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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: JoeyBob on March 18, 2020, 09:05:56 PM

Title: Why amine group attack and not hydroxyl?
Post by: JoeyBob on March 18, 2020, 09:05:56 PM
??? Isn't O a better electrophile than N?
Title: Re: Why amine group attack and not hydroxyl?
Post by: ch3mist on March 18, 2020, 09:51:51 PM
The NH2 is a better nucleophile than the OH.
Title: Re: Why amine group attack and not hydroxyl?
Post by: JoeyBob on March 19, 2020, 01:23:10 AM
The NH2 is a better nucleophile than the OH.

How?
Title: Re: Why amine group attack and not hydroxyl?
Post by: rolnor on March 19, 2020, 09:32:18 AM
This can be helpfull;

https://www.youtube.com/watch?v=9QZj-F-5PV4
Title: Re: Why amine group attack and not hydroxyl?
Post by: hollytara on March 19, 2020, 02:08:49 PM
Nucleophilicity is inversely correlated to electronegativity.  So N lone pairs react faster than O lone pairs - the N is more willing to share, being less electronegative.