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For an SN^(2) reaction of CH(3)-overset(...

For an `SN^(2)` reaction of `CH_(3)-overset(Me)overset(|)CH-CH_(2)-X` the most effective nucleophile will be

A

`MeO^(-)`

B

C

`Me_(2)CHO^(-)`

D

`MeCH_(2)O^(-)`

Text Solution

AI Generated Solution

The correct Answer is:
To determine the most effective nucleophile for the given \( SN^2 \) reaction of \( CH_3-CH(CH_3)-CH_2-X \), we need to analyze the nucleophiles provided and their characteristics. ### Step-by-Step Solution: 1. **Identify the Structure**: The compound \( CH_3-CH(CH_3)-CH_2-X \) is a primary alkyl halide. In \( SN^2 \) reactions, the nucleophile attacks the carbon atom that is bonded to the leaving group (X). 2. **List Possible Nucleophiles**: The potential nucleophiles mentioned are: - Methoxide ion (\( CH_3O^- \)) - Tertiary cyclopentoxide ion - Dimethylcarbinol ion (\( CH_3)_2CHO^- \)) - Isopropoxide ion (\( CH_3CH(OH)CH_3^- \)) - Ethoxide ion (\( CH_3CH_2O^- \)) 3. **Analyze Nucleophilicity**: In \( SN^2 \) reactions, the effectiveness of a nucleophile is influenced by its size and steric hindrance. Smaller, less bulky nucleophiles are generally more effective because they can approach the electrophilic carbon more easily. 4. **Compare the Nucleophiles**: - **Methoxide ion**: Small and less bulky. - **Tertiary cyclopentoxide ion**: Larger and more sterically hindered. - **Dimethylcarbinol ion**: Also bulky due to the two methyl groups. - **Isopropoxide ion**: Bulky due to the isopropyl group. - **Ethoxide ion**: Less bulky than isopropoxide but bulkier than methoxide. 5. **Determine the Most Effective Nucleophile**: Among the listed nucleophiles, the methoxide ion (\( CH_3O^- \)) is the least bulky and therefore the most effective nucleophile for the \( SN^2 \) reaction. ### Conclusion: The most effective nucleophile for the \( SN^2 \) reaction of \( CH_3-CH(CH_3)-CH_2-X \) is the **methoxide ion** (\( CH_3O^- \)).
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