You have toseparate 4-toluic acid (a strong acid, pKa 4.36 - look upstructure) from 4-bromoaniline (a base - look up structure).Assume the two substances don't react with each other. The mixture of 4-toluic acid and 4-bromoaniline is dissolved in ether.You MAY need the following information: The pKa of HCl is -7;pKa of carbonic acid is 6.52 and the pKa of water is 15.
a) Why would using either sodium bicarbonate or sodium hydroxide beable to extract 4-toluic acid into the aqueous layer? (Give reasonsfor both)