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Fischer Esterification Acetic Acid + Ethanol in the presence of Dowex, a solid catalyst. 4 samples...

Fischer Esterification

Acetic Acid + Ethanol in the presence of Dowex, a solid catalyst. 4 samples were placed in 4 tubes, heated in a water bath.

Test tube 4 was left in the water bath overnight. When testing sample #4 with GC and NMR, one product was expected - the ester, ethyl acetate. However a small portion of acetic acid was present. I understand acetic acid is often used in excess (La Chat) but the ethanol was in equal ratio to the acetic acid, so should it not have appeared as well? I know its an equilibrium, but if one is present, wouldn't both acetic acid and ethanol be there if it had gone in reverse?

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