of the A-Li -ilea greatly affects the dipole
& ofolec
moment# cc ding to the nature of the compound,
the concentration and the temperature. It can be assumed
that the dipole moment of ethyl lithium to approaching the
dipole moment of a free molecule In dilute hexane
solutions (as confl"red lky common studies with V.31.
VA6111YOVA)o The authors have found t.-4at b-2;-.2ene loss
not participato directly In the asaoclrAtioi. of ethyl-
lithium..According to the reaultz the authors concluded
that assoolations of ore-nnolithlun compounds by an
intermolecular lithium linkage are exiating. Finally#
casea of such interactione are liccuited. There aze
3 figures and 10 referencer, 3 of which are Soviet.
SUBMITTED1 July 5,~19511
Card 4/ 4

- A
50), .5W SOY/20-125-2-24/50
AUtNOM Panov, To. K., tochoshkov, S. A., Corresponding lasbor#AS USSR
------------ ~- ''
TITLI: The Reaction of Direct Lead Introduction (Reaktalys.
plyusbirovantya)
PERIODICALt Doklady Akademit nauk 3332, 195a, Vol 123, Ir 2, pp 295-291
(USSR)
ABSTRACTs Althoug the reaction of the dir*ot Introdustion of metal &too&
into &A organic molecule (for Rg Ref 1, for An got 21 and for
TI'lof 3) WWboon. known &11,oady ror a long ties the Oloading"a
1'.6 tWdtrodt load Introduction has hitherto not %too do-
satibdd.'Tho Authors investigated the leading as am interaction
b4toven salts of organic &aide of the 4-yalont load and this-
phone, -The us* of lead tetra-laelbutyrate (lot 5) #**mod to lbe
6spactilly well-buited for this purpose due to several favor-
Old praportlea, The leading was observed under the f0loving
oirookstancess After a smooth dissolution of the lead tetra-
1*6tUtyrato in an excess of thiophone a sample taken after
several days' standing at room temperature did not show a re-
notion typidal of the presence of 4-valont lead In the hydro-
Card 1/3 lysis. this shows that the lead tetra-isobutyrat* is gradually

Th*-Reaotion of Direct Lead Introduction SOV/20-123-2-24/50
removed, The di-tt-thienyl-lotd.~diiaobutyrato can be isolated
and-lilcitifted under tho conlitions'sestioned In the ozporl-
k6fital'part. It to a white aryst6llins substance. The probable
rts0i6nS of its formation are givefit first in unstable thissyl-
Udd-trilsobutyrato Is formed by a diroot reaction of OleadingO
.(T) which further on disproprVi6nates (11). The analysis# the
Aetettinatl6a of the number of Wd groups, and the transfor"-
'11on'Intb the di-ot-thionyl-load-biamono-abloro acetate prove
tho p!ro#odad foraidia 61 the codpound (11). the place of an-
Alrik'nold 1W -which to characteristia of thlophen* In its metal-
1114ati6d by salts of other mettlo-is also proved In the as** of
1-std. W6 'the* prolsess '19-sl4sired down coasid*rably as compared
%o.the'ta0ld mordutisation and %hallistion. In the first foot-
66194FOC. p"6 *295- the authors poidt out that R. Crl*g*o ot &I.
(tat 6)'had:6vorlookid the disooviory and publication or the
othod 6U, synthislaing the L:t?bX 5 also* by the authors (Nor
her# are 9 rtfor*nces, 5 of which are Sovi*t.
;
ASSOCIATION; Fisiko-khIntofteSkly instItUt is. L. Ys. Karpova (Physical and
Card 2/3 Chosical Institute Imeni L. U. Karpov)

5M
AUTHORS: Abramovol L. V*o Shevordirat No lot SOY/20-123-4-29/53
-toches hhol. X, A.,, Corronponding Mezber, Academy of Scloncts,
TITLE: Investigations in the hold of Radintlon Cbe-itstry of Orono-
metallic Compounds (Inclelovaniya v oblanti ra4latsionuoy Wait
metalloorganIchoskikh soyedinenty) Gamia RA41stion in the
Reaction of Mot*111c ?in With Hnlogon Altyls (0aax-A-12luchonlys,
v reaktali mozhdu metallicheskin olovon I galoidnyal alkilani)
PERIODICAL: Doklndy Akademil nauk MR. 1958, Vol 123, Wr 4,
pp 681 -684 (USSR)
ABSTRACT: The probleas mentioned 4'~ova are more or less completely un-
known, The authors hay* InvestIrntel these problems systematl-
cally and studied the Interaction reaction of hAlogon alkyle
and arjvlo with various metals. TIm reaction mentional in the
subtitle to exproase4 by the genoral *I-ation 21Br#Sn __*2 SnPr 2*
This reaction probably takes pluce accorJing to a more coaplex
mechanism (see below) and Ices not take place at normal
Card 1/3 tomperatursol It only begins nt 2000 (Ref 1) or 300-3500 (Re 2)

Investigations in the Field of Radiation Chomistry of SOY/2o-123-4-29/53
Organometallia Compounds, Gamma Radlatlon In the Reaction of Xotallic M
With Halogen Alkyle
(Footnotel With the oxoe;tlon of Kakbut, w6o). Due to the un-
favorable conditions of the reaction the final product is In-.
purIfI*d by amounts of up to 25% R SnX and similar Impurities.
Heavy explosions also oe*urred. Bslides# the said reaction.
is restricted by low alkyle (methyl, ethyl) (Ref 5) and there
are still other difficulties* Uoreforo, the organic salts of
Di-n-butyl tin (*#go saleatso or laurate# which have %b* best
effect In the stabilization of chloro-vlnyl s.Inthotics) were
produced by the authors In an indirect way. fte 41sproportions-
tion of totrealkyl tin compounds according to reference 6 was
made use or* 4if 9)5sn+snc'4 --4 2(C4Y2s"' . Althouch the yields
are close to the quantitative ones the production of tatrabutyl
tin was necessary first. It was therefore of interest to find a
now way of directly proftaing d1halold-alkyl tin at nortqal
pressure and temperature using now *norgy sources. For this
reason the I-radlation w&: u;wd;l2xper1*snt&lly,1hW was sucess-
ful. The yields went up t 5 m /eV, as related Lo the halogen
Card 2/3 alkyl. The reaction mechanism 14 ADBU3Cd to be one, of chain

Investigations in the Field of Radiation Chemistry of BOY/2o-i23-4-29/55
Organometallic Compounds. Cams, Radiation In the Reaction of Metallic Tin
With Halogen Alkyls
character with the forvation of free rAdicals W and further-
more with an intermedinto foritition of an organo-tin radical.
By comparing their results with those to be found In publicatioss
the authors arrived at the following conclusions: 1) Altyl
chlorides and tin do not yield any organo-tin conpounds with-
out catalyst In any type of reaction (the reactions proceed
in other directions ). 2) Alkyl bromld*s form such aospounds
with tin und:rsi-radintion and on heating (with the exc*ption
of low IradIc I * Ultraviolet light does not have any effect,
3)Thealkyl iodides, however, yield organo-tin compounds uad*r
all influences mentioned above. There are I table and 8 ref*r-
enceso 3 of which are Soviet.
ASSOCIATION: Yauchbo-issledovatellskiy fiziko-khlalcheskly institut in&
L. Y&. Karpova (Solentifio Physloo-Chetical Research Institute
Iffleni L. Yea Karpov)
SUBUITTSD- August 5j 1958
Card 3/3

5(3)o 5W soy/62-59.1-10/se
AUTHORS: Nadtf Me Xot 't&l&layfy$t T. V., Kazennikova, Q* Top
Kocheshkov, K. A.
TITLE: Morinated Styron;;,(Ptortrovann"o stiroly) Communiestion
I, 2o4-Difluoro St no (Soobnhchonlyo I. 2,4-Difterattrol)
PERIODICAL: Isvestlya.Akademli nauk 333R. Otdoleniy* khimichookikh naukt
19590 Nr It PP 65 - 70 (USSR)
APSTRACT: In the present paper the authorr synthosIx9d 2#4-difluoro
styrene for the first time. 294-difluoro-phonyl lithium
was also obtained for the first time from 2,4-dibromo
benzene and n-butyl lithium at low temperatures. the Initial
a-difluoro benzene was obtained from hydrochloric a-phonyl
diamins. The synthesis was p*rforno4 In several ways (Scheme).
The following variants proved to be the most favorable:
a) a-difluoro benzene (1) was condensed with acetyl chlortle
In the presence of aluminum chloride In carbon disulfids,
at 350, The yield of 2 4-difluoro-ac*to phonon* (11)
amounted to 80-85X.011 was reluood by the effect of sodium
boron hyArlde solution of 0-15~ In nqneous al4ohol under
Card I very soft cond Itions at temperatures below 500. The yield

Fluorinated Styrenes. Communication 1.2#4-Difluoro Styrene SOT/62-59-1-10/30
of 2#4-difluoro phonyl-atthyl carbinol (111) asount*d to
85%# which was dehydrogenat*d by sulfuric sold potassium
(I of 11). ?he yield of 2,4-dinuOtO styrene (IT) amounted to
AJ70%, In that a&*** The conpound represents a lobIlo,
colorless and pungent liquid. Boiling point 5o-510(28 ma).
b) 2#4-difloora phenyl-methyl earbinol (111) was synthesitod
by way of lithium and orrano-sagnosium cospoundej 294-41-
fluoro-phonyl lithium (11) was obtained b7 the effect of
other solution of 2,4-Oifluoro-broso benzene on tb* other
solution of n-buty! lithium at-V-700. A large quantity of
acetaldehydo was added to the transparent 2,4-difluoro-
.Phonyl lithium solutlon at 0;65 - -700. The yield of
2#4-difluaro phonyl-nothyl rbinol (111) amounted to 97%.
?be authors tried to synthosixt directly 2#4-diflooro styrene
by the condensation of vityl bromide with 2,4-difluoro
honyl magnesium bromide In the pretence of cobalt chloride
Its nitrogen) (a f 17). ?h* yield of styrene (11) van small:
V 5 - Mas d1b;oulde)o There are I figure and 19 refer-
ences# i of which to Soviet.
Card 2/1

50), 5(4) BOT/62-59-1-11/38
AtrTHORS, 10#9 U* X*f T&1&1&Y*V&t T. V.0 X81*0nikovs, 0. V.,
TITLE: Marinated Styrenes (Ptortrovannyyo atiroly) Communication-
11.2#441fluoro-O-Moro Styrene and 214-Difluort-POP-Di-
fluoro styrene (3oobohcheni 0 2* 2,4-Dlftor-p-itorstlrol I
2t4-dIftor-P#A-dlftorstirol5
PERIODICAL: Izvostiya Akadeali nauk SSSR. Otdelenlye khtalchenkl" asuko
1959j Hr 19 pp 71 - 75 (USSR)
ABSTRACT: In the present papor the authors described the synthesis of
styrenes which were fluorinated both In the old* chain and
nucleus. 294-difluro-o-fluoro styrene and 2,4-difluoro-
~;P-dlfluoro styrene were synthesized for the first time
iagram)o 2t4-difluoro-o-fluoro styrene was obtained an
the banle of 294-difluoro-in ,(O -difluoro-aesto phonon* (11).
This ketone was obtained in two whys by uflng a-difluaro
benzene and 2,4-difluoro-broao benzene as initial compounds,
The condensation in difluoro neetto acid with 2,4-difluoro-
Card 1/0 phenyl lithium (Y) at^P -700 proved to be the most favorable.

Fluorinated Styrenes. Communication 11. 2,4-Difluoro. SOY/62-59-i-11/38
O-Fluoro St7rons and 294-.Difluoro-p#f-Difluoro Styrene
2#4-difluoro-bj,uj -difluoro-ac*to phenon* was therein ob-
tained In a yield of 50%* ftrthermore, (VI) was reduoed
with sodium boron hydr1do In which 2,4-lifluoro-phonyl
difluoro-sethyl carbinol (VII) was foried In a yield of
90%, The hydroxyl group of (TIT) waa subutitnts4 by chlorine
under the Influence of thionyl chloride in pyridine. The
Yield of 2p4-difluoroea-chloro-P#P.difluoro benzene (VIII)
amounted to,40%, Under the Influence of zinc dust upon
compouid (VIII) 2#4-difluoro-o-fluoro styrano (IX) was
synthesised to acetamide In a yield of 82,%. 2o4-difluoro-
Pop-difluorc, styrone 4111) was synthesited In a similar
way. The yield amounted to 40%* The 2p4-Jifluoro-aceto
phonons, and a-Alfluoro bon2one uned In the sInthents wore
obtained according to tho method dencOted to Coniunicotion 1.
,111fluoro acetic said and difluoro chloro acetic sold
were separated from corresponding sodium salts In a yield
of 70-80. There in I figare,
Card 2/4
,Z.

5(3)9 5(4) 30V/62-59-2-14/40
AUTHORSt Mad.19 M# M*9 Talalayova, T. I.# lasounikovs, 0. V.9
Kocheshkov, X. A.
TITM iluorinattd, Styrenes (ttortravannlys stiroly).Cossunication
Side-Chain Fluorinated Styrenes (Scobshchenile, 3. Stir,21yt
ftor1rova"yye, v bokovoy tsepl)
PERIODICALi Isv*~t1y* Akadeall nouk USE Otd*lonij* khtnichoskikh nauk,
1959# Or 2# pp 272-277 (USSR5
ABSTRACTs In the present paper the authors present date concerning the
synthesis of P-fluoro styron*v P,P-41fluoro styrene, aj-di-
fluora styrene and a-fluoro-o-abloro styrene* 0-fluoro styrene
and a-fluoro-pahloro styrene are described for the first time,
The synthesis methods of Pop-dIfluoro styrene &nd *#P-difluoro
styrene devised by the authors deviate from the conventional,
methods described In publications* For the synthesis of tj,&,).di-
fluoro-aestophonong phonyl lithium was condensed vith difluoro-
acetic said at -70 . The Yield was 70%- Besides dichloro-aceto-
phenons was fluorinated in dry glycerin under th-v Influence
of potassium fluoride. Difluoro-sastophenone was obtained In a
Card 1/3 Yield at ev3%- This vas reduced under the influence of sodius

SOT/62-59-2-14/40
Fluorinated Styrenes. Communication 3- Side-Chain Fluorinated Styrene*
boron hydride to difluoromethyl-phonyl-carbinol (yield 9%).
Furthermore chlorine was substituted for the hydroxyl, group of
the carbinol by means of thionyl-abloride In pyridins which
yielded o-ohloro-O#O-difluoroethylbonzeno (73%). By the action
of sino In acetsolde chlorine and fluorine &tons were *#~~aratod
from this compound, with 0-fluoro styrene being formed In a
60-65% yield. 0.0-difluora styrene was obtained in the following
ways difluoro-Shloro-acetto acid was condensed with phanyl
lithium at -70 , The tjjw,u-dlfluoro-ohloro-acetophanons was
formed (50%). This was reduced by means of sodium boron hydrido
to difluaro-ohlora-mothyl-phoAyl carbinol (yield 90-92A). Sy
the action of thionyl chloride In pyridine the atp-dichloro-pto-'
difluoro ethyl benzene (78%) was obtained. by the action of
zinc in sootamide 2 chlorine &toss war* split off and 0,0-di-
fluoro styrene was formed In a 60-65% yield. By the influence of
alcoholic XON-solution hydrogen fluoride was split off and
a-chloro-p-fluoro styrene (60%) with a small Impurity of 090-dt-
fluoro styrene was formed, atp-difluoro styrene was synthesized
as followes troa difluoro acetophenont ale-dichloro-POP-di-
Card 2/3 fluoro-ethyl benzene (85%) was obtained in the usual mimnor. By

SOV/61-59-2-14/40
Fluorinated Styrenes. Communication 3. Side-Chain Fluorinated Styrenes
fluorination with antimony trifluortd* the a-chlor6-atogo-tri-
flucro bensese (P-40) was obtained. By the action of &Lae in
acetaside P-difluord styrene (45-50) was formed at 125 after
40 minutes- a-fluoro-O-ohloro styrensi *,agogo-totrachloro-
ethyl benzene was obtained by means of phosphorus penta*hlorid*
from dichloro ao*tophonone (37-40%). This was fluorinated with
an timon trifluaride to so-difluoro-090-61ohloro-sthyl benzene
(46-M. By the action of zinc In aoetyside a-fluoro-O-chloro
styrene was obtained In a yield of ^080%. There are 5 refortnesso
ASSOCIATIONt Pialko-khImlohookly InatItut is, L, Ta. Karpova (Phystoo-
Chemical 1natitute 12641 L. T&. larpov)
SUBMITTSM April 199 1957
Card 3/3

w
MUM"L"LOO11. I.A,ITAUUTMA,f.f,l gMrDyA. r,1,:
MUM O.A.
Wkerowleculs.r pelysm of othylons Obtained fron nisturos of
lithium organic compe ado vith titanium tetrachloride* Iyooke"o
soad. I no.VI52-156 is, 159. (=A 2219)
I, r siteekhtsichosidy Institut, too L.Y&.Urpffa.
11thylens) (Lithium orgarde co"vmndo) (Titanium eblarids)

5 (3) '.
AlTIMRS t TAIRlayova, T. V., gazonnikovA. 0. 1., ^Y
x0aheshkov. X. A.
Fluorinated Styrenes (Vtortrovannv:ic
styrene and 2,54Mnwro*flumv-.vWmno
2p5-4iftor-p-ftor3tirol)
Pt'AlODICALt 7hurnnl obahchey khIrAll,# lgc)':p Vol 71,
A J 371 V. C T I'The tie thoi of aYnthiiising atyrene deriv"tim7 rl.tti i.-?D
fluorIne ottoms on tho nucleus was dovival ~-7 thf- On
tho hanin of 20 !-.11fluoro-ntyrone (Rgf I ~. -,,r Vitn:-e
of the conpounl- !iontlonad in the titl-i
.Was Uned as initial aubstanco. This was o)tain the
hyArochlorldo of p-pholnylane diamino by at
-150 In concentrated nitrous noldo oonverainn Into, Mn-
diazonium-boron fluoride at the sane tespersturo,. mil t1hermal
,14compoottion of the latter compound. rn enntrant ritli the
atetimento of other nutharo (Rof 2) w1th r?r~ict to
difficulties in the bis-dinsotiz4tion of t~:e h7ir*obl-~rtdo of
n-phanylAne dimmino, this reaction could bo perforv:~i 11 1"#*
Aonosj if the low temperature mantiin"I mn!ntitni~'.

Pluorinntei Styrcres;. IV, 2,5-Difluoro-atyrono and
9roiination of 1,4-4irluoro-bennenn offers P, lov yi*14 of
.,5-41fluoro-bromo-benzens. jouldoz, P,5-4ifjunro-1,4-AJbroxo-
benzene is forted. 7ron 2*5-d1fluoro-broio-hr;nT-~me "he 2,5-
difluoro-phanyl-lithlun P1.9 obtninA in norl;r 41up-ntitntive
yield with arbutyl-1.1th,jiv-4 (or othyl-lithiiiii) In tither
solution at .700. By oon4aneation with aclp*104ohydo (At .700)
2,5-difluoro-phonyl-mothyl carbinol v,,i,f% for-mi. ~:,- ordinary
dehydroj;enation 2.5-difluoro-ztyreno ini obtaInO in Pio
presence of potaustum b1sultatc. Tho aonleza-~tlon of 1#4-
difluoro-bontono with naqtoyl chlori4c in iv-rtnn liaulfilo
undur the influence of alumlnu~t trichloridr la nDt noaztble.
'A"ho preparation of the occond compwind "nticn-l in tho title
was baced on 2#5.diflitoro-phonyl-lil.hii-,-I, th') ior,-mtIcn of
rhich was eescribal enrlior. 1~ -vA:,- can`fnnv* 4 -7CO -Yi th
difluoro acetic acid. The
acetopbenano obtained wns rnd,viqd Ath
to give hl
carbinol viss tran-ifor-m-1 b,- -io~ms of t!!!?)n-1 -'1T11t)r1dq Inte
Card 2/3 reduced by zinc In acatamide to torn
-~,*STammu

Fluorin!.--tei S)tyranoa. IV. cni
2,5-Difluoro-A-fluoro-ntyrana
ntyronso The exporimrntAl -0
the phyoictl dat, of the 00-11POnWID
5 roferanons, 2 of which mro 'ivlat-
AS --CC I Fixtko-khImIchoikiv in3tltut in;-n! L.
(I&nstitute of ':11,7sical Choniatr:- 14-tni l.. Y-.
3111',Tt*,D I April 2, 1950
C,~rd 3/3

5 (3). vt Yee met
&YJTHORSs Lo4oohnikovat Pano
x6ohoshkovt K
L-1-1
TIT1,21 p-laphthyl Derivatives of the Class ArPbX, (P-lartilonlys
prolsvodnyyo, klassa IrPUZ 3)
PZRIODICALs Zhurnal obeftobey thialt, j959, Vol 29, Ir 7. pp 2255-2255 (VS 91)
IBSTRACTs As was proved by Me Me Nod, and K. A. 1(ochoshkoy (Rof 1)q
argano-lood compounds of the class Ar.PbX 2 are formed according
to the schtst 2 Ar 209 4 PbtOOCCH,)4 Ar2Pb(00CC113)2 +
+ 2 ArWCCR 5' Among the compounds synthesized by this method
only di-A-asphthyl-lead discot&to which contained a A-naphttql
group were described In publications. Recently (Rbf 2) the
authors found that the some initial reagents# of a molar ratio,
lead to the compounds ArPbX,, which were Identical with the
representatives of this *lset (Ror 3) oUtained by another
methods It was of Interest to synth*Ais* the salts
Card 1/3 0.0 10a7Pb(0001)3 according to di-p-naphthyl mercury in order
A-laphthyl Derivatives of tb*.C2&64 ArPbX 3
Card 213
SOV/19-29--j-32/dj
to obtain more CCQPI*to data on the A-n&PftthYl Compounds of
1044, 14 the present paper the triacetate and triproplonato
Of A-naphthyl load as well as A-naphthyl PluaMc sold were
synthes"Od' It we$ shown that the letter may serve as an
lntornadlato in the substitution of an organic &014 residue
by AMOthor ono, The 00#1pounds ArPbX are the first stage of
arylat I
100 Of the @&1t@ of organic &aide or totraval#nt load
according to the above, schomol further they art bound to
enter the reaction wit,, Ar 2a9 under the formation of ArPbX
Ar2Pb1 a 12 thUS formed In two stages. The trlao*t&to of 2
A-UPhthYl lead with dI-A-nApftthYI mercury yields the 41&0*t&t#
of dl OA-"Phthyl load- The $&n# reaction *&# observed by
Re Crigoot PO'DisrOth, Re Schoupf (R6f 4) to the formation 0
the diao*tatg of diphonyl lead. The compounds A f
-9 ?b (0002)
are formed &or* slowly. They form crystals go 10
that, re difficultly
the corresponding d-naphthyl derivatives which wort
described earlier by the authors (Rsf 5). Acetates are the east
dOny0niOnt lead salts. There or* 7 Worences, 5 of which are

P-Saphthyl Derivative$ of the Class ArPbX 3 SOV119-29-1-$2103
Soviet$
A330CIATIONs Flulko-khimicheskly institut imeni L. Tas Kurpova I
Sverdlovskly gosudarstvennyy me4itsinskly Anstitut.
(Physloochealoal Institute Imeni Le- Ta. garpoy and Sverdlank
state Medloal Institute)
SUBMITUDs June 12# i958
Card 313

50) SOY/2o-124-3-3i/67
AUTHORS: Shavordinag X* log Abramova, L. V1, KochQshkM,.-J;*
Correspondinp Momberg Academy of .3clonces, USSR
TITLEt Crystalline Mixed Organic Zinc Compounds (KristalItchaskiye
smeshannyye toinkorganicho9k1ye noyedineniya)
rERIODICAti Doklady Akadooll nauk SSSRt 19599 Vol 124, Nr 3, pp, 602-605
(USSR)
ABSTRACTi Zn in othor (A - ornanic radical)
On the dissolution of R
2
ulvalent quantity of zinc halide
and the ad4ition of
n
9
,
,:
(also dissolved in h r . the compound RZnX (I
halogon)
3
;d
to formed, This compound is precipitated by the 4i%jon
of dioxonst and 'the composition of the crystalline complex
compound RZnX*C 9 0 Is investigated by means of elementary
Q g
The a
ompound Is obtained from the direct re-
analysis.
'
action of the alkyl halide with 2ino, diasolution In othart
and precipitation with 4ioxano. In the same vayp zinc aryl
compounds are treated# In an other solution, with equivalent
quantities of zinc Iodide# crystalline oonplex compounds Of
the formula ArZnX,(C 2H02 0 being formed In this process
Card 1/2 (Ar maryl radical). The paper t-lvoe a detaileA recipe for the

.2
crystalline Mixed Ornanic Zinc Compounds .30V/ o-124-3-31/67
preparation of 1) C2H5 ZnjC4Ha02 from 2ino diethyl ani %Inc
lodIdej 2) the same compound from zinc &n4 ethyl 1041d*t
3) the compound 06P .3 ZnJ(C 2H5)20 from zinc iipherql and zinc
iodide, The reactions of those conpoun,le with benzoyl chlorideo
with the formation of ethyl-phortyl ketone ani benzophenoneq
respectively, are also given* There are 7 references# 2 of
which are Soviet*
ASSOCIATIONt 'fauchno-Isals4ovatellakfy fittko-khimichookly inatitut to*
L, Yet Xerpova
(Physloo-Chomical 30jentiflo aseealth lwtitute lr.,eni Le Yao Karpov)
SUBMITTED: August 20p 1958
Card 2/2

5(2, 3)
AtITHOASS Shevordinat 1# let Faloyevas I* Toop 3OV/20-125-2-30/64
Dolinsksyst 1*0 Dot lochoshkovp Ko Aot
Corresponding MOSIOr A31 Vann
TITM Crystalline Cadmium-arganic Compounds of the RCdX-Class
in the Alphstio Series (Irlstallichaskiye kadal organichoskiyo
soyedinonlya klassa 1CdX v alifatich*skam ryaduf
PERIODICALs Daklady Akadeaft nank SfiSRO 1959p Vol 125, Ir 2,, PP 340-350
(USSR)
A38TRACTs solutions in other of the aompoundo mentioned In the title,
obtained from ozah"go rsaotions of cadmium &&Its and
Oripard's roapnt# are fairly extensively used as AS
*xcellent.reagent for ketone produation (Rof 00 When
dissolved in other# the cadatun-organic compounds are
consider*& as di&lkyl oompounds (Rat 2). Rowev*rt oodsius-
organio easpounds of a mixed type had never boon Isolated
In an Individual crystalline state. The authors wore the first
to succeed In off*ating this Isolation after the reaction
betwoon4lalkyl cadmium. and the cadmium *&Its on the
Card 1/3 equation I2Cd + CdX 27-~ 2RCdX (1). The reaction **our* in an
Crystalline Cadalun-organlo Compounds of the 3OV/20-i25-2-30/64
RM-Class In the Alphatlo Barite
analogous way In the arouatio series as wall. ?or this
purpose dehydrated cadmium haloginides in absolute ether
were employed, Contrary to an analogous reactiont described
by the authors on an earlier occasion (Sine-organio compounds#
Rof 3)t they had In this case - duo to the other Insolubility
of the cadmium hslogon14oe - to employ the appropriate
suspensions. The mixed oadnius-organto compounds (obtained
for the first time) are vhItot finely crystalline povdors
that do not uoltp but which #often above 1000. They or*
energetically dooomposed by water and alcohol. Ataosphorle
oxygen oxidises them# but does not cause their .postaneous
ignition, With the exception of a-tatyl-eadalue-brouldos
whiah to soluble in otherp all the compounds of the ethyl
series are Insoluble In aromatic hydrocarbons# hez&no# and
other, unlike In the Unt (Rof 3)# so stable complexes
(a. 6. with other or dloxass) of the compounds eamened
have been observed so far, The Interaction of the I.Wvidual
cadmium-organto compounds described with the halogen
Card 2/~ anhydrides of the &old* occur* on the equation

-p- T-
31
sa
I s gilt%
oil
Sill
[!]I fill 11,1ill liji, I

5 0 t 3)
Shovordinx# W* I., Abrasoval lot Too SOT/20-128-2-27/59
Kooboahkov, Ko A#, Corresponding Nonbor AS 9331
TITIS i Organovino Compounds of the Ar2Zn Cleas 's" Their """at**
PZRIODICALs Doklady Akaddsil sank 33319 1959# Vol 128# Ir 2v pp 320-322 (MM)
ABSMC?s The authors proyod for the first tiao that sintoreonle empoua4v
of the UZZ alse# (X - balogen) so U Isolated as complexes,
in purely crystalline Oato with other or diaitano (lot 1)
(5, Grosdar, Sof 4, could. not isolate C2N5W Purslyl this
w" done by tb* outhors). All balovm Baits of Zu produce
dioxanates "cording to tate, of publications (Rot 2)twho""
an otherato "-2 oth. has hitherto t"A kmalm 0027 for nine
iodide. It imam kavatigatod whether the zinc aryls produce such
complexes " w*ll. fte zinc dLaryls described In the present
paper did not yield oorrospondlae otherates. with 194-diazaboy
the following ow%lexos could, homer, be loolatiods
06(B 5)2"'04 1021 (P-CE3004)2 Znoc 484021 ("'IORTY"e 41 Of
These dioxanstoo are whit* crystalline substances, soluble in
other and dicasno, insoluble in benzene and p0rolmw other,
Card 1/3 The perfection of the a0hod of preparing the Initial slac

organosino CoppousiAl Of the Ar .2 Za CIS*$ and Their
Dioxanst*s
card 2/3
soy/20-128-2-27/59
4i"114 (Bet 5) -000=* necessary in connection with the
Y" well as of the
successful production of alossnat#0
0 Cando of the ArZUX A!"s I Ref This method (boating of
J zin,3 withOu
d'implenyl mercury witb'setalli- % solvent) mblob is
too vigorous was is roved 'by K. A. 100heshkovT A. 11. TemseySnov,
and V.11. Potrow fast 3). They carried out the reaction in
boiling :Kylens. In this vay the synthesis oculd be Used fGr.a
series of organoZino compounds with one substitueftt IS the
nuolous, We method has the divAdvantw thst the success
of the Synthesis depends on the state of tbe zinc. SC-641164
"zinc wool" should be preferred. The sutbors proceeded frM
solid lithium "718 to avoid vscqun distillation (Rot 6). The
lAtter produced by the method of -1. T. TalslVers And I- A-
toohe OT (Rot 7) ( x6hadge reaction x - x) preaticaliy
contain no di"71s, :r only little quAntiti0s of it. ?be
isolation of pure diaryl sino 'by 4rJst&1liz&%iOft is thereto"
obtainod without distillation. Dipbonyl zinc (0011 8300
di-o-talyl sin* (71%), di-p-tolyl Sin* (49%), &M di4Y.-
nsphtbyl sino (46P vets produced In this vVy the two
first on*$ for the first time. nit# crystalline prsaipitatim#
Organosino COSPOUMS of the
Dloxanates Ar2Zft el"s AM Their SOY/20-120-2-27/"
of corresponding
diox'snat" are Separated 111 the d1190100%
of di"71 Size in almane and in the diatill&tIon of the major
part of the Solvent. nere
Soviet, are 7 references, 4 Of which are
ASSOCIATIONS Nsuohno-ISSIsdavatel Iskly f1siko-khInjoheekly
L. Y&. rarpova ('901*11titio Ph titut in.
imeni 1'. Ta, rarpov) 4701000hOMIC&I Research 1"tItUts
SMWITTIMI June 16, 19"
Card 3/3

AUT9ORSi Bodionolt At Is# Talalayevat ?o Ts, SOY/20-128-4-26/65
Ohigarin# Do Not Zoohoshk9vt_A._k.,
Corresponding Koster AS USSR
TITLE: The Infrared Spectra and Structure of Aroaatio Oreanolithiua
Compound*
PERIODICAL: Doklady Akadeall usuk SSSRp 1959, Vol 128, Ir 4, pp 728 - 731
(USSR)
ABSTRACT: There are v:rj few exp9rizontal data on tho zompounds mentioned
in the titl (gets 1#2). To oliLrify the structure of these sub-
stana6s# the Infrared absorption spectra of phanyl-g o- and
p-tolyl-# mosityl-, p-diphanyl-, p-ohlorophonyl-, p-brono-
phonyl-# p-iodoph*nyl-, as well as e- and 0-caphtbql lithium
were measured. Them* aromatic compounds or* crystalline sub-
-stancoss and not soluble either in boxane or bonsone. Therefore,
%be spectra of their powders were measured in vaseline- and
flucrated oilo Table I shows that in those spectra several now
bands appear which are in a certain connection with the 4-1A
bond, The data in table 1# as well as a 4omparlson with spectra
of Aliphatic compounds previously d*scrltod by the authors
Card 1/4 (Rat 5)# lead to the conolusion that the band In the range of

The Infrared Spectra and Structure of Aromatic SOV120-120-4-26-165
Organolithiua Compounds
1045--lo6o wt- I Is apparently connected with a free C-U bond or#
at least, with one poorly parliTipating In the association. The
lower frequencies (870, 970 0a- ), however, say be related with
ths C-LI bonds participating In the association* These fro-
quenoios oharaoteristio of the vibrations of the C-LI groups
in the spootra of aromatic and aliphatic organolithiun com-
pounds$ as well as their clos-R position, speak such in favor of
a covalent character of the said bond In the two classes tf
compounds mentioned. Therefore, the assumption of an ionic
character if the C-Li 'bond in aromatic organolithius compounds
found in publications is Incorrect. The authors investigate the
dependence on aromatic compounds responsible for the cosploi
formation of aliphatic oor"unds of this type (formation of an
Intersolaoular lithius boad and dipole Interaction). In the
present p4p*rj they study not only the effect of the purely
steric factor on the strotgth of the lithium bond but also that
of the change in the general polarity of molecules. For this
purpose, they Introduce other polar groups or &tons into the
organic rest of the molecule. On comparison of the spectra of
Card 2/4 phonyl-, o- and p-tolyl-j* biphenyl- and mesityl lilbiums It

M
1he Infrared Spectra and Structure of Aromatic SOT/20-128-4-26/65
Organolithium Compounds
appears that the degree and type of association of these sub-
stances are different. Ths.CH,-group in orthoposition has little
effect on the degree and character of association, The same
group in paraposition (p-tolyl lithium), however# changes the
spectrum considerably (Fiel). A complication of the nonpolar
substituent In paraposition equals an extension of the carbon
rest. This reduces the degree, of association. The screening of-
feet booosoa most distinctAn the spectrum of mosityl lithium.
The symmetrically arranged CH3-groups render the'association
rather difficult* Thereforep only the band of the fro* C-LI
group at about 1052 ca'i is more or less distinctly visible,
Pigure 2 shows the spectra of p-oh)oro-g p-broso-# and p-lo%4*-
phenyl lithium. 2 dipoles each - C-Li and C-Sal - are present
in every case. They increase the general polarity of the aole-
oules This-bringe about an intensification of the dipole later-
action between the molecules. the p-ehlor3-phanyl lithium is
most Intensely and completely associated, The spectra of a- and
Card 3/4 4-naphthyl lithium are different from all other spectra dis- ,

The Intrar'ed Spectra and 8truoture of Aromatic SOT/20-120-4-26/65
Organolithium Compounds
cussed, The band to most Intensive at 943 ca-1 while little
I
Intensive band# are.prosent at 1050 ca" , In crystals, these
two substances are apparontly In a mainly associated state.
There are 2 figures, I table, atd 5 references, 3 of which are
Soviets
ISSOCIATIONt Vauchno-issledoystellskLy fisiko-khickichaskiy Ins%ltut in,
L. Y&. Karpova (Solentific Physiaoah*zical Research Institute
imeni L. T&, Karpov)
SUBMITTED. Jun* 16, 1959
Card 4/4

AUTHORS1
TITLEs
PERIODICALs
ABSTRACTs
Card 1/1.
Glishkovap V. P., Delinskaya, Te. L.,
Corresponding Member, AS USSR
Metallization of Polymers
66481
L'CV/20
Kocheshkov. K. k.,
Doklady Akademii nauk StSR, 1959, Yol 129, Nr 1,
pp 109 - 112 (USSR)
The introdiotion of metallic atoms into poly-era (called
$#metallization") may play a -ertsin role In the invastigation
of the structure of polymers (or copoly=ers) as well as in
the change of their properties. In the pronent paper the
sithow describe a few reactions involving =erciry and thalliam.
The thiophene ring takes up thallijz very readily. ThalltQx-
trilsobityrate (Rof I)-*ss used as reseett. Xctallization of
polyijers Is difficalt. Highir polynors are solid substances.
In solitions they can be metallized by only a few solvents,
which cannot be easily metallized thezaelves nor react other-
wise with 'O'he metallizing agent. Invest Igatiora were c-Irried
oat of# 1) The Intradictic-n of thallian into poly-a-vinylthio.
phene in benzenel 2) Introd.4otion of Hg intc the same cozpoird
in benzenel and 5) introdiction of Hg Into polystyrone In
nitrobenzene (also in polyvinylfurane Into (s position). Xerz4ry
diisobutyrate was 4sei to the metallizing agent In mecari2ation.
6646q
Xetallizition of Polymers soy/20-129-1-30/64
Reaction (1) is completed within 15 minites (I). Res.-tion (2)
needs several stout". The two roaction prod.Act* are yellowish
povdIare insoluble in benzene snd other organic solvents. Poly-
.a-vinylthiophone Is easily cosbinabl* with 11thlis (according-
to 1.~M. Viktarove). The choice of experli2ontsl conditions mind
-the solvent Is more difficalt In the case of r4-action (5). This
R. H. Smirnov (Ref 2) obtained only 50-60,,~', of the theoretical
mercury content by mercurization of styrene in testic gold.
Nitrobanxens is a suitable astilum. The final -,rodUct Is a
,yellowish powder. It can 1pe dissolved in nltrobtnzene If a small
qjsntity of loobutyrio sold is added, The n4zb*r of stons of
the absorbed metal vast reaction (I)t 0.94-1.0 of thsIllus ;or
I member of polyvinylthiophenel reaction (2)t 1 mercury atom
per I member of polyvinylthiophenel reaction (3), 0.96 atoms
per I aromatic nucleus. The position attained by ztrc4ry was
not proved by the authors. Probably, it is the par& position.
Mercury atoms can be s"bstituted by halogens in the polystyrene
molecils, by means of the affect of bro:31ne. 0. A. Paleyev is
mentioned in the text. Thoret are 2 Soviet references.
ASSOCIATION 11suchno-isslodovetelfskiy fi.21ko-khimicheakiy institit Im. L. Ys.
Kerpova(Scientifte Physico-chemical Research Inatitite imohl
Card 21# 1. Yo. Xarpov)

anl
51062J60100010010041021
B023/BO64
AUTHORSt Vaalltyeva# V. N., TaIrtlayeva, T. V., Gurlyanova, Te. W-o
and Koo P bt-efsp A.
TITLEt Dipole Moments of Organolithiuc CoapounJs of the 111phatio
Series
PERIODICALt lavestly 1kademil nauk 35SR. Otdoloniyo khInipheskikh
nauk, 19:09 No. 9, pp. 1549-1552
TEXTs On the basis of published data (Rofs. It 2, 5. 4. 5. 6). the authors
measured the dipole moments of ethyl lithius, n-propyl lithium, n-butyl
lithium, n-axyl lithium, and n-dodecyl lithluzz in herano. Measurements
were carried out at concentrations as low as possible, for *h1ch an
association was unlikelyo and concentrntion values at which association was
determined 'by means of the cryoscople method. Since all those compounds are
extremely unstable, their syntheses, the preparation of the solutions and
the measurements of the dipole moments were carried out in pure argon
atmosphere# The authors describe the preparation of the solutions and the
determination of their concentration by means of t1trAtion. The dipole
Card i/#
Dipole Momenta of Organolithium Compourdo of 31062J60/00010010041021
the Aliphatic Series B023/BO64
"'Osionts wore measured at 2500 with the help of thi puisttion aeth*4. The
concentration of the solutions was 0,094-0.66 Tables I and 2 show
the results. Table 3 shows the results of th" nea3j_ezenta RI'de at
0.6-7.5 mole'$. The dipole moment g was detorminol by' the formula JA
-ie - -.
0.0127-10 V(PCO ?E)T (PE - electron polarization of the substsrice),
It was I.i D for ethyl lithium oone*ntratione of 0,12.0.62 mol4, for
butyl lithium concentrations Of 0-13-0-36 mol4, and for amyl lithium
concentrations of 0.13-0.66 mole%. P-ro*, the linear dependence of the
dielectric constant of the solution on concentration (Table 1), and tho
constancy of the dipole moment value of ell three compounds, it to con-
CludOd that in this range of concentration monomeric molecules are ocn.
corned, and that the value of the dipole moment for the compounds a~n.
tioned refers to the moment Of the monomer. A deviation from tho linear
dependence is found when measuring the dielectric constant of alkyl 111.hlun
solutions In hoxano at higher temperatures. The greatest deviation is
observed in the range of concentration of fron 0.62 to 5.27 Mole%. Thin
deviation and the reduction of the 4iptije aompn4_,j j,,j. In th," authors,
opinion, c8US04 bY thP asrociation of !he ciltilulQ-, ani thp forantion of
`.ard 211

Dipole Ubments of Organolithium Compounds of
the Aliphatic Series
8=
1-8
S10621601000100910041021
B023/SO64
complexes. This to in agreement with the published data (Refs. 3,4, and 5).
If the chain of the aliphatic radical Is extended from ethyl to a-syl, the
degree of association of the alkyl lithlut compounds decreases. This
depandenco will be subjeat of further investigations. The behavior of the
alkyl lithium compounds In benzene solutions differs from the behavior of
these compounds in hexans. The authors moasured the dipole moment of
ethyl lithium In benzene at 250C and obtained 0.87 D In 16ho concentration
range of from 0.094-0-49 mol*%- Apparently, lithium forms stable complexes
in benzene solutions also in the case of compa~;tively low concentrations.
There are 3 tables and 6 referencess 3 Soviett US, and I German.
ASSOCIATIONt Fisiko-khImichookly Institut Im. L. Ya. Karpova (Physico-
chemical Institute Ineni L. Ys. Karpov)
SMITTEN March 7t 1959
,L:gend to Tables i and 31 o - concentration of the 41soolved substance In
2 141t - dielectric constant of the d - density of the solution.
1) determination in hexane at 250C, 23o!uthty1O1nl11thIuz# 3) n-azyl lithiump
Card 3/1

$1733
3102OJ60II33loIA91070
SM/BOO?
AMOROs ShIggrip', Do to a 19GOT, A, X69 ftklmim-~Tfq
100heshkayl 10 A*# corresponding lember AS USSR
TITLZI An Investigation of the Nature of Secondary Chmical, bonds
MIODICALs DoklMy AkAd"It Usk USIt 1960t Me 1339 No- it
pp, ile -181
Mls The authors defined the formation of secondary (lose strong)
ohoulcal bond$ as an additional interaction of the valence el*ctrosa
*&used by a obange in the snergy-state of the electrons In the total
system of chamical bonds of the molecule. The forsation of secondary bondit
thus does not depend solely on the nature of the atoo entering Into She
aoleoule# but also on the properties of the solsoular system and on the
distribution of electron density in the soleculo. ?be authors Investigated
the Infrared spectra of lithigo-oragig o"Pou"aland. acetylene- 1
derivatives* The Infrared spectrum of R-Li and Ar-LI oospounde shows a
characteristic frequencyIof the valence oscillations of the free C-LI
group at 1050 - 1100 on . Measuresent of the dipole mosonts of I-LI
Card 1/4

81733
An Investigation of the Nature of Secondary 8/020J60/135/0i/49/070
Chemical Bonds 2004/3M
compounds In boxane gave the electric moment of 191 - 1#2 D for C-U, The
existence of osoi2lstion frequencies and the low dipole moment indicate
the covalonoo-obaracter of the C-U bond* In benzene- and boxans solutions
of lithius-organia compounds as well as on their crystals, additional
bonds wore foundt which look In the vapor spectra, and which are duo to
complex formationo Like the aospoun4a of log St WA Alp also the lithium-
organic compounds form somplaxes by way of a secondary LI-band. Ibis Is
explained by means of the properties which theme elements have in oomaonj
f'res energetically low p-arbital the possibility of changing the energy
state of the valance electrons In the direction *---* p with only little
energy, In this wayv polycontric molecular electron orbits can be formed.
Them* *laments form chemical bonds not only by moans of their valence
electrons, but also by oodln# free arbits to electrons which participate
in the primary bond of other molecules. In the dinerlo complex of lithium-
organic compounds every C-stam, of the carbon bridge with 2 Li-&tma is
able to form a tricentral orbit (two electrons in the field of three
nuclei). This orbit to more stable than the usual C-Li band. For the
Initiation of the polymerization of ethylene and its derivallves under
participation of R-LI or AI(R)39 the formation of a conplexi(I) to
0/
Ca rd 2/4

In Investigation of the Nature of Secondary $171 133/01/49/070
~/2000/7
Chemical bonds 3004 BOOT
assumed on the basis of these conceptions. Together with V. 1. Sairsovs,
the authors proved the formation of radicals in the reaction of 1101 4
with I-Li by meant of electron parasagnatio resonanceo the formation of
complex (1) is proved ty the colored complexes of ethyl lithium with
styrenol a- and P-mothyl sty"no and other unsaturated oompounds,, which
are charaoterizod by an Intense absorption band of the C&C bond. The
authors discuss the formation of secondary bonds under participation of
a 0.,
undivided electron pairs In the completes I-Li...X (X N~cq etc*)
4S a -S N
the do X-oonjuno tion U - 0-0,10 - In the compounds of bensyl. 11 thium and
fluorenyl lithium as well to the participation of the O-U group, O-Al
group eta* In seeandary toads in acetyl tootanates under formation at
quastaroaatIo rings with participation of x-sleotronslAooordinglyt there
exist various types of sooond"7 chemical 'Dondso-wMah manifests Itself
to the physical properties and In the resctlvlty~of the compounds, There
are 13 referenaess 10 Sovl*to I BrItIsho and 2 Oeroan,
Card 3/4

An laysotlg&tlon of tho Ssture Of S0QOa4w7 81733
Choulcal Bonds 81020160113310101010
30041100
ASSOCIATIOSt 1181ko-khtalcheekly Institat in. Lo Tae Karpova
obomical AltUtS
SUNI?Mo Marob 25p 1960
Card 4/4

sulJowt,141 N, to I ORMWAs. L.I.QO-MM(W. X.A.
COM26268 af the larlss of w8mud OrdauOSIGO Composads of the
class ArZAZ- D*"As IS= 134 GOAMI-855 0 160,
OUU 13:9)
1. Ifiviko-kbistabaskir inslitut IP- L-TA-UrPOTS. 2. Cblea-
korrespoodest An SM (for 94abeshkov).
MOO CaVosods)

2090
11G4 5/06 61/000/003/011/013
10100 2205 MN8208
1 4
AUTHORS iqhD IS 00 hsshkovq K. A., Panovo Ye. M.# and Sorokina, R. 3,
TITLIs Organolithius vinyl benzenes halogenated In their side
obs,ins, aal their reactions
PniODICALt Isvestlya Akadeall nauk SSSR. Otd#loniyo khlalchoskikh
nauk, no. 3. 1961, 532
TIM In the present "Letter to the Zditorm# the authors report that they
hays, been able to obtain organolithium vinyl benzenes halogenated In their
side chain at low temperature. The synthesis was achieved by an exchange
reaction CX2 ~ CXC62 4Dr + 0439" CX2 "XC02Li + C489br (X beirg either
P or Cl) in other, and mass of their reactions hay* been studied. This was
exemplified by the following novel conversions of ArLij 1) carbon1sation
of ArLi gives ArCO09 (Ar denotes CCIP - CtC6V -), selting point 1650-1660C.
Founda C 49-491 49-591 9 2.261 2.32# Cl 16.111 16.59 %. Calculatedo
C 49-431 8 2.291 Cl 16.25 %. 2) Reaction of ArLi with NgIr yields ArNgbr,
malting point 2210-2230C. Foundo 19 44-80 %1 the sum of Ci and Dr 24.961
Card 1/2

&K 946 --- -- -
S/062J61/000/00 3 /013/013
Organolithium vinyl bsAsonoe halogenated... 1117/1208
2$.18. Calculated# ft 4408 %# the sus of 01 and Dr 25.40. 5) Reaction
of ArLi with (CjH5)?SACl gives ArSn(0235)39 boiling point 1700C (4 ma).
found, Sn P-1 1 3 *151 01 9-761 9.90) %. Caloulateds Sn 31.281 Cl 9.36%.
4) From the reaction with acetaldehyd# a corresponding dIvIrtyl bansone
resultst which is halogenated In one of the vinyl groups. Low temperatures
(about -7000) wore necessary for carrying out the &for*-m*ntIoned reoctIMA4
as well as reactions with halides of other elements or *lonental-oreanio
compounds. this now t"s of aryl lithium is capable of all the manifold
reactions of orgazolithium compounds. the resultant monomers are poly-
morisablo. It Is pointed out that a rise of temperature or retardation of
the reaction during the synthesis of the now ArLi type yield polycotdonas-
tion products of the (-CX-CXC6S4-) t"o which are of special Interest to
the authors. [Abstraoter's notes This I* a full translation from the
original].
ASSOCIATIONt Fisiko-khtstahookly Institut Is. L. Y&. Karpovs. (t~yslco-
chemical Institute Imoni L. Ya. Karpov)
SUBMIT?ns January 19g 1961
Card 2/2

UTTSWAO 9,A.1 ?ANY' lesNal X*A*
0 -
SpU"Im of f2uorlaW ketom" by we of organolithIm oampnnb
wd 1; *4UIky2smJA" of f2wrinat" aeldso lsv,AN 3MOtd-Wdso
Oak 20#5163W35 W 062* (Km U15)
1. Flilko-khWob"My iwtitut In. L.U*Urpm
(116ton") (Utum orgudo a m 0; N ma I -; (AWW")

LAZLVMOVAp O.Y.1 TAUdAMA.. T.T.1 ZIM,, A.T.j SINDWY, A.P.; IMCRUJMt Lie
Syntheals of old* obaln fluarinatod vi"lasphtWeaw. jsveAN UM
Ot4okhia.nmk nc*5435-83S IV 061. (WA UsS)
1. nsiko-kmmichm*v imuut i& iuurpm.
(RAPhthalme)

SJW61/000/w/003/010
A U% I A
T171,a rI Not I pa to tjt4 ties. ltorctrt it.,
rml., DI kando*11a nAut -535P. livoettla. Ol is 1,-oslo klwloict~wai t0s
449 . IV. 06 S 5
TdA I f In ti t Ci 0141j# AP, t.f -iris 4,#-wttr~, - spAs'. ljs
VOI -J"VV& f I Or, V I IQ t tS A Wf- tft-* I OI)FAr at at i b v rf-, 4 tit, JOJA 0 1 1 ~4
It M& %:*Orr It.-Arri inf vs~"l i I, I Ii- r t~ Iv
"% -1% '- OtAn thV I-hVnj I I It "IV% I ~,14t I On he 44te I ~ -,I,- Aw 1%j I era ro-v I jqJ4.
ftl Ov i.%-r laor"flWArts (46ar. 1.4;, to.- aft-pa tr-f
i vvv; eam-9. 'It **I. however. be iwfv&s*4 us to YP-41) it ~-r, *at**# O?f puts
rapJ411 ejt~t

1~ puo,iii lithivp f-7tr r of 04
tics (4t is iqft,,.sr j,vi%!,3ep cf -01011 to

41 tottgraturfoa -~If P-- wed Itr
r-a A-q.'.owlt. ifFC40t,4t '-ft
rostcal 0W. tf-v oi#IJ aswi')y -atuato fi, 4',
t. Th- 1C.,21 t Tt*
air &OPM1144.
Oftall. Ar4mat *I cappor r-,-J-r fr-"
?'a rrfm4,tlGa P)i tMo diber 14 tv.
(40, f.j!-ltI(J%or0-a aittyl @tyro"* ~Wi. ot.A.A -trii.m9to-

str* virnth*olted Wjr this method foraflaoro-othpm- bith
dilitwim. Pont a-La thyltrif dillthlu%, &D4 4#cGu*0.jrl*I.0 4ilithima .It#& tbq
Crw-C?I ~ ~rf ~. $11h vulyl whiv^. Orly
Uri-4twA404 Q612posois cr
-.Mcp
2
n
U0 coopauni P-C a CF-cr uttalreC V4 t3fraroi br#eIrs It*

Car4
Now=.

Pluorinated styrenes. Wfr$--*
obtaireis *or* %*%on. us styrsA*s(w#r#)ssslys#4 %y the molh*4 of
Y, jimin *t slo jDokl. A$ SSS14 lAt 764 1959 Thorq or* I 014f mwA
9 rof*rvnosss 2 Soviet-bloo and 6 Tbv ~ roteromos t*
PublIZ411ans rood the folloost urtant. b. k. f4raer.
&set. Chas. $*a. lit 1614 11~4)1 pot. USA 2044404 (051)j ?) S. Ms*&.
J. Organ. Chas. 21. 400 (19$4s 1) 0. 1. LivIngsten. P, V. K&*At&. I. b.
corltv, J- Polymer. Set. 20, 465 (1956)s V. 0. Dart,. J. tolvaor Sta. )7, $I-j
(195y).
viliko-IthimishoOkiy institut Is. 16. To. I4f$Kqfi (?Nrsic*-
ab,ostleal Institute total 16. to. xarpov)
3951111TIOS April to 1160
Cord

- f-i
C;~-,vu 2
5 /0 45 2 /6 1 /0C 0/00 6/00 4 /0 10
B 1 8ID220
AUTVOR$s Katennikoift, 0. V~o IsIslay#va. T. VZimin, A. V... and
Kocheahkov, K. A.
TITLi- FluorinatA styrttes. Rmport -tvrects
ani cK-triflucro-methyl styrenes
MIUDICALs Akademiya nauk 33$R. Izvostlyn. Ct4elaonlyo 0,IzIchtskilth
Auk. no.. 6. 1961. 1066 - 10(19
TEXT. Too paper %Araij with ~t~ip 4ynttienin v.1 or difi~:orc-Aettql
styr-jr.%, styrervi. cK-diruo-c-uottyi-t retityi
yrono Ptyrere, And
a
t
styrene arcordiijo to tnlk equations
CHP, CRY2
1 1 1
RCOCHF, - t'll C w-CH
OH
O-CH H
R-C6H,,,P-'ll 69V 6 4
CmArJ

C
UH
Startit,g fro* phony' as"volua bremido sina
bto,p I fl,~, . c-,-trl r!rcr, -*at by I a tyrere an.l of 4,r,. N i,.)r~ -no* iq Iyr a no
Were O~itftlnpd Py 4-.~ng .1,iflurjro-a,,Ptonv Oln 1rQ ~arl,lnol otage-, ~he
T.~ST coni4niolt Mottiod piovel to b4 thq uso 4 Ilthiuz anj o!
4r-di"l or wh1ch are P-44441Y
accfaalbLt, 'or ayritt.eala and c6tained from RL. at.d 11"luartnated atila or
their diathyl amldes)~ The condoveation of methyl lithium wit t. fluorinated
acetophonones is effected at temperatures bettoon -20 and -25 C it, other,
resulting In tertiary carbincle with yields between 60 and 95%. The
dehydration of the -zarbinole to effected by tho-n-phorus pentoslie (YI141d of
65 - 8V), Uoreover, p-ohloro-vtyrane was aynthoolzed, Tt#ro- are W
referencest 4 Sovi*t-bloc and 6-non-Sovivt-bloa, The referenes to
Card Z15

Yluorinated styrenes# Report,
25042
5/062/61/000/006/004/010
B118/B220
English-language publications read as foll4vot 1) P. Tarranto Ro E. Taylors
J. Organ. Cho ? 238(1958),. 2) K. ?. D-shard, R.Lovins, J. &sort Chou,
10; 915f
Soo. 21f 2268( )1 n# )656(1955)1 1. D. lark# B. E. Noble# 1, R. Lacher#
J. Organ. Chou. Us 1196(1956)1 t. A. Romach, A. V. Lov*laoot L. 1. Cole"no
A. H. Lovelacep J. Amer. Ches. Soo. 11, 4903(1957)1 J. Organ- Chou- 219 1328
(1956). 1) T. Vo.0roths N. LoVinot J. Auer. Ch**. Soo. 77, 36560955).
ASSOCIATIONs
SVBMITTEDt
Ylsiko-khtmicbeskiy institut im. L. Ya. Karpova (Phystoo-
chemical Institute isoni L. Ta. Karpoy)
June it 1960
Card 3/3

TALAIATEVA, T.V.1 RODMUOV9 A.M.: IOCIMW.OVO I.A.
Solutions of aromatic organolithlux compounds In others. 1xv-AM
, 3WR.Otd*kbim*n*uk no.,11:1"0-1"6 N 161. (NUA 14111)
1, FWko-khI*iehsskiy Institut In, L4U61arpoyse
(Lithium organic compounds)

10
2 61/000/012/Oli/012
'~i 00 ~Bl ji7 ~B 14 7
AUTHORSo Kocheshkovq X. A., Panovs Ye. U., and Umlyanskiy, V. 5.
TITLEt Stepwiss, formation of the elementozans, chain In the presence
of disso alkanes
PERIODICALs Akadem4a nauk 5852, Isvestiya. Otdoloniye khimicheskikh
nauk, no. 129 1961, 2255
TUTs In the present "Letter to the Xditor"q the authors report on the
reaction of elemental cManio compounds with disto olkane. They point out
that the usually practiced hydrolysis, **gal of R,Sn(OOCR)2p rcoults in a
mixture of organic tin compounds, In the case examinedi an increase of
the elementoxane chain taken place whereby, during tho Individual etageaq
pure products are Isolated and the RCOO end groups,:rg prmsved, such as
for (n-C 4 89)28n(OOCCB P2' Monoa*r (boiling point 2 - I C (100 me Rg))
---P dimer 0(melting point 580 - 60PC) --" tetramer (a8lting point
1380 - 139 0) ootamer (decomposition at above 200 C)O etc. The
Card 1/1
I,"

30170
3/062/61/000/012/011/012
Stepwise formation of the... BM/B147
reaction in shown by the example of two elements (Sn, Fb). The authors
concluded, however, that the reaction may be extended to other elemental
organic compounds comprising at least two saponifiable groups in the
element (0-9-9 R2 3'(OOCR)2 or RTI(OOCR),, *to.). With dis2onothanes
(a) 2R2SnX 2 (1) ---.# X(R)28n-0-3n(R)2X (,')' (11) 'a C20642 053n2 having
a molecular weight of 591. (b) 2X(R)23n-O-3n(R)2X (11) 00
---" X(1t)2Sn'1O(1t)2BV11 -X "")' (111) is C3078 07Sn4. molecular weight
1109. (c) 2X(R) 2an-101R)28013'X (It') ---* X(R)2Sn-1b(R)23n17-X (Iy)'
(IV) is C 68H150011 No molecular weight 2156. In each cameo R * n-C 489
and X - OOCCH 3' (d) 2R2PbX 2 (1) ---P X(R)2 Pb-O-Pb(R Y (,,)' In this
case, R w C 6H5 and X - OOCCH(CH 3)2' (11) 'a C32H34 05Pb2 decomposition at
2400C. (11) was also obtained with diazoethano and diatobutano.
[Abstracter's notes Zesentially complete translation.] There to I Soviet
reference.
/ ~4,;.je
Card 2/f

3/020161/136/002/024/034
B016[JO60
AUTSORSt Rodionov# A* Xog T&2&layova# To To# Shigoring Do I*# and
Kochoshkov# Ko A., Corresponding Member AS USSR
TITLZs Study of the Structure of Complexes of Organolithiun
Compounds With Ithors by Infrared Spectra
MTODICALs Doklady Akadomii nauk 3381# 1961, Vol* 136t No. 2#
pp. 369-372
TZXTs The authors wanted to clarify the effect of others upon the
structure and the character of complexes of organolithiun compounds with
the others* For tbI purpose they took Infrared absorption spectra In the
two-beas spectromot:r type H-800 (1-800) featuring a N&C2 pries, The
following compounds were exasinodo mothyl-, ethyl-, a-butyl, phanyl-0
o-, &-# and p-tolylg p-01- and rBr-fhonyl-# mosityl- and fluor*nyl
lithium as well as the *thorso0285 20P (n-C3a7)20# 480-0 39 7)209
(n-C499)209 and (100-0511020 * Wile I gives the vibration frequencies
Card 1/3

Study of the Structure of Complexes of 3/020J61/136/002/024/034
Organ6lithius Compounds Vlth Xthors by w6/Doft
Infrared 8poetra
(cm-) of the C-LI bond in fresh solutions of the mentioned areanolithium
compounds In the five others* Box* of the former w9ro synthastsed directly
in the respective others* The authors compared the spectra with the data
obtained from their previous studies (R*f* 1) and In this sanner assignot
the absorption bands to the vibrations of the C-LisoeO groups* The son-
alusion is drawn from an anAlysto of the date in Table I that almost all
of the fresh solutions of the 11 substances mentioned display a similar
spectrum In the same other* The r*plao*nont of one other by another hat a
rss"k&blo effect upon the position of the C-LI#,*O group bonds (Fig* I A)#
The analysis of the speatra proves that the more complicated the radicals
used in the others, the farther the C-Li*,*O bands will be shifted In the
region of shorter way*@* It to Inferred from results obtained that during
the dissolution of arganalithium compounds in others the priaary coa-
plexes are deformed and decompose due to an acceptor-donor Interaction
and a dipole Interaction with the eth*ro Subsequently, now complo"s
according to the aoceptor-donor type
Card 2/3

Study of the Structure of Complexes of 8/0 61/136/002/024/034
101 ly
Organolithium Compounds With Ithers by 63060
Infrared Spectra
LI \LI + 0 LI /1\,Lj.oo/ --->R-Li... 0 + I-LI.
/ \ Ri \j/ \ Rl 0
are formed (depending on the structure of the radicals of the two can-
pononts) betvoon the molecules of the other and the organolithium com-
pound* In this connection$ the polarity of the C-LI bond is increased vith
increasing stability of the nov complexes# In the authors' opinion# this
is bound to express Itself In a change both of the reactivity of the
.organolithium compound and It* stability In the solution* This circumstance
is believed to be the cause of the high activity of ethyl lithium In many
reactions in the ethereal sodium as voll as of the poor stability of this
substance In the *sm wd1um* fters a" 2 figures, i tablsg and 8 "f.
orencemo 4 Soviet# 3 German# and i British*
ASSOCIATIM Fisiko-khIslahoskiy institut imo Lo Too larpeva (Phystoo-
ohomical Institute issni L. T&. Karpov)
SUMTTZDs September 14t WO
Card 3/3

8/02 61/136/005/018/027
B016YB052
AU?HORSj Staonov# A, P## Shigorin, Do So, Talalayevas to To# and
CarrPopon41ng Nosbor AS VSSR
TITLli Zzaminallon of the Structure of Lithium Alcoholates by
the Method of Infrared Absorption Spectra* O-U .,o0 Bond
PnIODICAL I Doklady Akademil nauk SSSR, 1961, Vol. 136, No. 3,
Pp. 634-637 -
TIM The authors examined the structure of 1-0-LI boadst
torts- C409 OLIO CH3OLIO C295OL19 n-C)17OLIt and n-C4a9OLIs By measuring
various properties of 10"*-043~"l (under the collaboration of To No
Vaslll7ovag T, As Dutovllsklyj and Oe To login&) The authors found That
The 0-41 bond of torto;04190LI to of a ao-valent character. and the latter
associates already In w ak solutions, This was proven by Infrared spectra
In arystall1sed state and in solutions (Table 1), IA hsx&uG# C0149
oyclobsians, dioxan, 41- and tri*thyl &sin*# those spectra hardly differed
from those of the crystallized sasple. Therefroa, and froa the
Card 1/3

ExamInallon Of the 31ru .ctur* Of Lithium
iloobolates by the Method of Infrared
Absorption Spectra. 0-U,,eaO Bond
8/020J61/136/00)/016/097
3016/B052
indifference of tort, 0 1 OU toward active solvents and temperatures
between * 70 and -800; IN authors conclude that Its completes are very
constant. They attempted to explain the existence Ot such solid complexes
so followst I.-throo-conter Intermolecular electron orbits are formed due
to the fact that the U &ton of a molecule gives the free p-orbit to those
electrons which take part In the 0-L1 o-bond of another molecule.
Consequently, on:dpair of valence electrons takes part In the formation of
two 0-Li,od bo a (see scheme Ia)j 2a an acceptor - donor interaction
sots In during which the unshared pair of 9-olootrans of the oxygen atom
uses the free p-orbit of lithium in another molecule and thus additionally
intensifies the intermolecular bond (I b). Pros the luminescence spectra
of torte-C,419OLI (crystals and solutions In hoxane)# the authors conclude
that either one electron changes over from the sulti-conter molecular
orbit of the ground state Into the excited mulil-conter orbit# or that the
system to excited by the passage of one electron of the unsbar#4 pair of
the oxygen *ton Into the sulti-aWer orbit. The four other aleaholates
studied, were spectroscopically examined In crystallized state (pasto, in
Card 2/3
Examinatlo
AlOOhOlaten Of the Structure of Lithium
a by the Method Of Infrared 810201611136100310,01021
AboorptIon SP66trae 0-LI-4 Bond B016/3052
vas'eline 0
r fluorinated oll.),(Table 2), sin** t rt 11190L1 is close
80800latedo the authors conclude
aliphatic radicals are even nor that lithium al:ohools 03 aAd unbranchod
insolubjIlty or low "OlUbIlIty 0 closely associated. This explains tb*Lr
soluble in solvents In which t .ort
The authors approximate,, assIgned
alcoholateg to the the bonds of'-C4'90L' is *&#I
the four at
complex 04*11latlons of the associated 0-41 grou
A more accurate assignment, Ur
however, *111 become Possible by furtherpol-
Investigations. There are 2 tables and 21 reforenooss 4'Sovlot,
British, and 2 0orman,
vat
ASSOCIATIONI
7121ko-khImlohoskly justitut
chemical Institute In. L. Ta. Jerpova (Phystooft
inent L. YA- Karpov)
SUB
"ITT32: September U. 196o Z'
Ll
L
Card
3/3_
J

GOLIDSHTMO I.P.1 CMRIUM19 T991*1 DIMIMU, T*#D.j EDCHMHXX, K.I.
Dipole moments of organotin shlorld" and their ~owls*-forming
ability. DoJd*M SMI 136 noeSsIM9-1061 F 161o 1 (KM UsO
L Fiaiko-khimiobeakly Institfat, La. L,Y&.Karpm. 2. cklarr-korreepm-
dent AN SWR (for Soobsebkorv).
(?in organis eaqwunda-Dipole momentO

fi/o2Y(-'/134/oo4/011/o21
po$ 8205
AUTPORS i "I'dPhtsyn, A.,
VS-!XAM"1,J6j TIk%'%tOV%, Al- locheshkov.
0
Corresponding Nosibor AS 11$U
T1?Ui Completes afdiphetyl stpAylor* with Ila letrachloridt 624
PtAlobtCALl Akadeslys PAuk 2932. Nklady-v. 138. nt. 4, 1011. 09-842
TEXTs The authors studied complexes of asymeotri* 4Irk.*PY1 othyloise
with OnCl C a 304130 and (C x gal,. Irt.0 cetalytte activity of SA91
49 6 5 6 2 4
&a orplatnod alth the formation of it-*~splexo& *04- motomors vilhost ever
alal-Ifying the nature of those completes. the aulkrs str4141 theft by (A)
Infrared spectra$ (3) electron spectre, 604 1c) 41#1-01fil polarizatieft.
In previous papers (14 P. 001'dshtoyh at *1.. W. 48 DAN. 156. go. 5
(1~61)) It hoi beta found by method (C) th4l the "ntlen*A aospowsde fora*4
a series. according to their capability of forming t%mpl*xss with 41oxanes
SnCl,> C 69 snel)) (a I saci The, author* trI#4 to find out whether or
Card 1/5
1

3/00/61/130/004/01$/02)
6nnpiwxws of diphonji ethylene sith Ila- 3103/1205
not this series vat *Igo egintairgo in oceploroo sl%h &.~nogqrv. The
following eyeless sort studied; (a) Uct 4 *DPI, (0) C(15 ercl PPS.
(.r) (C.H a Dpt * bra- I leer. 4rA (0) 0 1 SmV. ZOPI
5)28AC12 4DPZ' (a) SUC14 6 ~ I
DP1-J leer. (A)' Thq spectra *ere taken C lh a art i t -tees spocirefhotosater
%1.9N (S-800) elth fluorite euvoltoo sai toflon thsoilliAs (20p). ?he
11 12tures core prepared In an airtight ahaster In Oyr-Orelgen end filled
into e4votles. Sncl 4 and C6115Sacl5 in D?z give 'fr4efs A-Autions *jib aa
absorption band 610 so and an insonalwo abee-riptio" 'Wee WO a.. (D) Th*
electron spectra %or@ taken with an t#-A (SF-4) ip#,~,Sropbotoaoter I&
ben2one solution. Results of (A). A:)a:ap&r*d sith tEo spvtra of p-aro
DPZ, the spectra of eyeless (a) and ( has oansidorallo ahargoes (1)
The tarAs of %he roglonS1612st 1420 - 1400o and 1335 ,a- 41oapt-tar. the
Intensity of the bond , 18 a decreases otroAgly. They are all dozzootod
vith the double band in the nolocult of 4spbonyl *thy2ozo. The band
1615 co'l belongs to the stretching vitraitens of its C-Cdoubl* band whese
frequency Is re4uged oving to the tonjuseller. 91th phonyl rings. The bamAs
1400 and 13)0 on-) belong to the a foreationi
vibrations of the oelhylos*
group on the double bond. The ban; 15TO as' el(nes %a the Tibrallose of
Card 2/5

VC126
Cosplexes of diphoftyl othyleflo with tin... 1100203
the phonyl ring. Its Intensity Increase* strongly 4u* to the Interseties
sith the conjugate double bonds. (2) Sol hands arar In the region@
1376, 1250, and 1220 WI. (3) The band 1605 on' cf %be bonseno ring
vibration to slightly shifts$, and Ito intensity in,:rvaots. Staidto. the
sithors atesured the spectrum of the volution of tht D?Z aiz*r in Zrl to
prove that the above-sontioned eha"os (1).(5) are hot tonseettl olth the
appteronce of the diner In the above This spectrum above too
IJdltl*nRl boin4a ohichareabsont In Vie opostrus of the aon~uer. The ban$
1665 ca-I belongs to the stretching vibrations of the C-CbOD4 In the
diner. The band 1785 ou'l possibly belongs to the CR 4oftrmsion vibra-
tions on the double bond. Xone of those too bonds &pro6ro in the spoetra,
of systems (a) and (b). The authors acnoldtr this Not me a proof shot the
changer 1,1).(3) irk site infrared spectra are not caused by the diner but by
the Intermediate& of the Interattion of V?Z vith the tin balidep. Nrth*r
spectral date sutg;et that %b4 diner also forms complexes sith OAZI 4 &ad
C 1 4
6 5Snell. (0) The author$ measured the dipole moment of DIPS in bqasea*
solution ulth excess InCI , and Obtained The value ID. thus. it It*$ by
0.7-0.80higher thin the livols scoots In btAxone. rQr these roseasop Us
Card

S/02OJ61/136/004/013/02)
l
C
f al
h
th
l
l
ex*$ o
omp
eby
e
ene with
p
y
A41hors shial that the %and 400 sp (contrary to statosonts s*4* ty
A. 0 9vano 0% MI. (got tole*)) Cannot to 011PIA1004 sith Garwoni-Ais ions.
Ut absorption band in the rvollon ifo so may b* asarit9-1 to Iho
Accor4lng to A. I. Torenist at &I. (Ivf. 101 Optlkii I oritkiroskoplya. 3.
AAO (1957)o 1tv. AN 3932. MI. Me, 1100). the friijutifity of %t0 volonel
formation aitcrtasoa by 115-195 ou-, in the ctoplot form tien from t7olo.
h9goine and 3nCl
41 absorlislom %snag apple? " the r"'Oft 1400-1340
1
ni 1200 CR- s The tanif 1525 W in systems (a) ani (9) to asoravi to
the rodueod (by 140 an' ) froquariay of vibration* of the 4*ublt toti in The
it-ci)mploz of the diser with the tin halides. In octitroot lo oyot*os (a)
and (b), the author# bad not found any indications of & forestion of
R-COMPIOICON Wayeton (a). ?be solutions of the letter in bons*&* are
colorless, and no changes, #or* observed in their Infrared spoetrum as
cozp&rail sith the spectra of Ocarponoute. Thus, the "thare proved that the
above-sontioned order use also maintained in ttt ease of touplisso vith
GODOa4ro. They Ooncluds that 06B 5StIol$can also be a eale1jst for she
polysi~rlsatlon of clerics thoromo HIs eaftfi6t $0 expootiti for (a I AftC12.
6 1
There ars, ) figures# 1 table, end 10 rtforons*ss 5 Soviet-bloc and men.
card 4/5

IL'62
3/020/61/1!8/004/01)/023
Cosplwxoo of diphsayl ethylene with tin... 1103/220)
Soviet-lbloo. The 4 tofortne#~ 0 Inglish-lasguale FulolleWans read of
follovel lot. Is P. 1. Plopho Calleftle pollawriestior, arj Itelated
LOnd0n# 19511 Met. 61 1. lh&pflkrd. D. V. $10POO4. 4WArt. 31#V.,
COUP), *2
6. 1 (,;;21)1 Not. $I A. 0. Ivan# #I %L, J. Chou. sod.. 2915. 1957, 1051
i956o 27571 1955, 15241 Mot. 9s 0. 1. Cost**. L. Z. Ouncu. J. Chou. 80G.,
1942# 561.
ASSOCIAMIS FISAO-khtstehookly Institut IS. L. To. larpove (Puysico-
Oh4SIO&1 106titTASO ISOM L. To. Karrcv)
803)aTMi Doseblier 21. 1W

.1
GOLIDSNM,o LF.j OURIMMAS TO*N*J locmmovt XoAs
lb"Gaw SORPOU& of UA totischiorl& with organ" mdfldseo
DOUOU San IM =45820"W= -A 1620 (KML U16)
is nsLkokblmiWwWy jmUtut I&. Lra.urpm. 2. ChUsi,-
kar"pondest AN M (for bob"Wov)-
_(Tin orgmis ea"ouds)

29MT
8/020/61/140/004/018/023
B106/B110
AUTHORS: Talalayevap T, V., Hodionov, A. 3., and Kochoshkov, K. A.,
Corresponding Member AS USSR
TITLE: Ternary complexes of nothyl lithium
PnIODICAL: Akadecd;unauk SSSR. Doklady, v. 140. no. 4, 1961, 847-1350
TEXT: Mothyl lithium Is very stable In diethyl other and, thus, like the
aromatic lithium compounds, phonyl lithium and tolyl lithium, which torn
ternary complexes of the composition 2RLi*LLX*2(c2H 5)20 in other solutions
(Ref. 2: T. V. Talalayevao X. A. Kocheshkov, DAN, 104, 260 (1955)). The
authors investigated whether such ternary complexes slac formed In the cam
of mothyl lithium. Crystalline ternary complexes of the composition
CH 3Li-LiX-2(C2H5)20 (X - Br, 1) could be isolated from other solutions of
methyl lithium which were obtained by roaoting lithium with *ethyl chloride
or iodide. These complexes are stable in nitrogen or argon atmosphere.
Primarily the less soluble lithium Iodide dleth*ratt precipitates when
lithium iodide exceeds m*thyl lithium. In case of lithium bromide excess
Card
29M7
5/02 61/140/004/018/023
Ternary complexes of mothyl ... m6yziio
in the solution, crystalline precipitates with increasing ocntont of
lithium bromide and other are formed, e.g., CH 3Li,2LIBr-3(C,H 5),0 or
CH 3Li-5LiBr-7(U2H 020. This behavior Is similar to that of binary comptexas
of aliphatic lithium compounds with lithium halides (RLi,nLIX, n from 1.4
to 6), which form in the rotation of alkyl halides and aliphatic RLI in
hydrocarbon media. The monootherate of methyl lithium, CH 3Li-(C28 0201
could be isolated from the above-s*ntioned other solutions of nothyl
lithium. This compound contains small impurities of LIC1 which are
probably complex-bound. A fine powder with an 19 spectrum characteristic
of crystalline methyl lithium is obtained when methyl lithium to
precipitated from other solutions by excess n-;ontane and the precipitate
dried in vacuo at 1000C (Hot. 7: A. N. Rodionov, D. Y. Shigorint T. V.
Talalayeva, X. A. Kochoshkov, DAY, j2j, 113 (1950)p 12v, AN 83SHo Ojh1t
195e, 1201 Izv- AN BSOR# ser. fit., 22, 1110 (1158); T. L. Browng M. T.
Rogers, J. Am. Chem. Soo.s 22, 1859 TTIM)). This powder Is# however#
poorly soluble in eth"r even when heated (0.2-0.5 N solutions), and
contains &~ lithium chloride impurities. Pr*sumably. =ethyl lithium
precipitates in highly associated form on destruction of the other complex
Card 2A ~

t9m?
5/020/0/140/004/018/023
Ternary complexes of mothyl B106/?110
by n-pentane. 99thylene dilithtum# CH2W2' a loose, fine precipitate of
extreme inflammability In air# forms on pyrolysis of the resultant powder
at 2400C according to Hot. 6 (X, Ziegler, X. RAgoll M. Patheigort Zs* laors
u. allgem. Chem., 181, 345 (1955)), Mothyl lithium and asthylono
dilithius were used to polymerize ethylene with TiCl4 (1 : 1) (Hot. 9: 1.
A. kochoshkoyt V. A, Xargiat T. I. Tolalayeva, T, 1. BoSolove, 0. A.
Paleyov, Vysokozolok. soled. s I p 152, (1959)1 J. Polls. Sci. # )A# 121 Oft)
The IR spectrum of OR3U in the range 2000-650 cm-1 Is not affected by
formation of the ternary complex of CH3U with 11thluia Wide and other
(Ref. e: A. N. Rodionovi T. V. Talalayeva, D. X. Shigorins K. A.
Kochashkovo,DAN# 1360 369 (1960)). The capability of forzing ternary
complexes I th other and lithiun bromide is not limited to aliphatic and
aromatic Rti but becomes also evident In the case of lithiua acetylides.
When pure acetylene is Introduced Into in other solution of RLI
(R - CH39 C6 H5# OR3C 6H4) containing an equimolocular quantity of lithium
bromide# lithium acotylide precipitates, which contains lithluz bromide
Card 3/4 4

SUMVp A,?,; SHIOORINp D.I.; TALUAMAp T.Y.1 -- - r A-
Infraftd abompUan spetra of #me R - 0 - U acm- -- 0
Dckl, AN SM Ul noo3s665-W N 161. (MIRA 24: 21)
10 filiko A-ACIM ImUtut In. L.T4. Karpas. 2. Chlers-
ka"spoodeat A31 SM for looboamov),
(Litum orpma ompmms-spootre)

Ackam knees WA
of
rmzlmvAj I1.21s, I at iAtfitIm
ftplev-
Outuleal Im, tute laml. L. Ta. Karpow Nb* b to
6"
04 realm of orsommetaule c of tire VA
chdalum'o (Nwmag session go (ftymcmmm
Is Includled In the List of Partleipante in the
C*Uoivdum.,Xxm3mm to also schedded as ?"8141st
of the W%zles session 25 Sop 62.)
lvJMj.Ck~$ A*# risoulty of Qb8mistry, mosew
State University - OCR tM syntbests of optlesl
SCUTO d4losewslum WA al tblum e, I - I bl
memo a w2vWtorsonle oumww~
(Wimpg Maine,
25 Sep 62)
w sommitua for UO UU Odlawls Oft avowtoule Owtvauv"
(CM) hwu prellow, wk-m sup Bu.

8/134 4 ~62/000/000/068/129
D204/ 307
AUTHORS: Abramova, Lo Veg Shaverdins, N. 1. and Kocheahkovi K6 A*
TITLEs The preparation of organotin compounds under high energy
irradiation
SOURCE: Trudy II Vuesoyuznogo soveshchaniya po radiatnionnoy khi-
mii,.F4* by L, 13. Polak. Moocowq Izd-vo AN 333R, 19629
394-397
TEXTs Compounds of the general formula R2$nBr. (where R = n-propyly
n-butylt 11-hexylp p-hoptylg 11-octyl and jl-nonyl) were synthesizei
~y 1-' irradiation of powdered Sn with the corresponding, nlkyl bro-
mide, at 90 - 10000, In yields 0f-30 - 165 mol/100 ev with a done
of 18 - 2U Hr (37 - 74f, of theoretical yields calculated w.r.t.
RBr), since ouch compounds may be uoed to prepare R.SnX;, (where X
'organic acid mdical), used as stabilizers and catalyeta in plas-
tics technology* The yields of n-Bu.SnBr and n-Pr UnBr increased
2 2 2 ?
with Increasing done of irradiation, to maxian of 744,. at 18.3 an4
Card 1/2

S/8 4 4 /6 Z1OOO1OJO1 0,0i.11 I
Tix preparation of 1)204/D307
GIJ ;tt 1'.,).7 11r for the butyl and propyl compoundt-, rc3,..(,~tively. Th-
energy yields decreased with increasing done. The rompoundo *r(~,rmcd
under a certain induction period. 4xperimental detaillo Are given
of (a) above reactionn, which Involved the Irradiation of
mixed 'On powder and 11Br in an ampoule, and (b) tho, prcp,')ri4bjOn of
n-BU 21 ~inbr2in an apparatus in which n-BuBr circ ttLate(l j*,r t,l,rk I ty
into an Irrtidlated ampoule containing the Jn, and the reaction pro-
duct.an.1 unreacted bromide pnened back into the -ink hol,lini; th(,
original q-Bu UnBr. to be mitied to 300 - 400 ev. ilivre
are I figure and 3 tatles.
ASSIOC"TION: Fiziko-khimicheakiy institut im. L. est. Karpavri (Phy-
sico-Chemical 1natitute imo L. Yn. KsirWvii)
Card 212

SIMMOV9 A.P61 SHIGOjUNj Dsff,j TALALAUVAO T.V.1 KOCHMMOL.K.A.
Assoolation ot tort*CLHqOU In the Ca"ous stats, lsv,AX SM,-
Otd.kbia.mauk no.6olM 162, (MIRA 15d)
1. Tialko-kh1alaMakly Institut Is, L,Ta*Karpova,
(Uthlus butmldo--Spectra)

5/004/62/000/010/001/002
D214/D307
AUT11ORS: Shaverdina, N.I. Abramova, L.V., Palayeva, I.Ye.
and JWCWmbk V U. Corresponding Hembor of the
AS OSSR gyt'K
TITLE: Preparation of organic salts.of di-a-butyltin
PERIODICAL: K'himichaskaya promyshlennost'. no. 109 1962t 7-8
TZXT: This paper reports * now method of preparing organic
salts of di-.0-butyltin, suitable for application on an industrial
scale. The interaction of SnC14 with B-C41.1 MgC1 in (n-C Hq) 0
forms (A-C4 ) SnC12 which on troatment id h 30% etha;;oM aOH
gives a preXhate of (Ii-c MO. * slow addition of this oxide
(1.25 moles) to 2.5 molas ofia warm organic acid.00-700C) gives,
after 2 hours tho oftanic salt (93-90% yialds). In this way the
dicaprylatoo Ailaurstal distesnate and dioleato of di-11-butyltin
were prepared. The diiAleate mid a &estate were obtainid by adding
~l mole of the oxide to I mole of the con spondir4 anbrdride disc-ol-
ved in toluene (yields )-93%). There-is I table.
Card 1/1

62/004/00t/016/026
2"4 Yi, 1103
F.0 T** gazonnikowft, fat=4
U.. tachoshkov, to A., Suiraov,%, Z. A., T. To
nubstitut*4 styrongto 1. Copolyaortim*n or riuorrn.
substitgtoi styrenes with vinyl sonomars
pznjODjC4Lj Vy%ok"*jtkuIpLruyy* moy*41p*Aty%j v. 4, ". 6. 11)42. "S
T Moo the 4uth4rot o9p4rimento In the preductioti mA
,91Tt Thi4 pi",? dose
ch-irAetAri%-kt0n nf the aopalyatre of ag 09 A$-trtfluero stpr*f6o vith Z,~-
Ii-thyl Atfrefle 4Ad $ethyl o-, a- -4 P-44thyl-e. A. a'
trtflunro styrene with otyrone, a, stjrreo* with
9tyrOnto 4rA 2,5-dtf)Q*rO SiftVOW. The ftMINiOdk %0&4 for
consiste4 or so-o 4 waste# 2.5 owmiamer (OoAlum stoorate *rd*At*),
and 0.) ,4 proalrate intlisora The manowor mixtur% which was adtol 4r",vjp-
wi** after hosting to 80 - WO, ooa?Ala*4 am*I**Wtyri* aa14 41wirile
(0.5 ff) Oka iftlijaW. NINTOR oopolyu*ro or the 6"10 Sommers Sort 010-
taintj Their Gompositiono &PA properties are given in Ta'bl* 2. Tho boat,
Care I

of Pis eopolym*rs thum projuv*4 Inere-amom with the flurro
otyrona content in the tooolymer. An exception is thsL% of
;V-P,hloro styrene with V%jr#n*# the beat rosiut4me of *Nieh is 4'C
higher than the% of polystyrene proincol urJer simllsr toftAitions. 'I't i a
it PrObAkUly 4U0 ILL) the low d*ftC4ftttfttiOft Of 4XIbOtit'At0i $tjrv`Pf'.4I (16 ft-)10~41
in the copolywar,.and to the oxitexely low solocular mofrht of the Vii.
fluot U. Thor@ or* 2 tables. The triglish-14ACU4to roferoscow
0
^rev Livingitnum, J. Iralroor Soi.g 20# 485s 19561,9. Prat*r, J. kaor.
Chou. 11064, 15. 960, 19"3.
AS30CIATIONo Institut sjrI4k0MGl*kuly&raykh toy*41nenty AN USK (ttistStuto
of High-tilosular trmpourAs of the U 9331)
April 11,
Tabl* N Copolysittille Loll $to*# Y101d composition and intrinsic via-
casitiot of the oopolyntre. togoods (A) Imarh hounij (3) eopoijawr
yi*ld. of oopelysor (401 1 Ifttrisisic viseosItiou
I
of the bonsono 06lutl6es of oopolroore at 20 11 8 copolysors of
C,&r,j

33932
1/079/62/032/001/009/016
D202/D302
15-- 1? Zemlyanakiyo NA# PanOv* Yq,H.0 and Kochebtkove K.A.
AUTHORS: - ----- ----
TITLEs Synthesis of organostannic salts of organic acids
MIODICAL: Zhurnal obshchoy khimilp v. 32, no. 1, 1962# 291-;9'S
TEXT2 The authors describe a new method of preparing organostannic
salts with orgn.-.4- acids by an exchange reaction between organic
lead salts and organic halides of tint stating that this reaction
takes place easily with fairly high yields# e*g' (Bu)2SnBr2 + Pb
(OOOC.Ch 3)2 --') (BU)2$n(ooo'CH3)2 + PbBr 2# The lead salts of liquid
orgazil-i acids can be obtained by dissolving litharge In the corr*s-
Pondin6 acid and may be directly used for the reactionj organostan- V~
nic salts of dicarboxylic acids can be Obtained by direct action
of the acid on tin tetraethyl. The starting Sn organic chlorides
were obtained by usual methods. The autLors synthesized 6 known and
3 new compounds and give full details of the procedure. 1) TrIethyl
tin acetate was obtained In 77#8 yield by boiling lead acetate
Card 1/3
33932
Synthesis of organostannio salts 8/079,/62/032/001/009/ol6
D202/D302
w~th'tr-,e.t!1v1--tin chloride. 2) Tributyl tin acetate from lead ace-
tate and tri-n-tu&yj tin chloridel Yield - 84.5 %. 3) Trietb 1 tin
Mathao late Trom PbO In MtthaoryliC acid and triethyl tin 0 Y
del Yie - hlori-
j1d 58.7 )(j 4) Tri-p_-butyl tin methacry1nze from PbO In me-
tbacryl 0 acid and tri-IL-butyl tin chloridel yield - 99#1 %a 5) DI-
p-butyl tin diacetate from lead acetate and di-n-butyl tin bromide,
Yield 85.4 %. 6) Triphanyl tin acetate from lea3acetate and iripla-
ny! 'in chloridej Yield 84.5
tbeae products were In very goodphysical constants deternIned for
rature agreement with data given In lite-
- 7) Dlethyl tin adiPate was obtained by heating tetraethyl
tin with adipic acidl yield - go %, m,;. 143-1440C. The ccapound
Is soluble In cold CH01 3 and in hot bttnzenet tOlu0ne, tylene, dt,
chloethane and Cal 4* 8) Diothyl tin azelatq was obtained by heatins
tetraethyl tin and azelaic acid, The Yield was 79.95 %, n.p. 121-
124-50C. Its solubility is similar to-that of the ad1pate. 9) Di-
ethyl tine sebacate wag obtained In the same way from tetraothyl
tin and a slight nx)egs Of sebacic acid . The y1elA
122-1230C. its go' d wag 64.9 %;
Card 213 lubillty Is similar to that of the above compounle,

8/079/62/032/001/011/06
D204/D302
AUTHORS: Golldshtsynt LP,# Ourlyanovat YeXit and
Kocheshkov, X.A.
TITLEs Polar properties of complexes of SnCl 4 with unsatura-
ted compounds
PERIODICALs Zhurnal obahchey khtmil, v. 32, no. It, 1962# 317-,2118
TEXTs Dipole moments of unsaturated organic compounds in benzene
solutions with and without SnC1 4 were measured by dielectromettle
titratlon to determine the nature of the bonds between the adducts#
as such complexes are of Interest In polymerization processes eat&-
lyzed by metal halides# Dipole moments of ootens-1, styrolp stilb*-
no and lpl-diphonyl othyAuno were only Increased by 0#8-1D In the
presence of 0s05-0.1 V SnCl 41 which formed It-complexes with the V.#/
hydrocarbons, as opposed to a typical increase of 3-5 D in couple-
xes of the donor-acceptor type. Complexes of SnC14 with thiophan
and tetrahydroturan (class 1) showed marked increases (-,, 2.2 and
Card 1/2
Polar properties of complexes of ...
8/079,/62/032/001/011/016
D204/D302
3.7 D)r whilst the dipole moments of those with.furan and thi6phen
(class 11) were only, increased by -il.2 and 0#3 D, It wast there-
forep concluded that complexes I art of the donor-acceptor type
whilst complexes II Utilize the sx -electrons. Reduction In the ba-
sic properties of 0 and 8 In furan and thlophen Is ascribed to the
neighboring double bondso Purther work to in progress. There are 3
references: 2 Soviet-bloc and 1 non-Soviet-bloc. The reference to
the English-language publication reads as followni H. Plesh, eat El-
nic polymerization and related complexest London, 1953. l
ASSOCIATIONI Fielko-khimicheakiy Institut 1menI Karpova (Physico-
Chemical Institute lasni Karpov)
SUBMITTEDs March 31, 1961
Card 212

RODIONOV9 I*N.j SHIOMItv DX; UIAIAUVAp T.V.j KDCMHMV K.Ao
==-L
stnetwe of ocapims fonwd by aUphatlo orgamlithim
o=*mda, Dokl, AN 880 U3 no,ls237-139 Mr 162.
(KEU 15t2)
2, Chloi-kmsspwA*nt AN SSS (for Kochoshkov),
(Ilthl= OrPAUiC COWCOWS)

8/020J62/143/003/018/029, 1;
DI I O/B1 38
AUTHORSi Panovg Yoo Nos Zonlyansklys No Not and Xogbysbkovs Ks A##
Corresponding Member AS USSR
TITLX: Investigaslog of the Oesent-oxane bonds Lead oxanes
PPMODICAL: Ak&d**iy& tL&uk SSSR. Dokl&dy, v. 143t no. )9 1962s 603-605
TW : A method to doscrited for the synthesis of compounds with lead
oxane bond which say also be used for other elements, The compounds
Ar2FbX2 and ArPbX, (where Ar is the aromatic radical and X Is the roslduo.i V-00000,
of the organic told) have low wlature resistance* Wh*n loft standing In
airs their melting point drops and impurities insoluble in orgemlait appear#
During recrys tall isation # even with the freshly precipitated compww4#
come drops of &aid suet be added to prevent hydrolysis. Pros a solution
of diphenyl lead diaostoto In a mixture of acetone and waterg 15-20% of
the substance will gradually separate Lit the form of (C6R5)2P%(Oft)-OCOCZ3*
In the presence of dissoalkans produces the
Rydrolysis of Ar Pb( OC011)2
2
lead-oxane bonds
Card 1/ 3 -_7

8/020162/145/003/018/029
Investigation of the element-
a (Cotwob MMMA -I- W .0- X:FI.N. =Wow". 2W.
CaHs C44 1 40
-e-CH400-4-0-4- 1.
After addition of water 1-2 *1 ethereal dissoalkane to the acetone solution
i
of Ar tetraphonyl. diplumbo-oxane diao*tate crystallizes out
2pb(OCOR)2
within a few minutes* Zscese diasonethans produces almost quantitative
yield,, In the same way, totraphonyl diplumbo-oxans was obtained with a
yield of 72%o As the reaction does not take place with dry solventsp the !~O
hydrolysis of the organo lead #xIt Is the first "action phase. Diasoalme
does not participate In the synthesis of thq final pro4uotj but only b1n4s,
the &aid formed durine hydrolysive thus preventing reaction reverealo Wks*
heating with organic &aides the lead-*xans bond Is brokent and the Initial
product to re-formed* There are 5 rero"noss. 'The soit Important reforeme
to ftlish-olanguage publication@ lot To To Relchlet J, Polra. solos Ale
521 (1961),
Card 2/)

21,30 ma

Inv*9tl9Atl0A
of the element. 8/020/62/143/003/010/oag
silo/w3e
ASSOCIATION: Fisiko-kh1michookly Institut is.
Ch L. y
Knrpovs (ph
slo
onio&l Institute imenj 1,, ya, o.
y
Z&rpo:i
SUBMITTED: Deceabor 300 j961

Card

VASILITEVA, V.N. KOCUMOV I A j TALALAYEVA, T.Y.; PAWOVj, Y*,M,,;
KAZINIA-VTOrZYMAOM41INAp R.S.) I%TRIYo O.P.
Dipole moments mW struaturs of saw nuorine-suboUtated
stpvnes. DAL AN SM U3 no.4444.-W Ap 162. (KM ISO)
1. FialkaAhisialwAtly InsUtut In, L.Ta.Karpova. 2. chlen-
kerrespondent 0 SSW (for looboahkov)e
(styrene-Dipola motments) (Fluorine ORNPROMIS)

SHEVERDINAO 1.1.1 PALETIVAO Lleaj MLINMAYA, Y*,D.1 KOChIMOVjjA,-.,
Now argamasWum caqvimds of the Ar2Cd closs, vW qeir
diaxanates. 0*1. AN " U3 no.511123-1126 Ap 62.
(HIRA 1594)
1. rlziko-khWW*skly lastitut in. L.1a.Karpova. 2. Men-
karrespondent AN SM (for KoehesMov).
(Cadmim orgenle ampo-inds) (Dicamuta)

S/020J62/144/003/020/030
Blig/B101
AUTUJORS Colsdahtsynj 1. P4. Cur0yanovat Yoe 1,, and 1*oh*shk*vj__X_-_#13'
Corresponding Nomber AS USSR
TITM. Complexes of tin tetrachloride with unsaturated compounds
containing hoteroatoas
PERIODICAL: Akadoaiya nauk SSSR,,-.Doklady, v, 144, no, 3, 1962,
569-572
TEXT: The complex formation of SnCl4 with furan, 2-nothyl furan, thiophons,
and diallyl sulfide vas studied. The results were oo-parod with those
obtained applying SnC1 to analogous saturated compounds (totrahydrofuran#
4
totrahydrothiophenel 2#541nothyl thiophant, and dipropyl sulfide). *he
change in the dielectric .. oonsfUnt - and in the density of SnCl
4
solutions in benzaAe and hosant (0.05 0.00 S-zolos/liter) was measured
with small amounts of the above-mentioned substances successively added.
7hore appropriate the method of aryoscoplo titration was us*4* (Results
Card 1/3

-4
.Omplexes of tin ...
3 V X III *.~'T M :February 22, 1962
0
31020 621144100310201030
B119 Blol
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Card 3/3

00LIDSHTSIN. I.Pa It.110MA, ZJ.j p NoAoj OMPTUOTAt TooNal
IOCHW!W~
Speatrosappie in"atigation of ac"imas fwwd bf thiopham
mW thiqmtw vith tin Utrach1wide, D*kl,Ag SM I" no,41
-78&791 :o 062, (MMA 15 15)
I* Itako4adatabsow 4"ttIttit In$ Larsegapme 2" chuti-
kamspand"t AN SM (for KoWwW*ov),
(TUopbow-4patm) (Us Waldes)

6/020/62/145/005/014/0-20
B100144

AUTHOM Panovo Ye, W*j 8orokinag 8, Be# Ziming As V.0 and rrochass t I
3jAvi-Corresponding Member AS USSR

TITLEo Fluorine-Oontaining divinyl benzenes
PERIODICAL# Akadomlys nauk 6330, Dokladyt v. 145, no# 5# 1962t 1060.1

TFAT i The synthesis of two hitherto unknown divinyl benzenes cont ising
tiunrine is describedt p-stipadifluoro-p-ohlorovinyl styrene and bis-

-
.4, r) -11 1 f luoro hloroitnyt bettens, In both oases the initial material#
0
'
1. thillm-a
j Itluoro-
4
P-ohlorostyrenes was produced as described earlieri
9
_
All 335R# OXhffj 11961 o 532) by a 20-30 min action of butyl lithium on
-difluoro-#-oblorostyrove in absolute other at -70 0, Th
is
)rgnnolithium compound gives, aIt reactions of ordinftry aromatic,
0
t thitim compotin4o feasible at -10 0, Action of ooeteldehyde at -70 0
yieldn p-coA-digluoro-P ohl8rovinyl phloyl methyl carbinol (42~ jtoldi
b. P. 107 116 0 (4 MM)f n3 i-5455t d 1. 2eOO), This interovdiate pro.
4
duot it; dehy4ratod in vacuo 'bj, heating with potassium bisulfate to 200 0C.
Cnrd 1/3

8/020J62/145/005/014/020
Fluorine-containing divinyl B106/0144
p-oto-difluoro-P-chlorovinyl styrana (b. 9. 66 - 690C (2 mm)t n 20 1.56501~
20 D
d4 t.2563) forms In W,* yield# Polymerization of this product (bansoyl.
peroxide as a starter$ 2.5 bra heating over a water bath) Eavs a solid,
transparent product Insoluble In organic solvents and swelling slightly
In bon7ena and xylene. To produce bis-a4/Wif luoro-p-ohlorovinyl bonx not
p-litbium-wiP-difluoro -0-chlorostyrone was mixog with trifluoro chlor:-
ethylene Immediately after Its produation at -75 C. Data of the reaction
products be p, iOo - 105 0 C (5 mm)s n20 5430, d20 1-4240. This product
P 1: 0 4 0
pnlynartres in the presenoe of benzoyl peroxide at 100 C at about the same
rate as styrene with formation of a solid, transparent polymer whichp un-
like polyntyrene, is not soluble on heating in arbantio hydrocorbone and
swells in them only slightlyt The polymer Lo stable on heating in air up
to 2100C. The two compoun4a desoribed exemplify the possible combinations
of thq groups -CH-Cll 2# -C?'CVC'o _C(C?3).CH 29 Oto* synthenix*4 by the
authors in fluorino-coritsinine divinyl benzenes. There Is I fieurs,
Card 213

6/02OJ62/145/005/014/020- I
fignrine contmining divinyl B106/B144
AaACIMORI fisiko-kh1oloheekly tristitut ini L, Too Karpove (PhYS100-
chemical 1natittits isani L* Too kerpov)
SUMITTF-DI uny i 1 1962

8/020J62/146/006/010/020
D106/B186
AUTHORSj Zoolyanskiyo 9. Roo Panoyt Too M,9-Koahoshkoys Ke Aol
Corresponding Member AS USSR N&Ab
TITLEs Dialkyl tin
PERIODICALs Akadomija nsuk MR. Dokladyj To.146t not 6s i962o 1335-1336
TEXTo An no reliable method has so far been worked out for the syntheals
of tin dialkyls# the data pulblished on these compounds differ greatly.
Referring to a reaction "do by Go Wittig# IF. L Meyer, 0. Lange (Ann.,
571. 167 (1950) the authors of this article succeeded In synthesizing
analytical-grade di-n-butyl tin and diethyl-tin by resoting a suspension
of anhydrous SnCl 2 in a It4 mixture of other and benzene with an other'so-
jution of n-butyiClithium and with ethyl lithium, respectively (resotion
temperature# -10 1 molar ratio between SnCl and alkyl 'lithium a 10).
Di-n-butyl tin Is thus obtained In a yield of 63o7% and In the form of a
dark oherry-red oil readily soluble in hexano, bousenoo toluene, other,
chloroform, and carbon tetrachloride, but poorly soluble In alcohol and
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S/02OJ62/146/006/010/020
Dialkyl tin B106/S186
acetone, Diethyl tin Is obtained similarly in a yield of 40,8% in the forn
of a darkj cherry-rod oil which is as soluble as di-n-butyl tin. Both
tin dialkyls oxidize in air and more quickly to solution. In the ease of
di-n-butyl tin# a white Broduct is foraodg which# together with HCl# gives
(C4H9)2 snC12, m,p. 42-43 Co The oxidation of 41ethyl tin to more complex,
Di-n-butyl tin reacting with bromine in CCI 4 gives (C 4a9),SnBr.9 0. P*
18.5-19.5, in a quantitative yield* DI-n-butyl tin heated in a sealed
ampSule with an argon atmosphere begins to precipitate metallic tin at
230 C. The tin dialkyls synthesized here are polymers. Their molecular
weights were determined by cryoscopy and obullicecopy and were found to be
1760 and 1633, respectively, for diethyl tin# and 1921 and 174% for
di-n-butyl tin. There is i table. The most important Englimb-languafe
references arei T# Harada# BaL Papers Inst. Phys. Ch*mo Rost (Tokyo)v
359 290 (1939)1 S.F.A. Kettle* J. Chas. Soo., 1959, 2956.
ASSOCIATIONe Fiziko-khtmichoskiy inatitut to. L. Ya. Karpova (Pbystoo-
chemical Institute imeni Ii. Ya. larpov)
SUBUITTEDi July 9# 1962
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1.1 AXSKIY# IoNoj PAJIDVp T*A,l
. DI&2)Wltbo Dcddo AN SOS 246 no.6#2335-1336 0 162.
(mm 23 120)
Is FlSlb4&Wdwmklf Lwtltd is* L.Y&.KUWM 2, Chlan-
kOM"=dlmt AN SM (for godleshkov).
(nn)

,-
889TUDINLO 2.1.1 AW.MWAO L.V,j PAIZIZVA.. I.Yo.j ZOCHWHZM# X.A~
Preparation of organio salts of di-o-butyl tin* Xbiaprcuo
noolOt7O7-?W 0 162a 1 (MIRA 15j12)
I* Chion-korr" . AN SM (for lochembkov).
(T orpide dowxub)

I&INDMOVO A.P.1 SHIGORINO D.B.1 TAIAUINVA, T.1F.j IAM*2!t &-A.
Study of the Uthim alocholate structure b7 the setbod of,.N~--
&Worption speotra; G-U*a*O boad* Isve AN SSSLS*r,fls* w *I*
1246-2249 0 162, (UUIM sloobolat"Peatra) (KMA 15110)

MCRSSMVt K#Ao PAISM9 04.0 SOOMVAr T.T.9 SMnRDIXAs V.I.,
ITALMAMAo+-v,*J,-l WMMTq AX
Wonvesm compo"nta des catelpears do U polymarisation do IletbrIone
dam des oamUtlow habituoUss at LaMbitatUm
Report submitted for the Internatioul 37mmium of V&c,, levalar Cbenistrys
Parlst 1-6 JuV 63

IOFkT, SavelLy Timfoyevich; MMAMN, klakmLMr Molayevich;
K9VZWMW".LA.*..Pt'v. red.1 OULMSTINO 0.1u., red.;
DOROXHINAO LW.j tOft. red.
[Metbods of the choulstry of organcusUllic coo----'sj
upesium, berynium.. calciump strantlusp bari I Yetody
*lomntno-organichaskoi khIsdil "piip berilltis kalltsii,,
strontail, baril. Pod obahchei r9d, A.Y.Nommitao7a I K.A.
Kocheshkova. Hoskvap Isd-vo AN SMp 1963. 5" P.
(MA 16:22)
I* Chlon-korrespondmt AX SM (for Kocb*shkov).
(OrgawmUWc compouDds)