Solved: A student was studying terpene synthesis, and she wanted to make the compound
Chapter 0, Problem 15-37(choose chapter or problem)
A student was studying terpene synthesis, and she wanted to make the compound shown here. First she converted 3-bromo-6-methylcyclohexene to alcohol A. She heated alcohol A with sulfuric acid and purified one of the components (compound B) from the resulting mixture. Compound B has the correct molecular formula for the desired product. (a) Suggest how 3-bromo-6-methylcyclohexene might be converted to alcohol A. (b) The UV spectrum of compound B shows at 269 nm. Is compound B the correct product? If not, suggest a structure for compound B consistent with these UV data. (c) Propose a mechanism for the dehydration of alcohol A to compound B.
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