What are ambident nucleophiles? Explain with an example.

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asked Dec 26, 2017 in Chemistry by sforrest072 (157,439 points) 61 410 941
What are ambident nucleophiles? Explain with an example.

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answered Dec 26, 2017 by mdsamim (213,225 points) 5 10 15
selected Dec 26, 2017 by sforrest072
 
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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 ion can attack through oxygen resulting in the formation of alkyl nitrites. Also, it can attack through nitrogen resulting in the formation of nitroalkanes.

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