Abstract
This chapter discusses the preparation of TMS derivatives of primary and secondary aromatic amides, as well as the preparation of acetate derivatives of primary and secondary aromatic amides. The mass spectra of underivatized amides generally show molecular ions. If the unknown mass spectrum has an intense peak at m/z 59 and an abundant m/z 72 with an odd molecular ion, this suggests a primary amide. The chapter highlights that the mass spectra of secondary amides have an intense rearrangement ion at m/z 30. In simple aromatic amides, fragmentation occurs on both sides of the carbonyl group. If hydrogen is available in N-substituted aromatic amides, it tends to migrate and form an aromatic amine and the loss of a ketene.
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