Question

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

• A. $Cl-CH=CH-NO_{2}$
• B. $Cl-CH=CH-CH_{3}$
• C. $Cl-CH=CH-OCH_{3}$
• D. $Cl-CH=CH_{2}$

Answer 1

Answer: (A)

$Cl-CH=CH-NO_{2}$ has the shortest $C-Cl$ bond due to resonance stabilised double bond character as follows