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
Reactions of Ethers
Ethers (R-O-R’) are compounds formed by replacing hydrogen atoms of an alcohol (R-OH compound) or a phenol (C6H5OH) by an aryl/ acyl group (functional group after removing single hydrogen from an aromatic ring). In this section, reaction, preparation and behavior of ethers are discussed in the context of organic chemistry.
Epoxides
Epoxides are a special class of cyclic ethers which are an important functional group in organic chemistry and generate reactive centers due to their unusual high reactivity. Due to their high reactivity, epoxides are considered to be toxic and mutagenic.
Williamson Ether Synthesis
An organic reaction in which an organohalide and a deprotonated alcohol forms ether is known as Williamson ether synthesis. Alexander Williamson developed the Williamson ether synthesis in 1850. The formation of ether in this synthesis is an SN2 reaction.
![**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.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fb28f72fa-93df-44ca-8416-87eacf9525e6%2Fa9afb188-bf5a-4d46-9eaf-2d83ce08a2ac%2Fjpjnyo5_processed.png&w=3840&q=75)
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