… generation and study of p-quinone methide in aqueous solution. An estimate of rate and equilibrium constants for heterolysis of the carbon-bromine bond in p- …

Y Chiang, AJ Kresge, Y Zhu

Index: Chiang; Kresge; Zhu Journal of the American Chemical Society, 2002 , vol. 124, # 22 p. 6349 - 6356

Full Text: HTML

Citation Number: 67

Abstract

Flash photolysis of p-hydroxybenzyl acetate in aqueous perchloric acid solution and formic acid, acetic acid, biphosphate ion, and tris (hydroxymethyl) methylammonium ion buffers produced p-quinone methide as a short-lived species that underwent hydration to p- hydroxybenzyl alcohol in hydronium ion catalyzed (k H+= 5.28× 104 M-1 s-1) and uncatalyzed (k uc= 3.33 s-1) processes. The inverse nature of the solvent isotope effect on ...