The McLafferty rearrangement: A personal recollection
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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 γ-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.
KeywordsNitro Group Nitro Compound Methyl Acetate Electron Ionization Mass Spectrum Ortho Hydrogen
- 5.Woodward, R. B; Hoffmann, R. The Conservation of Orbital Symmetry Verlag Chemie: Weinheim, 1970.Google Scholar