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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 statement 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
Since O-H bond is stronger than S-H bond, `RO^(-)`has greater tendency to accept a proton than `RS^(-)` and hence RO is a stronger base than `RS^(-)`. Conversely, since Sis less electronegative than O, RS-has greater tendency to donate a pair of electrons than `RO^(-)` and hence `RS^(-)`is more nucleophilic than RO.
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