shown, with the resulting major product being an internal alkyne? 1) NaNH2 2) R-Br Br Br Br Br Br II III IV V O Il and IV O I, II, IV II, IV, V O l and III O II, III, V
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.
![### Organic Chemistry Question
#### Problem:
Which of the alkyl bromides listed would work as a reagent in step 2 of the reaction sequence shown, with the resulting major product being an internal alkyne?
#### Reaction Sequence Diagram:
The diagram presents a two-step reaction sequence:
1) The alkyne is treated with sodium amide (NaNH₂).
2) The resulting product is reacted with an alkyl bromide (R-Br).
#### Chemical Structures:
Five chemical structures labeled I to V are provided, each representing an alkyl bromide.
1. **Structure I**: Cyclopentyl bromide
2. **Structure II**: (3-Bromopropyl) methylethyl
3. **Structure III**: 2-Bromobutane
4. **Structure IV**: 1-Bromobutane
5. **Structure V**: Cyclohexyl bromide
#### Answer Options:
- ○ II and IV
- ○ I, II, IV
- ○ III, IV, V
- ○ I and III
- ○ II, III, V
#### Explanation:
To form an internal alkyne, the resulting product after reaction with the alkyl bromide should contain a carbon-carbon triple bond within the carbon chain, not at the terminal position.
#### Analysis of Options:
- **II and IV**:
- **II**: 3-Bromopropyl methylethyl
- **IV**: 1-Bromobutane
- **I, II, IV**:
- **I**: Cyclopentyl bromide
- **II**: 3-Bromopropyl methylethyl
- **IV**: 1-Bromobutane
- **III, IV, V**:
- **III**: 2-Bromobutane
- **IV**: 1-Bromobutane
- **V**: Cyclohexyl bromide
- **I and III**:
- **I**: Cyclopentyl bromide
- **III**: 2-Bromobutane
- **II, III, V**:
- **II**: 3-Bromopropyl methylethyl
- **III**: 2-Bromobutane
- **V**: Cyclohex](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fa7cbf17b-fe5b-4db3-acab-198c54f00968%2F153babef-366c-4e29-abfc-022c1e8f2baa%2Fp6f0pak_processed.jpeg&w=3840&q=75)
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