Which of the following has the shortest

Question:

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

 

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

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

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

  4. $\mathrm{C} 1-\mathrm{CH}=\mathrm{CH}-\mathrm{NO}_{2}$


Correct Option: , 4

Solution:

Due to $-\mathrm{M}$ effect of $-\mathrm{NO}_{2}$ and $+\mathrm{M}$ effect of $\mathrm{Cl}$ more D.B. character between $\mathrm{C}-\mathrm{Cl}$ bond. So shortest bond length.

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