Journal of the American Chemical Society

Effects of solvation on the nucleophilic reaction of stable carbanions with diaryl disulfides

HF Gilbert

Index: Gilbert, H. F. Journal of the American Chemical Society, 1980 , vol. 102, # 23 p. 7059 - 7065

Full Text: HTML

Citation Number: 22

Abstract

Abstract: Stable carbanions react with diaryl disulfides in aqueous solution by a direct displacement (SN2) reaction to yield an arylthiol anion and the corresponding sulfide as products. The reaction of 1, 3-dicarbonyI carbanions with 5, 5'-dithiobis (2-nitrobenzoic acid) is characterized by a Brtlnsted pc value of 0.5. Nitroalkane carbanions react 102-104 slower than 1, 3-dicarbonyl carbanions of the same pK and are correlated by a Br~ nsted & of ...

Related Articles:

Catalytic thiocyanation of aryldiazonium salts in the presence of copper salts

[Beletskaya, Irina P.; Sigeev, Alexander S.; Peregudov, Alexander S.; Petrovskii, Pavel V. Mendeleev Communications, 2006 , # 5 p. 250 - 251]

Syntheses of Organic N, N-Dialkyldithiocarbamates or Organic Thiocyanates from Organozincs and Corresponding Thio-Anions via the Inversion of Electronic …

[Takagi, Kentaro; Takachi, Hideaki; Sasaki, Ken Journal of Organic Chemistry, 1995 , vol. 60, # 20 p. 6552 - 6556]

Improved Procedure to Aryl Thiocyanates: A New Synthetic Application of Dry Arenediazonium o-Benzenedisulfonimides

[Barbero; Degani; Diulgheroff; Dughera; Fochi Synthesis, 2001 , # 4 p. 585 - 590]

Diagnostic test for ruthenium and platinum modification of histidine residues on metalloproteins using diethylpyrocarbonate (DEPC)

[Harusawa, Shinya; Shioiri, Takayuki Tetrahedron Letters, 1982 , vol. 23, # 4 p. 447 - 448]

Facile synthesis of thiocyanate using trimethylsilyl cyanide

[Kagabu, Shinzo; Maehara, Masaki; Sawahara, Keisuke; Saito, Katsuhiro Journal of the Chemical Society, Chemical Communications, 1988 , p. 1485 - 1486]

More Articles...