10. For each of the following reactions, predict the major organic product, including stereochemistry where appropriate. If the name of a reagent is given, draw the structure of that reagent. a. (S)-3-chlorooctane b. j CH3CH₂OK DMSO (S)-3-methyl-3-chlorooctane DMF CH₂CH₂OK CH3CH₂OH
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.
![**Question 10: Organic Reaction Products**
For each of the following reactions, predict the major organic product, including stereochemistry where appropriate. If the name of a reagent is given, draw the structure of that reagent.
---
**a.** Reaction:
- Starting Material: (S)-3-chlorooctane
- Reagents: CH₃CH₂OK, DMSO
**b.** Reaction:
- Starting Material: (S)-3-methyl-3-chlorooctane
- Reagents: CH₃CH₂OK, CH₃CH₂OH
**c.** Reaction:
- Starting Material: Cyclopentane with a chlorine substituent
- Reagents: DMF, epoxide
**d.** Reaction:
- Starting Material: Tosylate ester (OR group from an ethoxy chain)
- Reagents: NaN₃, EtOH
**e.** Reaction:
- Starting Material: Aromatic ring with an iodine substituent
- Reagents: EtOH
**f.** Reaction:
- Starting Material: Benzyl alcohol
- Reagents: H₃PO₄, heat (Δ)
---
**Explanation:**
- **(S)-3-chlorooctane:** This is an enantiomer of 3-chlorooctane with a specific stereochemistry.
- **CH₃CH₂OK** and **CH₃CH₂OH**: Ethoxide ion often used in elimination and substitution reactions.
- **DMSO** (Dimethyl sulfoxide): A polar, aprotic solvent that can help in substitution reactions.
- **Epoxide**: A three-membered cyclic ether.
- **NaN₃:** Sodium azide, commonly used for nucleophilic substitution reactions.
- **EtOH**: Ethanol, often used as a solvent.
- **H₃PO₄:** Phosphoric acid, used for dehydration reactions.
Predict and draw the major organic product for each reaction, considering factors like substitution, elimination, solvent effects, and stereochemistry.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F49f9d394-65f9-403f-909c-32dbefeb4065%2F4b48583b-bcd0-4e51-b95e-842cda8d0a9c%2F6011jl7_processed.jpeg&w=3840&q=75)
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