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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Name the product of the reaction between cyclopentene and OsO4 (+ NaHSO3):

Transcribed Image Text:**Title: Identifying the Reaction Product between Cyclopentene and Osmium Tetroxide (OsO₄)**
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**Reaction Overview:**
In this exercise, we are examining the product formed when cyclopentene reacts with osmium tetroxide (OsO₄) in the presence of sodium bisulfite (NaHSO₃).
**Structure of Reactants:**
The given reactant is cyclopentene, represented by the illustrated cyclopentene molecule, which is a five-membered carbon ring containing one double bond.
**Reaction Mechanism:**
When cyclopentene undergoes oxidation by OsO₄, it forms a cyclic osmate ester intermediate. Subsequent hydrolysis in the presence of a reducing agent such as NaHSO₃ leads to the formation of cis-1,2-cyclopentanediol.
**Expected Product:**
The expected product from this reaction is **cis-1,2-cyclopentanediol**, where the diol (a molecule with two hydroxyl groups) is created by syn addition of hydroxyl groups across the double bond of cyclopentene.
**Explanation of the Product:**
- **cis-1,2-cyclopentanediol**: The two hydroxyl groups are added to the same side of the former double bond, retaining the relative stereochemistry.
By understanding this process, students can explore the concepts of syn-dihydroxylation and the use of specific reagents to achieve desired stereochemical outcomes in organic synthesis.
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