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Which of the following will have the highest pKb value?

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in Chemistry – Class 12 by (188k points)
Which of the following will have the highest pKb value?

(a) C6H5NH2

(b) p-C6H5(CH3)NH2

(c) p-C6H5(OCH3)NH2

(d) p-C6H5(NH2)NH2

The question was posed to me in an internship interview.

Asked question is from Amines Chemical Reactions topic in division Amines of Chemistry – Class 12

1 Answer

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Best answer
Right answer is (a) C6H5NH2

Easiest explanation: CH3, OCH3 and NH2 are all electron donating groups. When these are substituted at para position in aniline, it stabilizes the respective anilinium ion formed and thus increases the basic strength. Therefore, aniline is the weakest base from the given compounds and will have the highest pKb value.

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