Bulletin of the Chemical Society of Japan

Dual Reactivity of Methoxymethyl Benzenesulfenate in Nucleophilic Substitution.

T Okuyama, T Fueno

文献索引：Okuyama, Tadashi; Fueno, Takayuki Bulletin of the Chemical Society of Japan, 1992 , vol. 65, # 10 p. 2672 - 2683

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被引用次数: 2

摘要

Hydrolysis of methoxymethyl benzenesulfenate is catalyzed by both acid and base. Acid- catalyzed hydrolysis is further accelerated by various nucleophiles like halide ions, thiocyanate, dialkyl sulfide, and the substrate itself. The catalytic constants coincide with those for ethyl benzenesulfenate within 2-fold in magnitude. The nucleophilic reactivity strongly suggests the reaction at the sulfenyl sulfur, but examination of the products from ...