Open AccessThe McLafferty rearrangement: A personal recollection
Author(s) -
Nico M. M. Nibbering
Publication year - 2004
Publication title -
journal of the american society for mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.961
H-Index - 127
eISSN - 1879-1123
pISSN - 1044-0305
DOI - 10.1016/j.jasms.2004.04.025
Subject(s) - chemistry , tautomer , stereochemistry
In this article, dedicated to Professor Fred McLafferty, I wish to recollect early observations with regard to the rearrangement named after him for 1-nitropropane and the methyl ester of gamma-nitrobutyric acid. This rearrangement occurs for both cases clearly in a stepwise fashion, although for the ester, it occurs as a hidden rearrangement that catalyzes the tautomerization of the nitro group into its aci-form.