Keto-Enol/Enolate Equilibria in the Isochroman-4-one System. Effect of a β-Oxygen Substituent

…, AJ Kresge, Q Meng, RA More O'Ferrall…

Index: Chiang; Kresge; Meng; More O'Ferrall; Zhu Journal of the American Chemical Society, 2001 , vol. 123, # 47 p. 11562 - 11569

Full Text: HTML

Citation Number: 15

Abstract

The enol of 1-tetralone was generated flash photolytically, and rates of its ketonization were measured in aqueous HClO4 and NaOH solutions as well as in CH3CO2H, H2PO4- ,(CH2OH) 3CNH3+, and NH4+ buffers. The enol of isochroman-4-one was also generated, by hydrolysis of its potassium salt and trimethylsilyl ether, and rates of its ketonization were measured in aqueous HClO4 and NaOH. Rates of enolization of the two ketones were ...