MCQEasyJEE 2025Nomenclature (IUPAC & Common)

JEE Chemistry 2025 Question with Solution

Which of the following is the correct IUPAC name of the given organic compound (X)?

The structure of compound XX is as follows: H3CCH3CH=CHHBrH_3C - CH_3 - CH = CH - H - Br

  • A

    2-Bromo-2-methylbut-2-ene

  • B

    3-Bromo-3-methylprop-2-ene

  • C

    1-Bromo-2-methylbut-2-ene

  • D

    4-Bromo-3-methylbut-2-ene

Answer

Correct answer:C

Step-by-step solution

Standard Method

Given: The compound has a longest chain containing the double bond and the shown substituents.

Find: The correct IUPAC name.

The solution identifies the longest continuous chain containing the double bond as a 4-carbon chain, so the parent hydrocarbon is butene.

The chain is numbered so that the double bond gets the lowest possible locant. The double bond lies between carbon 22 and carbon 33, so the parent name is but-2-ene.

From the solution text, the substituents are:

  • a methyl group at carbon 22
  • a bromo group at carbon 11

Combining the substituents with the parent name gives 1-Bromo-2-methylbut-2-ene.

Therefore, the correct option is C.

Stepwise Naming

Given: An unsaturated organic compound is to be named using IUPAC rules.

Find: The correct option corresponding to its IUPAC name.

  1. Identify the longest carbon chain containing the double bond. The solution states that this chain has 4 carbon atoms, so the root word is but-.
  2. Identify the double bond position. It is between carbon 22 and carbon 33, giving but-2-ene.
  3. Identify the substituents. The solution states that there is a methyl substituent at carbon 22 and a bromo substituent at carbon 11.
  4. Write substituents with locants and then the parent name: 1-Bromo-2-methylbut-2-ene.

Thus, the correct IUPAC name is 1-Bromo-2-methylbut-2-ene, so the correct option is C.

Common mistakes

  • Choosing the wrong parent chain. This is incorrect because the parent chain must include the double bond and be the longest possible chain containing it. Always select the longest chain containing the alkene bond first.

  • Numbering the chain without prioritizing the double bond. This is wrong because in IUPAC nomenclature, the multiple bond must receive the lowest possible locant before considering substituents. Number the chain from the end nearer to the double bond.

  • Misplacing the substituent positions. This leads to names like bromo or methyl at incorrect carbon numbers. After fixing the parent chain and numbering direction, identify each substituent carefully from that numbering.

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