CHM238L - Identifying Peaks of H NMR spectra 1. The problem statement, all variables and given/known data The experiment is "Reducing Benzil using Sodium Borohydride". The experiment itself was simple enough and when I finished, I got a melting point of 134-136 C, which is indicative of benzoin (135-137) rather than meso-hydrobenzoin (137-139), however my thin layer chromatography revealed that my sample was nearly identical to meso-hydrobenzoin, and I tend to believe that moreso than the melting point. It's possible my sample wasn't pure. So, I also ran the NMR of my sample and got a spectra for it, but I am having trouble identifying the peaks. Please help me out here! Here is the picture of the 1H NMR spectra. http://img246.imageshack.us/img246/5873/95924000.jpg" [Broken] 2. Relevant equations This is a picture of the reaction and the 5 possible products. I circled Meso-Hydrobenzoin, which is what I believe to have after my TLC test. http://img515.imageshack.us/img515/8025/41232169.jpg" [Broken] 3. The attempt at a solution I cleaned the NMR tube a few days in advance. I'm not sure if there is any H2O or Acetone showing in the spectra... I tried integrating the big peak at ~7.2 at 10, and I get way too many hydrogens. It should have 14 hydrogens only if it is meso-hydrobenzoin. Thanks in advance!