\(\mathrm{C}-\mathrm{Cl}\) bond in chlorobenzene a comparison to \(\mathrm{C}-\mathrm{Cl}\) bond in methyl…

\(\mathrm{C}-\mathrm{Cl}\) bond in chlorobenzene a comparison to \(\mathrm{C}-\mathrm{Cl}\) bond in methyl chloride is
  1. longer and weaker
  2. shorter and weaker
  3. shorter and stronger
  4. longer and stronger

Solution


Because of \(+R\) effect of Cl-atom with the ring, \(\mathrm{C}-\mathrm{Cl}\) bond in chlorobenzene gets a double bond character and it becomes shorter and stronger than the \(\mathrm{C}-\mathrm{Cl}\) bond of in methyl chloride \(\left(\mathrm{CH}_3-\mathrm{Cl}\right)\), which does have such effect.

Asked in: AP EAMCET 2020 (17 Sep Shift 2)

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