Q. Which one of the following is most basic?

A) $FCH_{2}NH_{2}$
B) $FCH_{2}CH_{2}NH_{2}$
C) $C_{6}H_{5}NH_{2}$
D) $C_{6}H_{5}CH_{2}NH_{2}$
Explanation

(d)
Benzyl amine $\left( C_{6}H_{5}CH_{2}NH_{2} \right)$ is more basic than aniline $\left( C_{6}H_{5}NH_{2} \right)$ because N-atom of aniline is delocalized over the benzene ring. However in benzyl amine the lone pair of electrons on the N-atom is not conjugated with the benzene ring and therefore it is not delocalized. Hence, the lone pair of electrons on the N-atom in benzyl amine is more readily available for protonation than that on the N-atom of aniline. Thus, the benzyl amine is a stronger base than aniline.

Dr. Abubacker
Reviewed by Dr. Abubacker

Physics Educator & NEET/JEE Specialist

Ph.D. in Physics with 19+ years of teaching experience.

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