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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

Starting with cyclohexene, how could the following compounds be prepared?

a. methoxycyclohexane

b. cyclohexylmethylamine

c. dicyclohexyl ether

What products are formed when the following stereoisomer of 2-chloro-1,3-dimethylcyclohexane reacts with methoxide ion?

Alkylbenzyldimethyl ammonium chloride is a leave-on skin antiseptic used to treat such things as cuts and cold sores. It is also the antiseptic in many hand sanitizers. It is actually a mixture of compounds that differ in the number of carbons (any even number between 8 and 18) in the alkyl group. Show three different sets of reagents (each set composed of an alkyl chloride and an amine) that can be used to synthesize the alkylbenzyldimethyl ammonium chloride shown here.

Explain why only a substitution product and no elimination product is obtained when the following Compound reacts with sodium methoxide:

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?
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