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Topic: Extracting Carboxylic acids  (Read 2963 times)

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Offline xanthiner14

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Extracting Carboxylic acids
« on: July 21, 2010, 10:55:53 PM »
Hello all. Orgo is not my strong suit, so bear with me.

In one of my practice tests from prep course company x, there was a question which asks how you would best separate a fat from a fatty acid. I narrowed it down to (a) solvent extraction with a dilute acid or (b) solvent extraction with a dilute base.

I went with solvent extraction with a dilute base because a base would deprotonate the carboxylic acid, giving it a negative charge and thus making it more soluble in the aqueous phase, leaving a neutral fat in the organic phase. The answer, however, was solvent extraction with a dilute acid. How could this be the answer??? Does anyone else think that this is a mistake or am I getting something wrong? Please *delete me*!!!

Offline Doc Oc

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Re: Extracting Carboxylic acids
« Reply #1 on: July 22, 2010, 12:08:29 AM »
I would also have said base.

Offline 408

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Re: Extracting Carboxylic acids
« Reply #2 on: July 22, 2010, 01:29:29 AM »
The answer is likely wrong.  Carboxylic acids are extracted with bases.

Offline PJGRAY

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Re: Extracting Carboxylic acids
« Reply #3 on: July 26, 2010, 08:21:44 AM »
The answer is most definately wrong. You definately extract into base first and then acidify the aqeous phase to be extracted with organic solvent.

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