Reactions ofO-methyl tetramethyldiamidophosphite with halo- and thiocyanoalcohols

The reaction of O-methyl tetramethyldiamidophosphite with 3-bromopropanol or 3-bromo-2-butanol occurs with the liberation of dimethylamine and results in mixed phosphites. The reaction of O-methyl tetramethyldiamidophosphite with 3-thiocyano-2-butanol proceeds with the participation of the sulfur atom of the thiocyano group and formation ofS-(3-hydroxybutyl) tetramethyldiamidothiophosphate.Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 167–169, January, 1994.     

Molecular structure of 2-dimethylamino-2-thioxo-6-methyl-1,3,2-oxathiaphosphorinane

A. E. Arbuzov Institute of Organic and Physical Chemistry, Russian Academy of Sciences. Translated fromZhurnal Strukturnoi Khimii, Vol. 34, No. 5, pp. 185–188, September–October, 1993.     

Three-dimensional structures of phosphorus-containing heterocycles. Communication 34. 2-Phenoxy-2-oxo-1,3,2-oxathiaphosphorinanes

Conclusions According to the data from the¹H NMR spectra, the dipole moments, and the Kerr effect, the preferred conformation of 2-aroxy-2-oxy-1,3,2-oxathiaphosphorinanes is a chair conformation with an axial orientation of the aroxy grouping and a gauche orientation of the aryl group relative to the P=O bond on the side of the cyclic oxygen atom. In the investigated compounds the p- conjugation is disrupted, as evidenced by the orthogonal orientation of the unshared pair of p electrons of the exocyclic oxygen atom and the orbitals of the benzene ring.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 3, pp. 570–575, March, 1985.     

Reaction of epoxy compounds with salts of thioacids

Conclusions 1. When the alkali metal salts or the ammonium salts of O,O-dialkyl thiophosphates or O,O-dialkyl dithiophosphates are reacted with epoxy compounds the latter undergo thioepoxidation.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 2, pp. 353–358, February, 1971.     

Isomerization of S-2-hydroxyalkyl esters of cyclic phosphorus thioacids

Conclusions The S-2-hydroxyalkyl esters of cyclic P(V) thioacids, which were obtained by reacting a cyclic phosphorus monothioacid with an alkylene oxide, are converted to the 2-mercaptoalkyl esters of cyclic phosphorus acids independent of the size of the ring.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 11, pp. 2594–2596, November, 1980.     

Reactions of 5-cyano-1,4,6,9-trioxathia-5-phosphaspiro[4,4]nonanes with compounds containing a labile hydrogen atom

All the investigated reactions of 5-cyano-1,4,6,9-trioxathia-5-phosphaspiro[4,4]nonanes with compounds containing a labile hydrogen atom proceed with the loss of HCN, predominant opening of the oxathiophospholane ring, and formation of 2-oxo-1,3,2-dioxaphospholane derivatives.A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Science Center, Russian Academy of Sciences, 420083 Kazan. Translated fromIzvestiya Akademii Nauk, Seriya Khimicheskaya, No. 11, p. 2670–2673, November, 1992.     

Addition of some α-halo ethers to unsaturated compounds

Summary The addition was carried out of 2-acetoxyethyl chloromethyl ether and of 2-chloroethyl chloromethyl ether to isobutene, to allyl chloride, to styrene, and to allyl acetate and also of 2-acetoxyethyl chloromethyl ether to butadiene and to ethyl cinnamate.     

Reactions of thioepichlorohydrin and 3-chlorothietane with potassium thiobutoxide

Conclusions Thioepichlorohydrin reacts with potassium thiobutoxide without ring expansion to form butyl thioglycidyl sulfide. Butyl allyl disulfide is formed from 3-chlorothietane and potassium thiotautoxide.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 3, pp. 550–552, March, 1972.     

Three-dimensional structure of phosphorus-containing heterocycles

The dipole moments and molar Kerr constants of 2-chloro-5,5-dimethyl-2-chloro-, and 4-methyl-2-chloro-1,3,2-dioxaphosphorinanes were determined. It was found that a chair conformation with an equatorial p-Cl bond is realized in all cases.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1324–1328, October, 1971.