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Question:
What are ambident nucleophiles? Explain with an example
Answer:

An ambident nucleophile is an anionic nucleophile where a negative charge is delocalized by resonance over two unlike atoms or over two like but non-equivalent atoms. The most common ambident nucleophiles are enolate ions.  For example, the resonance forms of acetone enolate are shown below.

 

ambidentnucleophile1.png

 The hybrid of the two figures shown above is as follows -

ambidentnucleophile2.png

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