An unknown hydrocarbon Z with the molecular formula CoH12 reacts with one mole of H2 over a rhodium catalyst. Z reacts with OsO4 to yield a diol, Y. When Z reacts with O3, two fragments form. One is acetaldehyde and the other is a ketone, X. What are the structures of Z, Y, and X? Write all the reactions.

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Chapter1: Chemical Foundations
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1. Explain why 3-chloro-cyclopentene, upon reaction with HBr yields a single product.
Provide the intermediate(s) formed. The sole product is trans-1-bromo-2-
chlorocyclopentane.
2. An unknown hydrocarbon Z with the molecular formula CoH12 reacts with one mole of H2
over a rhodium catalyst. Z reacts with OsO4 to yield a diol, Y. When Z reacts with O3, two
fragments form. One is acetaldehyde and the other is a ketone, X. What are the structures
of Z, Y, and X? Write all the reactions.
Transcribed Image Text:1. Explain why 3-chloro-cyclopentene, upon reaction with HBr yields a single product. Provide the intermediate(s) formed. The sole product is trans-1-bromo-2- chlorocyclopentane. 2. An unknown hydrocarbon Z with the molecular formula CoH12 reacts with one mole of H2 over a rhodium catalyst. Z reacts with OsO4 to yield a diol, Y. When Z reacts with O3, two fragments form. One is acetaldehyde and the other is a ketone, X. What are the structures of Z, Y, and X? Write all the reactions.
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