Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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This reaction is incorrect as written. In the box below draw the structure of the correct product.
Transcribed Image Text:**Dihydroxylation of Cyclopentene**
This image depicts the dihydroxylation reaction of cyclopentene using osmium tetroxide (OsO₄) and sodium bisulfite (NaHSO₃) as reagents.
**Reaction Details:**
1. **Cyclopentene:** The starting material is cyclopentene, a five-membered cyclic alkene characterized by one double bond.
2. **Reagents and Conditions:**
- Step 1: OsO₄ is used to add hydroxyl groups (OH) across the double bond in a syn addition, meaning both OH groups are added to the same side of the alkene.
- Step 2: NaHSO₃ is used as a reducing agent to convert the intermediate formed by OsO₄ into a diol, ensuring the reaction goes to completion and minimizing osmium waste.
3. **Product Formation:**
- The product is a cis-1,2-cyclopentanediol, where the two hydroxyl groups are attached to adjacent carbon atoms on the same face of the ring.
- The diagram uses wedge and dash bonds to indicate stereochemistry: the solid wedge bond represents bonds coming out of the plane towards the viewer, while the dashed bond represents bonds going into the plane away from the viewer. Both hydroxyl groups are added to the same side relative to the cyclopentane plane, confirming syn addition.
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