Organic Chemistry 1 Quiz
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SUBSTITUTION AND ELIMINATION
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A student attempts to synthesize an ether by treating 1-bromo-2,2-dimethylpropane with sodium methoxide in methanol, but instead observes formation of 3,3-dimethyl-1-butene as the major product. Analysis shows that a rearrangement has occurred during the reaction. Which mechanistic explanation best accounts for both the rearrangement and the elimination outcome?
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