J. Mao, C. Watson, M. Dix
Jul 18, 1996
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Journal
Journal of Agricultural and Food Chemistry
Abstract
The hydrolysis of 2-hydroxypropyl methanethiolsulfonate (HPMTS), an industrial water treatment microbicide, was investigated at 25 °C and at three pH values (pH 5, 7, and 9). Radiolabeled (14C)HPMTS at a concentration of 100 mg/L was used to determine rate constants and to identify hydrolytic degradation products. The hydrolysis at all three pHs followed pseudo-first-order kinetics with rate constants of 5.8 × 10-4, 7.6 × 10-2, and 7.3 h-1 at pH 5, 7, and 9, respectively. Two major radiolabeled hydrolytic degradation products were observed at all three pH values and were identified to be bis(2-hydroxyisopropyl) disulfide and bis(2-hydroxypropyl) disulfide by particle beam LC/MS. On the basis of the observed degradation products, a hydrolytic degradation pathway for HPMTS using propylene epoxide as a reactive intermediate was postulated. Keywords: 2-Hydroxypropyl methanethiolsulfonate; HPMTS; hydrolysis; kinetics