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Chemistry 30A3 Fall 2011 Labs Dr. Troendle 37

Chemistry 30A3 Fall 2011 Labs Dr. Troendle 37 - Describe...

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Chemical Biology 3OA3, September 2009 Page 37 of the flask, and then use a stream of air to remove the last traces of solvent. Make sure all the solvent is gone, and that no water enters the flask. Weigh the flask and calculate the mass of product by difference. Obtain the IR spectrum of your product. Your TA will collect one or more samples of the diol, and obtain NMR spectra, and optical rotation. Measure the melting point of the diol. Questions 1. In your report, clearly show which isomer of the diol is produced during reduction of 1-phenylpropane-dione.
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Unformatted text preview: Describe your evidence (how do the melting point, IR, NMR, and optical rotation data combine to substantiate your claim?). 2. Indicate which face of each carbonyl group, re or si, is attacked by hydride from NAD(P)H, in order to generate the observed diol enantiomer. 3. What influences the R f of the various compounds on the TLC plate? Do the dione, any ketol intermediate(s) you observe, and diol elute in the order you expect? Why? 4. How would you isolate and purify the ketol? 5. How would you further explore this reaction?...
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