Question

Which behave both as a nucleophile and electrophile?

Answer 1

Electrophiles and Lewis Acids. An electrophile is a molecule that forms a bond to its reaction partner (the nucleophile) by accepting both bonding electrons from that reaction partner. Electrophilic reagents are Lewis acids. You've already seen that carbon dioxide is an electrophile.

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Answer 2

Alkyl nitriles are weak electrophiles.Due to electronegativity difference between C and N , the carbon atom has a partial positive charge.