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The interaction of free radicals and aromatics: III The kinetics of the addition of cyanoisopropyl and trichloromethyl radicals on to anthracene derivatives

✍ Scribed by E. Farenhorst; E. C. Kooyman

Publisher
Elsevier Science
Year
2010
Tongue
English
Weight
770 KB
Volume
81
Category
Article
ISSN
0165-0513

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✦ Synopsis

Abstract

The addition of cyanoisopropyl radicals to anthracenes obeys simple kinetics at high dilution and in the presence of a large excess of azoisobutyronitrile.

The actual mechanism is shown to be rather complex, owing to transient formation of compounds containing the thermally unstable ketenimine structure. The simple kinetics observed apparently result from mutual compensation of anthracene‐consuming and ‐producing reactions.

This would make the significance of relative cyanoisopropyl reactivities of different anthracenes rather doubtful. Nevertheless, these reactivities agree with those of trichloromethyl radicals towards anthracenes, found from the retardation by these anthracenes of the benzoyl‐peroxide‐initiated addition of bromo‐trichloromethane to styrene.

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