Formationof an imine from reaction of analdehyde and an amine proceeds reversibly under slightly acidic conditions. The reaction is reversible due to acid-catalyzed hydrolysis of the imine. Scheme 8.2 shows that imine formation generates an equivalent of water, yet the imine is easily isolated. Given these facts, explain why the imine can still be isolatedfrom the reaction mixture. Weigh and record the mass of a 50 mL beaker and add o-vanillin (4 mmol) to one side of the beaker. Add p-toluidine (4 mmol) to the opposite side of the beaker. Mix the solids by shaking the flask gently. Gently mix the starting materials using a wooden stick until a dry powder is formed. Weigh the beaker, and then recrystallize the crude material from boiling 95% EtOH solution. Isolate the product by vacuum filtration, dry for ~10 min, weigh the dry product, and calculate the % yield of the crude and purified imine.