Which of the following has the shortest

Question:

Which of the following has the shortest $\mathrm{C}-\mathrm{Cl}$ bond?

  1. $\mathrm{Cl}-\mathrm{CH}=\mathrm{CH}_{2}$

  2. $\mathrm{Cl}-\mathrm{CH}=\mathrm{CH}-\mathrm{NO}_{2}$

  3. $\mathrm{Cl}-\mathrm{CH}=\mathrm{CH}-\mathrm{CH}_{3}$

  4. $\mathrm{Cl}-\mathrm{CH}=\mathrm{CH}-\mathrm{OCH}_{3}$


Correct Option: , 2

Solution:

In $\mathrm{Cl}-\mathrm{CH}=\mathrm{CH}-\mathrm{NO}_{2}$ double bond character in carbon-chlorine bond is maximum due to resonance and so the bond length is shortest.

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