Photochemical decomposition of phenazone derivatives. Part 6: Effect of substituents on mass fragmentation and photochemical stability.
Mass spectra (EI) of phenazone, aminophenazone, 4-aminophenazone, noramidopyrine, isopropyl-aminophenazone, niphenazone, propylphenazone and morazone are obtained. The fragmentation pathways are discussed and the mechanisms of spectrometric fragmentation, as well as their similarities and differences within the group under investigation, are determined. A Hammett relationship is found to hold between the intensity of certain ions and the type of substituent on the C-4 positions. Certain similarities are established between photochemical decomposition and spectroscopic fragmentation, and it is suggested that MS may prove useful when making predictions concerning the photochemical stability of phenazone derivatives.
D000983:Antipyrine / Q000031:analogs & derivatives* / Q000032:analysis; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D004355:Drug Stability; D008401:Gas Chromatography-Mass Spectrometry; D010777:Photochemistry
D000983:Antipyrine