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Paper | Special issue | Vol 40, No. 2, 1995, pp.607-617
Published online, 1st January, 1970
DOI: 10.3987/COM-94-S48
Acid Catalyzed Hydrolysis of Cyclic Benzophenone Acetals. Effects of Ring Size and Ring Substituent

Takumi Oshima, Shin-ya Ueno, and Toshikazu Nagai

*Institute of Chemistry, College of General Educatin, Osaka University, Toyonaka, Osaka 560-8531, Japan

Abstract

Rates of acid-catalyzed hydrolysis of 5- to 8-membered ring benzophenone acetals (1-4) in 80% dioxane-water(v/v) were dependent upon the ring size and the ring-substituted methyl group as well as the condensed-rings. These kinetic results are interpreted in terms of the ring strain, the stereoelectronic effects, and the hydrophobicity.