Transcription of CHEM 51LC - EXPERIMENT 5 DETERMINING ABSOLUTE ...
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CHEM 51LC - EXPERIMENT 5 DETERMINING ABSOLUTE ...
CHEM 51LC - EXPERIMENT 5 DETERMINING ABSOLUTE CONFIGURATION OF SECONDARY ALCOHOLS USING THIN-LAYER CHROMATOGRAPHY (TLC) AND YOUR SMARTPHONE During this EXPERIMENT , you will determine the ABSOLUTE configuration of an unknown chiral secondary alcohol using the competing enantioselective conversion (CEC) method. The CEC method was developed here at UC Irvine. This method uses a chiral acyl-transfer catalyst called homobenzotetramisole (HBTM) and a common technique used in organic laboratories: thin-layer chromatography (TLC). You will photograph your TLC plate (with a smart phone or any other photo-taking device) and perform a quantitative analysis using a program called ImageJ. You will also determine the molecular structure of the unknown alcohol you have using 1H NMR spectroscopy. REACTIONS: Esterification of a secondary alcohol using a chiral acyl-transfer catalyst TECHNIQUES: Thin-Layer Chromatography, ImageJ Analysis READING ASSIGNMENT Technique : Measuring Volume and Transferring Liquids in Techniques in Organic Chemistry 3rd Ed.
1) Determine which unknown alcohol you have using the 1H NMR spectra given to you. 2) Determine which enantiomer of the unknown alcohol you have using the competing enantioselective conversion (CEC) method described in the Journal of Organic
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