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Chapter 9: Q97P (page 391)

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

Short Answer

Expert verified

cannot be made by a Williamson ether synthesis

Step by step solution

01

Definition of Williamson ether synthesis-

Williamson Ether Synthesis is a reaction that uses deprotonated alcohol and an organohalide to form an ether. Williamson Ether Synthesis usually takes place as anSN2 reaction of a primary alkyl halide with an alkoxide ion. The structure of ethers was proved due to this chemical reaction.

02

Step 2:

cannot be made by a Williamson ether synthesis.

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Most popular questions from this chapter

Which of the following hexachlorocyclohexanes is the least reactive in an E2 reaction?

a. Draw the structures of the products obtained from the reaction of each enantiomer of cis-1-chloro-2-isopropylcyclopentane with sodium methoxide in methanol.

b. Are all the products optically active?

c. How would the products differ if the starting material were the trans isomer? Are these products optically active?

d. Will the cis enantiomers or the trans enantiomers form substitution products more rapidly?

e. Will the cis enantiomers or the trans enantiomers form elimination products more rapidly?

What percentage of the reaction described in Problem 31 takes place by the E2 pathway when [HO-] = 0.0025 M?

For each of the following reactions, draw the major elimination product; if the product can exist as stereoisomers, indicate which stereoisomer is obtained in greater yield.

a. (R)-2-bromohexane + high concentration of CH3O-

b. (R)-3-bromo-3-methylhexane + CH3OH

c. trans-1-chloro-2-methylcyclohexane + high concentration of CH3O-

d. trans-1-chloro-3-methylcyclohexane + high concentration of CH3O-

e. 3-bromo-3-methylpentane + high concentration of CH3CH2O-

f. 3-bromo-3-methylpentane + CH3CH2OH

You were told in Section 7.11 that is best to use a methyl halide or a primary alkyl halide for the reaction of an acetylide ion with an alkyl halide. Explain why this is so.
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