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Question
Consider the following three halides:
(i) CH3−CH2−Cl
(ii) CH2=CH−Cl
(iii) C6H5−Cl
Arrange C-Cl bond length of these compounds in decreasing order.
Consider the following three halides:
(i) CH3−CH2−Cl
(ii) CH2=CH−Cl
(iii) C6H5−Cl
Arrange C-Cl bond length of these compounds in decreasing order.
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Solution
The correct option is A i > ii > iii
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:CH3−CH2−Cl(i) > CH2=CH−Cl(ii) > C6H5−Cl(iii)
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:
CH3−CH2−Cl(i) > CH2=CH−Cl(ii) > C6H5−Cl(iii)
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