JEE Main 2025 · 4 April · evening · Single correct · +4 / −1

The IUPAC name of the following compound is:
HC≡C-CH₂-C(|)(OH)H-CH₂-CH=CH₂

  1. (a) 4-Hydroxyhept-6-en-1-yne
  2. (b) Hept-1-en-6-yn-4-ol
  3. (c) Hept-6-en-1-yn-4-ol
  4. (d) 4-Hydroxyhept-1-en-6-yne
Answer and solution

Answer (b) Hept-1-en-6-yn-4-ol

Solution

Chemistry ma’am · 3 steps

OH is at C4 from both ends, and so is the 1,6 set for the multiple bonds, so the double bond gets the 1.

  1. Principal group. The only functional group here is -OH, so it is named with the suffix -ol, not the prefix hydroxy. The chain holds all 7 carbons along with both multiple bonds, so the parent is a heptene-yne-ol.
    Number fromOH atTriple bond atDouble bond at
    the HC≡C endC4C1C6
    the CH₂=CH endC4C6C1
  2. Break the tie. Both directions give OH the locant 4 and the multiple bonds the set {1, 6}. When that happens, IUPAC gives the lower number to the double bond. So you number from the CH₂=CH end.
  3. So. Ene comes before yne in the name, and the -ol suffix goes last: Hept-1-en-6-yn-4-ol, option (b).

The idea to keep. When ene and yne get the same set of locants from either end, the double bond takes the lower number. Use hydroxy as a prefix only when a higher-priority group takes the suffix.

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 2025.