Question
Vinyl chloride is hydrolysed more slowly than ethyl chloride.
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Answer
Vinyl chloride may be represented as a resonance hybrid of the following two structures:
As a result of resonance, the carbon–chlorine bond acquires some double bond character in vinyl chloride. On the other hand, in ethyl chloride, the carbon–chlorine bond is a pure single bond. Thus, vinyl chloride undergoes hydrolysis more slowly than ethyl chloride.
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