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Unsymmetrical ethers can be made by the Williamson synthesis, in which an alkoxide ion reacts with...

Unsymmetrical ethers can be made by the Williamson

Unsymmetrical ethers can be made by the Williamson synthesis, in which an alkoxide ion reacts with an alkyl bromide. Draw the structure of the alkoxide and the alkyl bromide needed to produce 2-ethoxy-2-methylpropane (a.k.a t-butyl ethyl ether), shown below. Show charges where appropriate.

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Answer #1


Ethers are synthesized from alkyl halides by SN2 reactions using strong nucleophiles. The highest yields of products are obtained with the unhindered methyl and primary alkyl halides.

The preparation of ethers by this method is known as Williamson ether synthesis.



CH3 CH3 CH-CH2-Br+ bromoethane CH CH3 2-ethoxy-2-methylpropane less hindered alkyl halide







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Answer #2

CH3 Br CH3 CH 3

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Answer #3

Br CO

((CH3)3CBr reacts with CH3CH3Br will give elimination product 2-methyl-1-propene.

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