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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

Reactions of excited molecules. II. Reactions of phenylhydrazones on electron impact

WD Crow, JL Occolowitz and RK Solly

Australian Journal of Chemistry 21(3) 761 - 768
Published: 1968

Abstract

Electron impact data are presented for the phenylhydrazones of a series of aromatic ketones C6H5-CO-R (R = H, CH3, CD3, C2H5, C6H6), and are discussed in comparison with the results of thermal excitation. Whereas pyrolysis resulted in extensive four-centre migration of R to nitrogen, followed by (or synchronous with) cleavage of the N-X bond, the electron-impact breakdown is largely dominated by N-N bond cleavage. A semi-quantitative assessment is made of the rearrangements which do occur, and the stereochemistry of these and related reactions is discussed.

https://doi.org/10.1071/CH9680761

© CSIRO 1968

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