SCIENTIFIC ABSTRACT KIRSANOV, A.V. - KIRSANOV, A.V.

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SCIENTIFIC ABSTRACT
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30V/79-28-6-36/63 The Diphenylamide of Trichlorophosphazocarbonic Acid and Its Derivatives phenylurea at 70 - 80 0 in carbontetrachlor.lde solution al- most quantitatively under the formation of the diphenylamide of trichlorophosphazoaarbonic acid according to the scheme (C6H5)2 NCONE2 + PCI5 0 2HC1 + (C6 H5)211CON'PCl3 (I)* This diphenylamide is on the one hand ar, analogue of the recently synthesized triohlorophosphazoacyl (Ref 3) and on the other hand it is an analogue of the dialkylamides of trichloro- phosphazo sulfuric acid (Ref 4). The compound (I) is a low- -melting product whioh only in high vacuum remains undecom- posable in distillation; it hydrolyzes easily with water and violently enters reaction with alcohols~j~henols and amines. On the action of.,~nhydroua Tormic acid con3equently yields all theoretically possible phosphorus-containing prod- ucts of hydrolysis, depending on the conditions of the re- action : the dichloroanhy&ride of the H..N-diphenylcarbamide- -NI-phoaphoric acid (C H ) NCONHPOC1 (II), the monochloro- anhydride of the NlN-d~pRer2~Icarbamige-.Iil-phospboric acid (C H ) NCONHPO(OH)C1 (III) and the free N,N-diphenylcarbamide- _N�_;h9oaphoric aiid (C H ) NCON"PO(OH)2 (IV). There are 11 Card 2/3 references, 11 of' whiog 24 Soviet. SOV/ 79-28-6-36163 The Diphenylamide of Trichlorophosphazooarbonio Acid and Its Derivatives ASSOCIATION: Dnepropetrovskiy metallurgichookiy institut (I)nepropetrovsk'Metallurgioal Institute) SUBMITTED: March 5, 1957 1. Phosphoric acids--.,Synthesis 2. Urea--Chemical reacticna Card 3/3 Kirconov, A. V., Porkitch, G. I* ~009-29-7-AJ6/64 TITLE: Trichloriao 'Dhosphazoac.,,,la of the Arn-matic Scriet. (Tri- khloricofoofs.-.zoatsily -romstich6:ikogo ryadn) d Zhurnal obshchey khi-nii, 195q, Vol, 'M, Nr 7, Pp. 1887-16" ( Tj F's R ) Ali-,,TRACT: Rec,~ntly trichloro obt-'4ned. accord'~ng to the reactions (1), (2) nnd (3). It wt~s of import;.rce to the authors to find out rhether the reaction (3) RCONIIPOCl2 + Pr'l5 -> POCI 3 + wan of goner-il character or whether it holds only for carboxylic cells with a clearly eloctronegative chnracter. Itt=cd out that thil reaction (3) iv of general character for acids of the aronttic series. The authors obtained trichlorophosphazoncylz of type RC01 NPOC1 in almost quantitative yielis, in which R is of the electronegative chr'.ranter junt mentioned (Table 1). This reaction tnkes place considernbly more slowly nnd at higher temperature than (1), and it reminded the nuthorn of Card 1/2 the reaction of phosphorus-pentachloride rith the X,11-dinlkyl- Trichlorisophoophazoacyls of the Axomatic Series SCV/79-28-7-36/64 amides of carboxylic acids (Ref 5). The t rich loroitionhos T hazo- acyls of the aromatic aeries are liquid and low meliing cryct'al- line products and cleave-off POCl 3 on heatine unler the formll- tion of nitriles according to the scheme: RCCI NFLIC12 > POCI + RCN (4). They are stable in t.,o absence of humidity and hn be well ttored in clo!~ed containrrs at room temperature. Some trichlorophosphazoacyls and di- chloranhydriden of acylamidophosphoric acids nit well as the correaponaing acylamidophonphoric acids, which mere aynthe7ized by the authors and had bel~,n unknown before, oerved sis initial products. There nre 2 tablen and 7 references, 6 of -;-h1ch are Soviet. innti4tut organichc::!,oy 1-himii nunk T11'rainskoy ')MR (Institute of Organic Chenistryj AS UkrSSR) SUBMITTED: May 10, 1957 1. Cyclic eampounds--Synthesis 2. Cyclic compounds-Properties 3. Acids-Chemical reactions Card 212 a 131P 1; OR S Firnanovp ~.. 11, , Matvey(~Pko, TJTL*~,: Histriaroxyphosphtizo 11oilfonon ind Tetrnnryl Fnter,- o1 the. .Aj1famI4cb1!-ho!.-nhoric ',011 1 tetrtiarilovyye efiry klaloty) i ~'A T CID I CA L: Zhurnal obrihph,~.y HJnil, 11)r.R, llo-, 28, :1l- 7, PT 180--V~C! A!1:;T;1ACT: Only the hie htt!,.P-to been known of al! vin (torivativrn of ncid. Ma)itlwr t),.%: ~--,O.`onev nor the ot~ter, of 00 qu1fw.,,ideh!!-,hosphnrJc h., v.2 been doecribed In reactc turbulently with phiniulatec, In dry nt.-.te .-ve.,n to cavbonization. 'In di- 001red k!tz;1lu the r,t,.etion tnke2 vInQt.- wich -.,L'C viiietly under tv,- formation of the corre:!-onding bi:--triaroxy;,~oupha%o sul- fonev (1) according to thts !!,-h-?n#! 0 + 614,lOAr --> :,r) 11 0.;,r 2 61NCI (TT). Th-~! forzatJon of (1) to the schere (IV), 'Urd 1/3 1.%!.) riccording to the fo.-wation c,*' ths- triurox.,.- or trialk- 17 Biptriuroxyphosphazo .;tjlfoner and Tetroaryl Fit-rs o!' tire phosphoric Acid or-fphosoh-t-to vulfom.- n1kylit (!,-f ho,.-t-vor, the ri-tictim iTI) ~Y.np Much !,ore difficult than tho!t of (IV) Kith (T) Areptiir mall imruritl(in o!' the inittal prod,i,!t-_! exprtpd U Strong In- fl;ienoe or the 'purity of 0'1.- flnil proluetr, _~o thtit for each Oulfont, (1) GP(!ci?41 conditionri of -synth rift and v Ificatior weve reqvired. ~~ul Funvv o" t~e type ;r,, N= NO;, V rhc-ro 0-, M- (InA r-"'H ".H (vi, V11, VIII), .nd 'VS 3 h 4 1 9-C10H 7(iX and X), p-1'1(;6!14 (XI) and were syn- thesized accordinp, to scheme (TY1. Th.~ etruwturp, of these nPittrR1 compotinis ~7ort, dt!termin-d by merwi of dttta Gnd conveigionj; tlje--,r were obtrilned in pure et:~te ir- rpite of their high moleculpr wiight 1.71'-10E' !". nn th-ir boiling vith alcohol of diluted ilkall liquor the caponifi- ct4tion according to the =cntion:,d nchcm.-. t.,Aos- rlnco ,(,itnin 2o-,Io minuteal thin the tetraaryle:-~terp of the siL1f.nmidcb.,,_- phosilhoric acid (XTV) o" the tvvp 1!C 1*0 obtained, rhere Ar-C6H 5 ( Yv 0 m v P_.CH C ivi, !,;Tr and XVITI), a- Find 'k-C H (XIX 1110 XX:1 'And 10 7 Card 2/5 P-NO C 11 (XXTI). They are fine-crysttil line proAr.**t111' they 1? 6 4 ,;!)V '79 -)B Bintrisroxyphosphazo .",ulfones and Tetroaryl ,-;stern of the phosphoric Acid melt tinder decomponition, thty nre not -oluble in g!-.t,~r, i--vt art, ealublp in acetone, tilcohol t-.)l diox.-ine. There ,-.re 4 reforenceat 3 of whioh are noviet. ASSOCIATION: Dn~.,propetrovskly metallurgicheakiy inctittit (Dnepropetrovsk Uetallurgical Institute) SUBRITTTED: March 5, 1957 1. Bistriaroxyphosphazo sulfones-Chemical properties 2. Sulfamideblophosphoric acid eaters-4hemical reactions Card 3/3 A1JT'1ORS: Kireanov, A. V., Derkach, 0. 1. SOV/71-2b-8-51/66 TITLE: Triaroxyisophoo,.'tioazoocy3gcf the Aromatic Series (Triarokaiizo- foefazoatsily aronaticheskogo ryada) PERIODICAL: Zhurnal obelichey khimii, 1958, Vol. 28, Hr 0, pp. 2247 - 2252 (USSR) ABSTRACT: Until now only five triaroxyisophosphoazoacyle of the type RC(ORQ - NPO(ORQ,,have been synthesized according to - +311aOR' --+ 3NaCl+RC(ORQ-NPO(ORQ the reaction RCC1 "UPOCI 2 2 Reaction I, with the notation R and RO). On1j, one of theoe compound 13 is crystalline. On the basis of the few facts known the reaction (1) may be considered a ceneral reaction, or a conception of the general properties of tYe triaroxyiao- phosphcazO compounds may be formed. In the previous paper the authorsworked out a general method for synthesizing the trichloroisophosphoazoacyle of the aromatic series (Ref 3), which offered the possibility to determinethe limits within which the reaction might be used in ret-ard to the triaroxyiso- phosphoazoacyls. It was found that this reaction can be used Card 1/3 in all cases for the aromatic series. 22 triaroxyisophospho- Triaroxyisol;hosphoazoacyle of the Aromatic Series SOV/79-28-8-51/66 azoacyle and 1-trimethoxyisophosphoazoacyl were obtained in good yield (see the experimental section and table 1). The properties of these compounds differed sharply from those of their isowerio triaroxyphosphoazoacyis (Ref 4), as did those of the triaroxyisophosplioazoacyle from the properties of the trichloroacetic acid aeries (Refs 1,2). The triaroxy- isophosphoazoacyls of the aromatic series are crystals of low melting point and which can be distilled in a hik;h vactium without decomposition. With heatine under atmospheric pressure or at reduced vacuum they carbonize gradually, and the foxiation of triarylphosphates does not occur (this is a difference from the isomeric triaroxyphosi.lioazoacyle). This shows that the reaction ArC(OH) ~IIHPONR) 2 heat ) Or(IOR) doe3 not occur. The tri- aroxyisophosphoazoacyle of the aLuatic series do not hydrolyse in boiling water and they saponify easily and quantitatively only by boiling aqueous alkali alcohol solutiois acco~edinj; to diagr-w 01)(sve table 2). There are 2 t4bles and 7 refer- Card 2/3 ences, Ihich are Soviet. Triaroxyisophosphoazoacyls of the Aromatio Series SOV/71'-~-28-8-51/69, ASSOCIATION: Inatitut organicheskoy khimii Akademii nauk USSR (Institute of Orgranio Chemistry AS UkrSSR) SUB14ITTED: June 5, 1957 Card 3/3 KIRSANOV.--&V.; ZWWTA, I.N. Reaction of phosphorus pentichloride with phosphoric acid saidese Zhuroob.khim, 28 no,9:247&2484 s 158. (MIRA l1tll) 1. Institut organlohookoy khimil AN USSR. (Phosphorus chlorides) (Amides) 1UTHORSS Kirsanov, A. V.9 Derkach, G. I. r~ - SOV/79-29-2-52/7'-' TITM C-Aroxy-P,P-dimetboxyisophosphazoacyls and idixed Triaroxyisophou.- phazoacyle (C-Arokei-P,P-dimetokaiizofoafazoatoily i emenhaWye triarokeiizofosfazoataill) PERIODICAL: Zhurnal obahchey khimii, 1959, Vol 29, Nr 2, pp 600-605 (USSR) ABSTRACTs In the preceding paper (Ref 1) the authors synthesized C-chloro-P, P-dimethoxyisophomphazoacyls and C-chloro-P,P-diaroxyisophosphazo- acyle (I) according to the scheme RCONHPO(OR1)2 + PC15 POC13 + HC1 + RCCI-=NPO(ORI) 2- (1) The problem was whether the C-aroxy-P,P-dimethoxyi:ofho;pbazoacyle and the mixed triaroxyisophosphazoacyls of the typ II , which have hitherto been unknown, may be obtained by aroxylation of these compounds (1) according to the acheme RCCl= NPO(OR')2+R"ONA ) NaCl+RC(OR-')~NPO(OR1) (n) Other syntheses are connected with great difficulties, Synthesj3(11) Card 112 takes place without difficulties. In mixing equivalent amounts of SOV/79-29-2-52/71 C-Aroxy-P,P-dimethoxyiaophosphazoacyls and Mixed Triarcxyisophosphazoal~Yls n-chlorophenolate and C-chloro-P,P-dimethoxy13ophosphazoacyls in benzene solution the synthesis takes place under 8 strong develop- meat of heat within 5-10 minutes, in the case of other derivatives only within 2-3 hours- All mixed triar,.)xyisophosphazoacyls are ob- tained in crystal-line fo--& after the distillation of the solvent. The C-aroxy-P,P-dimethoxyisophosphazoa:.yis form first as oils, which soon adopt a crystalline shape,, Compounds (II) do not hydro- lyze with water if they are boiled, they hydrolyze difficultly in boiling,alkal.i lye and easily in aqueous alcoholi,: sclutions of alkali Scheme 3). Some of the initial compounds were synthesized anew according to scheme 1 described abo7e~ The mixed triar3xyino- phosphazoacyle are no insecticides~ In this respect C-n-nitro- phenox,y-P,P-dimethoxyisophosphazobAntcyI is very active,- There are 3 Soviet references. ASSOCIATION: Institut organicheskoy khim-IJ Akademii nauk Ukrainskoy 33R (Inatituf,e of Organic Chemistry of the Academy of Sciences, UkrSSR) SUIMITTED% December 16, 1957 Card 212 5 (3) AUTHORS: Kiraanov, A. V., Moloonova, V. P. SOV/79-29-3-53/61 TITLE: Dimethyl Amides of the Alkoxy-dichloro Acetic Acids (Dimetil- amidy alkoksidikhlorukausnykh kislot) PERIODICAL: Zhurnal obshchey khimii, 1959, Vol 29, Nr 3, PP 1000-1005 (USSR) kBSTRACT: Phosphorus pentachloride acts upon the aliphatic esters of the oxamic acid under formation of the amides of the alkoxy-di- chloro acetic acids (Ref 1): NH2COCOOR + PC1 5 ~"'POC13 + NH2COCCl2OR (1), the reaction is always accompanied by the formation of the trichloro-phosphazo- alkoxy-dichloro acetyla according to scheme (!I) (Ref 2). In the case of the dimethyl oxaminates the reaction cannot be car- ried out according to acheme'(11) so that only the formation of the dimothyl amides of the alkoxy-dichloro acetic acids accord- ing to the scheme (CH 02 NCOCOOR t PCI 5-P- POC13+ (CH 3)2NCOCC12OR (III) is bound to occur. It was found that the reaction (111) proceeds easily and with an alnost quantitative yield in the case of the application of the methyl-, ethyl-, n-butyl, and isobutyl ester of the-dimethyloxamic acid. The phenyl-ester Card 1/3 of the dimethyloxamic acid cannot react according to scheme(II) Dirnethyl Amides of the Alkoxy-dichloro Acetic Acids S07/79-29-3-53/61 so that it is impossible to obtain the dimethyl amide of the phenoxy-dichloro acetic acid according to scheme (III). The dimethyl amides of the alkoxy-dichloro acetic acid and the di- methyl amide of the phenoxy-dich3oro acetic acid are liquids of pleasant smell, soluble in acetone, M 4' benzene, scarcely soluble in ether and petroleum ether. They hydrolyze at rcom temperature slowly with water, moro quickly in the case of heating. The chlorine atoms in this compound are very mobile and easily to be substituted. The acid chloride of the dimethyl- oxamic acid was obtained b~! the thermal dissociation of the di- methyl amides of the alkoxy-dichloro acetic acids. The aromatic eaters of the dimethyloxami.c acid were obtained by the reaction of the sodium arylates with the a.-id chloride of the dimethyl- oxamic acid or by the action of the phenols upon the dimethyl amides of the alkoxy-dichloro acetic acids. There are I table and 5 references, 3 of which are Soviet. ASSOCIATION: Institut organicheskoy khimli Akademii nauk Ukrainskoy SSR (Institute of Organic Chemistry of the Academy of Sciences, Card 2/3 Ukrainskaya SSR) Dimethyl Amides of the Alkoxy-dichloro Acetic Acids SUBMITTED: January 23, 1950 SOY/79-29-3-53/61 Card 3/3 5(3) AUTHCWs Levohenko, YO. 3.t Sheynkmant 1. E.t MY/79-29-5-W75 Kirsanov, Av V. TITLE& PrePILMUOnr)f Phosphorus-Diiodide and -Triiodide (Poluoheniye dvukhyodistogo i trekhyodistogo foafora) PERIODICALs Zhurnal obahohey khimii, 19599 Vol 29, Nr 5, pp 1474-1477 (U33R) ABSTRAM In -the work under review the authors devised a harmless and - as to preparaticn - convenient method for the production of phosphorus diiodide and at tbe same time a method for the pr9duction and purifioatioL of phosphorus triiodide without use of white phosphorus and carbon d.sulfide. After numerous experiments it was found that phosphorus e..iodide and phosphorus triiodide can be obtained in absolutely I tre form lireatly from iodine and red phosphorus with subsequent tryaWlization from suitable solvents. The reaction may be carr.ed out by fusing iodine and phosphorus orlWbcdMgaf iodine and pbxoxm In solvents applicable to crystallization. Butyl. iodide and bromide, dichloro ethane, ethyl iodide and other alkyl- and alkene halcgens can be used for the crystallization of phosphorus diiodide. (aloro benzene is the most suitable one. The phosphorus iodide obtiined represents rather large, orange, longish la-In with Card 1/2 a melting point of 126-1~70. Higher quantities of this preparation Preparation of Phosphorus-Dtiodide and -Triiodide WV/79-29-5-14/75 can be prepared vithout difficulties. Carbon tetrachloride, chloroform, butyl iodide can be used for the reorystallization of phosphorus -triiodide, but most suitable is diohloro-othans. Phosphorus triiodide is obtained in the form of rather large brilllm4 dark-red crystals with a melting point of 60-610. There are 5 references, 2 of which are Soviet. ASSMATIONs Institut organicheakoy khimii Akademii nauk Ukrainskoy SSR (Institute of Organic Chemistry of the Academy of Sciences, Ukrainian SSR) SUMUTTEDs May 61 1958 Card 2/2 5(3) SOT/79-29-5-59/75 AUTHORS: Kirsanovp As V*p Moloonova, V. P. TITLE: Orthoesters of Oxaminio Acids (Ortoefiry oksaminovykh kislot) PERIODICALi Zhurnal obehohey khiciip 1959, Vol 29, Yr 5, PP 1684-1687(USSR) I ABSTRACT: Amides and dimethyl amides of alkoxydiaroxy acetic :Oid (ortho- eaters of oxaminio and dimethyl oxaminio acid) NE C C(OR)(OAr) 2 2 and (CH 3)2ffCOC(OR)(OAr)2 were represented by the reaction of sodium arylates with amides and dimethyl amides of alkoxy dichloro-acetio acid. Amides with the following alkyl residue R and aryl radical Ar were synthesized: R Ar CH3 CH3 CH3 C6H5 C295 C6H5 C2H5 P-K02C6H 4 n-C499 C6H5 iao-C4H9 C6H5 Card 1/2 and the following diamides: Orthoesters of Oxaminic Acids SOY/79-29-5-59/75 R Ar CH3 C6H5 CH3 P-HO2C6H4 C2H5 C6H5 n-C4H9 C6H5 iso-C4H9 C6H5 Reaction temperature* reaction durationg yield v, melting tem- peraturot formu,la, nitrogen content found and eolubility in different organic solvents are given in a table. There are I table and 3 references, 2 of which are Soviet. ASSOCIATION: Inatitut organicheakoy khiaii Akademii. nauk Ukrainskoy SSR (Institute of Organic Chemiatry of the Academy of Scienceng Ukrainskaya SSR) SUBMITTED: March 31, 1958 Card 2/2 50) SOT/79-29-5-60/75 AUTHORS; Zhmurova# 1. H., 1irfian0Vj__A&_JL-_ C___' TITLE: Extension of the Range of Applicability of the Phosphazo Reaction (Rasehireniye granite primeneniya foofazoreaktaii) PERIODICAL: Zhurnal obahchey khimiif 1959P Vol 29, Or 5, pp 1687-1694 (USSR) ABSTRACT: By the action of phosphorus pentachloride on triaryl phosphits one obtains triaroxy phosphorus dichlorides. Not only phos- phorus pentaohloride but also pentaphenoxy phosphorus and Ari- phenoxy phosphorus dichloride may be utilized as phosphorus containing components for phosphazo reactions. Triphenoxy phosphazo aryls are obtained by the xsaollon of.tbe above- mentioned compounds with aromatic azines. Production and properties of the following compound& are given* Triphenoxy phosphorus d1ohloride, pentaphonoxy phosphorus, triphenoxy phospha1 0 phenyl, triphenoxy phosphaso nitrophenyle ArN.P(OC 6H5)3 with the aryl radicals: 4-10 2 C6H 4' 294-(NO 2)2C6R3' 314-(N0 2)2C6H3' NO2 , 2,4,6-(xo 2)3 C6H2 N (Table 1)9 triphenoxy phosphazoacyls AcHwP(OC6R 5)3 with the Card 1/2 acyl radicals: C 6a5so 21 302 [H-P(OC6H 03121 (C6H 50) 2POO SOV/79-29-5-60/75 Extension of the Range of Applicability of the Phoophazo Reaction (C6H5O)2PS (Table 2). Diphenyl ether of aryl amido phosphoric acids (C6H50)2 POXHAr with the aryl radicals: C6H,9 4-HO2C6H4' 2~4-(NO2)2CO39 394-(N02)2 C6H39 No 2 (N (Table 3). There are 3 tables an4 19 references, 10 of which are Soviet. ASSOCIATION., Institut organicbeekoy khimii Akadecii nauk Ukrainskoy SSR (Institute of Organic Chemistry of the Academy of Scienceep Ukrainskaya SSR) SUBMITTED: April 5, 1958 Card 2/2 50) AUTHORS: Kireanovt A. V.0 lirsanova, N. A. SOV/79-29-6-7/72 -------- - TITLE: -------------- Derivatives of m- and p-Benzene Disulfonic Acid (Proizvodayye m- i p-benzoldisullfokislot) PERIODICAL: Zhurnal obahchey khimiig 1959# Vol 29, Nr 6, pp 1802-1813 (USSR) ABSTRACT: The derivatives of the p-benzene disulfonic acid can be used as initial products for new high-molecular products. The simplest derivatives of the p-benzene disulfonic acid are of particular interest. In the present paper the authors tried the synthesis of the simplest derivatives of the m- and p-benzene dieulfonic acid and further that of the m,mi-diphonyl-oulfone-dioulfonic acid. The methyl and ethyl eaters of the m- and p-benzene disulfonic acid as well as of the m,mi-diphenyl-oulfone-disulfonic acid were obtained by the action of a benzene solution of the corresponding diobloride on sodium alcoholate solutions which were previ- ously concentrated by evaporation in the vacuum to syrupy consistency. When using nearly dry sodium alcoholates the reaction takes place at the boiling temperature of benzene Card 1/3 only with a considerable alcohol excess, but it is not Derivatives of m- and p-Benzene Disulfonic Acid SOV/79-29-6-7/72 possible to separate the dieeters of the benzene disulfonic acids as they are strongly alkylating agents and therefore react with the excess alcohol. The reaction thus proceeds according to the scheme C6 H4(SO2CI)2 +2ROKa - 2NaC1 + C6H4 (SO 20R)2; C6H 4(30 20R)2+ ROH ___w ROR +C 6H4 (SO 2OR)SO2OH. At a lower alcohol quantity the reaction proceeds slowly in the second step, and it is possible to separate the diester prior to its alkylation. The methyl and ethyl esters of the m- and p- benzene disulfonic acid are crystalline, readily melting compqunds and are iapidly saponifidd when heated in water. It was shown that the methyl esters of the acids mentioned have an intermediary position between the methyl esters of the aryl oulfonio acids and those of the nitroaryl sulfonio acids as far as their alkylating capability is concerned. The phosphaso-reaction was carried out for the diamides of the above-mentioned acids. The following compounds were ob- tained; m- and p-bia-trichloro-phosphazo-sulfone-phenylene# tetia-acid chlorides of the m- and p-phenylene-bis-oulfon- Card 2/3 ami o-phosphoric acid, m- and p-bia-trialkoxy- and bia-tri- Derivatives of m- and p-Benzene Disulfonio Acid SOV/79-29-6-7/72 phenoxy-phosphazo-oulfone-phenylene and totraestera of the m- and p-phenylene-ble-oulfonamido-phosphoric acid (5 Tables). The monoamide-monochloride of the p-benzene-dioulfonic acid and a number of N-alkylated amides of the m- and p-benzene disulfonic acid were obtained. There are 5 tables and 17 references, 9 of which are Soviet. ASSOCIATION: Institut organicheekoy khimii Akademii nauk Ukrainskoy SSR (Institute of Organic Chemistry of the Academy of Sciences, lUkrainstaya SSR) SUBUITTED: Uay 20, 1958 Card 3/3 AUTHORS: Levobenko# Ye. S., Kirsanov, A. V. SOV/79-29-6-8/72 TITLE: Reaction of Phosphorus Pentachloride With the N-Chloro- Derivatives of Aryl Sulfamidea (Reaktsiya pyatikhloristogo foofora a N-khlorproizvodnymi ariloullfamidov) PERIODICAL: Zhurnal obshohey khimii, 1959, Vol 29, Nr 6, pp 1813-1814 (USSR) ABSTRACT: Two methods have so far been applied for the synthesis of the trichloro-phosphazo-compounds: The reaction of phosphorus pentachloride with acid amides (Ref 1) and the reaction of phosphorus trichloride with the sodium salts of the chloro amides of the sulfonic acids (Ref 2). The latter reaction proceeded according to the scheme Ar$02NNaCl + PC15---p- NaCl + ArSo2N'PC'3 - It was previously assumed that the acting force of this reaction would preva- lently be the tendency of the trivalent phosphorus atom to pass over into the pentavalent state. It was found, however, that also phosphorus pentachloride does not only vigorously reaot with the sodium salts of the H-chloro-amides of the sulfonio acids, but also with the N,N-dichloro-amides of the Card 112 sulfonic acids, thus yielding trichloro-phosphazo-compounds Reaction of Phosphorus Pentachloride With the SOV/79-29-6-8/72 H-Chloro-Derivatives of Aryl Sulfamides and free chlorine according to the scheme ArSO 2XNaCl+ PC1 5 NaCl + C12 + ArSO 2N~Pcl Y LrSO 2NC1 2+ PCl 5---a- 2Cl 2+ ArSO 2 N-PCl 30 This reaction pro. ceeds readilyp with good yieldep and gives high-purity trichloro-phosphazo-compounds. Without solvent the reaction of pho 'sphorus pentachloride with the above-mentioned salts takes place so abruptly that the reaction products are completely charred. In carbon tetrachloride the reaction proceeds normally under heating. The N,N-dichloro-amiden of the sulfanic acids react slowly with PCI 5 in CCl 4 at room temperaturep but rapidly when heated. There are 4 Soviet references. ASSOCIATION: Institut organicheakoy khimii Lkademii nauk Ukrainskoy SSR (Institute of Organic Chemistry of the Academy of Sciences, Ukrainakaya SSR) SUBMITTED: May 27, 1958 Card 2/2 AUTHORS: Derkach, G. I., Kirsanovp A. V.' SOV/79-29-6-9/72 TITLE:' C-Phosphinyl-P,P-Diaroxy-Iso hosphazo-Aroyls (C-Poefinil- P,P-diarokaiizofoafazoaroily~ PERIODICAL: Zhurnal obahchey khimii, 1959, Vol 29, Nr 6, PP 1815-1818 (USSR) ABSTRACT: The C-ohloro-PgP-diaroxy-isophoaphazo-acyle of the ArCCl-mNPO(OArl )2 type yield under the influence of water the diaryl eaters of the acyl-amido-phosphoric acids (Ref 1), under the inf3uence of sodium alcoholates and sodium arylates the corresponding eaters (Hof 2). They reactreadily with ammomia and amines and are an acylating agenta'analoge of the acid chlorides of the carboxylic acids. It was of intere4 to find out whether this analogy also holds for the reaction of A. Ye Arbu30v# i.e. whether the above-mentioned acyle ' also rea;t wit1h the eaters of the phosphorous acid like the acid chlorides of the earboxylic acids. This was confirmed by the experiments. Theoe'aoyle react already at -150 under considerable heat evolution accor4ing to Arbuzov and yield Card 1/2 the corresponding C-phosphinyl-P,P-diaroxy-isophosphazo-amyle C-Phoophinyl-P,P-Diaroxy-Isophosphazo-Aroyle according to the scheme; ArCC1-NPO(OAr1) 2 +P(OAlk)RRI SOV/79-29-6-9/72 - AlkCl +ArC-HPO(OAr' )2 (1) 0PkR' (1) only two have a Among the 9 compounds synthesized crystalline nature, the remaining ones are dense liquids or vitreous products. Analytical dati.t appearance, solubility, and melting points of these compoinds are given in the table. By shaking with 90 0,6 alcohol they hydrolyze quantitatively within 4-6 hours yielding the dieiters of the acyl-amido- phosphoric acids and the correspozding acid eaters of the phosphorous acid, phosphinic acid or also of the free diphenyl-phosphinic acid, accordin,- to scheme 2. On the hydrolysis of the compounds (IV) and (VIII) (Table) it was possible to separate nearly quantilatively the aiphenyl- phoephinic acid. There are I table, and 5 references, 3 of which are Soviet. ASSOCIATION: Institut organicheskoy khimii Akadev-ii nauk Ukrainskoy SSR (Institute of Organic Chemistry of the Academy of Sciences, Ukrainskaya SSR) SUBMITTED: May 27, 1958 Card 2/2 5 (3) AUTHORS: Zhmurovaj I. No, Voytsekhovskayaq I. Tu., SOY/79-29-6-67/72 Kirsanovp A. V. TITLE: Direct AmIdation of Carboxylio Acids (Kepo3redetvennoys amidirovaniye karbonovykh kielot) PERIODICAL: Zhurnal obahchey khimii, 1959P Vol 29, Nr 61 pp 2083 - 2088 (USSR) ABSTRACT: In this investigation the authors attempted to extend the scope of application of direct amidation of carboxylic acids, under "softer conditions in a pyriaine solvent" (Ref 3) without ex- amining the question of amidation under "harder conditions at higher temperatures". Different amides affect carboxylic acids quite differently, It is especially unintelligible that several homologues and analogues of trianilide of the phosphoric acid do not react with carboxylic acidap when heated in pyridins. The question was of interest, whether the amides of the mono- basic phosphoric acids occur in pyridine as an agent of amida- tion, and whether for amidation under "soft conditions" the presence of two groups of amides in the molecule is necessary, in which at least one "free" hydrogen atom, connected with the Card 1/3 nitrogen atom of the amide group (Ref 2) has to be present. 'Direct Amidation of Carboxylic Acids BOT/79-29-6-67/72 Amides of the type (RO)2P0NH2 and Ar 2PONH2 and their N-subeti- tuted compounds were selected as samples to be analysed. The amide and the dimethyl amide of the diphenylphosphinic acid am. idate the carboxylio acids, when heated in pyridine or dioxane and are very easily saponified. The amidation capacity of the amides of the diphenylphosphinic and diphenylthiophosphinic ac- ids corresponds to thair easiness of saponification i.e. to their capacity to combine with hydroxyl. The amide, dimethyl- amide and phenylamide of the diphenylthiophosphinic acid and the phenylamide of diphenylphosphinic acid do not amidize the carboxylic acid under the same conditions, and it is difficult to saponify them. The mechanism of amidation of carboxylic ac- ids with amide and dimethylamide of the diphenylphosphinic ac- id differs from the mechanism of amiclation of the carboxylic acids with amides of the sulphuric acid. Some amidea of the diphenylphosphinic and diphenylthiophosphinic acid were syn- theaized. The amidation with the amide of the diphenylphos- phinic acid, according to the scheme RCOOH + (C 695)2PONH2 --3,RCONU2 + (C 6H 5)2 POOR Card 2/3 takes place especially smoothly. In the table amides of both *Direct 1midation of Carboxylic Aoide 807/79-29-6-67/72 phosphinic acids are listed. There are 1 table and 11 refer- ences# 2 of which are Soviet., p ASSOCIATION: Institut organicheskoy khimii kkademii nauk Ukrainskoy SSR (Institute of Organic Chemintry of the Academy of Sciences of the Ukrainian SSR) SUBMITTED: May 6, 1958 Card 3/3 5'(3) AUTHORS: Kirsanov, A. V., Marenets, M. S. SOV/79-29-7-33/83 TITLE: Urethan Phosphoric Eater (Efiry uretanfoafornykh kislot) PERIODICAL: Zhurnal obehohey khimii, 1959, Vol 29, Nr 7, pp 2256 - 2262 (USSR) ABSTRACT: Mothylurethan-N-phosphate CH 3OCONHPO(OCH A (Ref 1) which was recently synthesized by Kirsanov proved to be an active non- poisonous insecticide preparation for haematherme (further re- ferred to as X-20-35)- It was of interest to synthesize com- pounds similar to this preparation and to develop less compli- cated methods of the synthesis of K-20-35 and its analogues and to produce them industrially. They succeeded in working out two now reaction schemes for the synthesis of K-20-35, the first of which consists of three stages "3 Yield) and the em ) ( second of two stage;J(80~). LSch e (1 and 2)]. For higher Iluantities scheme ( ) is suited, for the homologues of E-20-35 scheme M According to scheme (II) a solution of methylureth- an-11-phosp~ate (K-20-35) in methanol resulted after the second stage which contained 2 mole of HC1 and 1 mol of methyl chloride Card 1/2 per 1 mol of X-20-35. After longer standing (more than 3 hours) Urethan Phosphoric Eater SOV/79-29-7-33/83 as well as in immediate evaporation of the mothyl chloride the yield is considerably reduced. AmonC the eaters of trichloro- phosphazo carbonic acid of the type n0CON.PCl 3hitherto only the ethyl estor (Refo 3,4) has been known (Scheme III). Accord- ing to the same scheme the methyl-, isopropyl-, n-propyl-, 'Loo- butyl- and n.-butyl ester of trichlorophosphazo carbonic acid were obtained. When these esters are heated, thel decompose quantitatively according to scheme (IV) (Tabl e 1 . In contrast to the earlier scheme (V), the acid dichlorides of urethan-N- phosphoric acids were obtained accordinC; to scheme (VI) in an almost quantitative yield (experimental part). In table 2 the acid dichlorides of these acids are given. The temperature of the thermal cleavage of the above estero into alkyl halides and acid dichlorides of isocyanate phosphoric acid depends on the nature of the alkyl. Some of the eaters synthesized proved to be active insecticides. There are 3 tables and 6 Soviet references. ASSOCIATION: Institut organicheakoy khimii Akademii nauk Ukrainakoy SSR (institute of Organic Chemistry of the Ukrainskaya SSR) SUBMITTED: June 9# 1958 Card 2/2 *K1q'-JA"0V' f\,V. 5 (3) AUTHORS: Levchenko, Ye. S., Zhmurovat 1. 11.# SOV/79-29-7-34/83 TITLE: Reaction of Phosphorus Pentachloride With Acid Dichlorides and Diesters of the Aryl Sulphonamidophouphoric Acids (Reaktsiya pyatikhloristogo foefora 9 dikh1oranj-;idridami i diefirami aril- oullfonamidofoeforn.ykh kislot) PERIODICAL: Zhurnal obahchey khimii, 1959, Vol 29, Nr 7, pp 2262 - 2267 (USSR) ABSTRACT: Xirsanov succeeded in transforming the trichloro phosphazoeul- phonalkyls and aryls of the type RSO 2N-PC13 into the acid di- chlorides of the corresponding alkyl- and aryl sulphonamidophos- phoric acide according to the scheme RSO 2N-PC1 3+H2 0 --4 HCl+ +RSO2NHPOC12 by the action of water or formic acid (Ref 1). It was of interest to find out whether a reverse transformation was possible, i.e. whether the corresponding trichlorophosphazo compounds could be obtained according to the scheme RSO 2 11HPOCIe Card 1/3 +PCl5 HCl + POCI3 + RSO 2N - PCl 3(1) fron the acid dichlor- Reaction of Phosphorus Pentachlorido With Acid SOV/79-201-7-34/83 Dichlorides and Diesters of the Aryl Sulphonamidophos- phoric Acids idea of aryl sulphonamidophosphoric acids. The experiments showed that the reaction (1) for the acid dichlorides of o-, m-j and_p7nitrophonyl sulphonamidophosphoric acids take a place at 130 350-within 10-15 min in yields of from 47 to 80% as well as for phenyl eater of the N-(dichlorophosphinyl)-mono- amide of p-benzene disulphonic acid at 115-1200 within 20-25 min in a yield of 49%. In all cases by-products of unknown na- ture are formed. Also in the reaction of PC1 5 with the potas- sium salts of the acid dichlorides of nitrophonyl sulphonamido- phosphoric acids the same yields wero obtained. In the action of PCl5 on the acid dichlorides of aryl oulphonamidophosphorio acids, the molecules of which contain no other substituente in the aromatic nucleus, no corresponding trichlorophosphazo sul- phonaryls are formed. In the reaction of n1l 5 with the diphenyl eaters of the above acids the diphonoxy chlorophosphazosulpho- naryles irrespective of the nature and the position of the sub- Card 2/3 atituents, are obtained in the aromatic nucleus of sulphonic Reaction of Phosphorus Pentachloride With Acid SOV/79-29-7-34/83 Dichlorides and Diesters of the Aryl Sulphonamidophos- phorio Acids acid (Scheme 3), The constants, analytical data and the yields of the diphenoxy chlorophosphazosulphonaryls are tabulated. There are I table and 7 Soviet references. ASSOCIATION: Inatitut organicheekoy khimii Akademii nauk Ukrainskoy SSR (Institute of Organic Chemistry of the Academy of Sciences of the Ukrainakaya SSR) SUBMITTED: June 23# 1958 Card 3/3 KIRWOV, A.V. [Kirsanov, O.V.1; ZHMVLIWA, L*?. (Zhuraviloya, L.P.] Diethers Of N-diidtOXY- and li-diaro37phosphsnylcarbasinyl..- phosphouic aaids,' Dop,AN UM no.4:487-489 l6o. (MIRA 13-7) 19 Iu~tltut'orgumIchaskow khimij An USSR. Chlon-korrespondent AN USSR (for Kireanov). (Phosphonic aoid) IURR NOV, A.V. (Kirsanov. O.V.); PIWOROVA. G.I. (Fedorova, H.1-1 Complexes of phosphorus pentachloride with aryl- and st7ryl- phosphorus tetrachlorides* DapeAH URSR. no.6%801-803 160. (Ulu 13:7) 1. Inst~tut organicheakoy khimil AN USSR, 2, Chlew-korretpondent AN USSR (tor Kirsanov). (Phosphorus chlorides) XIRSANOV, A.V. [Kirmanov, O.V.1; ZHMVLEVA, L.P. [Zhuraylloya, JA*P*J 1-aryl, 1-benzoyl- and 1.1,dimethyl-4-dichlorphosphinyleasicar- basides and their derivatives. Dop.AN URSR no.6:804-808 160. (MIRA 13.7) 1. Institut organichookoy khimii AN USSR. 2. Chlen-korrespondent AN USSR (for Kireanov). (Somicarbaxide) lcill~V, A.V.; ZMUVLIMAg L.P. [2huravllova. L.P.] 0 mom .Reaction of the dichloranhydride of isocyawtophosphorio sold with water. lbp.Al UISR UO#72929-931 460, (XIRA 1318) 1. Institut orpulcheskoy khlmil AN USSR. 2. Chleii-korrespondent AN USSR (for Kirmanov), (Carbamic acid) I A.T (Kilvanov, G.T.1; 710MOTA, G.K. (Yedorova, ILK.] Complex compowAs of phosphorus pentachloride with o~,OL-dlchloralkyl- phosphorus t4trachlorideso DDp.Ax URSR no.8:1086-1089 l6o. O(IRA 13:9) 1. Institut organicheekoy khtmit AN USSR. 2. Chlen-korrompondent AN USSR (for Kirmanov). (Phosphorus cholorides) 4 .1-3630 77398 SOV/79-30-1-59/78 AUTHORSt Kirsanov, A. V., Feshchenko, N. 0. TITLEt Esters of Aminobenzoylamidophosphoric Acids PERIODICAts Zhurnal obahchey Ichimll, 1960, Vol 30, Nr 1, pp 267- 270 (USSR) ABSTRAM Esters of aminobenzoylamidophosplioric acids were syn- thesized according to the following scheme: NOA114C.ONIfs t~PE~f NOA114CON"PCI3 Ill + 11COOK NOICS114CON11POCI, Ill NOA114CON11PO(OR)t (11 -' 4- P& N1j"1.GONHPO(OR)j. Dimethyl and diphenyl este:~,s of nitrobenzoylamidophos- phoric acids were obtained by the previously described methods (A. V. Kirsanov, I:v. AN SSSR, OKhN, 1954, 646; A. V. Kirsanov,.R. 0. Maki.ra, ZhOKh, 26, 905, 907, Card 1/19 1956, and others). The ni;robenzoylamidophosphoric Esters of Aminobenzoylamidophosphoric AcidE 77398 SOV/79-30-1-59/78 ASSOCIATION: SUBMITTED: acids were reduced to the eEters of aminobenzoylamido- phosphoric acid In an alcohclic solution in the presence of a platinum catalyst. Yiclds and the properties of the esters are given In Table l.- In order to character- ize the above esters, their benzoyl derivatives were prepared by the Schotten-Baumann reaction (see Table 2). There are 2 tables; and 3 Soviet references. Institute of Organic Chemistry, Academy of Sciences, Ukrainian SSR (Institut organicheskoy khimii Akademii nauk Ukrainskoy SSR) January 19, 1959 Card 2/4 Ir MHORS: Levchanka, Ye. 8.0 TITLE: Acid Chlorides of I-Diabloro-phosphi Acidel 3/079J60/030/05/31/074 B005/BO16 1-arene-imino-multonic PBRIODICAL: Zhurnal obahchey khimii, 1960, Vol. 30, No- 5, PP- 1553-1561 TEXT: The authors of the present paper chocked a paper by I. Braun and K. Weissbaoh (Ref. 5) for its correctness. The Investigations revealed that all statements of theme authors regarding the reaction of phosphorus pentachlorido with *thylamides of sulfonic acids were wrong. It was proved xperimentally that in this reaction mainly PCI is separated. Therefore, revalently a chlorination occurs whereas the aathore of Ref- 5 state that ; an oxygen atom of the sulfo group is replaced by chlorine with POC13 being separated. The principal products of the reactions of PC1 with the ethylamidon of n-butane- and cyclohexano-oulfonio acid arz liquids which do not form crystals and are distillable in vaouo with slight decoMpositio.-6 In contradiction with the statements of Ref. 5, the acid chlorides of N-othyl-butane-imino-sulfanic acid, or X-ethyl-eyolohexane-imino-sulfonic Card 1/3 Acid Chlorides of I-Dioblora-phosphinyl-arene- 8/079/60/030/05/31/074 imino-sulfoule Acids B005/BO16 acid, respectively, could not be isolated from these liquids. When treating the diacid chlorides of aryl-oulfonasido-phosphoric acids (I) with P01 acid chlorides of N-diohloro-pho "Phinyl-arene-imino-sulfonic acids (113 or trichloro-phosphaso-oulfonaryin (III) are formed. If the aryl radical of the diaoid chloride used as initial product contains olectron*gative :ubstituente, the compounds (III) resulto Ifthe &ryl radical contains no lectronegative substituents, th oo;pound3 II) are obtainedCin good yields. Table I shows 9 compounds of thi: ty 0 (11 XG0450(-NP0012) 1) which were prepared in this way. Yields, appearance, melting pointt empirical formula, and chlorine content are given for each compound. The solubilities of the compounds (11) in the common organic solvents are presented. The compounds (II) are typical &old ohlorld**, but show no acid properties contrary to the diacid chlorides (1). On the action of water at room temperature they are slowly hydrolysed. They react readily with alcohols, phenols, ammonia, aminest alcoholatoo, phenolates, and other compounds with active hydrogen. Under the influence of phenolates the aryl esters of N-diaroxy-phomphinyl-arene-imino-oulfonio acids (IV) result in good yield. Table 2 gives 9 compounds of type (IV) which were obtained from the oom- pounds (II) presented in Table 1, 14z addltAon to the respeotive e-ta iriven Card 2/3 Acid Chlorides of N-Diohloro-phosphinyl-grone- 3/079/60/030/05/31/074 imino-oulfonio Acids B005/BO16 in Table 1, this table contains data an the solubility in 6 organic sol- vents. The authors furthex investigated the direction of reactions of the type XBO 2NHPOZ2+ PC15 0' ISO(-x?0Z 2)C1 or X$02-NPZ2C' in dependence on the character of the groups X and Z. The results are summarized in Table 3. The investigations are thoroughly discussed. In an experimental part all procedures carried out are described in detail. There are 3 tables and 7 references: 2 Soviet and 5 German. ASSOCIATION: Institut organichaskoy khimil Akadenii nauk Ukrainskoy SSR (Instltutl of Orsnia Chemistry of the Academy of Sciences, Ukrainakays, SS SUBMITTED: May 7# 1959 Card 3/3 MCHMO, Te*So; SMXMN, I.I.; ZIRSANDV, A.T. Phanylamides of 9-diantlidophosphinylareniminosulfouic acidas Zbur.ob.kblm. 30 no.6:1941-1946 Js '6o. (MIRA 13: 6) 1. Institut organicheskoy khimil Almdemll nauk Ukrainskoy SSR, (Asides) (Salfonic acids) LITCEINKO, Te.S.; 13RKAGE, N.Ta.; KIRSAMV. A.T. Chlorides of S-iu7lsulforglareniminosulfoule acids. Zbur.ob. khim. 30 no.6tl971-1975 Je 160. (MIR& 13:6) 1, lustitut orgautchaskoy khimii Akademii nauk Ukrainskoy SSR, (Salfonic acids) (Chlorides) 8/079J60/030/06/07/009 B002/BO16 AUTHORSs Loychonkop To. Be, Pivenip Yho To, Xireanoyp As Vo TITLEs Alkylationlof Phosphorus Diiodido PUIODICALs Zhurnal obehahey Wally 1960t V01- 309 Not 6t PP* 1976-1981 TEXTs In the present paper the alkylation of PI 3 and especially of P21 4 by means of alkyl halides is investigated. The phosphorus iodides are trongly nucloophilio compounds (the addition of an electronophilio group : uch as alkyl halides takes place readily in this case according to ' A. To. Arbuzov (Refs 3) and other scientists). The reaction mechanism in explained* The reactions were carried out with benzyl iodide and bensyl chloride, further with CR3-1 q 95-P n'-03"7-p n.-C 4R9-, and iao-CE,,- iodide* The mixture of P21 4 + bensyl iodide was heated up to 110-11501 the "action at this temperature was exothermal. An intermediate complex was formed firstj which was converted to tribenzyl phos-hine, yield 9%, under the action of alkali and reducers# but not on moderate heating In Card 1/3 Alkylation of Phosphorus Diiodide 5/07 60/030/06/07/009 3002Y301 6 vacuo. The reaction~also proceeds in solvents with ohlorobenzene being most suitablee The reaction was further shown to be possible also with red phosphorus + iodine + bensyl. Iodide and red phosphorus + bansyl iodide$ P 21 4' + I zuBt,be added in this connection in catalytic quantity only* It was concluded therefrom that the reaction presumably takes place via P21 4 being formed* PI 3+ bensyl iodide gave only a small yield of tribensyl phosphinic oxide and dibensyl phosphinic acid* The alkylation proceeds via the formation.of P I which was confirmed by the fact that 2 4 the yield was considerably increased in the letter reaction by further phosphorus addition, p-bonsyl chloro-iodide reacted like bonsyl iodid*9 p-nitrobanzyl iodide-rapidly tormed.zesinous products. It was not possible to isolate mono and dibensyl phosphinio acids from the reaction P21 4 + + bensyl iodidet. since the partly a4ylated products are further alkylat- ad much more easily than P21 4 itself*' The reaction P214 + alkyl iodides took place only in a sealed tube at 200-22000. After hydrolysis the oxides of the corresponding trialkyl phosphines were formed, The proportion of the compounds thus obtained correspond with data from publications Oard 20 KIRSANOT, A,V.; SHOEDL, V.I. ------- Diesters of thloacylamidophosphoric acids. Zhur. ob. khime 30 no-9:3031-3037 8 160. (MIRA 13:9) 1. Institut organicheekoy khimii AkademH nuak Ukrainstoy 3SR9 (Phosphoric acid) .-KIRSAMY, A.Y. -, ZHURAVLWA, L.P. Diestere of N-dialkoxy- and 9-diaroxyphospbpnylcarbaminylphosphonic acids. Shur* ob, khim, 30 no.9:3038-3041 5 160. (Knu 13:9) 1. Institut organichookoy khimii Akademii nauk Ukrainskoy SSR. (Phosphonic acid) 7ZHC - , N*G.; ~,]~~IOV, A.V. ---I Phosphours Iodides. Zhur. ob. khim. 30 n0-9:3041-3043 3 160. (MIRA 13:9) 1, Institut organicheskor khimli Akademii nauk Ulcrainakoy SSR. (Phosphorus iodide) S/079J60/030/009/011/015 BOOI/BO64 AUTHORS: Zhmurova, I. N., Kirsanov, A. V. TITLE,. Trichloro-phoapha z0 ~;~Yls PERIODICAL: Zhurnal obahchey khimii, 1960, Vol. 30, No- 9, RP-3044-3054 TEXT: In continuation of papers of Refs* 1-4 the authors studied the re- action of phosphorus pentachloride with a series of aromatic amines and some derivatives of aryl amido phosphoric acids. Trichloro-phosphazo acyle are obtained almost quantitatively on the action of PCI 5 on acid amides (Ref. 1). On the reaction of aromatic amines or their hydrochloric salts 11 ith Pal in boiling carbon tetrachloride compounds are obtained in good xields, hich, in their composition, precisely correspond to chloro-phos phazo aryls (Table 1). ArNH 2 + Pal5 b 2HC1 + ArN - Pal 3 (1) ArNE3Cl + PC15~--+ 3HCl + ArN - PCl3 (11) Amines with basicity Kbas 0 10-9 - 1013 give rise to trichloro-phosphazo aryls in the form of dimers, while low-basicity amines yield such in the form of monomers. Dimers of trichloro-phosphazo aryls obtained from amines Card 1/3 Trichloro-phosphazo Aryls S/079/60/030/009/011/015 B001/B064 with Kbas ' 10-9 - 10-10 0 ar6 decomposed, on boiling, in benzene solutions, and not in monomers, whereas dimers from low-basicity amines are partly or wholly decomposed into monomers. Monomers of trichloro-phosphazo aryls resulting from aminse with basi6fty K bas w 10-10 - 10-13, could be obtain- ed in benzene solution only. When their solutions are evaporated, t1le mono- mers are converted into the respectiv; dimerse Trichloro-phosphazo aryls from aminee, with Kbas . 10-14 - 10-1 resemble the trichloro-phosphazo acyla as to their physical and chemical properties. Again with respect to these properties, the dimers of trichloro-phosphazo aryls differ sharply from trichloro-phosphazo acyle and apparently possess a cyclic "benzoid structure". Dimers of trichloro-phoaphazo aryls likewise result on the action of PC1 on a series of aryl amido phosphoric acids. The dimers of trichloro-?hogphazo aryl,) derive their importance from the fact that thdy are also formed by the'reactioL of phosphorus pentachloride with various derivatives of aryl amido phosphoric acids (Table 2). There are 2 tables and 13 references: I Soviet, 6 US, 1 German, 3 British, and 2 French. Card 2/3 Trichloro-phosphazo Aryls S/079/60/030/009/011/015 13001/B064 ASSOCIATION: Institut organicheskoy khimii Akademii nauk Ukrainskoy 38H I (Institute of Organic Chemistry of the Academy of Sciences of the Ukrainskaya 35R) SUBMITTED: July 31, 1959 Card 3/3 KIRSANOV, A.V.; FESHCHENK , N.G, Azo dyes based on dimthvl esters of amin phonylmilfonylamidophosphoric acids. Zhur.ob.kh4m. 30 no.lDs3389-3392 0 161. (KMA 1/+:4) I* Institut organicheskoy Ichim" Akademii nauk Ukrainakoy SSR. (Phoophoramidic acid) (Aso dyes) DERKACH, G.I.; SHOKOL, V.A.I.XIRSANOV, A.V. Diesters of acylamidophosphoric acids* Zhursob.khim. 30 noolOt 3393-3397 0 1'61, (MIRA 344) 1. Institut organicheakoy Ichimil Akademii nauk UkrairAskoy SSR, (Phosphoramidic acid) 8h881 0 5, 1110, 8/07 60/030/010/023/030 BOOIYB066 AUTHORS: Darkach. G. I. and Kirsanov, A. V. TITLE: Polymerization of N-Diaroxy-phosphinyl Arene Amidine PERIODICAL: Zhurnal obahchey khimii, 1960, Vol- 30, No. 10, pp. 3397 - 3401 TEXT: The amidines ArC1-"PO(OArt)21NH2 synthesized by the authors in a previous work are quickly and quantitatively polymerized by strong mineral acide to give colorless, crystalline products without basic properties (Table 1). According to their ultimate analysis and molecular weight, they are trimers of the N-diaroxy-phosphinyl arene amidines.' Polymerization takes place readily and with small quantities of strong mineral acida, as well as with formic and acetic acid; benzoic acid is ineffective. If the amidine hydrochlorides are exposed to air, they are quantitatively converted into trimers after some days, which is not the case in dry air, not even after several months. Polymerization proceeds smoothly when boiling their salts in 96% ethanol and dissolving them in Card 1/3 84881 Polymerization of N-Diaroxy-phosphinyl S/079J60/030/010/023/030 Arene Amidine Booi/Bo66 concentrated sulfuric acid# The trimers of N-diaroxy-phosphinyl arens amidines greatly differ in their properties from the initial monomers: They melt at considerably higher temperatures, are insoluble in most organic solvents (contrary to the monomers), and are not changed when treated with dilute acids and alkali lyes, not even by short boiling. Polymerization is usually caused by the unsaturated state of the mole- cule. Thus, a double bond causing trimerization is bound to exist in the X molecules of N-diaroxy-phosphinyl arene amidines, i.e., between the carbon atom and one of the nitrogen atomo. It can thus be illustrated only by -the two tautomeric forms NH - H.. N - H.. ArC 0 ArC 0 N - P(OW )2 KH --F OAV )2 M (II) For this work,some N-diaroxy-phosphinyl arene amidines hitherto unknown were synthesized by the previous method (Table 2). There are 2 tables Card .2/3 DERKACH, G.I.; DREGVALI. I?jj XIMANOV, A.V, . . I - I Trichloraphosphas~-~-arylmtlforqliminobenzoy3.9. ZJn=.ob.JrhJa 30 noelOt3402-3407 ll.i 161. (KEPA 24 W 1. Inotitut organichookoy khImli AN Ukraiwkoy ssR. (Phosphazo, compounds) 87532 S/079/60/030/012/016/027 BOOI/BO64 AUTHORSt Fedorova, G. K. and Kirsanov, L IV. TITLE: Reaction of Phosphorus Pentachloride With Unsaturated Hydro.. carbons PERIODICAL: Zhurnal obshchey khimii, 1960, Vol. 30, No, 12, PP-4044-4048 TEM No compound of the RCHClCH 2PC1 4* PC15and RCHClCH2PC14 types had hitherto been obtained in the pure state. It is hardly believable that in the hydrolysis of such compounds or under the action of SO 2 upon them, under milder conditions, a quantitative separation of HCl should take place only under the formation of unsaturated phosphinic acids or their acid dichlorides, and not under the formation of the correspondingA -chloro phosphinic acids or their acid dichlorides. It may be assumed that the reaction of PC1 5 suggested by E. Bergmann and A. Bondi (Ref.4) with un- saturated hydrocarbons may proceed in a different way, i.e., without formation of A-chloro phosphinic acid derivatives by the scheme Card 1/3 87532 Reaction of Phosphorus Pentachloride With S/079/60/030/012/0!6/027 Unsaturated Hydrocarbons BOOI/BO64 6 RCH-CH + PCI o[(RCHCH RCI 4 [RCH-CHPCI+] tPC 2 2PC14 3 ->RCH- CHPC1 PC1- It was the aim of this study to obtain the 3 6 - immediate reaction products of PCI 5 with unsaturated hydrocarbons and to identify them. PC1 5 which reacts readily with styrene, was the initial product. A crystalline complex C H CH-CHPC1 +. PCl- formed at 0 0C in the 6 5 3 6 course of six hours under the formation of 1 mole HC1. Thus, it may be concluded that in this case the intermediate product of the 1rCHClCH 2PCI4-PC1 5(Ref-7) does either not form at all or is so unstable that it decomposes at 0 0C already. The C H CH - CHPC14-PCI- yield amounted 6 5 3 6 to 80%. When the complex Is reacted with SO 21 styryl phosphinic acid di- chloride forms in a high yield (Ref.7). Styryl phosphorus tetrachloride is obtained under the action of styrene. When reduced with red phosphorus (Ref.8)t the complex is converted into styryl phosphine dichloride. All these chemical conversions together with the analytical data confirm the Card 2/3 87532 Reaction of Phosphorus Pentachloride With 5/079/60/030/012/016/027 Unsaturated Hydrocarbons BOOi/Bo64 structure of the complex. When heated, the complex decomposes to HC1, PC1 3' and halogenated hydrocarbons. The unstable styryl phosphorus tetra- chloride could not be obtained in the pure state; its structure was. how- ever, confirmed by its conversion into styryl phosphinic acid dichloride under the action of S02 and by reduction with red phosphorus to styryl dichloro phosphine. Similar complexes of the ArPCI 3' PCI6type were synthesized by reacting PCI5 with aryl phosphinic acid dichloridea; ArPOC1 4 2PC1 )POC1 + ArPCI+.Pcl - There are 9 referencesi 4 Soviet, 2 5 3 3 6' 6 US, 1 British, and 3 German. ASSOCIATIONs Institut organicheskoy khimii Akademii nauk Ukrainskoy SSR (:nstitute of Organic Chemistry of the Academy of Sciences Ukrainskaya SSR) SUBMITTEDt January 28, 1960 Card 3/3 5/07Y60/0 3 0/012/017/02 7 GS0 B001 Zo64 AUTHORSt Zhmurova, I. N. and Kirsanov, A:.V1_ TITLF.3 Hydrolysis and Acidolysis of Monomeric and Dimeric Trichloro-- phosphazoaryle PERIODICALs Zhurnal obahchey khimii, 1960, Vol. 50, No. 12, PP-404B-4053 TEXTs The trichlorophosphazoaryls (IrN - PC1 3) obtained in the previous paper (Ref.1) are easily hydrolyzed by air moisture. They acidolyse with formic and acetic acid to aryl amidophosphoric acid dichlorides (I)-(IV) (Table 1). In contrast to monomeric trichlorophosphazo aryls the dimerio compounds are not transformed in-to aryl amidophosphoric acid dichlorides durin hydrolysis or acidolysis. Dichlorides of the arylamidophosphoric acid IV)-(XII) (Table 1) may be obtained by the method described in Ref.1 under the action of formic acid on the solutions of monomeric trichloro- phosphazoaryls according to reaction (A). The latter are easily hydrolyzed with water (some of them even by air moisture) which renders their purification difficult. On prolonged heating in dissolved state or on water bath without solvent, they gradually decompose. The authors proved Card 1/3 Hydrolysis and Acidolysis of Monomeric and S/07Y60/030/012/017/027 Dimerio Trichlorophosphazoaryle BOO1 B064 the identity of arylamidophoaphoric acids which are mentioned by Michaelis (Ref.2). On reacting PC15 with arylamidophosphoric acid di- chlorides the initial products were obtained in high yields, i.e., the monomeric and dimeric trichlorophosphazoaryls (Ref.1)s ArNHPOC12 + Pol5-> FOC1 3 + HCl + ArN- PC1 3 2 ArRHPOC12 + 2PC15 2POC13 + 2HC1 + (ArN - PC1 3)2 The structure of dimerie trichlorophosphazoaryls could be determined by partial hydrolysis only in four dimers. According to the elementary analysis, their molecular weight and the chemical properties, the reaction products obtained in this connection are acid chlorides of N,Nl-diaryl-N-dichlorophosphinyl diamidophosphoric acid (Table 2). All other dimers gave only viscous resins. In crystalline state N,Nl-diaryl-N-dichlorophosphinyI diamidophosphoria acid chlorides are rather stable; on heating in organic solvents or POCI 30 they rapidly decompose. Their structure was confirmed by converting them into the dimeric initial trichlorophosphazo aryls with 2 moles PCI 5* There are Card 2/3 Hydrolysis and Acidolysis of Monomeric and S/079/60/030/012/017/027 Dimeric Trichlorophosphazo&ryle B001/Bo64 2 tables and 2 referencest 1 Soviet and 1 German. ASSOCIATIONs Institut organicheskoy khimii Akademii nauk Ukrainskoy SSR (Institute of Organic Chemistry of the Academy of Sciences Ukrainskaya SSR) SUBMITTEDi January 28, 1960 /~ Card 3/3 ",~ ~OVA~J. 2MUVlXVA, L.P. Derivativen 10f 4-006PUW28micubaside, Zlhw, obg kUms 31 U941, 210-216 Ja 61, (KIFA 3.4121 II* infititut orgskohaskoy kbivnij #k&dwAii mauk Ukraimkoy SSto (Smiwwbaside) - 89519 3/079/61/031/002/012/015 BI 1 8/B208 jUreanov, A. V. and Shokol, V. A. Aryl eaters of N-diaroxy-phosphinylimino-thiocarboxylic acids of the aromatic series Zhurnal obahchey TEXT: Thediesters of thioaoyl-phosphamic acids ArC(-S)NHPO(OR)2 synthesized by the authors in Ref. I re tautomeric with li-diaroxy-phoophinylimino-thio- carboxylic acids (I) Arc r. NPO(OR)21SH. The aromatic eaters of the latter were obtained by reacting the chlorides of N-cliaroxy-phosphinylimino- carboxylic acids (Ref. 2) with sodium thiophenolates, or (with particular ease) with thiophenols in the presence of tertiary amines: + MAP + (C H Arc NPO(OArt) C1 - a, 5) 31) Arc NPO(OArI )2 SAr". The eaters I or NaSAr" I are insoluble in wator# alkali lyes, and acidn. p-Nitrophenyl eaters of H- diaroxy-phoophinylimino-thiocarboxylic acids are gradually decomposed on Card 1/3 # 89519 1079J61/031/002/012/019 Aryl esters of N-diaroxy- i-118/B208 heating (250-30000 in high vaouum to give nitriles, and also considerably carbonized. As far as the chemical propertise are concerned, the esters (I) mu ch resembl:,!he ail esters of N-diaroxy-phc3phinylimino-carboxylic acids (Ref- 3). E re (, are easily saponified with aqueous-alcoholic solutions of strong mineral acids, and with 90% acetic sooid. When treating the esters (1) with NH 3 or amines, the corresponding ami(ines and thiophenols are obtained: ArC [_ NPO(OArl) 2] SAr" + RNH2 ? Ar"SH + , rC [_ NPO(OAr') 2] NHR. In alcoholic solutions, the esters (I) react iith NH very easily and with nearly quantitative yields. The reaction of he eaths (I) with amines is much more difficult, and requires prolonged h#ating (up to 35 hr). To com- pare the properties of the esters (I) with th- aryl esters of N-diaroxy- phosphinylimino-carboxylic acids (Ref- 3), thi- reaction of the latter with NK3 and amines was studied. The aroxy*group if these aromatic esters, which is combined with the carbon atom, wai found t( be also substituted by the amino group, on the action of NH or amines, giving the corresponding amidines and phenols: 3 Card 2/3 89519 S/079/61/031/002/012/019 Aryl esters of N-diaroxy- B118/B208 ArC I -NPO(OArQ 2] OAr" + RNH2 0 Ar"OH + ArC [_ NPO(OAr' )21 NHR. Concentrated HNO hydrolyzes the esters (I) to diesters. When heating the esters (I) with 3dimethyl sulfate at 1000C, without solvent, no alkylation occurs at the sulfur atoml the initial prodict gradually changes to form nitriles, thiophenols, diesters of acyl-phc3phamic acids, and other products of unknown structure. The sulfur in the esters (I) thus has not the properties of sulfide sulfur. There aisi 4 tables and 7 references: 5 Soviet-bloc and I non-Soviet-bloc. ASSOCIATION: Institut organicheskoy khimi~ kkademii nauk Ukrainskoy SSR (Institute of Organic Chemis-ry of the Academy of Sciences Ukrainakaya SSR) SUBMITTED: March 7, 1960 Card 3/3 AUTHORS: TITLE: PERIODICAL: 89520 8/07gj6l/031/002/013/019 B118/B208 Fedorova, 0. K. and Kiroanov, A. V. Reaction of dichlorides of alkyl phcephinic acids with phosphorus pentachloride Zhurnal obahchey khimii p v -. 31 1 no. 2, 1961 t 594-598 TEXT: On reaction of the diohlorides of aryl phosphinic acids with PC159 crystalline complexes ArPC1, 'PO16 are formed, as has been shown by the authors in Ref. 1. The purpose of the present study was to clarify whether this reaction is specific only for the dichlorides of aromatic phosphinic acids, or holds for the dichloridee of aryl a n d alkyl phosphinic acids. The authors studied the reaction of P015 with dichloridea of ethyl-, propyll and butyl phosphinio acids, and found that under mild conditions (i- ben- zene, at 8000)_not only the dichloro phosphinyl group is converted to the group PC1*-PCl 3 6, but also complete chlorination of the a-carbon atom occurs giving complex compounds of PC1 5 with a, a-dichloro-alkyl phosphorus tetra- Card 1/4 a9520 8/079/61/031/002/013/019 Reaction of dichlorides B118/B208 chlorides: RCH2POC12 + 4PC15 2HC1 + 2PC1 3 + Pool3 + RCC1 2PCl3.PC1 6' The positIm of the chlorine atoms in the alkyl groups is confirmed by the fact that the complex C2H3 C12pol3 0FC16 gives with 802 the dichloride of dichloro-athyl phosphinic acid which corresponds to that obtained by A. M. Kinnear (Ref. 2) from a, a-acid. The complexes RCC1 PCl+ - (Tablel) are insoluble in common 2 3-06 solvents, and react vigorously with water and alcohols, they are hydrolyzed at different rates depending on the character of the radical. The complex CH CM PCI +-Pei- is hydrolyzed with water at 200C, splitting off about nine 3 2 3 6 chlorine atoms, and about ton chlorine atoms when boiling with water for two hours; the last chlorine atom cannot be split off even by prolonged boiling. The complexes C H eel Pei+.Pcl- and n- C3H7 eel Pcl+.Pcl- are 2 5 2 3 6 2 3 6 hydrolyzed by boiling with water for one hour, splitting off all chlorine atoms. Reaction of sulfur dioxide with the complexes RCC1 Pcl+.Pcl-(R-CH H # n- C3H7) gives the dichlorides of a, a-dichloro- 2 3 6 39 C2 5 Card 2/4 89520 9/079/6.1/031/ow/oi.~/Olq Reaction of dichlorides ... B118/B208 alkyl phpphinio acids: RCC1 PC1 Poll- + 2SOf---), POC1 + 2S001 + RCC1 POC1 The compl4x 2 3* 6 3 2 2 2' CH3 Ccl2POC12 (1) first synthesized by A. M. Kinnear (Refo 2) has not been characterized in detail. It is crystalline, distillable in vacuo, causes weeping, and is well soluble in organic solvents. When treating complex (1) with alcohols in the presence of pyridine monoalkyl esters of the monoacid chloride of a, a-diohloro-ethyl phosphinic acid (II), CH 3CC12PO(OR)Cl are formed. They have a fruitlike odor and possess insecticidal properties. Complete hydrolysis of the dichloride of a, a-dichlorobutyl phos, inic acid, or of the complex n-C H CC1?Cl+o gave a-ketobutyl phosphinic acid .3 7 6 (n-C3 H7COP(OH)2) which is stable in aqueou -a acid solutions (Ref- 4). M. 1. Kabachnik and P. A. Rossiyekaya are mentioned. There are 2 tables and 5 references: 3 Soviet-bloc and 3 non-Soviet-bloc. ASSOCIATION: Institut organicheskoy khimii Akademii nauk Ukrainskoy SSR (Institute of Organic Chemistry of the Academy of Sciences Ukrainskaya SSR) Card 3/4 89520 8/07 9 /61/031 /002/0131019 Reaction of dichlorides - e.-. Bil8/B208 SUBMITTED: March 14, 1960 Card 4/4 89521 S/07-651/031/002/014/019 B1187B208 AUTHORS: Kirsanov, A. V and Zhuravleva, L. P. TITLE: N-dichloro-phosphinyl carbamic acid PERIODICAL: Zhurnal obshchey khimii, v. 31 9 no. 21 1961 , 598-604 TEXT: It was to be expected from Ref. 1 that N-dichloro-phosphinyl carbamic acid formed by treating the dichloride of isocyanato-phosphoric acid with water splits off readily C02 being converted to phosphamic acid dichloride. Experiments disclosed that isocyanato-phosphoric acid dichloride readily sPlits Off C02 with excess water, in which connection, however, the acid chloride part of the molecule is hydrolyzed: Cl 2PONCO + 4H 20 )ICO2 + 2HCl + NH4H2PO 4' Addition of water only to the isocyanate group, without hydrolysis of the chlorine atoms bound to phos*=4 was possible only by the method of R. Graf (Ref. 2), i.e., with concentrated hydrochloric acid. In this way the dichloride of isocyanato -phosphorio acid gives the thermostable N-dichloro-phoephinyl carbamic acid M: Card 1/3 89521 8/079/61/031/002/014/019 N-dichloro-phosphinyl ... B118IB208 C12PONCO +H20 i0 C12PONHCOOH. Its structure was Ponfirmed by analytical (kta and the following reactions: 1) Complete hydrolysis gives HClj NE 39 COV and H 3PO41 2) reaction with PC15gives HC1, POC13 , and C12PONCOi 3) trialkyl phosphates are formed nearly quantitatively with alcoholal 4) with aniline, the aniline salt of N-dianilidophosphonyl carbamic acid rZ ultsi 5) heating to 1600C gives HC1, 012PONCO, and the polymer CHOPO - NCO H1 - The aniline salt of N-dianilidophosphinyl carbamic acid obtained from N-dichloro phos- phinyl carbamic aoid and aniline hydrolyzes when treated with alkali lye to give the sodium salt of dianilidophosphoric acid, aniline, soda, and NH Mhen heating N-dichloro-phosphinyl carbamic acid, the following processi; take place successively: 0 0 100 10001 2C12POSHCOOH C12PONCO + I [HOP0 (- NCOOH)j x 100 P -i'(HOPONH)x I (PON) x x Card 2/3 89521 S/079/61/031/002/014/019 N-dichloro-phosphinyl B118/B208 The thermal stability of N-diohloro-phosphinyl carbamic acid and N-carbmy- metaphosphimic acid is probably due to an aromatic structure formed by a hydrogen bond. There are 9 references: 1 Soviet-bloc and 8 non-Bftet- bloc. ASSOCIATION: Institut organicheskoy khimii Akademii nauk Ukrainskoy SSR (Institute of Organic Chemistry of the Academy of Sciences Ukrainskaya, SSR) SUBMITTED: March 21, 1960 Card 3/3 3/079 6!1031100310!310!3 B?fPYB207 AUTHORSt Levchenko, Ye. S. and lirsanov. A. V. TITLEi Nomenclature of compounds containing tht- N-S double bond PERIODICALt Zhurnal obshchey khimii, v. 31, no. .5, !961, 10A0-1042 TEXT: Comparatively few of such compounda have hitherto been knivn so that their nomenclature was or no practical Importance. Since, h-1wever, recently the number of new types with the above bond has considerably increased, a suitable nomenclature has become indispensable. The aulhors take account of the nomenclature suggested by R. Appel et al. (Ref. 2s Lieb. Ann., 6!8, 53 (1958)), 1. Whitehead, H. Bentleyl they are of the opinion that the nomen- clature to be developed should not deviate from the ritles of nomenclature holding for other classes of compounds, and that it should chara-:.terize th chemical nature of the compound an clearly as pcssible, including the degre: of oxidation of the atom determining the class of the compound in question. For this reason, the authors regard I. Whithead's and H. Bentlkey'6 sugges- tion as insufficient since the following principle holds for their nomen- claturet If an imino group adds to the male~,ule of the comp:iund, its name Card 1/5 S/0.79~61/031/00i/013/013 Nomenclature of BIJO/B207 receives the enling "imine". This principle is little used in other olasses of compounds qnd cannot be applied to the majority of izlsoses of .compounds whose RN. or IM. groups are linked with other atoms by double bonds. Ac- cording to Whitehead's and Bentley's suggestion, aidimines (aldehyde imines) RC(v-NH)OH would have the name "alkyl idenimines" since thti NH- group adds to the alkyl idenes. The rules of nomenclature that have been :n use for a long time, for compounds with both NwC and C-S bonds, should not be changed. Besides, the above principle does not characterize the chemical nature of the compounds. Compounds with R 2S-NH bonds are no derivatives of sulfides, but of sulfoxidos so that their name should characterize their relationship with sulfoxides and not with sulfides. Compounds with the R 2S-NH bonds also belong to the sulfoxides, just as the aldimineo belong to the aliehydes and the imino acids to the acids, so that these compounds should be termed sulf- oxide . imines and not sulfide imines. The ending "imine" cannot determine the valency state, since in aldimines and ketimines the valency of carbon is the same as in aldehydes and ketones. The authors recommend the following principles for the nomenclature of compounds containing HN. or RN-groupst 1) The HNo group should be called imido group only if it, is linked with two Card 2/5 1"oz.-Inclature of ... B110/B2407 1~ 2) The FEN. Group should be oalled imino group only if it is linked- with both bonds to one atom only- 3) The names of compunds with an No$ bond (or 11-P bondq eto.) should be derived from the names of t-he rospoctivo oxyUk-ni conpounds and completed by the endina "imine". For the individual clazs~;.; of compoundo with tin N.S bondp the namee listed in the talule are uur-aested. There are I table and 6 Soviet-bloc reforencee. 'he 3 rofer- encoc to EnC;lioh-lanGuage yublications read as follow:;: N. Bcn.'.Iey, 1. 'iftlitelic-d, J. Cham. Soc., 1950, 11081; V. Smith, C. TullueL,,, R. S.-Ath, V. EnZ;clhardt, j. Ar.. Chem. Soc. , 82, 551 (1960); G. Kosolapoff, OrGanoihospLo- ru.- comijoundo, N. Y. (1950). ASZOCIIATIO10 Inutitut organichookoy khinii Ali VSSP (Institute of Organic Chemictry AS UkrSS111) SUB:111MM: July 25o 1960 Cara 3/5 FZSHCHENKO N. G. ; AIRSAAQV 0 ~, A.V. Phenyl - and diphenylphoBphoruo iodides. Zhur. ob. khim. 31 no.4:1399-2400 Ap 161# (HIRA 31,:,4) 1. Institut organichaskoy khimii Akadeviii nauk Ukrainskoy SSR. (Phosphorus compounds) KROPAVHffA, A.A.j DERKACH, G.I.) KIRSANOV, A.Y. N, NO, NN-Trieth;rlenotriamidophosphaso compounds and NO. Nw, V'w- triethylong-H-diamidophosphinylArem-lAiness Zhw.ob.kUm. 31 - no.5t1601-1604 MY 161. (KMi 14 0) le Inotitut organiobaskoy khiaii Akadeaii nauk Ukraiwkoy SSR, (Phosphaso compounds) (Amidings) KIRSANOV, Mal HARENSIS, H.S. Therml ol*aTW of phaWl trichlorophosphasocarbonatee Zhurpobt kbit, 31 zioe5iI605-1607 IV 161, (KM 1415) L Institut organiobeekoy IthJuil AN Ukrainskoy SSR. (Phosphaso compounds) (Carbonic acid) KIRSANOV, A.V.; I NOWS, H.S. Eaters of urathanphpophorio aoidis Part 2. Zhur.ob.kbin. 31 no. 5 tl6M-l6nW Y.61. (KVU 34t4) I@ Ino4tut orgwdcbaskc7, MI-14 AN Ukrainskoy SSR. (Urethai2phosphoric aoid) IZVCHENKOO less*) JIIIISANOIIL A.V. N-arylaulfozzy1iminothionyl, chlorides. Zhw.ob.khim. 31 no.6t1968- IM ;a 161. (KIRL 14s6) L Institut organichaskoy kidmil AN ukrainskoy m. (Thionyl chloride) (sulfonio aoicla) WCHENKOI Ye.Soj DERKACH, N,Ya*j KIRSANOV, A.V. Chlorides of N-ar7loulfonylarenimin sulfouic acids* Part 2. ZhIW.ob. khim. 31 no*6tl973.-1976 To 161. (KM 14s6) 'I* Institut organichookoy khimii AN Ukrainskoy MR. (Sulfonic aoide) (Chlorides) SHOKOL) Y.A.; KIRSANOV,. A.V. Ni-dilLroxnhosphinyl-N2(N3-qrylthioc.arbenizql) arenazoidines (NI-aryl-Nz()13-diaroxypb,oophinyliminoaroyl)-thiourea). Zbur. ob.khim. 31 no-712275-2282 Jl 161. (AVA 14:7) 1. Institut organichesk6y Irbi-ii AN Ukrainskoy SSR. (Urea) (Amidineo) LEnHEM, Ye.S.1 KO=V, F,.S,; KIRSANCY4-A,-Y. N-carbethwVareneimino sulfonyl chlorides. Zln,r.ob.khim- 31 no-7t 2381-2385 In 161. (MM 14:7) lo Inatitut organicheskoy khimli AN Ukrainskoy SSR. (Sulfonyl chlorides) DEWCHI G.I.; DREOVALI, G.F.; KIRSANOV A V. Triaryloxy phosphazo-N-~.arvlsulfonyliminobenzoyls and N- diary;oxyphosphinyl-NO-aryli3ulfonylbenzamidines. Zhur.ob.kmm. 31 no.7s2385-2390 JI 161. (MIRA 14:7) 1. Institut organicheskoy kbimli AN Ukrainakoy SSR. (Phosphorve organic compounds) (Benzamidines) DEWCH, G.I.; laWZEMENT-PRIKHODIKO, V.V -ji~M~lv ~ H-diaminophosphiiql"oylamides. Zhur.ob.khim. 31 no,7:2391-2396 11 61. (MIRA 14:7) L.. Institut "ganiohookoy khimii AN Ukrainokoy SSR. (Phosphinic amide) SHEVCHENKO# V.I.-, SHTEPANEK, A.S.; KIRSANOV, AN. Isocyanatephen.vlphosphinyl chloride. Zhur.ob.khim. 31 no.9:3062-3066 3 161. (MM 14:9) 1. Institut organicheakoy kbimii AN Ukrainakoy SSR. (Phosphinic chloride) DERKACH, G.I.; ISProus A.M.; Alkyl esters of N-dialkoxy- and N-diaroxypbosphizqlindnocarboxy]Ac acids. Zhureobakhim. 31 no,10:3424-3433 0 161. (HIRA 14: 10) 1. Institut orgaaicheakoy WWI AN Ukrainskoy SSR. (Eaters) 'f' A-Am, Orgwdo) PROMENK09 L.D.1 DERWHI 0.1.1 KMANOV. A.V. Bintrietbylenetriamidophosphazo derivatives of dibasic acids and diethylonediamidoo of bie-N-diethylonediamidophosphirqlimirio- oarboxylic acids. Zbw.obakhim. 31 no.10:3433-3436 0 161, (KMA 14: 10) 1, Institut organicheakoy kbim4i AN Ukrainskoy SSR i Mcrainskiy nauchno-isoledovateltakiy sanitarno-khImichaskiy institut. (Acids., Qrganic) (Phosphazo compounds) DSRXACH, 0,I.j GUBNITSKAYA, Ye.S.; KIRSAVOV A V. TriphwqlphoophazoaroY:Loj, N-diphopylphosphInylphanylaryl ketiminest and N-diarylphosphinylaroyl amidess Zhur. ob. khim. 31 no. H33679- 3684 N 161. (MMA 14:3-1) 1. Institut organichookoy khlmli AV Ukrainakoy SSR. (Phosphorus organic compounds) ZHMOVA, I.N.1 KOSANOV, A.V. Plionyldichlorophosphazoaryls. Zhuro ob. khim. 31 no. 110685-3689 N 161. (MMA 14:11) 1. Institut organichemkoy khimii AN Ukrainskoy SSR. (Phosphoruo organic compounds) ZHKUROVAp I.N.1 VOYTSEKHOVSKAYA., I.Tu.; KIRSAPOV, A.V. Triphenoxyphosphazoaryle, Zhur. ob. khim. 31 no. 110741-3764 N 161. (MIRA 1401) lo Inatitut organicheskoy khimii AN Ukrainakoy SSR. (Phosphazo compounds) DFIMCHO G.I.j GUBNITSKAYAp Te*S*j KILSANOVO A.V. TrJAMIJAOphosphazoaroylB and N-dianilidophosphlnyl-NI-aryl- arenimidines, Zhur. ob. khim. 31 no. 11:3746-3750 N 161. (HIRA 14:11) 1. Institut organicheskoy kh4mii AN Ukrainskoy SSR. (Pbosphazo cmpounde) (Amidinoo) 31190 S/079/61/031/012/004/011 b228ID301 AUTHORS: Ivanova, Zh. M., and Kireanov, A. V. TITLE: The aryl trifluoromonohydrides of phosphorous PERIODICAL: Zhurnal obshchey khimii, v. 31, no. 12, 1961, 3991- 3994 TEXT: The preparation of the aryl trifluoromonohydrides of P is described together with data for some of their properties. In the present study, however, the authors used KHF since they were un- able to verify the data previously obtained &ith SbF 3* Three aryl difluorophoaphines were prepared by heating solutions of KHF2, and aryl dichlorophosphines till Via reaction commenced (50-600)t pu- rification being effected by vacuum distillation in an atmosphere of N2* Their yields and boiling points were: a-MeC 6 H4PF3H - 79%9 90-910; PhPF 3H - 84%, 57-580(1); and n-ClC6H4PF3H - q* 90-910(11). The structure of these compounds was also confirmed by chemical Card 1/3