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Question
Account for the following:
Aniline cannot be prepared by the ammonolysis of chlorobenzene under normal conditions.
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Solution
In case of chlorobenzene, the C – Cl bond is quite difficult to break as it acquires a partial double bond character due to conjugation. So Under the normal conditions, ammonolysis of chlorobenzene does not yield aniline.
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\[\begin{array}{cc}
\ce{O}\phantom{.......................}\\
||\phantom{.......................}\\
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