The increasing order of nucleophilicity of the following nucleophiles is : (a). `CH_(3)CO_(2)^(ɵ)` (b). `H_(2)O` (c). `CH_(3)SO_(3)^(ɵ)` (d). `overset(ɵ)(O)H`
A
`altdltcltb`
B
`bltcltdlta`
C
`dltaltcltb`
D
`bltcltaltd`
Text Solution
AI Generated Solution
The correct Answer is:
To determine the increasing order of nucleophilicity among the given nucleophiles:
1. **Identify the Nucleophiles**:
- (a) `CH₃CO₂⁻` (acetate ion)
- (b) `H₂O` (water)
- (c) `CH₃SO₃⁻` (methanesulfonate ion)
- (d) `OH⁻` (hydroxide ion)
2. **Understand Nucleophilicity**:
- Nucleophilicity refers to the ability of a species to donate an electron pair to an electrophile.
- Generally, negatively charged nucleophiles are more nucleophilic than neutral ones.
3. **Classify the Nucleophiles**:
- `H₂O` is neutral.
- `CH₃CO₂⁻`, `CH₃SO₃⁻`, and `OH⁻` are negatively charged.
4. **Assess the Neutral Nucleophile**:
- Since `H₂O` is neutral, it will have the lowest nucleophilicity compared to the negatively charged nucleophiles.
5. **Compare the Negatively Charged Nucleophiles**:
- **Resonance Stabilization**:
- `CH₃CO₂⁻` (acetate ion) has resonance structures that delocalize the negative charge, making it more stable and less nucleophilic.
- `CH₃SO₃⁻` (methanesulfonate ion) has more resonance structures (three) compared to acetate (two), making it even more stable and less nucleophilic.
- `OH⁻` (hydroxide ion) does not have resonance stabilization, making it a stronger nucleophile.
6. **Rank the Nucleophiles**:
- Based on the above analysis:
- `H₂O` (neutral) < `CH₃CO₂⁻` (acetate ion, resonance stabilization) < `CH₃SO₃⁻` (methanesulfonate ion, more resonance stabilization) < `OH⁻` (hydroxide ion, no resonance stabilization).
7. **Final Order**:
- The increasing order of nucleophilicity is:
- `H₂O` < `CH₃CO₂⁻` < `CH₃SO₃⁻` < `OH⁻`
### Final Answer:
The increasing order of nucleophilicity is:
`H₂O` < `CH₃CO₂⁻` < `CH₃SO₃⁻` < `OH⁻`
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