26629-06-1Relevant academic research and scientific papers
Reactions of Alcohols with O,O-Diethylphosphorothioic and O,O-Diethylphosphorodithioic Acid in the Presence of Triphenylphosphine and Diethyl Azodicarboxylate, II. 31P-N.M.R. Studies
Mlotkowska, B.
, p. 380 - 386 (2007/10/02)
Low temperature 31P-n.m.r. studies of the reaction of O,O-diethylphosphorothioic acid with triphenylphosphine and diethyl azodicarboxylate revealed that, at low temperatures, the only intermediate is the protonated betaine, even in the presence of neopentyl alcohol.Above 0 deg C this species reacts with neopentyl alcohol to produce the neopentoxytriphenylphosphonium salt which decomposes to isomeric diethyl neopentyl phosphorothioates and triphenylphosphine oxide, at elevated temperatures.The reaction of ethanol with O,O-diethylphosphorodithioic acid leads mainly to O,O,S-triethyl phosphorodithioate and triphenylphosphine oxide.In addition, a small amount of O,O,O-triethylphosphorothionate and triphenylphosphine sulfide were detected.The mechanism of these reactions is suggested.
