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Which of the following is the least basic amine?

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in Chemistry – Class 12 by (188k points)
Which of the following is the least basic amine?

(a) p-Bromoaniline

(b) p-Chloroaniline

(c) p-Nitroaniline

(d) p-Aminobenzonitrile

The question was posed to me in my homework.

My doubt is from Amines Chemical Reactions in section Amines of Chemistry – Class 12

1 Answer

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Best answer
Right answer is (c) p-Nitroaniline

The best explanation: All the compounds can be considered as aniline with an electron withdrawing (deactivating) group substituted at the para position to NH2. Since nitro group is the most deactivating group compared to halogen and cyanide, p-nitroaniline is the least basic compound.

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