Problem: A mixture of three alkenes (A, B, and C) was obtained by dehydration of 1,2-dimethyl cyclohexanol. The composition of the mixture was A (3%), B (31%), and C (66%). Catalytic hydrogenation of A, B, or C gave 1,2-dimethylcyclohexane. The three alkenes can be equilibrated by heating with sulfuric acid to give a mixture containing A (0%), B (15%), and C (85%). Identify A, B, and C.   

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A mixture of three alkenes (A, B, and C) was obtained by dehydration of 1,2-dimethyl cyclohexanol. The composition of the mixture was A (3%), B (31%), and C (66%). Catalytic hydrogenation of A, B, or C gave 1,2-dimethylcyclohexane. The three alkenes can be equilibrated by heating with sulfuric acid to give a mixture containing A (0%), B (15%), and C (85%). Identify A, B, and C.   

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Our tutors have indicated that to solve this problem you will need to apply the Dehydration Reaction concept. You can view video lessons to learn Dehydration Reaction. Or if you need more Dehydration Reaction practice, you can also practice Dehydration Reaction practice problems.

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Based on our data, we think this problem is relevant for Professor Nikles' class at UAB.

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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.