Nucleophiles

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Mya Majewski 1L
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Joined: Fri Sep 25, 2015 3:00 am

Nucleophiles

Postby Mya Majewski 1L » Thu Feb 25, 2016 5:25 pm

What makes a molecule a more ambident nucleophile?

204566649
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Joined: Fri Sep 25, 2015 3:00 am

Re: Nucleophiles

Postby 204566649 » Thu Feb 25, 2016 5:30 pm

An ambident nucleophile is a molecule that has resonance that gives it functionally two separate nucleophilic areas. It can form bonds on two different parts of its structure because its resonance makes both of those parts electron rich. CH3COCH2 is an ambident nucleophile because it can form bonds at either the C-O bond or the C-CH2 bond because those bonds have resonance. Specifically, those two bonds alternate between being a single and double bond.

Source: http://www.chem.ucla.edu/harding/IGOC/A/ambident_nucleophile.html


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