R. Pollard, Susan P. Wu, Guangzhong Zhang
Apr 1, 1993
Citations
0
Influential Citations
8
Citations
Journal
Journal of Organic Chemistry
Abstract
The photochemistry of the three isomeric dimethoxybenzenes (1-3) has been studied in aqueous sulfuric acid. Two processes were found to take place: (i) photoprotonation of the ring resulting in exchange of the ring protone, which was observed for all three compounds and (ii) ipso substitution of the methoxy group by water, which was observed only for 1,2-dimethoxybenzene (3). Both of these photochemical reactions were catalyzed by acid, requiring acidities stronger than pH(D) 2 for observable reaction. Quantum yields for proton exchangee and ipso substitution are reported as a function of medium acidity