A comparison of the oxidative reactivities of mustard (2, 2'-dichlorodiethyl sulfide) and bivalent sulfides
YC Yang, LL Szafraniec, WT Beaudry…
Index: Yang, Yu-Chu; Szafraniec, Linda L.; Beaudry, William T. Journal of Organic Chemistry, 1990 , vol. 55, # 11 p. 3664 - 3666
Full Text: HTML
Citation Number: 56
Abstract
Mustard (1, 2, 2'-dichlorodiethyl sulfide), a liquid vesicant, can be detoxified to the crystalline sulfoxide and sulfone by oxidation, although the sulfone has been reported to still exhibit some vesicant toxicity.'* 2 The sulfur in mustard is believed to be oxidatively less reactive than that in alkyl sulfides because of the presence of two large electron-withdrawing chlorine atoms. However, alkyl sulfides have often been used to simulate the oxidation of m~ stard. ...
Related Articles:
[Usera, Aimee R.; Posner, Gary H. Journal of Organic Chemistry, 2007 , vol. 72, # 7 p. 2329 - 2334]
[Mash, Eugene A.; Korth, Hans-Gert; DeMoss, Suzanne M. Tetrahedron, 1997 , vol. 53, # 45 p. 15297 - 15320]
[Eliel,E.L. et al. Journal of the American Chemical Society, 1962 , vol. 84, p. 2377 - 2384]