After dissolving a mixture of 3 compounds (see below) in diethyl ether , the mix

Question

After dissolving a mixture of 3 compounds (see below) in diethyl ether, the mixture was washed with 2 x 50 ml portions of 10% NaOH. The layers were separated, the organic layer was on top of the aqueous layer. When the ether solvent was removed (the organic layer), what compound(s) were isolated from the organic layer?

CHEM 351 W2018 WLB After dissolving a mixture of these 3 compounds in diethyl ether, the mixture was washed with 2 x 50mL portions of 10% NaOH solution. The layers were separated, and the aqueous layer set aside. When the ether solvent was removed, what compound(s) were isolated from the organic layer? Draw a flow chart to help explain your answer HO

Explanation / Answer

In basic workup with diethyl ether solvent compound C (acetic acid) will form sodium salt(sodium acetate) and it will dissolve in water part. In organic part there will be A and B.

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