JEE Main 2025 · 8 April · evening · Single correct · +4 / −1

What is the correct IUPAC name of the compound?

JEE Main PYQ figure
  1. (a) 1-Ethylcyclopent-2-en-3-ol
  2. (b) 4-Ethylcyclopent-2-en-1-ol
  3. (c) 1-Ethyl-3-hydroxycyclopent-2-ene
  4. (d) 4-Ethyl-1-hydroxycyclopent-2-ene
Answer and solution

Answer (b) 4-Ethylcyclopent-2-en-1-ol

Solution

Chemistry ma’am · 4 steps

The OH is the boss here: give its carbon number 1, then run towards the double bond.

  1. Principal group. The ring carries an -OH group, a C=C double bond and an ethyl group. Of these, -OH has the highest priority, so it is named as the suffix -ol and its carbon gets locant 1.
  2. Choose the direction. From C1 you can number the ring two ways. The next rule is that the double bond gets the lowest possible locant.
    Direction from C1Double bond atEthyl at
    Towards the double bondC2 = C3, locant 2C4
    Towards the CH₂C4 = C5, locant 4C3
  3. Build the name. With the first direction, the parent is cyclopent-2-en-1-ol and the ethyl group sits on C4. Substituent prefixes come before the parent name.
  4. So. The compound is 4-ethylcyclopent-2-en-1-ol, which is option (b).

The idea to keep. In a ring, the carbon with the principal group is always C1. Then number in the direction that gives the double bond the lowest locant, and only after that look at the substituents.

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.