Haloalkanes and HaloareneshardMCQ MULTIPLE

Evaluate the following statements regarding the dipole moments of halogenated aromatic compounds. WhHaloalkanes and Haloarenes Chemistry Question

Question

Evaluate the following statements regarding the dipole moments of halogenated aromatic compounds. Which of them accurately reflect the principles of vector addition and resonance?

Answer: A,B,D

💡 Solution & Explanation

A) True. In $p$ -dichlorobenzene, the two $C-Cl$ bonds are at a $180^\circ$ angle, making the resultant vector sum exactly zero. B) True. An $sp^2$ hybridized carbon has more $s$ -character ($33\%$) and is more electronegative than an $sp^3$ carbon ($25\%$). This reduces the electronegativity difference between C and Cl in chlorobenzene compared to cyclohexyl chloride, lowering the dipole moment. C) False. $o$ -Dichlorobenzene ($60^\circ$ angle) has a higher resultant dipole moment ($\approx \sqrt{3}\mu$) than $m$ -dichlorobenzene ($120^\circ$ angle, $\approx \mu$). D) True. The $-I$ effect pulls electron density towards Cl, while the $+R$ effect pushes lone pair electron density back towards the ring. These opposing vectors partially cancel, resulting in a lower net dipole moment.

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