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.

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**Problem 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.

**Problem 2:**

An unknown hydrocarbon Z with the molecular formula C₆H₁₂ 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:**Problem 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. **Problem 2:** An unknown hydrocarbon Z with the molecular formula C₆H₁₂ 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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