Premium
Mass spectral rearrangements in benzylidene hippuric esters
Author(s) -
McCamish M.,
White J. D.
Publication year - 1971
Publication title -
organic mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0030-493X
DOI - 10.1002/oms.1210050602
Subject(s) - carbonium ion , chemistry , substituent , mass spectrum , hippuric acid , nitro , ion , medicinal chemistry , stereochemistry , organic chemistry , alkyl , urine , biochemistry
The mass spectra of a series of hippuric esters have been determined. A variety of novel rearrangements induced by the presence of a formed benzyl carbonium ion has been rationalized with the aid of high resolution measurements and isotopic and substituent labeling. An eight centered rearrangement is proposed for the observed transfer of oxygen from a nitro group to a double bond.