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The increasing order of nucleophilicity ...

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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