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[Solved] Which of the following behaves both as a nucleophile and as an electrophile?

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Which of the following behaves both as a nucleophile and as an electrophile?

(a) CH3C ≡ N

(b) CH3OH

(c) CH2 = CHCH3

(d) CH3NH2

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Correct answer: (a) CH3C ≡ N

Explanation:

Due to the presence of a lone pair of electrons on N, CH3C ≡ N acts as a nucleophile. Further due to greater electronegativity of N than C, the C atom of – C ≡ N carries a positive charge and hence behaves as an electrophile.

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