How did you take advantage of Le Chatelier\'s Principle in driving the cyclohexa

Question

How did you take advantage of Le Chatelier's Principle in driving the cyclohexanol dehydration reaction to completion? Think about the glassware experimental set-up. Also explain how adding a drying salt like CaSO4 directly to the reaction still-pot might also facilitate this process. (10 points) 9. This reaction proceeds via a combination of Ei and E2 reactions as well as via solvolysis by product formation. Which isomer cis or trans is expected to react faster in an E2 elimination and why? Think about the chair conformational analysis for each compound. (10 points) 10. CH3 OH OH

Explanation / Answer

9. In the dehydration reaction of cyclohexanol we get H2O as one of the product. According to LeChatellier's principle If we remove H2O formed (by adding drying agent such as CaSO4), the reaction would shift to the right handside. More product would be formed. If we add more cyclohexanol reactant the reaction would shift to the right handside and we would get more product formed.

10. cis-isomer would react faster in E2 mechanism as the OH group and the H next to CH3 lies anti- in geometry to each other. For E2 reaction, we must have an anti-periplanar geometry for -OH and -H groups.

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