Alkene Epoxidation. The two butene isomers react with mCPBA, followed by an aqueous workup with NaOH/H2O. Draw the key reaction intermediates and the product(s); use arrow pushing to explain the stereochemical outcomes of the reactions 8. Intermediate Final Products MCPBA mCPBA NaOH/H2O .CO2OH Intermediate Final Products MCPBA NaOH/H20

Chemistry
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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
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**Alkene Epoxidation**

**Problem Description:**

The two butene isomers react with mCPBA (meta-chloroperoxybenzoic acid), followed by an aqueous workup with NaOH/H₂O. You need to draw the key reaction intermediates and the product(s); use arrow pushing to explain the stereochemical outcomes of the reactions.

**Reaction Details:**

1. **First Reaction Step:**
   - **Reactants:** Two butene isomers
   - **Reagent:** mCPBA (meta-chloroperoxybenzoic acid)
   - **Intermediate:** An empty box is provided to draw the intermediate.

2. **Second Reaction Step:**
   - **Reagent:** NaOH/H₂O
   - **Final Products:** An empty box is provided to draw the final product(s).

**Chemical Structure of mCPBA:**

- A benzene ring with a chlorine atom (Cl) attached to one carbon.
- A carboxyl group (CO₂OH) attached to the adjacent carbon.

**Instructions for the Student:**

- Use appropriate arrow pushing techniques to demonstrate the mechanistic steps.
- Highlight the stereochemical aspects of the products formed in each reaction step.
- Consider the formation of epoxides and the subsequent opening or transformation of the epoxide by NaOH/H₂O.
Transcribed Image Text:**Alkene Epoxidation** **Problem Description:** The two butene isomers react with mCPBA (meta-chloroperoxybenzoic acid), followed by an aqueous workup with NaOH/H₂O. You need to draw the key reaction intermediates and the product(s); use arrow pushing to explain the stereochemical outcomes of the reactions. **Reaction Details:** 1. **First Reaction Step:** - **Reactants:** Two butene isomers - **Reagent:** mCPBA (meta-chloroperoxybenzoic acid) - **Intermediate:** An empty box is provided to draw the intermediate. 2. **Second Reaction Step:** - **Reagent:** NaOH/H₂O - **Final Products:** An empty box is provided to draw the final product(s). **Chemical Structure of mCPBA:** - A benzene ring with a chlorine atom (Cl) attached to one carbon. - A carboxyl group (CO₂OH) attached to the adjacent carbon. **Instructions for the Student:** - Use appropriate arrow pushing techniques to demonstrate the mechanistic steps. - Highlight the stereochemical aspects of the products formed in each reaction step. - Consider the formation of epoxides and the subsequent opening or transformation of the epoxide by NaOH/H₂O.
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