Problem: A compound D with the molecular formula C6H12 is optically inactive but can be resolved into enantiomers. On catalytic hydrogenation, D is converted to E (C6H14) and E is optically inactive. Propose structures for D and E.  

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A compound D with the molecular formula C6H12 is optically inactive but can be resolved into enantiomers. On catalytic hydrogenation, D is converted to E (C6H14) and E is optically inactive. Propose structures for D and E.
 

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Our tutors have indicated that to solve this problem you will need to apply the Catalytic Hydrogenation of Alkenes concept. If you need more Catalytic Hydrogenation of Alkenes practice, you can also practice Catalytic Hydrogenation of Alkenes practice problems.

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

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Our data indicates that this problem or a close variation was asked in Organic Chemistry - Solomons 10th Edition. You can also practice Organic Chemistry - Solomons 10th Edition practice problems.