🤓 Based on our data, we think this question is relevant for Professor Pelton's class at UMN.
In Problem 5.20 (Section 5.13) we saw that acid-catalyzed dehydration of 2,2- dimethylcyclohexanol afforded 1,2-dimethylcyclohexene. To explain this product we must write a mechanism for the reaction in which a methyl shift transforms a secondary carbocation to a tertiary one. Another product of the dehydration of 2,2-dimethylcyclohexanol is isopropylidenecyclopentane. Write a mechanism to rationalize its formation, using curved arrows to show the flow of electrons.
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Our tutors have indicated that to solve this problem you will need to apply the Carbocation Intermediate Rearrangements concept. You can view video lessons to learn Carbocation Intermediate Rearrangements. Or if you need more Carbocation Intermediate Rearrangements practice, you can also practice Carbocation Intermediate Rearrangements practice problems.
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Our tutors rated the difficulty ofIn Problem 5.20 (Section 5.13) we saw that acid-catalyzed de...as high difficulty.
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Based on our data, we think this problem is relevant for Professor Pelton's class at UMN.
What textbook is this problem found in?
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.