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![[Post New]](/templates/default/images/icon_minipost_new.gif) 26 Jul 2008 11:26:52 IST
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which is more acidic among o-hydroxybbenzoic acid and m-hydrxybenzoic acid and why ?
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![[Post New]](/templates/default/images/icon_minipost_new.gif) 26 Jul 2008 11:58:51 IST
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i think it wil be ortho
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![[Post New]](/templates/default/images/icon_minipost_new.gif) 26 Jul 2008 12:02:08 IST
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i would say meta is more acidic because there will be H-bonding in the case of ortho,which will reduce its acidity.
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![[Post New]](/templates/default/images/icon_minipost_new.gif) 26 Jul 2008 17:11:42 IST
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I think tis ortho!~
Coz the value of Ka for Ortho is maximum,i.e, 107 x 10-5 nd as d value of Ka increases the acidic strength also increases!~
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![[Post New]](/templates/default/images/icon_minipost_new.gif) 26 Jul 2008 17:32:56 IST
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its ortho & its because of ortho effect which is mostly due to intra-molecular hydrogen bonding
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![[Post New]](/templates/default/images/icon_minipost_new.gif) 26 Jul 2008 23:18:35 IST
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at the ortho position there is greater extent of hydrogen bonding which results in increased stability.hence acidity is greater
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there are numerous options besides I.I.T
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![[Post New]](/templates/default/images/icon_minipost_new.gif) 26 Jul 2008 23:25:34 IST
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i too think ortho is d ans.........
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![[Post New]](/templates/default/images/icon_minipost_new.gif) 27 Jul 2008 12:35:37 IST
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due to bulkiness of cooh group it leaves the plane of benzene and acts as a -I group insted of +r group due to this the acidity of the ortho substituted benzene is more than any other substituted benzene.
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![[Post New]](/templates/default/images/icon_minipost_new.gif) 27 Jul 2008 14:14:15 IST
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due to both intramolecular hydrogen bonding and ortho effect 0-hydroxy benzoic acid is more acidic
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![[Post New]](/templates/default/images/icon_minipost_new.gif) 27 Jul 2008 14:19:10 IST
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sorry ,the actual reason is that hydrogen bonding decreases the acidic character and orthoeffect increases acidic character but orho effect dominates over hydrogen bonding ,hence o-hydroxybenzoic acid is more acidic than m-
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![[Post New]](/templates/default/images/icon_minipost_new.gif) 27 Jul 2008 14:42:54 IST
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the more the stability of the original compound less is the reactivity and in this case to lose H+ ion. In ortho one there is intramolecular H-bonding so it is stable and less reactive. hence, meta one is more acidic.
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![[Post New]](/templates/default/images/icon_minipost_new.gif) 27 Jul 2008 16:27:42 IST
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Well the answer is ortho is more acidic.We decide acidity of an organic compound mainly by its stability of the conjugate base. Here the conjugate base contains O- which is stabilised due to internal hydrogen bonding where the negative charge of O" of carboxylic group is stabilised by its partial sharing with hydrogen of hydroxyl group. if u liked answer pls rate
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