
Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
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Transcribed Image Text:2. Draw the products of the reactions below, making sure to specify stereochemistry where applicable.

Transcribed Image Text:### Reaction Pathways of Cyclopentene
This image depicts various chemical reactions of cyclopentene, a five-membered carbon ring with a double bond.
1. **Reaction with Br₂ (Bromine)**
- When cyclopentene is treated with bromine (\( \text{Br}_2 \)), halogenation occurs. This reaction typically results in the addition of bromine atoms across the double bond, converting it into a dibromide.
2. **Osmylation with \( \text{OsO}_4 \)(Cat.), NMO**
- Osmium tetroxide (\( \text{OsO}_4 \)), in the presence of a catalytic amount, with N-Methylmorpholine N-oxide (NMO), results in the dihydroxylation of the alkene. This adds OH groups across the double bond of cyclopentene, forming a vicinal diol.
3. **Bromine in Water (\( \text{Br}_2, \text{H}_2\text{O} \))**
- Treating cyclopentene with bromine in the presence of water leads to bromohydrin formation. One bromine atom and one hydroxyl group are added across the double bond.
4. **Epoxidation and Hydrolysis**
- Using m-CPBA (meta-Chloroperoxybenzoic acid):
1. Epoxidation step forms an epoxide from the alkene.
2. Subsequent hydrolysis with water in acidic conditions results in the opening of the epoxide ring to give a diol.
This schematic helps illustrate the range of transformations possible with cyclopentene, showcasing its reactivity with different reagents and highlighting the versatile nature of alkene chemistry.
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