Sulfur mustard, $ClCH X_{2} CH X_{2} - S - CH X_{2} CH X_{2} Cl$ , is hydrolysed rapidly in water through a reactive three-membered cyclic intermediate. This intermediate is a(n)

Aaziridinium ion
Bepoxide
Cepisulfonium ion
Dcarbanion

Answer: C

The sulfur lone pair attacks the carbon bearing chlorine from the back and expels chloride, forming a three-membered ring with a positively charged sulfur: an episulfonium ion. Water then opens it. An aziridinium ion would need nitrogen.

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Sulfur mustard, ClCHX2​CHX2​−S−CHX2​CHX2​Cl, is hydrolysed rapidly in water through a reactive three-membered cyclic intermediate. This intermediate is a(n)

Answer: C

More questions on Neighbouring group participation

Sulfur mustard, $ClCH X_{2} CH X_{2} - S - CH X_{2} CH X_{2} Cl$ , is hydrolysed rapidly in water through a reactive three-membered cyclic intermediate. This intermediate is a(n)