Which of the following has the shortest C-Cl bond?
(1) Cl–CH=CH–OCH3
(2) Cl–CH=CH–CH3
(3) Cl–CH=CH2
(4) Cl–CH=CH–NO2
Answer is (4)
Due to –M effect of –NO2 and + M effect of Cl more D.B. character between C – Cl bond. So shortest bond length.