JEE Main
Chemistry
Haloalkanes and Haloarenes
2026
JEE Main 2026 (22 January Shift 1)
JEE Main Chemistry Question (2026) — Solution
Question
As compared with chlorocyclohexane, which of the following statements correctly apply to chlorobenzene? A. The magnitude of negative charge is more on chlorine atom. 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 sp ^ 2 hybridised orbital of carbon. Choose the correct answer from the options given below:
Options
- A. B, C and E Only
- B. A, C and E Only
- C. A, D and E Only
- D. B, C and D Only
Step-by-step solution
Chlorobenzene has Cl attached to an sp² carbon of the benzene ring, while chlorocyclohexane has Cl attached to an sp³ carbon. Statement B is correct: the C-Cl bond has partial double bond character due to resonance with the aromatic π system, where chlorine's lone pairs interact with the aromatic ring. Statement C is correct: the C-Cl bond is less polar in chlorobenzene because the resonance contribution reduces the electronegativity difference between C and Cl. Statement E is correct: the C-Cl bond is formed using sp² hybridized orbital of carbon. Statement A is incorrect because chlorine carries less negative charge due to resonance donation to the aromatic system. Statement D is incorrect because the C-Cl bond is actually shorter in chlorobenzene due to partial double bond character, not longer. The correct statements are B, C, and E only.
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Related: Chemistry — Haloalkanes and Haloarenes · All PYQ Banks