This is for an extraction lab for organic chemistry. Carboxylic Acid is isolated

Question

This is for an extraction lab for organic chemistry. Carboxylic Acid is isolated in the aqeous layer and extracted. The procedure said to add 5% HCl for neutralization of the solution so that the carboxylic acid would precipiate out. Too much HCl was added and it caused the precipitate to initially appear, but then the precipitate dissapeared agian. What is the explanation for excessive 5% HCl dissolving the precipitate after it appeared. Thanks. Please help ASAP. Appreicate it. A theoretical explanation would be nice.

Explanation / Answer

1) Carboxylic Acid is isolated in the aqeous layer as a salt of acid which is soluble in Aqueous solution.

2) After addition of calculated volume of 5%HCl, neutralize the salt of acid and make it insoulble in aqueous which inturn result in prcipitation of Acid.

3) When you add excess of HCl, In aqueous solution, H2O become H3O+ which dissolve the prcipitated acid. To put it another way, there are more transfers of protons from the hydronium ion to the acetate.

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