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Which of the following statements is wr...

Which of the following statements is wrong ?

A

The nucleophilicity order in non-polar solvents (e.g., `C Cl_4, CS_2`) of the followind is :
`I^(Ө) gt Br^(Ө) gt Cl^(Ө) gt F^(Ө)`.

B

The nucleophilicity order in polar protic solvents (e.g., `H_2 O`) of the following is :
`I^(Ө) gt Br^(Ө) gt Cl^(Ө) gt F^(Ө)`.

C

The nucleophilicity order in weakly polar protic solvents (e.g., nitro benzene, acetone) of the following is :
`F^(Ө) gt Cl^(Ө) gt Br^(Ө) gt I^(Ө)`.

D

The nucleophilicity order in polar aprotic solvents (e.g., `DMSO, DMF`) of the following is :
`F^(Ө) gt Cl^(Ө) gt Br^(Ө) gt I^(Ө)`.

Text Solution

AI Generated Solution

The correct Answer is:
To determine which statement regarding the nucleophilicity of halide ions is incorrect, we need to analyze the behavior of these ions in different solvent types. The halide ions in question are fluoride (F⁻), chloride (Cl⁻), bromide (Br⁻), and iodide (I⁻). ### Step-by-Step Solution: 1. **Understanding Nucleophilicity**: - Nucleophilicity refers to the ability of a species to donate an electron pair to an electrophile. In this case, we are looking at halide ions as nucleophiles. 2. **Effect of Solvent on Nucleophilicity**: - The solvent plays a crucial role in determining the nucleophilicity of ions. We will consider two types of solvents: polar protic and polar aprotic. 3. **Nucleophilicity in Polar Protic Solvents**: - In polar protic solvents (like water or ethanol), hydrogen bonding occurs between the solvent molecules and the nucleophiles. This interaction can hinder the nucleophilicity of the halide ions. - The order of nucleophilicity in polar protic solvents is generally: - I⁻ > Br⁻ > Cl⁻ > F⁻ - This is because as we move down the group from F to I, the size of the ion increases, and the ability to form hydrogen bonds decreases, allowing iodide to be the most nucleophilic. 4. **Nucleophilicity in Polar Aprotic Solvents**: - In polar aprotic solvents, the order of nucleophilicity is reversed: - F⁻ > Cl⁻ > Br⁻ > I⁻ - This is due to the high charge density of the fluoride ion, which makes it a stronger nucleophile in these solvents. 5. **Identifying the False Statement**: - The question asks us to identify which statement is false. The statements provided likely include claims about the order of nucleophilicity in different solvents. - If a statement claims that the order of nucleophilicity in non-polar solvents is the same as in polar protic solvents, it would be incorrect. In non-polar solvents, nucleophilicity is less affected by solvation, and the order may not follow the trends observed in polar solvents. 6. **Conclusion**: - Based on the analysis, the false statement is the one that incorrectly describes the order of nucleophilicity in non-polar solvents. The correct answer to the question is option A.
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