Experiment 8A: Imine Synthesis - Equilibrium in Synthesis Procedure 1. Measure 2-aminophenol (100 mg, 0.92 mmol) into a 20 mL scintillation vial. Amount of 2-aminophenol added: 113 2. Add solvent to the to the scintillation vial. Your instructor will direct you to add either EtOH (~ 8-10 mL) or a 50:50 mixture of EtOH/HO. The vial should be approximately half full. Agitate until all components are dissolved. Note the initial color dark yellow / orange 3. Prepare a TLC plate with 3 spots as per the instructor's guidance. Elute the TLC with 25% EtOAc/ 75% Heptane solvent and then visualize the TLC using long wavelength and short wavelength setting on the UV light sources. The three separate spots correspond to (a) after 2- aminophenol dissolves, (b) right after addition of the aldehyde and (c) while the product is crystalize from the heated solution. 4. Next, the instructor will add salicylaldehyde (0.1 mL, 0.92 mmol) to the vial. Note any color changes. orange, got I ighter 5. Add two boiling sticks to the