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

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$C H_{3} C \equiv N$

$C H_{3} O H$

$C H_{2} N H_{2}$

$C H_{2} = C H C H_{3}$

answer is A.

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Detailed Solution

Due to the presence of a lone pair of electrons on N, $C H_{3} C \equiv N :$ acts as a nucleophile. Further due to greater electronegativity of N than C, the Catom of $- C \equiv N$ carries a positive charge and hence behaves as an electrophile.

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