Problem: When 2-bromo-2-methylbutane is treated with a base, a mixture of 2-methyl-2-butene and 2-methyl-1-butene is produced. When potassium hydroxide is the base, 2-methyl-1-butene accounts for 45% of the mixture. But when potassium tert-butoxide is the base, 2-methyl-1-butene accounts for 70% of the mixture. What would you predict for the percent of 2-methyl-1-butene in the mixture if potassium propoxide were the base? a) less than 45% b) 45% c) between 45% and 70% d) more than 70%

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Problem Details

When 2-bromo-2-methylbutane is treated with a base, a mixture of 2-methyl-2-butene and 2-methyl-1-butene is produced. When potassium hydroxide is the base, 2-methyl-1-butene accounts for 45% of the mixture. But when potassium tert-butoxide is the base, 2-methyl-1-butene accounts for 70% of the mixture. What would you predict for the percent of 2-methyl-1-butene in the mixture if potassium propoxide were the base?

a) less than 45%

b) 45%

c) between 45% and 70%

d) more than 70%

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Based on our data, we think this problem is relevant for Professor Stocker's class at UMD.