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The most reactive nucleophile among the ...

The most reactive nucleophile among the following is :

A

`CH_(3)O^(-)`

B

`C_(6)H_(5)O^(-)`

C

`(CH_(3))_(2)CHO^(-)`

D

`(CH_(3))_(3)CO^(-)`

Text Solution

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The correct Answer is:
To determine the most reactive nucleophile among the given options, we need to analyze the structure and electron-donating effects of each nucleophile. Let's break down the steps: ### Step 1: Identify the Nucleophiles List the nucleophiles provided in the options: 1. Methoxide ion (CH3O⁻) 2. Phenoxide ion (C6H5O⁻) 3. Alkoxide with two methyl groups (C2H5O⁻) 4. Alkoxide with three methyl groups (C3H9O⁻) ### Step 2: Understand Nucleophilicity Nucleophilicity is the ability of a species to donate an electron pair to an electrophile. The reactivity of nucleophiles is influenced by: - The presence of electron-donating groups (which increase electron density). - The stability of the nucleophile (more stable nucleophiles are less reactive). ### Step 3: Analyze Each Nucleophile 1. **Methoxide ion (CH3O⁻)**: This has one methyl group, which provides some electron-donating effect but is limited. 2. **Phenoxide ion (C6H5O⁻)**: The negative charge on oxygen can participate in resonance with the aromatic ring, which stabilizes the nucleophile and reduces its reactivity. 3. **Alkoxide with two methyl groups (C2H5O⁻)**: This has two methyl groups, which provide a moderate electron-donating effect, increasing its nucleophilicity compared to methoxide. 4. **Alkoxide with three methyl groups (C3H9O⁻)**: This has three methyl groups, which significantly increase the electron density on oxygen due to the +I effect of the methyl groups. This makes it a very strong nucleophile. ### Step 4: Compare Reactivity - The **methoxide ion** is less reactive due to having only one methyl group. - The **phenoxide ion** is stabilized by resonance, making it less reactive. - The **alkoxide with two methyl groups** is more reactive than methoxide but still less than the one with three methyl groups. - The **alkoxide with three methyl groups** has the highest electron density due to the presence of three electron-donating methyl groups, making it the most reactive nucleophile. ### Conclusion The most reactive nucleophile among the given options is the alkoxide with three methyl groups (C3H9O⁻). ---

To determine the most reactive nucleophile among the given options, we need to analyze the structure and electron-donating effects of each nucleophile. Let's break down the steps: ### Step 1: Identify the Nucleophiles List the nucleophiles provided in the options: 1. Methoxide ion (CH3O⁻) 2. Phenoxide ion (C6H5O⁻) 3. Alkoxide with two methyl groups (C2H5O⁻) 4. Alkoxide with three methyl groups (C3H9O⁻) ...
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