The Chemistry of Sulfur Curing. IV. Effects of Organic Accelerators on the Reaction of Cyclohexene with Sulfur
- 1 November 1968
- journal article
- Published by Rubber Division, ACS in Rubber Chemistry and Technology
- Vol. 41 (5) , 1339-1347
- https://doi.org/10.5254/1.3539200
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.Keywords
This publication has 0 references indexed in Scilit: