Substituent effects on the mass spectra of substituted phenyl acetates

✍ Scribed by A. A. Gamble; J. R. Gilbert; J. G. Tillett

• Publisher: John Wiley and Sons
• Year: 1971
• Tongue: English
• Weight: 344 KB
• Volume: 5
• Category: Article
• ISSN: 1076-5174
• DOI: 10.1002/oms.1210050909

✦ Synopsis

The mass spectra of a series of mefa-and para-substituted phenyl acetates have been examined. Substituent effects have been correlated with A(AP-IP) values and by using the Harrison and Chin approach. The bond-cleavage and rearrangement reactions of phenyl acetates are compared with the corresponding reactions of acetanilides and the differences attributed to the degree of transmission of polar effects in the two systems.

THE EFFECT of substituents on the relative abundancies of parent and daughter ions in the mass spectrometer has been the subject of considerable discussion and experimental investigation in recent years. A large number of correlations between log Z/Z, and a substituent constant (o or of), where Z = [A]+/[M]+ for the fragmentation [MI+--+ [A]+-+ N for a substituted compound whereas Z, is the corresponding * This approach also neglects the kinetic and competitive shifts (see Ref. 12).