1. Draw the mechanism (showing curved arrows) for the reaction performed in this experiment. 2. Why is the p-cresol treated with a base before the addition of the propyl iodide? Would you expect the reaction to proceed without the base? 3. Would you expect the reaction to proceed without the phase-transfer catalyst? Why or why not? 4. In theory, the Williamson ether synthesis can be used to prepare t-butylmethylether by two different pathways. Write out the reaction equations for each of the two different pathways. Of the two, only one is viable. Which one? Why? Draw the mechanism for this reaction using curved arrows.

1. Draw the mechanism (showing curved arrows) for the reaction performed in this experiment. 2. Why is the p-cresol treated with a base before the addition of the propyl iodide? Would you expect the reaction to proceed without the base? 3. Would you expect the reaction to proceed without the phase-transfer catalyst? Why or why not? 4. In theory, the Williamson ether synthesis can be used to prepare t-butylmethylether by two different pathways. Write out the reaction equations for each of the two different pathways. Of the two, only one is viable. Which one? Why? Draw the mechanism for this reaction using curved arrows.

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter23: Addition To A Carbonyl

Section: Chapter Questions

Problem 5E

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