ArticleFeil VJ, Bakke JE, Zaylskie RG.
Biomed Mass Spectrom. 1976 Dec;3(6):316-28.
Phosphates and phosphoramidates related to 2-chloro-4-t-butylphenyl methyl methylphosphoramidate (crufomate) were synthesized to aid in the identification of crufomate metabolites. Deuterium labeling metastable determinations and precise mass measurements were used to establish fragmentation pathways. Evidence was obtained for the rearrangement of an N-formyl phosphoramidate (the expected result of oxidative metabolism of N-methyl phosphoramidates) to an iminomethyl phosphate.