Problem: Compound F has the molecular formula C5H8 and is optically active. On catalytic hydrogenation F yields G (C5H12) and G is optically inactive. Propose structures for F and G.  

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Compound F has the molecular formula C5H8 and is optically active. On catalytic hydrogenation F yields G (C5H12) and G is optically inactive. Propose structures for F and G.
 

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

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

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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.