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Kinetics of the acyl migration in some adducts of acyl‐1, 4‐benzoquinones: Part I
Author(s) -
Dabbagh Abdul Majeed,
AlHamdany Raad
Publication year - 1987
Publication title -
international journal of chemical kinetics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.341
H-Index - 68
eISSN - 1097-4601
pISSN - 0538-8066
DOI - 10.1002/kin.550190106
Subject(s) - chemistry , pyridine , adduct , substituent , kinetics , acyl group , medicinal chemistry , electronic effect , photochemistry , stereochemistry , computational chemistry , organic chemistry , group (periodic table) , steric effects , physics , quantum mechanics
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 / v ) ethanolic pyridine have been studied in detail. Rate dependence on pyridine concentration has been established and maximum rate was found at pyridine a volume percent of 25 in an ethanolic reaction mixture. The study indicated first‐order dependence on reactants and fractional dependence 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.