Chemical Forums
Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: penhimdangyeu on February 24, 2015, 12:48:07 PM
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Could you please helping explain about their acidity of o-hydroxybenzoic acid, m-hydroxylbenzoic acid and p-hydroxybenzoic acid.
I assign o-hydroxybenzoic acid, m-hydroxylbenzoic acid and p-hydroxybenzoic acid are A,B and C respectively. It said that acidity of A > B > C.
I see there are two effect in these structure:
a) inductive effect (-I) of -OH group in 3 structures but inductive effect decreases from A to C due to the increase of distance from COOH group.
b) mesomeric effect (conjugated effect) (+C) of -OH group in structure A and C while B doesn't have it.
c) mesomeric effect (conjugated effect) (-C) of -COOH in 3 structures
How do these effect impact the acidity?
Thank you very much