PYQ NEET- Organic Compounds Containing Nitrogen L-5

Question: Which one of the following order is wrong, with respect to the property indicated?#

A) Benzoic acid > phenol > cyclohexanol (acid strength)

B) Aniline $>$ cyclohexylamine $>$ benzamide (basic strength)

C) Formic acid $>$ propanoic acid $>$ acetic acid (acid strength)

D) Chloroacetic acid > bromoacetic acid > fluoroacetic acid (acid strength)

Answer: Aniline $>$ cyclohexylamine $>$ benzamide (basic strength)#

Sol:#

Basic strength decreases as, benzamide $>$ aniline $>$ cyclohexylamine. Lesser basicity in aniline and benzamide is due to resonance and delocalization of the lone pair of electrons on the $-\mathrm{NH}_2$ group.