The following mixture was extracted with 1 M HCl, followed by 1 M NaOH, followed by ether. Which compound is recovered from the acid solution?

Question

Quizplus · Accepted Answer

Compound I is a carboxylic acid, which will be extracted by the 1 M HCl to form a water-soluble salt. The compound will then be recovered from the acidic solution by neutralizing it with the 1 M NaOH to form the free acid, which is insoluble in water and will separate out. Compound II is a phenol, which will also be extracted by the 1 M NaOH to form a water-soluble salt. It will not be recovered from the acid solution. Compound III is an ether, which will be extracted by the ether layer and will not be recovered from the acid solution either.

The Following Mixture Was Extracted with 1 M HCl, Followed