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Question

Chemistry Question on Haloalkanes And Haloarenes

What are ambident nucleophiles? Explain with an example.

Answer

Ambident nucleophiles are nucleophiles having two nucleophilic sites. Thus, ambident nucleophiles have two sites through which they can attack. For example, nitrite ion is an ambident nucleophile.
Nitrite ions can attack through oxygen resulting in the formation of alkyl nitrites. Also, it can attack through nitrogen resulting in the formation of nitroalkanes.