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As compared with chlorocyclohexane, which of the following statements correctly apply to chlorobenzene ? A. The magnitude of negative charge is more on chlorine atoms B. The C – Cl bond has partial double bond character C. C – Cl bond is less polar D. C – Cl bond is longer due to repulsion between delocalised electrons of the aromatic ring and lone pairs of electrons of chlorine. E. The C – Cl bond is formed using sp2 hybridised orbital of carbon. Choose the correct answer from the options given below :

1. A, C and E only
2. B, C and D only
3. A, D and E only
4. B, C and E only

Correct answer: B, C and E only

Solution

Chlorobenzene exhibits resonance stabilization, which gives the C-Cl bond partial double bond character (B), results in a less polar bond compared to chlorocyclohexane (C), and involves the sp2 hybridized orbital of carbon in bond formation (E). These characteristics differentiate chlorobenzene from chlorocyclohexane.

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