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ESR spin-trap study of radicals present during the thermolysis of some di-tert-alkyl peroxides

✍ Scribed by Pierre G. Mekarbane; Brian J. Tabner

Publisher: John Wiley and Sons
Year: 1998
Tongue: English
Weight: 231 KB
Volume: 36
Category: Article
ISSN: 0749-1581
DOI: 10.1002/(sici)1097-458x(1998110)36:11<826::aid-omr377>3.0.co;2-1

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✦ Synopsis

The thermolysis mechanism of di-tert-butyl and di-tert-amyl peroxide was investigated in a variety of solvents employing electron spin resonance in collaboration with the spin-trapping technique. The tert-amyloxyl radical was trapped for the Ðrst time during the thermolysis of di-tert-amyl peroxide. The relative ease of b-scission of the tert-amyloxyl radical to give propan-2-one and butan-2-one was established as 32 : 1 at 382 K. In addition, competition reactions indicate that radicals derived from di-tert-butyl peroxide are ca. 5.5 times more reactive than those derived from di-tert-amyl peroxide towards hydrogen atom abstraction from toluene at 382 K.

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