ChemInform Abstract: REDUCTION OF ARYL BROMIDES WITH LITHIUM ALUMINUM HYDRIDE: EVIDENCE FOR A RADICAL MECHANISM

1979 ◽  
Vol 10 (43) ◽  
Author(s):  
S. K. CHUNG ◽  
F. F. CHUNG
Keyword(s):  
Lithium Aluminum Hydride ◽  
Aluminum Hydride ◽  
Lithium Aluminum ◽  
Radical Mechanism ◽  
Aryl Bromides

The Chemistry of Sulfur Curing. IV. Effects of Organic Accelerators on the Reaction of Cyclohexene with Sulfur

1968 ◽  
Vol 41 (5) ◽  
pp. 1339-1347 ◽  
Author(s):  
James R. Wolfe
Keyword(s):  
Lithium Aluminum Hydride ◽  
Aluminum Hydride ◽  
Major Product ◽  
Lithium Aluminum ◽  
Radical Mechanism ◽  
Secondary Products ◽  
Tetramethylthiuram Disulfide ◽  
Hydride Reduction ◽  
Free Radical Mechanism ◽  
Cis And Trans

Abstract Cyclohexene reacts with sulfur at 140° in the presence of zinc dimethyldithio-carbamate, tetramethylthiuram monosulfide, or tetramethylthiuram disulfide, to produce 2-cyclohexene-1-thiol as the major product after lithium aluminum hydride reduction of the polysulfide compounds. Secondary products are cis- and trans-1, 2-eyclohexanedithiol and cyclohexanethiol. Zinc dimethyldithiocarbamate is postulated to promote the reaction via an ionic mechanism as it causes more trans than cis-1, 2-cyclohexanedithiol to be formed. Tetramethylthiuram monosulfide and disulfide are postulated to promote the reaction via a free radical mechanism as they cause more cis- than trans-1, 2-cyclohexanedithiol to be formed.

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