Answer to Question #87280 in Organic Chemistry for Joe

Question #87280
Why would Esterification of a carboxylic acid on a molecule increase its solubility in THF?
1
Expert's answer
2019-04-01T07:49:14-0400

The main principle of silubility: like dissolves in like.

Carboxylic acids are polar molecules, moreover the can form hydrogen bond with water molecules. They tend to be soluble in polar protic solvents like water.

Esters are polar molecules too, but they can not form hydrogen bonds, they tend to be soluble in polar aprotic solvents like THF.


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Comments

Assignment Expert
04.04.19, 14:51

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Joe
02.04.19, 16:01

Thanks! Thats a perfect answer : )

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