Question

C-X bond length in halobenzene is smaller than C-X bond length in alkyl halide Why? ​

Answer 1

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In CH₃ −X the carbon atom is Sp³ hybridised while in halobenzene the carbon atom is Sp² hybridised. The Sp² hybridised carbon is more electronegative due to greater s-character and holds the electron pair of C-X bond more tightly than Sp³ hybrisides carbon with less s-character. Thus, C-X bond length in CH₃ −X is bigger than C-X in halobenzene.

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