Ambident Nucleophile

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Ani Galfayan 1H
Posts: 27
Joined: Fri Sep 25, 2015 3:00 am

Ambident Nucleophile

Postby Ani Galfayan 1H » Sun Feb 28, 2016 4:42 pm

How can I tell if a nucleophile is ambident? Does it have to do with resonance?

Hannah Markovic 3C
Posts: 32
Joined: Fri Sep 25, 2015 3:00 am

Re: Ambident Nucleophile

Postby Hannah Markovic 3C » Sun Feb 28, 2016 6:30 pm

I think it is usually either resonance or if two atoms have a similar electronegativity, like with CN- or SCN-

Jacqueline Zhang 2A
Posts: 15
Joined: Fri Sep 25, 2015 3:00 am

Re: Ambident Nucleophile

Postby Jacqueline Zhang 2A » Sun Feb 28, 2016 11:34 pm

An ambident nucleophile is a molecule that can act as a nucleophile attacking from two or more different sides. For example, SCN− (thiocyanate) can act as a nucleophile with either the S or the N attacking.


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