Mass spectrometry in structural and stereochemical problems. CXCII. Skeletal rearrangement in the fragmentation of phenyl azide.

✍ Scribed by Paul D. Woodgate; Carl Djerassi

• Publisher: Elsevier Science
• Year: 1970
• Tongue: French
• Weight: 206 KB
• Volume: 11
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)98106-7

✦ Synopsis

Following the demonstrations by Meyerson and coworkers4 and Rinehart et al 5 i.-' that the M-l ion in the mass spectrum of toluene is best represented OS a tmpylium structure, analogous ring expansion pathways have been proposed to rationalize data from l3 C-labeled compounds in the quinoline, indole, and pyrrole series, 6 and from the even-electron C,H,N+ fragment ion of aniline, 7,8 sulfanilamide 8 and gnitmaniline. 8

' Ions need not have the same structure, and differential expulsion may occur.