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Which of the following statement in corr...

Which of the following statement in correct with reference of `RS^(Theta) and RO^(Theta).`?

A

`RS^(Theta)` is less basic and less nucleophilic than `RO^(Theta)`

B

`RS^(Theta)` is less basic and more nucleophilic than `RO^(Theta)`

C

`RS^(Theta)` is less basic and more nucleophilic than `RO^(Theta)`

D

`RS^(Theta)` is more basic but less nucleophilic than `RO^(Theta)`

Text Solution

AI Generated Solution

The correct Answer is:
To determine which statement is correct with reference to RS⁻ (thiolate ion) and RO⁻ (alkoxide ion), we need to analyze their nucleophilicity and basicity. ### Step-by-Step Solution: 1. **Understanding Nucleophilicity**: - Nucleophilicity refers to the ability of a species to donate an electron pair to an electrophile. A stronger nucleophile is more likely to react with an electrophile. 2. **Comparing RS⁻ and RO⁻**: - RS⁻ is the thiolate ion, while RO⁻ is the alkoxide ion. - Both are negatively charged species and can act as nucleophiles. 3. **Size and Electronegativity**: - Sulfur (S) in RS⁻ is larger and less electronegative than oxygen (O) in RO⁻. - The larger size of sulfur means that the electron density is held less tightly compared to oxygen. 4. **Nucleophilicity**: - Due to the larger size and lower electronegativity of sulfur, RS⁻ is a better nucleophile than RO⁻. This is because the electron pair on sulfur is more available for donation. 5. **Basicity**: - Basicity refers to the ability of a species to accept protons (H⁺). - Since RS⁻ is a better nucleophile, it is also less basic compared to RO⁻ because it is more stable and less likely to accept protons. 6. **Conclusion**: - The correct statement is that RS⁻ is a better nucleophile but less basic than RO⁻. Therefore, the statement that RS⁻ is less basic is correct. ### Final Answer: The correct statement is that RS⁻ is a better nucleophile and less basic than RO⁻.
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