Question

Which of the following has the shortest $C-Cl$ bond?

• A. $Cl-CH=C{H}_2$
• B. $Cl-CH=CH-C{H}_3$
• C. $Cl-CH=CH-OC{H}_3$
• D. $Cl-CH=CH-N{O}_2$

Answer 1

Answer: (D)

Due to -M effect of -$N{O}_2$ and + M effect of Cl more D.B. character between C - Cl bond. So shortest bond length.