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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: nate on September 11, 2005, 10:07:09 PM

Title: Organic Acid/Base Solubility
Post by: nate on September 11, 2005, 10:07:09 PM

Probably a dumb question, but why is benzoic acid soluble in 1M NaOH and not 1M HCl?  When adding 6M HCl to the NaOH solution, the benzoic acid ppt. out of solution.  Is this because of hydrogen bonding?

Title: Re:Organic Acid/Base Solubility
Post by: nate on September 11, 2005, 10:17:09 PM

I think that I may have answered my own question.  The carboxylic acid is converted to a water soluble salt in the NaOH and then reconverted back to its insoluble self with the addition of the HCl.

Is this correct??

Title: Re:Organic Acid/Base Solubility
Post by: Mitch on September 11, 2005, 10:18:39 PM

yes