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The increasing order of nucleophilicity ...

The increasing order of nucleophilicity of the following nucleophiles is:
(a) `CH_(3)CO_(2)^(-)` (b) `H_(2)O` (c) `CH_(3)SO_(3)^(-)` (d) `overset(O)H`

A

`(b) lt (c) lt (d) lt (a)`

B

`(d) lt (a) lt (c) lt (b)`

C

`(b) lt (c) lt (a) lt (d)`

D

`(a) lt (d) lt (c) lt (b)`

Text Solution

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The correct Answer is:
To determine the increasing order of nucleophilicity for the given nucleophiles, we need to analyze the structure and resonance stabilization of each nucleophile. The nucleophiles provided are: 1. \( \text{CH}_3\text{CO}_2^- \) (Acetate ion) 2. \( \text{H}_2\text{O} \) (Water) 3. \( \text{CH}_3\text{SO}_3^- \) (Methanesulfonate ion) 4. \( \text{OH}^- \) (Hydroxide ion) ### Step-by-Step Solution: **Step 1: Understand Nucleophilicity** Nucleophilicity refers to the ability of a species to donate a pair of electrons to an electrophile. Stronger nucleophiles are better electron donors. **Step 2: Analyze Each Nucleophile** - **\( \text{CH}_3\text{CO}_2^- \)**: The acetate ion has resonance structures that delocalize the negative charge over the two oxygen atoms. This resonance stabilizes the ion, making it a weaker nucleophile compared to others without such stabilization. - **\( \text{H}_2\text{O} \)**: Water is neutral and has two lone pairs of electrons. However, it is less nucleophilic than the negatively charged species because it does not have a negative charge to enhance its electron-donating ability. - **\( \text{CH}_3\text{SO}_3^- \)**: The methanesulfonate ion also has resonance stabilization, similar to acetate, but it is a stronger nucleophile than acetate due to the presence of the sulfur atom, which can stabilize the negative charge more effectively. - **\( \text{OH}^- \)**: The hydroxide ion carries a negative charge and has no resonance stabilization, making it a very strong nucleophile as it can readily donate its lone pair of electrons. **Step 3: Compare Nucleophilicity** Based on the analysis: - \( \text{H}_2\text{O} \) is the weakest nucleophile. - \( \text{CH}_3\text{CO}_2^- \) is weaker than \( \text{CH}_3\text{SO}_3^- \) due to resonance stabilization. - \( \text{CH}_3\text{SO}_3^- \) is stronger than \( \text{CH}_3\text{CO}_2^- \) but weaker than \( \text{OH}^- \). - \( \text{OH}^- \) is the strongest nucleophile. ### Final Order: Thus, the increasing order of nucleophilicity is: \[ \text{H}_2\text{O} < \text{CH}_3\text{CO}_2^- < \text{CH}_3\text{SO}_3^- < \text{OH}^- \] ### Answer: The correct increasing order of nucleophilicity is: **(b) \( \text{H}_2\text{O} < \text{CH}_3\text{CO}_2^- < \text{CH}_3\text{SO}_3^- < \text{OH}^- \)**

To determine the increasing order of nucleophilicity for the given nucleophiles, we need to analyze the structure and resonance stabilization of each nucleophile. The nucleophiles provided are: 1. \( \text{CH}_3\text{CO}_2^- \) (Acetate ion) 2. \( \text{H}_2\text{O} \) (Water) 3. \( \text{CH}_3\text{SO}_3^- \) (Methanesulfonate ion) 4. \( \text{OH}^- \) (Hydroxide ion) ### Step-by-Step Solution: ...
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