Abstract
Dialkyl disulfides were prepared in near quantitative yield by oxidation of alkanethiols with elemental sulfur using NaOH and ethoxylated alcohols as catalysts. Tergitol® 15-S-7 was one of several ethoxylated alcohols which was used. Contamination by trisulfides was essentially eliminated in the disulfide products. The ratios of disulfide to trisulfide ranged from 100/0 to 99.6/0.4 for reactions with primary and secondary alkanethiols (100% excess) such as 1-propanethiol, 1-octanethiol, 2-propanethiol, and 2-butanethiol. The process did not work for tertiary alkanethiols such as 2-methyl-2-propanethiol where the trisulfide was greatly favored.
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