A Levels Chemistry (9701)•9701/11/O/N/23

Explanation
Basicity of ethoxide vs. hydroxide ions
Steps:
- Compare pKa values: water (15.7) is more acidic than ethanol (15.9), so OH⁻ is weaker base than CH₃CH₂O⁻.
- Conjugate base strength: weaker acid yields stronger conjugate base, confirming ethoxide as stronger base.
- Electron effects: ethyl group donates electrons inductively, raising electron density on oxygen in ethoxide.
- Reaction implication: stronger base aligns with slower sodium-ethanol reaction vs. water.
Why B is correct:
- Inductive effect: electron-donating ethyl group increases electron density on oxygen (Pauling electronegativity), making ethoxide more willing to accept protons than OH⁻.
Why the others are wrong:
- A: Water reaction is faster; higher acidity of water facilitates quicker deprotonation by sodium.
- C: Charge in ethoxide is localized on oxygen; no conjugation or resonance for delocalization.
- D: Ethanol is less acidic (higher pKa), so harder to deprotonate than water.
Final answer: B
Topic: Hydroxy compounds
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