Bulletin of the Chemical Society of Japan

Dual Reactivity of Methoxymethyl Benzenesulfenate in Nucleophilic Substitution.

T Okuyama, T Fueno

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

Full Text: HTML

Citation Number: 2

Abstract

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 ...

Related Articles:

Asymmetric synthesis of (−)-(R)-sitagliptin

[Davies, Stephen G.; Fletcher, Ai M.; Lv, Linlu; Roberts, Paul M.; Thomson, James E. Tetrahedron Letters, 2012 , vol. 53, # 24 p. 3052 - 3055]

Products and reaction routes in the diozonolysis of 2, 3-dimethyl-1, 3-butadiene in methanol

[Griesbaum, Karl; Zwick, Garhard; Agarwal, Sudhir; Keul, Helmut; Pfeffer, Bernd; Murray, Robert W. Journal of Organic Chemistry, 1985 , vol. 50, # 22 p. 4194 - 4199]

Kinetics of the Rapid Dark Reaction between Methanol and Oxygen in the Presence of a" Photocatalyst"

[Mohd.Zabidi, Noor A.; Tapp, Dale; Thomas, Timothy F. Journal of Physical Chemistry, 1995 , vol. 99, # 40 p. 14733 - 14737]

The oxidation of 1, 2; 5, 6-di-O-isopropylidene-D-glucose by dimethyl sulfoxide-acetic anhydride

[Griesbaum, Karl; Zwick, Gerhard Chemische Berichte, 1985 , vol. 118, # 8 p. 3041 - 3057]

More Articles...