Q. Which of the following is most reactive towards nucleophilic substitution reaction?
A) $CH_{2} = CH - Cl$
B) $C_{6}H_{5}Cl$
C) $C_{6}H_{5}CH_{2}Cl$
D) $ClCH_{2} - CH = CH_{2}$
Explanation
(d)
During nucleophilic substitution weaker nucleophile is replaced by stronger nucleophile. The compound having C-Cl bond which can be most easily broken will be most reactive towards nuclophilic substitution reaction.
In vinyl chloride $CH_{2} = CH - Cl$ and chlorobenzene $C_{6}H_{5}Cl$ the $C - Cl$ bond has partial double bond character due to resonance.
∴ They do not give nucleophilic substitution reaction easily
[image:12_image472.emf]
Benzyl chloride, [image:12_image473.emf] give nucleophilic substitution easily because they carbocation formed is stabilised due to resonance.
[image:12_image474.emf]
Reviewed by Dr. Abubacker
Physics Educator & NEET/JEE Specialist
Ph.D. in Physics with 19+ years of teaching experience.