Question

Consider thiol anion (RSQ) and alkoxy anion (ROQ). Which of the following statement is correct?

• A. RSQ is less basic but more nucleophilic than ROQ.
• B. RSQ is more basic and more nucleophilic than ROQ.
• C. RSQ is more basic but less nucleophilic than ROQ.
• D. RSQ is less basic and less nucleophilic than ROQ.

Answer 1

Answer: (A)

RSQ is less basic but more nucleophilic than ROQ.

Answer 2

RSQ is more nucleophilic than R–OQ due to larger size of orbitals and polarization but RSQ is less basic than R–OQ as the negative charge get stabilized due to larger size of sulphur ato