1. The problem statement, all variables and given/known data Given the following reactions, determine the moles of product that should be produced. If sulfuric acid were not used in the third equation, would water be a good recrystallization solvent? What if choloroacetic acid was used instead of the sodium salt? Finally what evidence would an NMR provide to reveal the substitution reaction took place? mol NaOH : 0.0025 mol o-cresol: 0.0025 mol sodium chloroacetate: 0.0025 1 mL of 10% H2SO4 http://img402.imageshack.us/img402/7127/chem262lrxn.png [Broken] 2. Relevant equations chemistry duhdhdhdh 3. The attempt at a solution For the first question, everything is in a 1:1:1 molar ratio; however, the limiting reagent in the final step is unclear to me because in the actual experiment, we used 1 mL of 10% sulfuric acid. This corresponds to 0.001 mol of acid, vs 0.0025 mol of NaOH, o-cresol, and sodium chloroacetate. Since the percent yield is based on the limiting reagent, I'd expect only 0.001 mol of product to be produced. Am I correct in assuming the final moles of product yielded are limited by the mols of acid present? The second question, I don't know. Without an acid to protonate the salt wouldn't the water serve the same purpose? Still allowing it to be a good recrystallization solvent? I feel the chloroacetic acid's alcohol hydrogen would be plucked off by the oxygen in the phenolate anion instead of it attacking the carbon adjacent to the chloride... Finally, I have no idea where to begin in regards to NMR at all.