Problem: You have available 2,2-dimethylcyclopentanol (A) and 2-bromo-1,1-dimethylcyclopentane (B) and wish to prepare 3,3-dimethylcyclopentene (C). Which would you choose as the more suitable reactant, A or B, and with what would you treat it? 

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You have available 2,2-dimethylcyclopentanol (A) and 2-bromo-1,1-dimethylcyclopentane (B) and wish to prepare 3,3-dimethylcyclopentene (C). Which would you choose as the more suitable reactant, A or B, and with what would you treat it? 

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Our tutors have indicated that to solve this problem you will need to apply the Substitution/Elimination Retrosynthesis concept. If you need more Substitution/Elimination Retrosynthesis practice, you can also practice Substitution/Elimination Retrosynthesis practice problems.

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

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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.