MCQEasyJEE 2025Nomenclature (IUPAC & Common)

JEE Chemistry 2025 Question with Solution

What is the correct IUPAC name of the following compound?

Skeletal structure of a cyclopentene ring with one double bond, an ethyl substituent on one ring carbon, and an OH group attached to another ring carbon.
  • A

    4-Ethyl-1-hydroxycyclopent-2-ene

  • B

    1-Ethyl-3-hydroxycyclopent-2-ene

  • C

    1-Ethylcyclopent-2-en-3-ol

  • D

    4-Ethylcyclopent-2-en-1-ol

Answer

Correct answer:D

Step-by-step solution

Standard Method

Given: A cyclic compound containing a cyclopentene ring, one hydroxyl group and one ethyl group.

Find: The correct IUPAC name.

For cyclic compounds, numbering starts from the carbon bearing the highest-priority functional group. Here, -OH has higher priority than the double bond, so the carbon attached to -OH gets locant 11.

The ring is then numbered to give the double bond the lowest possible locant. This places the double bond at 22, giving the parent name cyclopent-2-en-1-ol.

The ethyl substituent is then found at carbon 44.

Therefore, the correct IUPAC name is 4-Ethylcyclopent-2-en-1-ol. The correct option is D.

Stepwise Naming

Given: The structure is a cyclopentene ring with a double bond, an ethyl substituent, and a hydroxyl group.

Find: The systematic IUPAC name.

  1. Identify the parent ring: it is a cyclopentene ring.
  2. Identify the principal functional group: the hydroxyl group has priority over the double bond in numbering.
  3. Assign carbon 11 to the carbon carrying -OH.
  4. Number the ring in the direction that gives the double bond the lowest locant; this gives cyclopent-2-en-1-ol.
  5. Locate the substituent: the ethyl group is at carbon 44.

Hence, the full name becomes 4-Ethylcyclopent-2-en-1-ol.

The solution notes the same final result, although it mistakenly mentions a cyclohexene structure in one sentence. The derived name from the working remains 4-Ethylcyclopent-2-en-1-ol.

Common mistakes

  • Giving the double bond higher numbering priority than the -OH group. This is wrong because alcohol is the principal functional group here. Start numbering from the carbon attached to -OH.

  • Using the form hydroxy in the parent name instead of the suffix -ol. This is wrong because the hydroxyl group is the principal functional group, so it must be written as the suffix -ol.

  • Choosing the wrong numbering direction around the ring. This gives incorrect locants for the double bond or substituent. After assigning 11 to the -OH carbon, number the ring to give the double bond the lowest possible number.

Practice more Nomenclature (IUPAC & Common) questions

Get unlimited AI-adaptive practice, mastery tracking, and an AI tutor that explains every step — free to start.

Related questions