Rearrangements in the Molecular-Ions of Some 2,3-Dihydro-1h-1,2-Benzazaphosphole Oxides and Sulfides

Abstract

The molecular ion of 2-phenyl-2,3-dihydro-1H-1,2-benzazaphosphole oxide undergoes fission of the N-P and P-C bonds in the azaphosphole ring so that C₆H₅-P=O is lost giving an ion which fragments further to give C₈H₈N⁺ (m/z 118). This m/z 118 ion is common to all the compounds studied except those which are not substituted on the nitrogen atom. All the 2,3-dihydro-1H-1,2-benzazaphosphole sulfides lose SH (the oxides do not lose OH); otherwise the 2-phenyl sulfides resemble the 2-phenyl oxides, but the 2-methyl sulfides are quite different from the 2-methyl oxides.