Acid-and base-catalyzed decomposition of acetaldehyde hydrate and hemiacetals in aqueous solution

PE Sorensen, WP Jencks

Index: Soerensen, Poul E.; Jencks, William P. Journal of the American Chemical Society, 1987 , vol. 109, # 15 p. 4675 - 4690

Full Text: HTML

Citation Number: 47

Abstract

Abstract: Rate constants and structure-reactivity parameters for general acid and general base catalysis of the reactions of acetaldehyde with water and alcohols at 25 OC and ionic strength 1.0 (KCI) were determined by trapping the carbonyl group formed upon cleavage of acetaldehyde hydrate or hemiacetal with semicarbazide or hydrazine. The Bransted coefficients of CY= 0. 5 0. 5 9 for general acid catalysis by a class e mechanism are larger ...