9. Draw the structure of product, substrate or condition in the following reactions (should clearly show the stereochemistry). Ме 12, KI, NaHCO3 OH a) Ме C9H13021 Ме BH3 "Me b) then H2O2, NaOH OH Ме Br2, H20 c)
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.
![**9. [Question Redacted] Draw the structure of product, substrate, or condition in the following reactions (should clearly show the stereochemistry).**
**a)**
- **Reaction:**
- Starting compound: Cyclohexenol with two methyl groups (one axial, one equatorial) and a hydroxyl group.
- Reagents: \( \text{I}_2 \), \( \text{KI} \), \( \text{NaHCO}_3 \)
- Reaction product: Box labeled with \( \text{C}_9\text{H}_{13}\text{O}_2\text{I} \) indicating a product with a molecular formula containing iodine.
**b)**
- **Reaction:**
- Starting compound: Box indicating the need to identify the structure.
- Reagents: \( \text{BH}_3 \), followed by \( \text{H}_2\text{O}_2 \), \( \text{NaOH} \)
- Reaction product: Cyclopentane with two methyl groups (one axial, one equatorial) in the 1 and 2 positions, and a hydroxyl group.
**c)**
- **Reaction:**
- Starting compound: Cyclohexene.
- Reagents: \( \text{Br}_2 \), \( \text{H}_2\text{O} \)
- Reaction product: Box indicating the need to identify the structure.
**Diagrams:**
- **Diagram for (a):** The initial molecule is a cyclohexenol with a particular stereochemistry, transitioning to an iodinated compound, likely involving halogenation.
- **Diagram for (b):** Conveys a hydroboration-oxidation process, resulting in the formation of an alcohol with attention to stereochemistry.
- **Diagram for (c):** Involves a bromination reaction in aqueous conditions, likely leading to vicinal dibromide formation, though the structure is unspecified.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F7e3218aa-1b65-42a2-9071-7edb43c3a555%2F4635ae58-6c73-4877-9db9-b0ce439c34c6%2Fml8lhc_processed.png&w=3840&q=75)
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