Mechanism of the water-catalyzed photoisomerization of p-nitrobenzaldehyde

…, TF Kalhorn, DE Johnson, D Campbell

Index: Wubbels, Gene G.; Kalhorn, Thomas F.; Johnson, Douglas E.; Campbell, Dana Journal of Organic Chemistry, 1982 , vol. 47, # 24 p. 4664 - 4670

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Citation Number: 23

Abstract

p-Nitrobenzaldehyde is observed to photoisomerize cleanly to p-nitrosobenzoic acid in aqueous solutions but to be photostable in pure acetonitrile or acetic acid. The dimethyl acetal of p-nitrobenzaldehyde is photostable in water. The quantum yield (0.034 at 254 nm in 99% HzO/l% CH3CN) depends upon the water concentration in mixtures of acetonitrile and water but is unaffected by pH in the range of 0-10, by the concentration of starting ...