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Kinetics of the acyl migration in some adducts of acyl-1, 4-benzoquinones: Part I

✍ Scribed by Abdul Majeed Dabbagh; Raad Al-Hamdany

Publisher: John Wiley and Sons
Year: 1987
Tongue: English
Weight: 449 KB
Volume: 19
Category: Article
ISSN: 0538-8066
DOI: 10.1002/kin.550190106

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✦ Synopsis

The rates of migration of acetyl, propionyl, isobutyryl, and benzoyl substituent in Diels-Alder adducts of' acyl-1, 4-benzoquinones, (enediones), (I), to form the corresponding 2-acyl hydroquinones, (II), in 50% (v/u) ethanolic pyridine have been studied in detail. Rate dependence on pyridine concentration has been established and maximum rate was found a t pyridine a volume percent of 25 in an ethanolic reaction mixture. The study indicated first-order dependence on reactants and fractional dependehce on pyridine concentration. The effect of substituents of the acyl group on the rate showed that electronic factors play an important role on the stability of the transition state. A plausible mechanism, which is consistent with the results has been postulated and suitable rate law in consonance with the postulated mechanism have been derived.

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