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Phosphorus, Sulfur, and Silicon and the Related Elements Volume 189, 2014 - Issue 3
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Original Articles

Reaction Products and Process of 2-Chloroethyl Ethyl Sulfide in Microemulsion Media

Lei Mei-Ling Research Institute of Chemical Defense, P.O. Box 1043, Beijing, 102205, China; State Key Laboratory of NBC Protection for Civilian, P.O. Box 1043, Beijing, 102205, China
,
Xi Hai-Ling Research Institute of Chemical Defense, P.O. Box 1043, Beijing, 102205, China; State Key Laboratory of NBC Protection for Civilian, P.O. Box 1043, Beijing, 102205, China
,
Shen Ming College of Chemistry & Chemical Engineering, Yangzhou University, No. 180 Siwangting Road, Yangzhou, Jiangsu, 225002, China
,
Yuan Ling Research Institute of Chemical Defense, P.O. Box 1043, Beijing, 102205, China; State Key Laboratory of NBC Protection for Civilian, P.O. Box 1043, Beijing, 102205, China
&
Han Shi-Tong Research Institute of Chemical Defense, P.O. Box 1043, Beijing, 102205, China; State Key Laboratory of NBC Protection for Civilian, P.O. Box 1043, Beijing, 102205, China
Pages 387-393 | Received 18 Mar 2013, Accepted 26 Jun 2013, Published online: 28 Jan 2014
 
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Abstract

The reaction of 2-chloroethyl ethyl sulfide was investigated in several oil-in-water microemulsions. The reaction products were identified by GC/MS, NMR, and LC/MS, and the reaction process was monitored by measuring peak height of reaction products and 2-chloroethyl ethyl sulfide with time by 1H NMR spectroscopy. The result showed that 2-chloroethyl ethyl sulfide degraded to 2-hydroxyethyl ethyl sulfide, cyclic sulfonium ion, open chain sulfonium chloro ion and sulfonium hydroxyl ion, and the reaction proceeded via a cyclic sulfonium ion intermediate. Based on the NMR results, a pseudoternary model was established for the reaction process of 2-chloroethyl ethyl sulfide in microemulsion.

GRAPHICAL ABSTRACT

Acknowledgments

We thank Huang Gui-lan of our institute for correcting and improving this paper.

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