How can you use TLC to determine if a chemical reaction has gone to completion? For example, treatment of cyclohexanol in the presence of a non-nucleoplhilc acid, sulfuric acid gives the corresponding alkene, cyclohexene via an E1 reaction.   Draw 3 examples of TLC plates: a) at the beginning of the reaction, b) during the reaction, and c) at the completion of the reaction. Explain what is shown on each plate. Hint: What are the dominant intermolecular interactions of cyclohexanol and cyclohexene?

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