When 2-bromo-2-methylbutane is heated in a mixture of ethanol and water, it gives a 64% yield of substitution products and a 36% yield of elimination products.
a) What mechanisms does this reaction follow?
b) Show the structures of the substitution products.
c) Show the structures of the elimination products.
d) Under the same reaction conditions, how would 2-iodo-2-methylbutane differ from the bromide in its rate of reaction? in the products of its reaction?
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