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Quick Question regarding nucleophiles

 
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mcat_premed3832



Joined: 19 Oct 2006
Posts: 428
PostPosted: Mon Mar 10, 2008 8:19 pm    Post subject: Reply with quote
The short answer: -COO- (the carboxylate anion) is resonance stabilized.

The longer answer: don't forget that -COOH (carboxylic acid functional group) is by definition an acid and therefore a proton donor.

On the other hand, the amino group -NH2 can act as a base and thus, by definition, a proton acceptor.
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