JEE Main 2024 · 4 April · morning · Single correct · +4 / −1

What will be the decreasing order of basic strength of the following conjugate bases? ⁻OH,RO̅,CH₃COO̅,Cl

  1. (a) CI̅>RO̅>⁻OH>CH₃COO̅
  2. (b) ⁻OH>RO̅>CH₃COO̅>C1̅
  3. (c) CI̅>⁻OH>RO̅>CH₃COŌ
  4. (d) RO̅>⁻OH>CH₃COO̅>C1̅
Answer and solution

Answer (d) RO̅>⁻OH>CH₃COO̅>C1̅

Solution

Chemistry ma’am · 3 steps

Judge each anion by its conjugate acid: the weaker that acid, the stronger the anion as a base.

  1. The rule. A strong acid holds its proton loosely, so its anion has little pull for H⁺ and is a weak base. A weak acid holds H⁺ tightly, so its anion is a strong base.
    BaseConjugate acidApprox. pKₐWhy
    RO⁻ROHabout 16 to 18alkyl group pushes electrons (+I) onto O, so the charge is less stable
    OH⁻H₂O15.7no alkyl push, so slightly more stable than RO⁻
    CH₃COO⁻CH₃COOH4.76charge spread over two O atoms by resonance
    Cl⁻HClabout -7HCl is a strong acid, so Cl⁻ is a very stable, very weak base
  2. Rank the acids. Acid strength increases as ROH < H₂O < CH₃COOH < HCl. Base strength runs the opposite way.
  3. So. The decreasing order of basic strength is RO⁻ > OH⁻ > CH₃COO⁻ > Cl⁻, which is option (d).

The idea to keep. To rank bases, rank their conjugate acids and flip the order. A more stable anion (resonance, electronegativity, size) means a weaker base.

Answer from the NTA final answer key. Solution by PrepWiser.

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Asked about 180 times in JEE Main since 2020. This question is from 2024.