Chemistry Oxidation of alkene followed by Cu, heat

AI Thread Summary
The discussion revolves around the oxidation of alkenes using copper and heat, with a focus on the confusion regarding the correct product formation. The initial claim was that the hydroxyl group was added to the less substituted carbon, which contradicts Markovnikov's rule. Clarification indicates that the hydroxyl should indeed be on the more substituted carbon, resulting in a tertiary alcohol. The process of dehydrating this tertiary alcohol with copper and heat is expected to yield an alkene, aligning with Zaitsev’s rule. Overall, the confusion stems from a misunderstanding of Markovnikov's addition rather than a flaw in the answer provided.
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Homework Statement
Find product B
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IMG_20240725_221157.jpg

The answer I am getting is A but the answer given is D. I don't know why D because this is what I did. First I opened the alkene and then added OH on the less substituted carbon( Markonikov addition) and we know that Cu, Heat turns 3° alcohol to alkene so then I got an alkene.
Did I do something wrong or the answer is incorrect?
 
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Wow that question is written in an incredibly confusing way. I think you’re right, except for the part where you say Markovnikov addition puts the hydroxyl on the less substituted carbon. But I think that’s just a typo on your part, as you clearly understand in the next sentence that the product of the oxymercuration/reduction is a tertiary alcohol (the more substituted carbon, thus following Markovnikov’s rule). Other than that, yes, exposure of a tert alcohol to copper and heat should dehydrate the compound to an alkene (following Zaitsev’s rule).
 
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