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. Author manuscript; available in PMC: 2009 Jun 29.
Published in final edited form as: Toxicol Appl Pharmacol. 2008 Oct 15;234(1):128–134. doi: 10.1016/j.taap.2008.10.002

Figure 2. The rapid Sn1 mediated internal cyclization of sulfur mustard with loss of chlorine to form the cyclic sulfonium ion.

Figure 2

This scheme shows nucleophilic attack by water to form first the chlorohydrin and then, after the formation of a second onium ion and another reaction with water, the doubly hydrolysed thiodiglycol.