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Deuterium isotope cage effects in the dismutation of alkoxyl radicals. Significance for the mode of alkylperoxyl termination

✍ Scribed by G. D. Mendenhall; E. M. Y. Quinga


Publisher
John Wiley and Sons
Year
1985
Tongue
English
Weight
174 KB
Volume
17
Category
Article
ISSN
0538-8066

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✦ Synopsis


Decomposition of (RIRzCXON=)2 (RI = R2 = Ph; R, = Rz = p-ClC6H,; Rl = Ph, Rz = CH3; X = H or D) in hydrocarbon solvents at 31-75°C afforded R,R$O in 64% lower yield when X = D than when X = H. This result is ascribed to cage escape of secondary alkoxyl radicals in competition with dismutation. Deuterium isotope effects for alkoxyl cage dismutation of 1.35-2.4 are estimated from the data. It is suggested that this same competition may account for the experimentally slower termination rate constants in solution of primary and secondary alkylperoxyl radicals on a-deuteration.