Accession Number:

AD0269695

Title:

MECHANISMS OF THE OXIDATION OF ORGANIC AMINES BY OXYGEN AND BY FREE RADICAL OXIDIZING AGENTS

Descriptive Note:

Corporate Author:

QUEEN MARY COLL LONDON (UNITED KINGDOM)

Report Date:

1961-10-31

Pagination or Media Count:

65.0

Abstract:

OXIDATION OF Amines by Ozone and other reagents A study of the oxidation of tributylamine by O3 and MnO2 was made. The oxidation products depended on the reaction conditions. The N-oxide was the main product in some solvents whereas attack of O3 at the C next to N occurred in others. Oxidation of tributylamine with MnO2 gave N-formyldibutylamine similar oxidation occurs with other trialkylamines. Oxidation of Amines by Monovalent Radicals Examples of the formation of substituted ethylene diamines by reaction of tertiary amines with t-butoxy radicals are given. Dehydrogenative coupling did not occur when t-butoxy-radicals reacted with dimethylaniline in acetic acid solution. The amine was demethylated, the ejected C linking 2, then 3 aromatic rings together. Evidence for intermediate steps in the over-all reaction was obtained. Reactions of Amines in Aqueous Solution with Polyvalent Metal Oxidants Argentic compounds are uniquely effective for aliphatic amine oxidations in aqueous media. With aqueous solutions of primary amines, argentic picolinate gave aldehydes or ketones in 10-40 yield, while secondary amines gave yields of 20-90.

Subject Categories:

  • Organic Chemistry

Distribution Statement:

APPROVED FOR PUBLIC RELEASE