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JEE Advanced · 2020 · 27 Sep 2020 · Paper 1 · General Organic Chemistry

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Which one of the following structures has the IUPAC name 3-ethynyl-2-hydroxy-4-methylhex-3-en-5-ynoic acid?
  1. (A)(see structure)
  2. (B)(see structure)
  3. (C)(see structure)
  4. (D)(see structure)
    ✓ Correct

Answer: (D)

Solution

The IUPAC name 3-ethynyl-2-hydroxy-4-methylhex-3-en-5-ynoic acid indicates:
  • A 6-carbon chain (hex-)
  • Carboxylic acid at C-1
  • Hydroxyl group at C-2
  • Double bond at C-3 (hex-3-en)
  • Methyl substituent at C-4
  • Ethynyl substituent at C-3
  • Triple bond at C-5 (5-ynoic)

Option (D) correctly represents this structure with all functional groups and substituents at the specified positions.

JEE Advanced · 2020 · 27 Sep 2020 · Paper 1 · Single correct option

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