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Describe the synthesis and appearance of 4 -methylcyclohexene. Report the yield

ID: 538556 • Letter: D

Question

Describe the synthesis and appearance of 4 -methylcyclohexene. Report the yield (actual and percent) with calculations and the result of the chemical test for unsaturation and what it means. Attach the IR spectra to your report with the following tables and identify three functional groups each, which must include OH for the alcohol and C = C for the alkene. 4-methylcyclohexanol 4-methylcyclohexene Draw a mechanism for the acid-catalyzed dehydration of cyclohexanol. 2) As the 4-methylcyclohexene and water are being formed, they are constantly being distilled from the reaction mixture into the Hickman head. Explain how this process helps the reaction proceed with a higher yield. 3) What major alkene product is produced by dehydration of the following alcohols? Draw the structure of the reactant alcohol and the final product in each answer. Cyclopentanol 1 -methylcyclohexanol 2 -methylcyclohexanol 4) In this experiment, saturated sodium chloride is used to transfer crude product after the Initial distillation. Why is saturated sodium chloride, rather than pure water, used for this procedure?

Explanation / Answer

Answer for Highlighted 2nd question:

4-methylcyclohexanol is distilled to form 4-methylcyclohexene and water as products via an elimination reaction.

As the products are formed by distillation, they are removed from the reaction mixture into the hickman head, thus shifting the equilibrium in favour of the products.

This way, it helps the reaction to proceed with a higher yield.

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