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1. 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.

HINT:

The reaction involves an SN2 attack of the alkoxide on the alkyl bromide, displacing the bromide ion.

R1O- + R2Br --------> R1-0-R2 + Br-

What are the alkyl groups found in the ether? One alkyl group will come from the alkoxide and the other from the alkyl bromide.


2. Can you plz tell me the easier approach to memorize whether the reaction will be E1 OR E2 OR SN1 OR SN2?

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