Reactions of organic peroxides. Part XII. Amino-peroxides from acyclic carbonyl compounds

Abstract

Acyclic aldehydes and ketones, treated with ammonia and hydrogen peroxide, yield symmetrical peroxy-amines as do cyclic ketones. The peroxy-amines derived from aldehydes give the aldehyde and corresponding amide on treatment with bases, whilst those from ketones yield the ketone and secondary amides under strongly basic conditions. Pyrolysis also gives rise to carbonyl compounds and amides but nitriles are additionally formed from the peroxy-amines derived from ketones.

Acetonylacetone, with ammonia and hydrogen peroxide, gives a hydroperoxypyrroline, whilst ethyl levulinate or levulinamide gives rise to both a hydroperoxylactam and a peroxy-dilactam.