Some reactions of O,O-diphenylphosphoryl azide

Abstract

Diphenylphosphoryl azide, in contrast to N,N?-disubstituted phosphorodiamidic azides, undergoes nucleophilic displacement of the azido group by reaction with water, butanol, ammonia, and amines. Possible mechanisms for the conversion of diphenyl-phosphoryl azide into urethanes and amides are briefly discussed. Pyrolysis of N,N?- dicyclohexylphosphorodiamidic azide gave the phosphenimidic amide dimer.