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What are ambident nucleophiles? Explain ...

What are ambident nucleophiles? Explain with an example.

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Nucleophiles which can attack through two different sites, are called ambident nucleophiles. For example, cyanide ion exists as a hydrid of following two structures. It can attack either.

Through carbon to form cyanides (or nitriles) or through nitrogen to form isocyanides (or carbyl amines).
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