JEE Main · 2025 · Shift-IImediumAMIN-015

Choose the correct option for structures of A and B, respectively.

Amines · Class 12 · JEE Main Previous Year Question

Question

image Choose the correct option for structures of A and B, respectively.

Options
  1. a

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  2. b

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  3. c

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  4. d

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Correct Answera

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Detailed Solution

Step 1: Understand amino acid ionisation

The amino acid shown is valine: \ceH2NCH(CH(CH3)2)COOH\ce{H2N-CH(CH(CH3)2)-COOH}

It has two ionisable groups:

  • \ceCOOH\ce{-COOH} (acidic, pKa2.3pK_a \approx 2.3)
  • \ceNH2\ce{-NH2} (basic, pKa9.7pK_a \approx 9.7)

Step 2: At pH = 2 (strongly acidic)

Both groups are protonated:

  • \ceCOOH\ce{-COOH} remains as \ceCOOH\ce{-COOH} (pH < pKapK_a)
  • \ceNH2\ce{-NH2} is protonated to \ceNH3+\ce{-NH3+}

A=\ceH3N+CH(CH(CH3)2)COOHA = \ce{H3N+-CH(CH(CH3)2)-COOH} (cationic form)

Step 3: At pH = 10 (strongly basic)

Both groups are deprotonated:

  • \ceCOOH\ce{-COOH}\ceCOO\ce{-COO-} (pH > pKapK_a)
  • \ceNH3+\ce{-NH3+}\ceNH2\ce{-NH2} (pH > pKapK_a)

B=\ceH2NCH(CH(CH3)2)COOB = \ce{H2N-CH(CH(CH3)2)-COO-} (anionic form)

Answer: Option (a)

Key Points to Remember:

  • At low pH: amino group protonated (\ceNH3+\ce{-NH3+}), carboxyl group neutral (\ceCOOH\ce{-COOH})
  • At high pH: amino group neutral (\ceNH2\ce{-NH2}), carboxyl group deprotonated (\ceCOO\ce{-COO-})
  • Zwitterion exists at isoelectric point (pI)

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Choose the correct option for structures of A and B, respectively. (JEE Main 2025) | Canvas Classes