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Topic: Solubility of Benzene dicarboxylic acid  (Read 2954 times)

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Offline Argon0919

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Solubility of Benzene dicarboxylic acid
« on: February 28, 2010, 05:24:17 AM »
Benzene-1,4-dicarboxylic acid : poorly soluble in water

Benzene-1,3-dicarboxylic acid : insoluble in water

Benzene-1,2-dicarboxylic acid : slightly soluble in water


#Q1 I don't understand why Benzene-1,2-dicarboxylic acid is more soluble in water than Benzene-1,4-dicarboxylic acid

#Q2 and also why Benzene-1,3-dicarboxylic acid is insoluble in water

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Offline Astrokel

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Re: Solubility of Benzene dicarboxylic acid
« Reply #1 on: February 28, 2010, 05:47:59 AM »
Q1. I would think it is the other way round. Intermolecular vs. Intramolecular. I have not done chem in awhile, so pardon me. Someone else have to confirm this.

Q2. Think of the meta-directing and =O effects.
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Offline Argon0919

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Re: Solubility of Benzene dicarboxylic acid
« Reply #2 on: February 28, 2010, 08:32:47 AM »
what are the other factors determining solubility ?
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