Volume 21, Issue 37
Preparative Organic Chemistry
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ChemInform Abstract: Pyrolysis of Aryl Azides. Part 10. Effects of Azide Concentration on Rate Constants and Product Yields.

L. K. DYALL

L. K. DYALL

Dep. Chem., Univ. Newcastle, N. S. W. 2308

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P. A. S. SMITH

P. A. S. SMITH

Dep. Chem., Univ. Newcastle, N. S. W. 2308

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First published: September 11, 1990

Abstract

In the presence of the free-radical chain inhibitor DBMP, the thermolysis of (I) leads to the amine (III).

ChemInform Abstract

In the presence of the free-radical chain inhibitor DBMP, the thermolysis of (I) leads to the amine (III). Its yield increases up to 44%, when DBMP is absent, or diminishes, when the concentration of (I) increases. No azobenzene (II) is found. It is concluded that the species responsible for the induced decomposition is not the arylnitrene but a solvent-derived free radical (first-order rate constants for the pyrolysis of (IV) in the presence of DBMP; no neighboring group effect).

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