Haloalkanes and Haloarenes

Question

Give reasons:

Vinyl chloride is hydrolysed more slowly than ethyl chloride.

Answer

Vinyl chloride is hydrolyzed more slowly than ethyl chloride because the C-Cl bond in vinyl chloride has is sp2 hybridized thus, C-Cl in vinyl chloride has more s character from the C- atom, therefore the bond is stronger and more difficult to break.

The C-Cl bond in vinyl chloride has some double bond and have ability to delocalized the electron to over the molecule. Thus, vinyl chloride is hydrolysed more slowly than ethyl chloride.

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