Explain why
1. the dipole moment of chlorobenzene is lower than that of cyclohexane chloride ?
2. alkyl halides, though polar, are immiscible with water
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In chlorobenzene, the Cl-atom is linked to a sp2 hybridized carbon atom. In cyclohexyl chloride, the Cl-atom is linked to a sp3 hybridized carbon atom. Now, sp2 hybridized carbon has more s-character than sp3 hybridized carbon atom. Therefore, the former is more electronegative than the latter. Therefore, the density of electrons of C - Cl bond near the Cl-atom is less in chlorobenzene than in cydohexyl chloride.
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Explanation: (i) In cyclohexyl chloride, the C atom of the C-Cl bond is sp3 hybridized, has less s character and less electronegative. Hence, the C-Cl bond in chlorobenzene is less polar than the C-Cl bond in cyclohexyl chloride. ... Hence, chlorobenzene has lower dipole moment than cyclohexyl chloride.
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