Hydrazine derivatives. Part II. Oxidation of aldehyde NN-disubstituted hydrazones with lead tetra-acetate

Aylward, J.B. (1970) Hydrazine derivatives. Part II. Oxidation of aldehyde NN-disubstituted hydrazones with lead tetra-acetate. Journal of the Chemical Society C: Organic, 10. pp. 1494-1497. ISSN 0022-4952

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Official URL: https://doi.org/10.1039/J39700001494

Abstract

The oxidation of a number of arenecarbaldehyde NN-disubstituted hydrazones with lead tetra-acetate proceeds in two steps. The first involves carbon-nitrogen bond cleavage to give an aldehyde and an arenecarbaldehyde monohydrazone. The second involves further oxidation of the monohydrazone to a diacylhydrazine. The order of ease of cleavage of alkyl groups was found to p-methoxybenzyl > benzyl > p-chlorobenzyl ≥ methyl. A mechanism has been suggested for the cleavage reaction. The oxidation of the monohydrazone proceeds via a nitrilimine.

Item Type: Article
Uncontrolled Keywords: Hydrazine derivatives; Oxidation; aldehyde NN-disubstituted hydrazones; tetra-acetate
Subjects: Q Science > Q Science (General)
Q Science > QD Chemistry
Divisions: Faculty of Science > Dept of Chemistry
Depositing User: Mr Jasny Razali
Date Deposited: 09 Mar 2021 04:15
Last Modified: 09 Mar 2021 04:15
URI: http://eprints.um.edu.my/id/eprint/24618

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