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Consider the following reaction, CH(3)...

Consider the following reaction,
`CH_(3)Br+Nu^(-)rarrCH_(3)-Nu+Br^(-)`
The decreasing order of the rate of the above reaction with `Nu^(-)` is
I. `PHO^(-)` II. `AcO^(-)`
III. `HO^(-)` IV. `CH_(3)O^(-)`

A

`IVgtIIIgtIgtII`

B

`IVgtIIIgtIIgtI`

C

`IgtIIgtIIIgtIV`

D

`IIgtIVgtIIIgtI`

Text Solution

AI Generated Solution

The correct Answer is:
To determine the decreasing order of the rate of the reaction between `CH₃Br` and various nucleophiles (`Nu⁻`), we need to analyze the nucleophiles based on their nucleophilicity, which is influenced by factors such as charge, electronegativity, and resonance stabilization. ### Step-by-Step Solution: 1. **Identify the Nucleophiles**: The nucleophiles given are: - I. `PHO⁻` (Phenoxide ion) - II. `AcO⁻` (Acetate ion) - III. `HO⁻` (Hydroxide ion) - IV. `CH₃O⁻` (Methoxide ion) 2. **Analyze Nucleophilicity**: - **`CH₃O⁻` (Methoxide ion)**: This is a strong nucleophile due to the presence of a negative charge on oxygen, which is less electronegative than carbon. It can donate its electron pair readily. - **`HO⁻` (Hydroxide ion)**: This is also a strong nucleophile, but slightly less nucleophilic than methoxide due to the lack of alkyl groups that can donate electron density through the inductive effect. - **`PHO⁻` (Phenoxide ion)**: The negative charge on oxygen is stabilized by resonance with the aromatic ring, which makes it less nucleophilic compared to `CH₃O⁻` and `HO⁻`. - **`AcO⁻` (Acetate ion)**: Similar to phenoxide, the negative charge is delocalized through resonance, making it the least nucleophilic among the four. 3. **Rank the Nucleophiles**: Based on the analysis: - `CH₃O⁻` > `HO⁻` > `PHO⁻` > `AcO⁻` - Therefore, the decreasing order of nucleophilicity (and thus the rate of reaction) is: - `CH₃O⁻` (IV) - `HO⁻` (III) - `PHO⁻` (I) - `AcO⁻` (II) 4. **Final Answer**: The correct decreasing order of the rate of reaction with `Nu⁻` is: - IV > III > I > II

To determine the decreasing order of the rate of the reaction between `CH₃Br` and various nucleophiles (`Nu⁻`), we need to analyze the nucleophiles based on their nucleophilicity, which is influenced by factors such as charge, electronegativity, and resonance stabilization. ### Step-by-Step Solution: 1. **Identify the Nucleophiles**: The nucleophiles given are: - I. `PHO⁻` (Phenoxide ion) - II. `AcO⁻` (Acetate ion) - III. `HO⁻` (Hydroxide ion) ...
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