question archive 1) Referring to the experimental results, identify whether the meso- or enantiomeric-form of hydrobenzoin was isolated
1) Referring to the experimental results, identify whether the meso- or enantiomeric-form of hydrobenzoin was isolated
Subject:ChemistryPrice: Bought3
1) Referring to the experimental results, identify whether the meso- or enantiomeric-form of hydrobenzoin was isolated. Briefly explain why this stereoisomer was exclusively formed in this reaction. You may use original structural diagrams to support your answer. NOTE: This is a challenging question, and some research may be required to figure out the answer. 2. In the experiment performed, a melting point analysis was used to determine which stereoisomer of hydrobenzoin was produced. If a TLC were performed to distinguish between the products, would you expect enantiomeric-hydrobenzoin or meso- hydrobenzoin to have a greater Rf, or would they be the same? Explain 3. The fluorenone reduction was monitored by TLC using short wave UV-light to visualize the components on the TLC plate. Under UV-exposure, the TLC plate glows green because the silica gel is stained with a fluorescent indicator. a. What is special about fluorenone that allows it to essentially "glow" purple under UV-light? b. Is the benzil reduction visualized in the same way? Why or why not? c. Arrange the following species in order of polarity (most to least) as would be observed on a silica gel TLC plate: . hydrobenzoin . benzil . benzoin 4. The fluorenone reduction performed in the lab proceeds without facial selectivity. Is fluorenone prochiral? Why or why not?
