Pre-Laboratory Quiz for Experiment 1 Williamson Ether Synthesis Name: Lab Sectio

Question

Pre-Laboratory Quiz for Experiment 1 Williamson Ether Synthesis Name: Lab Section: ether synthesis is carried out, a very strong base like sodium hydride (Nal) is typically useod to the alcohol. Why are we able to use sodium hydroxide (NaOH) in this reaction? (1 pts) 2. Draw the structure of the product from the reaction of sodium +butoxide with I-chloropropane. What mechanism is at work here? (0.5 pts) with r-butyl chloride. What mechanism is 3. Draw the structure of the product from the reacion f sdium a propoxide at work here? (0.5 pts) 4. Circle the correct response for the following true or false questions. (2 pts) TRUE p-Nitrophenol acts as a nucleophile once it has been deprotonated by sodium hydroxide. FALSE The Williamson ether symthesis is an example of an Syl reaction. TRUE FALSE The Williamson ether synthesis works best when the alkyl halide is secondary or tertiary TheFALSE TRUE ion (El or E2) is the preferred pathway when the alkyl halide is secondary or tertiary. TRUE FALSE

Explanation / Answer

1. NaH is used to create a conjugate base of alcohols that is an alkoxide, which is a better nucleophile and takes part in williamson’s ether synthis.

In the given reaction, p-nitrophenol is easily converted into phenoxide ion which is resonance stabilized even by NaOH. Hence, one is able to do williamson’s ether synthesis by using NaOH for this reaction.

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