27205-99-8Relevant articles and documents
On the reaction of bis(phosphothioyl)disulfanes with hydroxamic acids, part I: Ionic versus radical reaction pathways
Przychodzen, Witold,Chojnacki, Jaroslaw
, p. 271 - 282 (2008/09/19)
Among sodium N-alkyl-4-chlorobenzohydroxamates treated with bis(phosphothioyl)disulfanes >P(S)SSP(S)P(S) is phosphorothioyl, phosphonothioyl, and phosphinothioyl), only the N-methyl one yields quantitatively the respective O-phosphothioyl derivatives exhibiting complete inversion of configuration at phosphorus in a reaction whose products are inert toward dithiophosphate arising in the reaction. For branched N-alkyl benzohydroxamates, products of a SET process predominated. The mechanism of the title reaction is discussed.
NUCLEOPHILIC SUBSTITUTION REACTIONS ON ANTIMONY(III) 0,0-DISUBSTITUTED PHOSPHORODITHIOATES
McEwen, W. E.,Woo, E. J.,Kalbacher, B. J.
, p. 35 - 40 (2007/10/02)
Antimony(III) tris(O,O-diisobutyl phosphorodithioate), 1 (R=i-Bu) has been found to undergo a nucleophilic displacement reaction with sodium 1-propanethiolate to give antimony(III) tris-(1-propanethiolate), 4, and sodium O,O-diisobutyl phosphorodithioate (8, R=i-Bu).Reaction of 1 (R=i-Bu) with phenyllithium gave triphenylstibine and lithium O,O-diisobutyl phosphorodithioate.Similar reactions of various compounds of type 1 with the sodium salts of carboxylic acids and with the sodium salt of pyrrole were also found to occur.Furthermore, antimony tris(O,O-diisobutyl phosphorodithioate), 1 (R=i-Bu), was found to undergo solvolysis with n- propyl mercaptan to give 4 and O,O-diisobutyl phosphorodithioic acid 5.Compounds of type 1 are used as passivating agents in petroleum refining, and reactions of the types described for 1 with n-propyl mercaptan and with the salts of carboxylic acids probably occur when "Phil-Ad CA" is added to the feedstock of a fluid catalytic cracking unit.