Et 3. Acid Base hate ? you are given pco will you separeh thase io Solution Ans. Aniline is an organic basic compound and naphthalene is an organic neutral compound. Both the compounds are soluble in ether. To separate the two compounds which are dissolved in ether, add an aqueous acid. Aniline, being basic will react with the aqueous acid to form an ammonium salt which is water soluble and goes into the aqueous layer. Naphthalene remains in the ether layer. Now, the ether layer has naphthalene whereas the aqueous layer has the ammonium salt of aniline. Separate the ether layer and the aqueous layer. To obtain naphthalene, the ether is evaporated from the ether layer containing naphthalene. To obtain aniline from the aqueous acidic solution, add a base to basified the solution. Ammonium salt of aniline gets converted back to aniline. To this mixture, add ether which will extract the aniline from the aqueous medium. Separate the aqueous layer and the ether layer. Finally, to obtain the aniline present, the ether is evaporated off from the ether layer containing aniline. .