Problem: Two different compounds having the molecular formula C8H15Br are formed when 1,6-dimethylcyclohexene reacts with hydrogen bromide in the dark and in the absence of peroxides. The same two compounds are formed from 1,2-dimethylcyclohexene. What are these two compounds?     

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Two different compounds having the molecular formula C8H15Br are formed when 1,6-dimethylcyclohexene reacts with hydrogen bromide in the dark and in the absence of peroxides. The same two compounds are formed from 1,2-dimethylcyclohexene. What are these two compounds?     

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Our data indicates that this problem or a close variation was asked in Organic Chemistry - Carey 8th Edition. You can also practice Organic Chemistry - Carey 8th Edition practice problems.