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  • Explain why (i) the dipole moment of chlorobenzene is lower than that of cyclohexyl chloride?

10.12     Explain why

         (i)     the dipole moment of chlorobenzene is lower than that of cyclohexyl chloride?

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We know that the Cl-atom in chlorobenzene is attached to a sp2 hybridized carbon atom whereas, in cyclohexyl chloride, the Cl-atom is attached to a sp3 hybridized carbon atom. It is known that sp2 hybridized carbon has more s-character than sp3 hybridized carbon atom. Thus, chlorobenzene is more electronegative than cyclohexyl chloride. 

Apart from this, the - R effect of the benzene ring of chlorobenzene results in decreasing the electron density of the C - Cl bond near the Cl-atom. And the C - Cl bond in chlorobenzene becomes less polar. Due to these reasons, the dipole moment of chlorobenzene is lower than that of cyclohexyl chloride.

Posted by

Devendra Khairwa

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