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Consider thiol anion (RS^(Theta)) and al...

Consider thiol anion `(RS^(Theta))` and alkoxy anion `(RO^(Theta))`. Which of the following statements is correct?

A

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

B

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

C

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

D

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

Text Solution

Verified by Experts

The correct Answer is:
B

Nucleophilic strength depends on the electronegativity of the atom. Lower the electrongetivity of an atom, larger the nucleophilic strength of an atom and more readily it will donate electrons to the electrphilic (`e^(-)` deficient) species. Since, electronegativity decreases down the group, thus nuclophilic strength increases down the group. Hence `RS`-is more nucleophilic than `RO^(-)` due to less electronagativity of `S` than `O`. On the other hand, basic strength of an atom depends upon the tendency to accept a proton more readily. Since, `O-H` bond is longer than `S-H` bond, thus `RS^(-)`. thus, basic strength of the central atom decreases down the group. Hence, `RS^(-)` is more nucleophilic but less basic than `RO^(-)`
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A2Z-SOME BASIC PRINCIPALS OF ORGANIC CHEMISTRY-Acid And Basic Strength
  1. Choose the strongest base among the following:

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  2. Which of the following has lowest melting point?

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  3. Select the basic strength order of following molecules

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  4. What is formed in the above reaction?

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  5. Consider thiol anion (RS^(Theta)) and alkoxy anion (RO^(Theta)). Which...

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  6. The correct basic strength order of the following anions is:

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  7. Which of the following has the most acidic hydrogen ?

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  8. Which of the following cannot be a base?

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  9. Arrange above phenol in increasing order of pK(a) value:

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  10. Arrange the following compounds in decreasing order of their acidic st...

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  11. Which compound would be least soluble in water?

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  12. Identify the correct order of boiling points of the following compound...

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  13. Most acidic hydrogen is present in:

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  14. The decreasing order of electron density on the ring is:

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  15. The correct order of increasing basicity of the given conjugate bases ...

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  16. Among the following compounds, the most acid is:

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  17. Correct dipole moment order is: underset((p))(CH(2)=CH-Cl),underset(...

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  18. Which of the following compound is the strongest base?

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  19. Arrange in the order of increasing acidic strengths.

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  20. Find more basic between following pairs of compounds? underset(...

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