SCIENTIFIC ABSTRACT KABACHNIK, M.I. - KABAKOV, V.A.

• Document Type: CREST
• Collection: Scientific Abstracts
• Document Number (FOIA) /ESDN (CREST): CIA-RDP86-00513R002201130005-7
• Release Decision: RIF
• Original Classification: S
• Document Page Count: 100
• Document Creation Date: November 2, 2016
• Document Release Date: August 9, 2001
• Sequence Number: 5
• Publication Date: December 31, 1967
• Content Type: SCIENTIFIC ABSTRACT

USSR UDC 54-7-341-017
KA.ABAK, L. V., VARSEWSM, S. L., I-11YAGMA, 1-1. YE., KCCHECHKINA, L.
nlaTINA, 1-1. 1., and 10ACHNIK, N. i.
"Process for the Preparation of Tri-Secordary-AlkylphosphIne Oxide"
USSR Author's Certificate No 362024. Filed 18 Jan 'I'll published 13 Dec 71
(from Otk,-jtiya, Izobr--teniya, Promyshlennyye Obraztsy, Tovarny-ye Znafci,
Ho 2, 1873, P 54)
Translationi This process is improved in that white phosphorous reacts with
secondary hallide alkyls and magnesium or zinc while being heated, with the
subseauent treat=nt of the reaction ri-%tuxs with alkall. The desired
product can be 3eparated by known methods,
2. The Drocess in nu;iber I is imDroved in that the mixture Is heated to a
te--oe---tu-,%-. of' 120-2100C.
3. The processes described In nw~tcr I and 2 are improved in that the
treatment of the reaction mixture with al]kali is.carried out at 270 0C.
1/1

USSR U DC 542 - 9 1: 5 417.1-1118
ABJXTVAMIABOV~ A. A., ZUPAROVA, M. ?4., CODOVIK011 11 IN. KABACIPTTIK
M. I., ASLANOV3 Kh. A., and SADYK011, A. S., Institute
mental Compounds, Academy of Sciences USSR, and Tashkcnt State
University imeni V. I. Lenin, Tashkent
"The Synthesis of Sot-,ie O-Ethyl-S-alkyl AJ,lc3-ltlij-opi-iosl)f)Oil~ite.~;"
Noscol..~.7 Izvestiya Alcadenjii Nauk SSSR, Seriya Khimicheskaya, o '71
Jul 73, pp 16S9-1661
Abstract: It was established in earlier i..,oH,: by the authors that
the antiebolincstcrasc activity of O-alhyl-s-,alkyl j1',eth3-1thiGj)hoS-
phonates increasos i-.rith an jljcl,(_,as-.jj,r lcnjrth and doj~rec of.' bra;ich-
ing" of' the alkyl.~.; at, 0 and S. flowever) t1ho L.N'ccf, of' the ;111.y1
at P on the physiolo 'rical activity of compounrL~ oF this -(,~-pe had
not been -studied. To carry out this sti~idy, the
alkylthiophosphonatcs EtOO01,O)SBI, 0 P = Et, ]I-111W), 0-
eth- Efc)(1,)1,
.,,I-S-(bet,i-ctfivl-r,ici,captoctli3,I) all
(O)SCI) 11 SEt (II; R = Et, ri-Pr, ri-Bu.), and of
II (Mil i..,ere synthesized. O,O-DicthYl alkylphosphonates (]-t0)
I
P(O)R, which t-.-ere 1wepared starGinfr with diethyl. phospldt-.c as
1/2

USSR
ABDLIVAK ill a
-1MOV, A. A., et al, Izvestiya Almdei-,iii "auk SSSR, Scriv
Khimicheskaya, 'N'o 7, All 73), pp 1659-1661.
described in earlier v.,orlc, formed the acid chlovides EtO(P,)P(O)Cl
(IV on bein- reacted with PC1 IV on bcing rcactcd v.-ith btityl-
mercaptan and bcta-mercaptodiethy-1, sulfide, yielded I and !I.,
respectively. Compounds III were obtained by reacting 1-1 v. d-th
dimethyl sulf ate. The physical properties of the compounds syn-
thesized are listed in tables.
2/2

USSR UDC 541-49+541.65+546.18+546.31
~
SINYAVSKAYA, E .I. S HE KA ,Z. A., MEDVEW, T. YA... PISAREVAI S. A.,
KABACEIK, M. I., Institute of Physical Chemistry Imeni A.-V-.
Pisarzlievski, Academy of Sciences, UkSSR, Kiev, and Institute of
Ifeteroor-anic Compound--, Academy of Sciences, USSR, Moscow
"Reaction of Some Metal Halides with Tetrapheny1- and Tetra-
b
butylalkylenediphosphine Dioxides"
Moscow, Zhurnal Neorganicheskoi Khimii., Vol 18, No 9, Sept 73,
Dpl
pp 2427-2433
Abstract: The reaction of alkali metal halides and cupric chlo-
ride with (C6115 )2 P(O) (C11 2)n POW 6if 5)2 (n = 1 to 3) and (C411 9)2 P_
(0)(CH2)nP(O)(C4 H9),(n = I to 6) was studied by measuring the
electrical conductivity of the respective salts in nonaqueolls Sol-
vents. Owing to formation of elei-trically neutral coriplexes, the
electrical conductivity decreased ,then the subject, compounds %..rere
added -to LiCl or LiI or to CuC12. The most effective complexes
of the inorganic COMPOUnds were the compounds with thea methylene
bridge with n = 1 or 2. ~-/ith higher n values the comp.1cx
1/2

USSR
SINYAVSKAYA, E. I., et al. j Zhurnal Neormanicheskoi Khimii, Vol
18j No 9. Sept 1973, pp 2427-2433
formation decreased sharply. This is in a--reement with published
data on protonation in such dioxides, which show formation of
stable cyclic structures for n 1 or 2.
2,2

USSR
LWC 547-20118
ZARCHENKOl V. A. I YAKWUN, F. S., TSWUMV, 1% . N. j J~_ BACH141K, M, I. , and
SHAUNSHM11, A. I. il. _ ... - -
"Effect of Sol%rating OrganophosPhorus Additives on the Kinetics of Protophilic
Deutero Eetabolisn"
Lenbi,,~rnd, Zhurnal Obshchey Xhimli, Vol XL111.1 (CV) , 110 1, 1973 1 PP )-9
Abst-nacti A study waz made of the kinetics of the reaction of daute-ohrIxogen
metabolism of 9-D-fluorene with tertiaxybutyl alcohol catalyzed ~;ith, tertiary
1-1thlun butylate In the prresence of additives of organophosphoius compounds
W,.th different substitutions on -the phosphorus atoz.
An analysis of the relation between the enthalpy and entropy of tho
activation of the reaction indicates the presence of two reaction sar-Jes
cor-nesponcting-b different mechanisms of solvation of the alcoholato callon
by additives with one and two electron donor centers. The efficiency of tho
organophoephonis compounds as sulfating agents in the givenreaction depends
to a great extent on thi3 spatial factors. A linear relation ias found batween
the values of Ig k (25 G) and the values of H defined for the sa~.e soDitions
hith which the kinotic -measurements wer-a perhimed., The Indicator was CH-
acid similar with respect to structure to the substrate of th3 doutero-
hydrogen exchange reaction.
1/1

USSR Urc 5L,., .553.1
MASTRYUKOVA.1 T. A., SUYERDI'MV, MI. A., FEDIII, E. I., P.-,TR-jVSI=Y', 1). V.,
MATPCISUI~ YE. I., and YJi'MCIRILK M. I..,J~stitute of Mr.Aal 01-canic CGT-.Tmoul-~dsl
Acad. Sc. USSR
"Dip.,ios-,)ha-.yelche.-%adienotie"
Leningrad, Zhurnal Obshchey Mhlimii; Vol 4~ (105)1 ITO 5Y 73, 1.) .1195
Abstract:
was synthesized by the roaction o,'
anotic with triethyl-mii-inc!. On the banis of IR and MA-UR data it; that
the ne,.,r co:mn-Lmd c-.,:-Lstr, as substdi,-utcd at tl,~,:2
atozi; there were no of tho- existunce of

USSR
UDC 5W.241 4- 547.62 + 5%'7-442
J,;ttSTITfCK,C-VA, T. A., AL%XIE%rj%, 1. M., PETROVS-1-M.9 P. V.)
KAMCHN-FK I., Institute Of COMI)OLUIC1.3
"Acidity and Tautomerism of beta-KCtophosphoniml salts. of Tri-
Salts"
Leninmad, Zhuarzal Obshcli-,,.y Kliimii, Vol 43 0.05), NO 5, Y.' P)
Abst,mct: Accordin,,-, to the TR- and data t"Ie oc
phenyl (ace tyll, tzoylme tily I )-,
j
cxist in the criole far-,; art-, In th---
enolic crientat.ion wilth protons OIL' thc hyclroxyl Iw2in-; invol-ved in
intem.olccul:ar hv(iro,--,ci bonctim-, with thc anions Or thc Of U10 Car'l-,"Inyl
groups. P. n'w-n chlor-6! in e dica-~
barlyl forn.
1/1

USSR
UDC 547.24t
MTRCSOV, Y---. I., TSYETKOV, YE. H., 1KA1,311AMIAYA, R. A., and ICARACHNIK, M'. I.
Institute of Element Qp,,azilc Compounds I Academy of Science.6 T.111'sh
"Infrazed Spectra and the Association of Phosphinylacetic Acids"
Leningrad, Zhurnal. Obshchey Minii, Vol 42(104), No 8t 1972, pp 16915-1700
I A 0
Abstracti Acids of the type ~,- 9-cp2COOH -- for the cora-pow-ids A = B
BIr
Bu, Ph, p-CH3 C6114 , P-Clc 04' Eto, and PhO; A=Ph, BF--Et; A=i5O Bu, A-Plh; A=EtO,
B-Ph and A-0%C.H 3s B-Ph -- were studied. 1r spectra 'were taken, using solid
KDR pellvts to oxamino the following typoo of aaaociations which normally
occur In solutiont
t/2
2 2

IIATRCGOV, YE. I., et al., Zhurnal Obshchey Khiiiiii, Vol 42(104), 11-0 8, 1~i72,
pp 1695-1-700
0 0 110
_0___ I I. ~0'
ClIXOMI..
V
\C/
IV
In solution the dowinant forM Je,-cndn on the ~,rours attached to the P aton
and on the solvent. in proton-acceptor aolvents, the acid foxmis if bonds with
the solvent. Forrz (II) and (V) predominate in inert solvents, 1?1 the --olids
the acids associate due to the formation of intermolecular hydrogen bonds
involving parts of the phosphoryl group.
2/2

UDC 547-241
MALEVAIMIYA., R. A., TSVETKOV., YE. U., and-,KW,
., -~PIRTIKJI M. I., Institute of
Elementoorganic Compounds, Academy of Sciences USSR
"Potassium Salts of Tetralkyldiamidophos-Dhinylacetic Acids"
Leningrad, Zhurnal Obshchey Khimii, Vol 42(104), Vyp 4, 1972, PP 765-769
Abstract: Ex]~erinental procedures are given for the synthesis of the ethyl
esters of tetrarethyl- and tetraethyldimidophosphinyl acids via reaction (I)
The starting material was obtained via two methods (reactions II and III):
NA~
(H)
-OCH
()T,

USSR
MALEVANNAYA, R. A., et al., zhurnal ashchey Khimii, Vol 42(104), vYp 4, 1972,
PP 765-769
The C12P(O)CH2COOC'H5 was reacted with ethylmercaptan in the presence of tri-
ethylamine replacing both Cl- groups with i(C H S). This compound underwent
2 5potassium salt.
base hydrolysis according to formula IV to the
(C:,II;jS)"P(O)CII'COOCj1.5 0\P(O)CI1-'COOCjI5
C'I~-S/ (IV)
Physical data, percent composition, IM and IR constants are given.
212

USSR UW 547-241
TSVEP.OV; YE. N., IAMMOVI M. M.) LOBAN011, D. I.)
and 11CAMCFEMC, 14. 1.
inst"itute of Elementoorc-anic Compounds, AcademV of Sciences USSR
"Electronic Influence of PhosDhorus-Containing Substituents: The and T m
Constants for Dimetkylphosphino-, Dimethylphosphinyl, d-imethylethiophosphinyl,
and T.-rimethylphosphonyl Groups"
Lenin[--,zad, Zhurnal Obshchey Khimii, Vol 42(104), Vyp 4, 1972, PP 7669-779
Abstract: Me synthesis was reported for a nw-,ber of phenol derivatives havin'-
the groups (CH3)2PI (C'[3)2P(O), (Cf[3 )2P(S), and CH ) P+ in the meta and para
Dositions. The electrophobic character ( Cr- and Pn,) of each derivative was
calculated. The ionization constant of each derivative was measured by potentio-
metric titration in water and in a 1:1 by voluire mixture of ethar-ol and water.
Me influence of the T- and Tm on the pKa values (7-55 to 10-90) is essen-
tially the s&rne for all g-roups. The Bronsted equations describin.g. the relation-
shiD between the DK lor water and the -oK for alcohol are given. The C-H
a a
vibratio-tall freq_~encies -were de-ue-r-mined by 1R; ?HR spectra -were also examined.
All the data indicate that, the studied substituents are 'jZ -acceptors and are
directly related to reactive electron-donor centers.
1/1

12
USSR UDC 547.241
MIRONOVA, Z. N. , TSVETKOV, Ye. N., PETROVSKAYA) L. I., NEGR&BETSKIYI, V. V.,
NIKOLAYEV, A. V., and.KABACHNIK,-~I. I., Institute of Inorganic Chemistry,
Siberian Division, Academy of Sciences USSR, and Institute of Reteroorganic
Compounds, Academy of Sciences USSR
"Synthesis Starting With Tetraoxymethylphosphine Chloride; Aminomethyl-
phosphines and Their Oxides"
Leningrad, Zhurnal Obshchey Khimii, Vol 42(104), Vyp 10, 1972, pp 2152-2158
Abstract: Eleven aminomethylphosphines, general formula RnP(C112NR'2)3-n1
were synthesized from t ri (ace toxymethy 1) phosphine, whose synthesis the
authors have previously reported, and secondary amines in aqueous methanol
in the presence of potassium hydroxide. This synthetic pathway is said to
have fewer difficulties than those described previously, and to proceed
via a saponification mechanism. The yield, boiling point, refractive
index, density, cb-served and calculated molar refraction, percentages of
C, H, and P, and formula are reported. Using hydrogen peroxide in acetone
the phosphines were oxidized to their corresponding oxides. Several
previous synthetic pathways are listed and some of the constants are
reported for ten of these. Proton magnetic resonance and double resonance
1/2

USSR
MIRONOVA, Z. N., et al., Zhurnal Obshchey Khimii, Vol 42(104), Vyp 10.
1972, pp 2152-2158
were used for confirmation of structure; the chemical shift and spin-spin
coupling constant of the PCHiN interaction are given for eleven of the
compounds synthesized. An intense doublet at 1130-1165 cm-1 in the IR
spectrum of tri(dimethylaminomethyl)phosphine is interpreted as an
indication of rotational isomerism. All operations with trivalent
phosphorus compounds were conducted under argon.
2/2

USSR UDC 547.241
MASTRYLaOVA, T. A., SbYER2-kYEV, Kh. A., PETROVSKIY, P. V., ~,~TRqSOY,_~e. I.,
and KABACHNIK, 'I-(. I., institute of Metal Organic Compounds, Acad. Sc., IJS`SR
, 1-41-1---- - - -
"Acidity and Tautomerism of ~-Ketophosphonium Salts of 3,3,5,5-Tetraphenyl-
3,5-diphosphoniumcyclotiexanone"
Leningrad, Zhurnal Obshchey Khimii, Vol 42 (104), No 12, Dec 72, pp 2620-
2625
Abstract: Synthetic methods have been developed for 3,3,5,5-tetraphenyl-
3,5-disphosphoniumcyclohexanone (I) salts. Solutions of 1.52 g tetra-
phenylmethylenediphosphine and 0.86 g symm-dibromoacetone in 30 ml
tetrahydrofuran were slowly added to 90 ml of boiling THF with stirring.
A finely crystalline material was obtained and reprecipicated from hexane-
ethanol to yield the d-4brczlide of (I), m.p. 230-255'C. To obtain the
dichloride of (I), m.p. 264-266, 4.69 g of symm-dichloroactatone in 150 ml
acetonitrile was added to 14.19 g tetraplienylmetliylenediphos-ohine in 950
Ml acetanitLla, refluxed for 1.5 hr and cooled to precipitate the product.
Sodium tetraphenylborate in absolute ethanol added to the dibromide of (1)
in absolute ethanol at boom temperature with stirring yields the tetra-
phenylborate of (1), m.p. 182-185*C. To obtain the diperchlorate of (E),
1/2

USSR
MASTRYUKOVA, T. A., et al., Zhurnal Obshchey Khimii, Vol 42 (104), No 12,
Dee 72, pp 2620-2625
m.p. 202-204*C, an aqueous solution of sodium perchlorate was added to an
aqueous solution of the dichloride of (I). The salts obtained have an
enolic structure in the crystalline state; in solutions an enol-ketone
equilibrium is established.
2/2

USSR
LTDC 547.26'118
MATROSOV, Ye. I., IOFFE, S. T., and KABACHNIK, 11. 1., Institute of Metal
Organic Compounds, Academy of Scien&e's --- d~8-k- - ---, -
"IR Spectra and Hydrogen Bonding in Substituted Esters of Formylmethyl-
phosphonic Acids"
Leningrad, Zhurnal Obshchey Khimii, Vol 42 (104), No 12, Dec 72, pp 2625-
2630
Abstract: Substituted esters of formylmethylphosphonic acids are excellent
subjects for the study of hydrogen bonding since they enolize forming com-
pounds with a hydroxymethylene group capable of intra- and intermolecular
H-bonding. IR spectra of esters of the type (EtO)2P(O)CH(CHO)R, where R
Cl, Br, Ph or CN have been investigated in solid state and in several solu-
tions with varying concentration of the substrate. In thie solid state all
are in trans-enolic form with strong intermolecular hydrogen bonding, as
reflected by intensive infrared absorption bands at 2700 and 3050-2950
cm-1. In solution an equilibrium exists of all of the tautometic forms:
aldo-, trans-, and cis-enolic forms. The equilibrium shifts, depending
on the solvent, on the degree of dilution and on the type of substituent.
No absorption maxima were observed indicating the presence of free OR
roups.
M - 49 -

USSR
UDC 547.26'118
GILYAROV, V. A., and KA.BAC111N'1K._M.,, Institute of Heteroarganic
Compounds, Academy of Sciences USSR
"Synthesis of N-Phosphorylimidophosphates, Substances Possessing Herbicidal
and Defoliation Activity"
Leningrad, Zhurnal Obshchey Khimii, Vol 42(104), Vyp 10, 1972, pp 2148-2152
Abstract: Twenty-two N-phosphorylimidopliasphates were synthesized by re-
acting trialkyl phosphites with dialkvl azidophosphates or ethyl Methyl
azidonhosphonates. These substances have been reported to have herbicidal
and defoliating properties. The yield, boiling point, refractive index,
density, calculated and observed molar refraction, formula, percentages of
C, H, and P and the frequency of IR absorption of the phosphorus-nitrogen
double bond are reported for each. Some of the products are results of
imide-amide of imide-imide rearrangements. Four dialkyl azidophosphate
precursors were synthesized by reacting dialkyl chlorphosphates with
sodium azide. The yield, boiling point, refractive index, density,
calculated and observed molar refraction, and percent N, sand formula
are reported for each.
1/1

USSSR
UDC 547-785.5
X4MjQ=,,jL_1., Academician, TIMONINA, N. A., KOROLEV, B. A., CILYAROV,
V. A., Institute of Organoelemental Compounds, Academy of Sciences of the
USSRt All-Union Scientific Research Institute of Organic Intermediate Pro-
ducts and Dyes, Moscow
"2--Phosphabenzoxazoles -- a New Type of Cyclic Imidophosphoric Coapounds'
Moscowt Doklady Akademil Nauk SSSR, Vol 204, No 6, 21 Jun 72, PP 1352-1355
Abstracti The authors study the basicity of aromatic (or pseudoa-romatic)
rings containing the P-N bond but without strongly electronegative substituentz
associated with the nitrogen atom. The 2-phosphabenzoxazole system is
selected as a representative, being a cyclic analog of phenoxy N-phenylimi-
dophosphorans, and a phosphorus analog of benzoaxazole. The yields, constants
and results of analyses of the 2-phosphabenzoaxazoles are given together with
the nethods of synthesis developed by the authors. An investigatl~n of some
of the properties of these compounds shows that a sharp reduction in basicity
of the P=N bond can be attributed to closure of a five-mezber ring which
might possibly be aromatic in nature.
1/1

USSR
U'-C: 547-2"1"
C U -L."
mm-.F~osov, 1e. 1. , TSVETKOV, Ye. N. 5 LOB AIIU! D. i. R
Y,
111's i'! te of OrEanoelem-2ntal Compou ICt!;,
c;:T-'the USSR
"Ass,ocjn~iozl o~, Suj)2,ti-,,jq,,d Phos-pl-ilmllbonzoic uld d
Acco, Jin:, ti~) t3nc Data of
arcd Spe c t ra?,
Lcninlgrad, Zhurnal Obshchev lli!,-iji, Vol 1~2(1011), No 6, Jun T2, IT
'! e d. t, -
Abstract: wi-v; 11 o studv tl.~ nature of
carboxylic acidin containin-, the pho~-,nho-x- rc",,).
chiel ly cert,-~i;i a n d C C - ny
---riuus -xbstitut.:11'r, at the Tt
was th'-1-11; in the st-ite acsocintion takcF, pluee
throuril. the formation of intermolecular H bondr. wiIIII
the phosphoryl j~roups. A reduction in the of thr,~
uert j!" the cama of, reJds lluad:,
tion on t!--e -n-tttern. 1n chloro!"o-71 the
forl!-~d th T u: I of ill t:; t h

USSR
UDC 542-97:547-V118
KABAi Fo4kim,". I.., GODOVD-NAF, N. N., PISARENKO V. V., and ZAMMOV, L. S.,
ute of. I ~~ I Organic Compounds Acad. Se. USSR
i
astir ut M. e
"Preparation of Palyfluoroalkyl Esters of Alkyl and Aryl Pho3phonates"
Moscow, Izvestiya Akademii Nauk SI-SR, Seriya Rhimichesleava, No 7, Jul 72,
pp 1667-1669
Abstract: Phosphorylation of polyfluoroalkanols vith acid chlorides of the
alkyl- or arllphosphonic acids is catalyzed by the metal sults of the I! i3roup
of'periodic system. A series ol' polyfluoroalkyl esters of alkyl and arylphos-
phonic acid has been obtained by this reaction in quite a pure state.
39

USSR UDC 5:47-556-1
1,MTRYU)IOVA, T. A., MTRCY-10V, YE, 1. 1.;-
,.e of GzCanoeleaent~:u ncos_ 0,
Compou-nds, Acadomy of ~acd ii
institu 0
"Acidity and Tautonnrism of On -Ketophorphonium Salts. Synthesi,-:, and Acid-
Base Fr-mjvrties of Trl~p~-ieii,,I(Di,-.cyl:~.et~.3-:L)phospYjoniun Salti:-"
0
LeningraA, Zhurnal Clbshchey Khlrdil, Vol 42(101 ,-), No '?, Jul. J12, pp
Abstracti Diaeviphosphino-.)z!thyle.,~e.,i (1) nild tile Correspanding Phoz-ohmilri,
salts (Y'1) v.-er~~ oynthquired, ard thc:Lr acid-W-se propertimz-i wara studied.
Clonpowids (1) havc, been prt:viously descrlbz~d, cad th--!l fj-rst
OL ~!I) was i-epurt~~d In Ob3hCbC!Y Kilil-.11i Irk 1971 (V(A LA, 1)
~-Itllyl)-Phosphonitul chlorldc.. merl"'o-7,; of the,
series, tiara isynthu-nized by reacting hydrogan h:-d-idos or acid.
with the cwrrer-.Pollding Tho msultani, are
completely stableu ..,-ith the exception of
chloride. "he acid-baze P-L~Oper u
A . , -ties of the co=potm6c, wexi-- :AL,'~ic '. by a
potcnticmtric nc-thod in -r, a tez- ethanol solutions Pa"Id in nitromethame. It
vmz fowid thA ph~,;-~ phi nx,~-j ne 3 ~tre V"!,Jr baseal alld th~ C!C ding
Phosphonium salts are fairly strong acids.
1/1

USSR UDc 541.69,661-718.1
WTRYUKOVA, T. A. , SHIPOV, A. E. , CORBENKO, E. B. , WOHRINIK 14 1 YIAW'
-& -;.itute,
J;X
YU. S. , YERSHOVA, YE. A., SHC-ANOVA, M. P. , and S F_--1VV8.
of Heteroorganic Compounds, Academy of Scie4ices USSR
"A New Type of Selective Organophosphorus Insecticides and Acaricides. 2.
)Iethyldithlophosphonic Acid Derivatives"
Moscow, Izvest'iya Akademii Hauk SSSR, Seriya Khimicheskaya, No 9, Sep ?1,
PP 2003-2005
Abst-Xacts In an earlier article the author-- examined a new type of selective
insecticides and acaricides, viz. derivatives of mono- and. dithiophosphoric
acids containing amino acid r-r7Jdues, their esters and methylaraidez.
The present article deals with an analogous series of methyl dithiorbos-
phonates, obtained by the reaction of the coxTesponcUng chloroacetyl deriva-
tives of amino acids or their esters with ammonium O-ethyl methyldithiorhos-
phonate. It was found that compounds of this series are more toxic for
arthoropodn and ;mrm-blooded animals than the corresponding dithiophosphates.
Substances containing a free carboxyl group are the lea-st toxic. A study of
the insecticidal and acaricidal activity of the resultant conpounds shows
that they are more characterized by acaricidal activity and that they are more
66 -

USSR
MASTRYUKOVA, T. A., et al., Izvestiya Akademii Nauk SSSR, Serlya Xhimicheskaya,
No 91 Sep 71, pp 2003-2005
active insecticides and acaricides
the selectivity of their effect on
of dithiODhosphates. A comparison
arthropods and warm-blooded animals
of nethyl dithiophosphonates.
than the corresponding phosphates, but
arthropods is weaker than In the case
of the effect of these two groups on
sii-xws greater selectivity in the Case
2/2

USSR
UDCQ' 541.632+538.113:661.718.1
MAS,T,*F,YU;":Q%V- T.
E., VAYSAP-11C, M. S., PEVIOVS!'I"', P. v., ~jjjd
cjf-
R
"PlIll Stild,7 of of Sub-srituted O-EUivi ".~it*,,i,,,'t,]jL*iii*,,--lio,~-
PI
Moscu..!) I-vc-!~tiva SSSR, Seriya NO Aui,~ 71,
C'
C' i f 1 T I (TI-,
L-,-o
d f i:" f-'?!
i:c;r
d I f Eci r'I r. 2 Y, in ~,!l ch thc!
faurld in CliL Lill S Cp r L 1: c. "i i:. .

uss-e
UDC 547.241:-)"j-45
and
KOVM"', V. Yu. , CILYA1,C)V, A. , KDROILEV, B. A. , 1.1 C,
T
KAJBAC;~~~, t i c o S R
and Scicnr-ifiz of
an.! of so-ille
i Vol, (103), No I-pl- `Y-)--77~'
wi th 1!7
C: U L P-
t 4- r c r
1) -, C. 7-1
U T, 0
C - "I
in 11-
CL
in
p o u,
1/1

USSR
UDC 543.422.404?.11118
MATROSOV. YE. I., EARANOV, G. M.j FEREXALINt V, Y.t.04 11,44 11 1 and
uz
MSTRYUKOVA, T. A., Institute of Heteroorganic Comp( gMez o* Sciences
)u
n
USSR, and Leningrad State Pedagogical Institute imeni A. I. Gertsen
"IR Spectra and Hydrogen Bonds in Some Organophosphorus Derivatives of 14itro,
Alcohols"
No-scow, Izvestiya. Akademii Nauk SSSR# Seriya Xhimicbeskaya, I-To 11, Nov 71,
Pp 25?2-25?5
Abstracti The article describes results of a spectral study of organophos-
phorus derivatives of nitro alcohols -- 0,0-c4alkyl- 4:~ -hydroxy- ~6-nitro-
alkyl phosphonates of the typei (RO)2P(O) -C(Ojj)'CH3- CHR11102; R-CZ11 5 (1),
I-C3H? (11); R'-H (a)g CH, (b), C6H5 (a). The results indicate the formation
In the solid state of intermolecular H bonds formed 1:5r OH and P--O groups.
There is equilibrium of free and associated molecules in solutions of ihe
phosphonates.
1/1

USSR
UJ)C 541.67:5!1.-.2E-'J.1S
ILA, STR-!"_,O'.,A, T. SPIW' L., GPICOP'YEVA, A. A., U""
1nt;t:jt:uLa of 02: ganoe 1,imen 1,;,
Sciences USSR, Kh--- 2:'kov Univin-sitv
"Icaization OF Acids in Ab~olut:- Ethat--cAl"
Kll-E;~'i. SL!-) 71., Vol, 41, ;:,'c 9,
A bs t r a c C'C"' 2 7, or ionization con3t,-.:,~f c: or c. r., _--m i c:
di 6 1 e~.i.Qvs
VZILUCS 01: 1CILIS
ship
t: L t i i
u r. C. i L vL - . I
~ror the '~':Id an ).I,- 0i, [I
10 OZ, iii7;%utl _,lue
0 for 1. j-I
ron:~Cr cl:.t'
11 It dl'pt Ildl; o;l
d if fc 1-C., 11 :t LI Ik!.! r 'U! 1,:: 4:' 1
Z~ i~ c'. 1 0the (Dil :1C'z:1_
r(- 1;~~ : 31

Lis Slil
~YiSTRYUKOV-'-, '1-- A. et al. , Zhurnal Obshchey I'hinii, Sep 71, Vol lil, '70 9,
pp
t1le acid6 . in the prescmL case- alcohols appear to have thc~
differevitizit',!','~ CJ'li the stren-th of ditliiapllios-,~horic. i ci
diffc-rc.nce Lnif acids in ahccllol. ~nd
that In aqueou.:; j."; clu,,---t! Lu 21.5, or6t~rs ~;I-
:) p

USSR
U!JC
IIASTRYUKOVA, T. A. , S UYE-11'. V, -~h. pj.-f-,~01:S.~,Ty, P. V.
Acadc%iciann
"Acidity and Tautozcrism of Soine ~-Ketophclsphoniuzl Salts"
DOI' 1 .1 .1~7: j ';-L!:Z SSSR, Vol 202, NO 2, 1972, 3.54-357
~JCS CCr,.
u
Abstract: A stu-.!-,., of ui:,(
Of the f0ll(,--,*,,n~7 !~Lructurc:
(c ii-).,P C;!,~ c cli.~ P(C' ii-).)i
0
where X C1.7, 1'.1 A4- and M* 3C010- aro inlions to
r t
1 OF '!1k' 170-,'--.!,i~011 11 r.-I I (A 11,~ I f on ... i n t o
~Oj Lf) Li (,T.. i-1
:~i ts, Tz~~;f.-,L,.:,!
C~* the
aild in cL~m 1,.I!,: t,,
112

ISIZ
9 7
MNSTRYUKOVA, 1'. A., ct al., Doklady A*;:,-,('cz:di :.*,-,?Jk SSSR, Vol. '20'z$ NO 2,
pp 354-357 1
diphen~-lpho.~3l~ii.ii,.,.,l-suL,stitute.d derivatives are capable of ez-.olizaticii in solu-
tions. This property cannot be v~.-plair-ed only by the Licrease tn
as a result of ill Lroduci W., he dip Thc Cause of the
,, L. -phonvlphasphinvl radical. 4
enolizabiliLy lies in OC che cniol forn mid,:-.r- C,,e effecc of the
tW CZ'Se Of CompleX IniU]IS VnDIJ.'a-itio'! (10,2f) RUL
()CCIII:, Thun, fol: e;ioli,---ation both the 11(0)-radical and CF3C00- or Cl-
must be
2/2

Gi
o:l T
(j!::~;
p C. . .
:Jj

USSR
UDC 547.461
MASTRIYUKOVA, T. A. , SHIPOV, A. E.,
I SUYERBAYEV, Kh - A. , and.",Q~ L JI14?
Institute of Metal Organic Compounds, Acad. Sc. USSR
"Synthesis of Some New Potential Myorelaxants"
Leningrad, Zhurnal Organicheskoy Khimii, Vol 8, No 4, Apr 72, pp 681-682
Abstract: Reaction of succiny! dichloride with glycine or sarcosine ethyl
ester yields diethyl esters of succinyldiglycine or succinyidisarcosine,
which can be transesterified to 2-dimethylaminoethyl esters using 2-dimethyl-
aminoethanol, and finally after a treatment with dimethyl sulfate or methyl
bromide, they yield cholinec esters. Reaction of N, N'-disuccinyle thy lenedia-
mine with ethylene bromohydrin in presence of dicyclolieyylcarbodiimide vields
its di-0-bromoathyl) ester which, after treatment with trimethylamine, gives
the dichr.)Iine ester of N,t4-disuccl.nyletliylenediimi.ne. All compounds are
weak tayorelayarits.
41

USSR
UDC 547.26'118'558.1
GODOVIKOV, N. N., KARDANOV, N. A., and I. Institute of
Elementorganic Compounds, Academy of ciences of the eSSR
"Synthesis of 0-(a-Alkylmercaptoethyl) Diphenylphosphinates, S-(P-Alkyl-
mercaptoethyl) Diphenylthiophosphinates and Their Methiodides"
Leningrad, Zhurnal Obshchey Khimii, Vol 42(103), No 2, Feb 72, pp 273-276
Abstract: A number of 0-0-alkylmercaptoethyl) diphenylphosphinates,
S-(~-alkylmercaptoethyl diphenylthiophosphinates and the corresponding
methiodides were synthesized. The 0-(B-alkylmercaptoeti-yl diphenylphos-
phinates were produced by interacting diphenylphosphinoyl chloride with
B-hydroxyethyl alkyl sulfides in the presence of triethylamine. The
S-(B-alkylmercaptoethyl) diphenylthiophosphinates were synthesized by
first converting ~-hydroxycthyl- alkyl sulfides to 8-chloroethyl alkyl
sulfides by treatmcnt with thionyl chloride. The resultant P,-chloroethyl
alkyl sulfides were then reacted with potassium diphenylthiophosphinate to
obtain the S-(~-alkylmercaptoethyl diphenylthiophosphinates, The cor-
responding methiodides were synthesized by treating the resultant phos-
phinates with methyl iodide. The starting ~-hydroxyethyl vlkyl sulfide.,;
1/2

USSR
GODOVIKOV, N. N., et al., Zhurnal Obshchey Khimii, Vol 42(103), No 2,
Feb 72, pp 273-276
for the reactions were synthesized by treating thiourea in order with alkyl
bromides, an aqueous solution of potassium hydroxide, and ethylene chloro-
hydrin, without isolation of the intermediate products. The synthesized
compounds are analogs of the physiologically ac-tive O-ethyl S-(O-alkyl-
mercaptoethyl) methylphosphonates.
2/2
- 29 -

USSE
UDC 541.12042.61041.6047.11118
1ASKORIN, B. N., BERTINA, L. E., 14MVZ.D', T. YA., XCSSYXH,
ns' u e o
H;ter'o-Organic Compounds, USSR Ac*Aemy of Sciences OF
"Dependence of the Extraction Ability of the Dioxides of Tet--raaryliaethylene
Diphosphines Upon Their Structure"
Moscow, Izvestiya Akad. Hauk SSSR, Seriya, Khimicheskaya, No 1, Jan 72, pp 65~-70
Abstracts The connection between extraction ability and structure is currently
being widely studied, but so far only in the case of monodontate nuotral
organophosphorus compoundsl the corresponding bidentate compounds, with tHo
phospboxyl groups in the molecule, have gone complotoly unstudied.
Using the extractant dilution method, the authors determined the com-
position of the extracting complexes of uranyl nitrate with dioxides of the
totraurylzethylene diphosphines c-ontaining various substitutes in the xeta-
aiA p=-positions of the phenyl ringa. Effective extxuction constants of
uranjrl nitrate for a series of tetra-substituted dioxides of the zet4lezle-
diphoaphines were computed. Effective extraction constamts for canplexes with
three molecules of the extractant were found to correlate well irith the Hammet
constantt and with the g-f constant something not obsox-ved in tho case of
1/2
- 45

M- R
KAMCWiIKP M- I-, et &L, lzvestiya Akad,, Kauk SSSR, SeXlYa Xhimicheskaya,
No 1, Jan 72, pp 65-70
complexes with two zolecules of the dioxide. Finally, the connection between
the extraction ability of the diphosphines and their alkalinity was found to
be a linear one. Various tables and graphs are Included in the paper.
2/2

Uss'~z
UDC 542.91i547.11118
ZARFAROV, L. S., PISAMNKO, V. V., GODOVIKOV, N. N., and XGACRNIX I I
Institute of Feteroorgaiiie Compounds, Academy of SciencesaVIffmW" ;6~
"Catalytic Phosphorylation of Polyfluorinated Alcohols. 1. Preparation of
Tripolyfluoroalkyl and Arylpolyfluoroalkyl Fhosphate.5"
Moscow, Izvestiya Akademli Nauk SSSRq Serlya Khimicheskayap No 11, Nov ?11
PP 2-503-2509
Abstracti The authors found that phosphorus exychloride reacts with alcoholater.
of polyfluorir-ated alcohols in absolute ether at room temperature to give
symmetric po-lyfluorotrialkyl phosphates. However, in the interaction of aryl
chlorophosphates with alcoholates of polyfluorinated alcohols there Is a
rearrangement of ether radicals and the formation of a mixture of phosphates.
Polyfluorotrialkyl phosphates are not decomposed by hydrogen chloride even during
prolonged heating. This made it possible to check the catalytic activity of
metal salts in the phosphorylation of polyfluorinated alcohols. Many salts of
metals of groups I-III of the periodic system are effective catalysts. The
catalytic effect was studied in detail by the authors in the phosphorylation
of 1,1-cUhydroperfluorobutyl alcohol with phosphorus oxychloride. Salts of
1/2
- 76

USSR
ZAKWOV, L. S. , et al., Izvestiya Akademii Nauk 33SH, Seriya Khimicheskaya,
No 11, Nov 71, pp 2503-2509
9
group II metals are the most effective catalysts, with CaC12 and Mg the most
convenient preparation-vise. Salts of group I metals axe not as effective as
salts of group II metals, but they can be used for preparative purposes
(azzonium salts). it is suggested as a mechanism for the catalytic phos-
phoxylatIon of polyfluorinated alcohols that nucleophilic attack on the phos-
phorus oxychloride molecule is facilitated as a result of the interaction of
catalyst with phosphoryl group. A series of symmetric polyfluoroalkyl phos-
phates and arylpolyfluoroalkyl phosphates were synthesized by using the catalytic
method devised for the phosphorylation of polyfluorinated alcohols.
Analysis of all the resultant compounds was performed at the Micro-
analyeis Laboratory bj TM. SHANIIIA# T. S. SEREBRYAKOVA and N. I. LARINA, whom
the authors thank. The autbors also thank A. G. OSHUYEV, YE. K. TSIRUL' and
N. P. ANTONOVA for providing the specimens of polyfluorinated alcohols.
2/2

VSSR
UDC 542.9li661-718.1
XOVTLql, V. YU., G.-ILYAROV, V. A., and UBQPjjKj 1q..I" Institute of Netal-
organic Compounds, Academy of Sciences USSR
"Some Prope:r-ties of Tetraphenylmethylenediphosphinedi(N-phenylimine)"
Moscow, Izvestiya Akademii Nauk SSSR, Seriya Rbimicheskaya, No 10, Oct ?1,
pp 2217-2221
Abstracts Treating phenylazide with tetraphenylmethylenediDbosphine or
tetraphenylethylenediphosphine by the method of Shtaundinger yields tetra-
phenylmethylenediphosphinedi-(Il-phenylirLine) (I) and tetraphenylethylene-
diphosphinedi-(111-phenylimine) (II) respectively. These two co4pounds Cdffer
Substantially in their properties. Treating (I) with excess methyl iodide
leads tothe formation of monomethyliodide (11) while under analogous condi-
tions (II) gives dimethyliodide (IV). Hydrolysis of (111) followed by
separation of the amine showed a lil ratio of N-methylamineianiline, indicating
Lh
that only one phosphineimine group was alkylated in (I). Reflu;cing (T) Wil;
armoatic aldehydes in xylene produces tetraphenylem4L-,hylenecLinhosDhir-e (V).
Treating (1) with excess metailic z->&ium or butyllithium in ietm_ hydrofur-ane
leads to the reDlacement of one hydrogen atom on the methylene group. Retallic
derivatives of ~I) react with CH 31 in tetrahydrofurane yielding diphenyl-
1/2

USSR
KOVTUN, V. YU., et al.# Izvestiya Akademii Itauk SSSR, Sexiya Xhimi&eskaya,
No 10t Oct 71, pp 2217-2221
fN-methyl-ill-phenylaminoj-fdipherAyl(N'-r.ethyl-l," -pheryl.)aninophosphorani-
lidene_7methylphosphonium iodide.
2/2
- 61 -

USSR
UDC 547.241.07
KABAMIK, M. I., IMEDVED', T. Ya., IJ6TOVSKIY, R. P., KOLPAKOVA, 1. D.,
-MNOVICM,-Yd-. KRINITSKAYA, L. V. , and MIRONOVA, Ye. 1.
"A Method of Making Hydrox,,,ettivlidenediphosphonic Acid"
Moscow, Otkrytiya, izobreteniya, promyshlennyye obraztsy, tovarnyye znaki,
No 5, Feb 71, Author's Certificate No 292984, Division C, filed 2 Jun 69,
published 15 Jan 71, p 101
Translation: This Author's Certificate introduces: 1. A method of making
hyd roxye thyl ide tied i phos phon i c acid by interacting phosphorus trichloride
with acetic acid in the prusence of hent. As a distin;~trishing feaLure of
the patent, the process is simplified by add-ing aretic anh,,dride LO Lhe
initial mixture. 2. A modification of this mothod distinguished by Lhe
fact that the phosphorus trichloride, acetic acid and acetic anhydride nre
present in the mixture in a molar ratio of 1:2:1. 3. A modification of
this method in which the process is carried out at a temperature of 35-
120c'C.
17 -

USSR
UDC 547-241
PETROV, E. S., TSVETKOV, Ye. N., KABACMIIK, .1-1. 1. and S11AMeNSHIMY11, A. I.,
Institute of Physical Chemistry im4ii:['f-'Yii.---karpov and Institute of Elemento-
Organic Compounds, Academy of Science SSSR
"Equilibrium C11-Acidity of Some Phosphine Oxides"
Leningrad, Zhurnal Obshchey Khiinii, Vol 41, 110 5, MaY 1971, P 1-172
Abstract: In studying the equilibrium CH-acidity of orgAnophosphorus commounds,
specturophotornetry was used to detei-mine the equilibrilLn con;tants (K) at 250
for the followips reactions conducted in diethylene glycol. soltitions-
diphenylbenzylphosphine oxide (I) with fluorenyl lithium, and diphenyLmethyl
phosphine oxide (II) and plienyldimethyl phosphine oxide (III) vith triphenyl-
methyl lithiwn. The pKa was calculated from this clata.
R pK&
0.3(7) 22,5
10(8) 31.3
6 + 0.6
1/2
55 -

USSR
FE,TROV, E. S., et a!., Zhurnal Obshchey h[himii, Vol 41, No 5, MaY 1971, P 1172
A comparison of the acidities (I and II) with those of toluene and
methane shows that the acidifying effect of the diphenyl. phosphinoxy group is
9-10 pKa units. A comparison of II and III shows that a substituent on the
phosphorus atom (CH3- and C6115- ), has little effect.
2/2

USSR
uDc 547.26,1i8
MASTRYUKOVA) T. A., SAKHAROVA, T. B., and 11"CRNIK,,M~ I., Institute of
Heteroorganic Compounds, Academy of Sciences' USSR
"Benzoylation of k-,monium Diethyl Thiophosphate"
Leningrad, Zhurnal Obshchey nir-ii, Vol. 41, No 1, Jan 71, P 239
Abstract: V. G. PESIN and 1. G. VIMMERG previously reported 'tile S-
1 -hiophosphate with benzoyl- and p-nitrobenzoyl
benzoyl.ation of amonium diethy t
chlorides. This contrad~.cted an earlier finding by the authors of tile present
article concerning 0-acetylation of wibident dialkyl thiophosp-hate anions- The
authorn careftilly studied the structure of the substances o1btained by PESIN
and found them to be 0-1)cnzoyl derivatives.
1/1

USSR
UDC 547.26,418
GEINKINA BA FJ7C
., G. K., KOROLEV, B. A., GILYAROV, V. A. and KA, C i _r , 14. 1., Institute
of Ne-talloorganic Compounds, Academy of Sciences USSR, and All-Union Scientific
Research Institute of Organic Intermediates and Dyes
"Basicity of Some Phosphorus Acid Imides"
Leningrad, Zhurnal goshchey Khimii, Vol 41, 110 1) Jail 71, rP 80-84
Abstract: The authors determined the basicity of a series of phosphorus acid
imides of the tYPe XYZP = il%H,~R (R = H, p-F; X, Y, Z = Alk-, 10A0, Ar, NR2)
by potentiometric titration in nitromethane 'vrLth perchloric acid and studied
the effect of substituants at the phosphorus atom on the strengtri or these
substances as bases. 'Me PK values of the investigated phosphorus acid
a
imides show that they are all strong bases (pKa from 13.4 to 19.7). The
values depend on the nature of the substituents X, Y and Z., they obey the Ham-
matt equation, using the constants 6(p of the groups X, Y. Z.
1/1

USSR
UDC 543.42+541.06:661.718-1
MATROSOV, Ye. I., MIKAROV, V. A., KOVTUN, V. Yu., and Q3AQU,7K I... I..
Institute of Heteroorganic Compounds, Acadeny of Science sit,~_S~
"Spectra and Structure of Salts of Triphenylpliosphine-21-r.-'-ien,,,,li.,;iine and Its
Complexes with Phenols"
Moscow., Izvestiya Akademii Nauk SSSR, Seriya Khiraicheskaya, ~No 6, J11n 71,
pp n6,3-ii68
Abstract: The authors studied IR spectra of halomathylates and the hydro-
bromide of and its coq)luxes with phenol,
p-bromophenol and puntachlorophenol. On the basis of the resu.1',azt s~)ectral
data Vic structure of phosphinimine iinltv can be charactot-J.,zed at.-
with a pronounced phon-phoniuin. structure. Me interaction ol'
phenol and p-bromophenol gives complexes with a hyd:ro,-en bond of t're com-losi-
tion 1:1, isolated in cryst-a-Iline form. Spectral data on the
phosphinimine complex in-a-icate a strong acid-base interaction which ap-parentl-1,
results in protonation of the phasphinirLLne molecule.
1/1

USSR TJDC 543-2;22.4:66i-718~1
14.
__1,4 .
14ATROSOV YE. I. 1~21TIEED' T. YA. and ML4 TK_--y_
---Y. Institute of Element-
Organic Compounds, Academy of Sciences USSR
"Infrared Spectra of Substituted Tatraplienylmf-,thylenedil~noc-~piline Diox!.des"
Moscov, Izvestiya Akadezidi Nauk SSSR, Seriya Khimicheskaya, No 5., 1971,
pp -1W4-1096
Abstract: Infrared smectra of the dioxides of tetra-ohenrlrethyl.enedi-I)Iiosnhin,-
substituted in the -methylene brid e [Ph2P(O )12CHR revealed interestinLg behavior
of the bands corre-~ponding to the absorption of the P=O and G-F. Groups.
Evidently, in the compounds investiGated the multirlet status 0j' the vibra-
ticml bands of the P=O groups is due mainly to their participation in inter-
molecular hydrogen bondIng with the hydrogen atoms of the methylene bridge of
the neighborirng, molocule. 'fhus) the ability of C-J[ bridf.,
,1nj,- groups in
np-thylene dioxides to foi,m hydrogen bonds was dincovered. T-Iiis is in close
agreen,e.nt -with the lability of the liydrogen atom in thece j,,i,oups in Pr(:"(!nce
of organic bases. ility of forming hydrogen bonds is shown by
groups of the oxide of dip~,enylphenacylphosphine FHnP(G1C---C(O)Ph in -,,,hase
spectra intense vibrational bands of the C-11 groups were detlcctell at 129230 and
2800 CM-1.
1/1

USSR
UDC 547.241
MIRONOVA, Z. N., TSVETKOV, Ye. N., NIKOLAYEV, A. V., and KA13ACHNIK, M. I.,
Institute of Inorganic Chemistry, Siberian Branch of the Academy of
Sciences, USSR and Institute of Metalorganic Compounds, Academy of
Sciences, USSR
"Syntheses Based on Tetra(hydroxymethyl)phosphonium Chloride"
Leningrad, Zhurnal Obshchey Khimii, Vol 43 (105), No 3, 11-far 73, pp 534-538
'Abstract: Reaction of tri(chloromethyl)phosphine with alkoxides of higher
alcohols yields the oxides of methyldi(alkoxymetliyl)phospliine which are
effective extracting agents for uranium and thorium salts from sulfate
solutions. It has been shown that the oxide of methyldi(.rrethon1rnethyl)--
phosphine reacts with potassium hydroxide at about 150'C splitting along
the phosphorus-carbon bond to yield methylmetiioxymctiiyl.l)iio!il)itiri.Lc aci.d.
Higher homologues split at 200-250' foriaing the respective methylalkyl
ether and a salt of methylalkox-Imethylphosphinic acid. The acids were
isolated in form of benzhydrylamnonium salts.
1/1

USSR
UDC 547.26'118
GODOVIKOV, N. N., GUDRALIYEV, Kh. Kh., and KABACHNIK M. I., Institute of
my of Scienc~es
Organoelemental Compounds, Acade
"Synthesis of S-(B-Arylmethylaminoethyl) Diphenylthiophasphinates and Their
Methiodides"
Leningrad, Zhurnal Obshchey Kh-imii, Sep 71, Vol 41, No 9, pp 1942-1944
Abstract: Earlier research indicates that some 0,0-diethyl S-(.E-arylmethyl-
aminoethyl) thiophosphates and their methyl sulfates possess selective
activity toward butyrylcholine esterase. The purpose of this study was to
determine whether such selective action would be reflected in similar
triophosphates havin.- (at the phosphorus atom) bulky substitucurs such as
phenyl groups. To this end a synthesiswas carried out of the series
S-(3-arylmethylaminoethyl) diphenylthiophosphinates (I) and their
methidides (11)
1/2

USSR
GODOVIKOV, N. N., et al., Zhurnal Obshchey Khimii, Sep 71, Vol 41, No 9,
pp 1942-1944
"0 0 C11,
(C'II3)2P// +1
\SCII,,CII,NC,11,11
C 11, C113
11 = H, clf'.' Oclr~' C1.
Compounds (I) were obtained by treatment of N-methyl-N-B-bromo(chloro)-
ethylarylamines with sodium diphenylthiophosphinate. To increase yields,
use was made of bromoderivatives (in most cases); the yields of the cor-
responding thioesters were 70-80%. The obtained compounds were boiled in
nitromethane with excess methyl iodide to form the appropriate methiodides
(II). The experimental portion of the synthesis of N-methyl-N-~-bromethyl-
m-chloroaniline, S-(B-arylmethylaminoethyl diphenylthiophosphinates and
methiodides of S-(B-arylmethylaminoethyl) diphenylthiopliospfiinates is
described in great detail. Tables citing constant values, yields and
other analytical results are given.
2/2
- 52 -

USSR UDC 547.26,118
KARDA1N-OV, N. A., GODOVIKOV, N. N., Institute of Element-
Organic Compounds, Academy of Sciences USSR
'Synthesis of O-W-Ethylmereaptoalkyl Diphenylphosphinates and Their Methio-
dideso
Lening.rad, Zhurnal Obshchey Khimii, Vol 41 (103). No 2. Feb 71, Pp 327-330
Abstract: In an attempt to prepare compounds with cholinolytic action a
series of O-cj-et1hy1mercaptoa1ky1 diphenylphosphinate methiodides (I) was
synthesized by the reaction of dip' henyipho sphinyl chloride with Co -hydroxy
ethyl sulfides (II) in prosonco of triothylamine. The intormediato 0-W-ethyl-
mercaptoalkyl diphenylphosphinates were then treated with methyl iodido to
give (1). Several routes were used to get the starting (11): "6 -hydroxypropyl-
ethyl sulfide was synthesized by addition of ethyl merca-ptan to ally! alconol
in presence of benzoyl peroxide; the delta-hydro.VDutyl nomoloo, was obtained
by reaction of ~ -chlorobutanol with sodium ethylmercaptide. To syntne-size
F -hydroxvpent,rl- and hydroxyheyyl ethyl sulfides w -bromoalkyl benzoate was
allowed to react with potassiwm rR thyl-mer cap tide, followed bv saponification.
No biological data are reported.
1/1

USSR UDC 542-91 +- 661-718.1
MAL"ROVA, I. G., TSVETKOV, YE. N., and KAB_~CMNIK, fill. I., Insti-
tute of Element-Organic Compounds.
Ilm- and p-Carbethoxyplienyldicnlorophosphines'I
Moscow, Izvestiya. Akademii Nauk SSSR, Seriya Khimicheskaya, No
11, Nov 70, pp 2602-2603
Abstract: m- and p-Carbethoxyphenyldichlorophosphines were syn-
thesized ' by the reaction of m- and p-carbeL,-.oxypheny1Ldiazoni-
um borofluorides with phosphorus trichloride in tne presence of
Cu2Br2 witn subsequent reduction of tne resultant c--.,n:)lex com-
pounds with magnesiu:-,i. For purification the carbethoxyphenyldi-
chloro?hosphines were hydrolyzed to the corresponding prios-
phunous acids, wi-,icn after recrysr.allization were converted to
the initial dichloropiiosphines by t;ne action ol' ?Cl 3# Uxidation
of the dichloropiosphines witn su.'Lfuryl chloride in CC! 4 gives
correspondin.g. rr,- and p-carbethoxyphenyiphosphonic acid dichio-
rides.
1/1

USSIR. UD%_.~, 547-1~4 I
TSVETKOV, Ye. N., and KABAC:4114a M.. 1-.,. Tast-itute of. Element -Crganic Compounds,
Academy of Sciences OR, Mfoscow
"Conju.-ation in $the Trivalent Phosphorus Series of-'Compounds"
Moscow, Uspekki Khimii, Val 40,. No. 2,. Feb- 74 PP 177-225
Abstract: A review with 361 references. Trivalent phosphorus is usually con--
sidered as an analog of trivalent nitrogen with respect to its electronic
effects. Recently it has been shown however that trivalent phospiiorus con-
taining substituents ex:hibit no ir -donor effect which to some degree is
typical of 11 or HI period clements witti unshared Pairs of el,~~ctrozls. Tne
trivalent phosphorus sLfostituents manifest a 75-accepLor effect, ci~aracterisLic
of the mctaori~ntting groups, whic.1-1 is due to the interaction with vacant
orbitals in the posphorus atom. Trivalent phosphorus is thus ilicapable of
p-Jr -conjugation in contrast to other 11 and III period elements wiLr, Uri-
shared electron pairs. Tne inabiliLy of the unshuared pair .Ln. pnospnorU5 to
delocalize is due to its hi:rher 3-character; this-i-S. supported by tile uorxi
angles of its co=ourAs. i~aysical and chemical properties of these compounds
have been reviewed giving suDporz;. to the hypothesis on the predominant S_
character of unshared electron pair in trivalent phosphorus.
1/1

USSR UDG 66-095.25+ 661.716.1
POLIKARPOV, YU. M-, KULUMBETOVAO K. ZH., MEDVED', T. YA.,
XARAjr1H4HTX , Institute of Organo Elemental Compounds, Moscow,
Academy of Sciences USSR
"Alkylation of Tetraphenylmethylenediphosphine Dioxido"
Moscow, Izvestiya Akademii Nauk SSSR,-Se~riZa Khimicheskaya, No 6,
Jun 70, pp 132b-1329
Abstract: Alkylation of the potassium salt of totraphenylmethylene-
diphosphine dioxide (I) with alkyl halides in boiling xylone Rave a
series of totraphonyl-(R)-alkylidenediphosphine dioxides (R de"riva-
tive and m.P. in OC are reported): G2H 257-258; %kl 204-206;
CO 172-173; C121125-, 116-118-P C IN~' 217 218. 7n-'a similar
fasAlon (1) and CH2Br2- gave tetrapheny hylenediphosphine dioxide
and its vinylidene homologue, m.p. 197-1990; 1,6-dibromohexane and
(I) gave oxaphonylhoxamethylonetetraphosphine tatroxido, m.p. 302-
3040, while the p-xylylenedibromide yielded octaphenyl-p-xyly1enotO-
traphosphine tetroxid4 m-P- 324-3250, and 1,5-dibromopentane gave
tf)t;ral)Yionyloyclolioxylidenediphosphino dioxide, m.p. 25J4--2550.

US S R
UPC
OV T
A I,
it .Y Of Scil'-nCes
"Partial F:~'%:-2 F:'ctors fol,
','o 7., jul T),
lp-r-in.-~ md, s- 11C
c to
Tl-
Ab.-;ti
t
Wf I' c-
o-f
d
ion of
chlorid-2 an'l. 0- "'1"
T','a
OL
c1,
aclicn rate.,
re,
1/2

USSR
.1 1 Zhurnal Uoshchey Kiii-iii, Vol 1-0, I's
YYLK011LEVA Ye. A. e t; 7, 70
pp 1626-1631
ADT)roXi,r,ate co,,---mar-atlivc (L-ta Wcro also obtnincd on ll-'rv~
rates for din-.2thyl-i,- v--,nd
that the (C,11,),P i-,ro~,n -an electron acccO.m. ill th", of
j c-
isotopic hydrofron ex-chantc witill P. stronfo base.
2/2

USSR
UDC 547.29.118.07
TSVETKOV, YE. N., WLEVAN-NAYA, R. A., OSIPENKO, N. G., nnd KJ~BA-
Institute of Organo Elemental Compounds, Xosc"Ow,
C)t I
Academy of Sciences USSR
"A Method of Producino, Phosphinylcarboxylic Acids"
0
Moscow, Otkrytiya, Izobreateniya, Promyshlennyye Obraztsy,
Tovarnyye Znaki, No 17, 1970, Author's Certificate No 270730,
filed 29 May 68, p 23
Abst.-act: This Author's Certificate introduces a metiiod of pro-
ducing phosphinylcarboxylic acids except for