Which of the following $C - C l$ bond is weaker?
(a) $P h - C l | C H - {C H}_{3}$
(b) $P h - {C H}_{2} - {C H}_{2} - C l$

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Solution

$P h - C H | - C H_{3},$ $C - C l$ bond is weak.
$C l$
Because two withdrawing groups $\Rightarrow^{'} P h^{'}$ and $^{'} C l^{'}$ are on same carbon, which can't further withdraw electron density.

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