Haloalkanes and Haloarenes

Question

What are ambident nucleophiles? Explain with an example. 

Answer

Ambident nucleophiles: The nucleophiles with two nucleophilic centres are called ambident nucleophile.For example cyanide act as ambident nucleophilies.
There are two nucleophiles centres, at carbon and nitrogen in cyanide ion (C ≡ N:). They can react through either of these centres. Depending on the reagent and the reaction conditions, the reaction may take place predominantly at one of these centres.

Examples are C ≡ N: (reagent KCN, NaCN) etc.

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