Results 1. Draw a three-dimensional structure of the stereoisomer formed in the reaction. Name the compound. meso-Hydrobenzoin 2. Include other results as suggested by your data. * The attached IR and NMR spectroscopy data. * The melting point that ranges from 135.6-137.90C.
Spectroscopic Analyses Data tables
Hydrobenzoin Peaks (cm-1) | Stretches | Intensity | 3332 (cm-1) | O—H stretch | Strong and broad | 3027 | C—H stretch | Medium and Weak | 14450-1620 (cm-1) | Benzene ring stretch | Medium |
Benzil Peaks (cm-1) | Stretches | Intensity | 3062 (cm-1) | Csp2—H stretches | Strong | 1677 (cm-1) | C==O stretch | Strong | 1445 | Benzene ring stretch | Strong | 936 …show more content…
Problem 2 from page 311 of your laboratory text.
The broad peak at about 3300 in the IR corresponds to the O—H group in the product. The peaks to the right of aro0und 3000 are C—H related, those about 1599 are C—H bends, and the peaks at 1000-1350 are C—O related. The most plausible product seems to be cyclohexanol with a molecular formula of C6H12O.
2. Describe the stereochemical relationship between each pair of isomers. (a)