Mass spectrometry of isoxazole derivatives—III: Skeletal rearrangement ions in the mass spectra of isoxazoles having a heteroatom at C5

✍ Scribed by Tarozaemon Nishiwaki

• Publisher: John Wiley and Sons
• Year: 1971
• Tongue: English
• Weight: 535 KB
• Volume: 5
• Category: Article
• ISSN: 1076-5174
• DOI: 10.1002/oms.1210050204

✦ Synopsis

Abstract

Two skeletal rearrangements of the type[ABC]^+.^→[AC]^+.^ + B previously found in the mass spectra of 5‐alkoxyisoxazoles are also seen for 5‐amino‐ and 5‐alkylmercapto‐isoxazoles. They are discussed in terms of formation of an azirine ion and its ring expansion to an odd electron ion having a five‐membered ring by means of bond formation involving nitrogen or sulphur. Fragmentation via an oxazole radical ion, which has a photochemical analogy, is also discussed.