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Exam 13: Alcohols,phenols,and Thiols: Ethers and Sulfides

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Question 1

Multiple Choice

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Which of the following ethers cannot be prepared by a Williamson ether synthesis?

A) tert-butyl phenyl ether
B) isopropyl methyl ether
C) anisole
D) tert-butyl methyl ether

Correct Answer

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A

Question 2

Multiple Choice

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Addition of chlorotrimethylsilane to an alcohol

A) results in an S_N1 reaction.
B) requires acidic reaction conditions.
C) is sterically hindered by the three methyl groups.
D) results in the formation of an ether.
E) produces a more reactive species.

Correct Answer

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D

Question 3

Multiple Choice

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Instructions: Consider the Grignard reaction below to answer the following question(s) . -Refer to instructions.If a secondary alcohol were desired as a product of the reaction,B should be replaced with

What is the IUPAC name of the following compound?

Instructions: Provide correct IUPAC names for each of the structures below. -Name:

Instructions: To answer the following question(s),consider the reaction below. -Refer to instructions.Provide the IUPAC name for the product alcohol.

The following IR spectrum would most likely be associated with Spectrum obtained from: SDBSWeb : http://riodb01.ibase.aist.go.jp/sdbs/ (National Institute of Advanced Industrial Science and Technology,11-01-08)

Which of the following would not react with either Na₂Cr₂O₇ or pyridinium chlorochromate?

Which of the following is probably the least useful in IR characterization of a compound?

Which of the following is not a property of a protecting group?

What is the IUPAC name of the following compound?

Which of the following are ethers?

What is the best choice of reagent to achieve the following transformation?

Instructions: Provide correct IUPAC names for each of the structures below. -Name:

What is the IUPAC name of the following compound?

Instructions: Consider the reaction below to answer the following question. -Refer to instructions.Mechanistically,the Williamson ether synthesis outlined above is:

Instructions: To answer the following question(s) ,consider the reaction below. -Refer to instructions.The conversion of an alcohol into an alkyl chloride by reaction with SOCl₂ is an example of:

Instructions: To answer the following question(s) ,consider the reaction below. Refer to instructions.The alcohol product is classified as a:

Instructions: To answer the following question(s),consider the reaction below. -Refer to instructions.Provide the complete IUPAC name for the starting material in this reaction and classify the alcohol as primary,secondary,or tertiary.