Consider the molecular CH3-CH2-CH=CH2, The length of carbon-carbon bond decreases in the order
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Bond length is the average distance between nuclei of two bonded atoms in a molecule. Alkenes have more of s character so they tightly hold the electronegative chloride ions towards itself making C-Cl bond length shorter than alkyl chlorides. In aryl halides, the ring produces strain on Cl atom because of resonance and shows double bond character so it has shortest C-Cl bond length. Hence, the correct order is as follows:
CH
3
−CH
2
−Cl(i) > CH
2
=CH−Cl(ii) > C
6
H
5
−Cl(iii)
Explanation:
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