Question:
\(CH_3 - CH_2 - CH(CH_3) - CH(CH_3) - ONa + C_2H_5Br \rightarrow\)
\(CH_3 - CH_2 - CH(CH_3) - CH(CH_3) - ONa + C_2H_5Br \rightarrow\)
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In Williamson synthesis, the alkoxide attacks the less hindered carbon of the halide for best yield (SN2).
Updated On: Apr 24, 2026
- 2-Ethoxy-3-methylpentane
- 2-Ethoxy-4-methylpentane
- 1-Ethoxy-2-methylpentane
- 2-Ethoxy-2-methylpentane
- 5-Ethoxy-3-methylpentane
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The Correct Option is A
Solution and Explanation
Step 1: Understanding the Concept:
Williamson ether synthesis: Alkoxide ion reacts with alkyl halide to form an ether. The alkoxide is from the alcohol, halide provides the other alkyl group.
Step 2: Detailed Explanation:
The alkoxide is \(CH_3-CH_2-CH(CH_3)-CH(CH_3)-O^- Na^+\).
This is the sodium salt of 3-methylpentan-2-ol.
The alkyl halide is \(C_2H_5Br\) (bromoethane).
The product: \(CH_3-CH_2-CH(CH_3)-CH(CH_3)-O-CH_2CH_3\).
Longest chain: pentane. O is at C2, methyl at C3. Name: 2-Ethoxy-3-methylpentane.
Step 3: Final Answer:
The product is 2-Ethoxy-3-methylpentane.
Williamson ether synthesis: Alkoxide ion reacts with alkyl halide to form an ether. The alkoxide is from the alcohol, halide provides the other alkyl group.
Step 2: Detailed Explanation:
The alkoxide is \(CH_3-CH_2-CH(CH_3)-CH(CH_3)-O^- Na^+\).
This is the sodium salt of 3-methylpentan-2-ol.
The alkyl halide is \(C_2H_5Br\) (bromoethane).
The product: \(CH_3-CH_2-CH(CH_3)-CH(CH_3)-O-CH_2CH_3\).
Longest chain: pentane. O is at C2, methyl at C3. Name: 2-Ethoxy-3-methylpentane.
Step 3: Final Answer:
The product is 2-Ethoxy-3-methylpentane.
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