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JEE Main · 2025 · 22 Jan 2025 · Shift 1 · General Organic Chemistry

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The IUPAC name of the following compound is :
  1. (A)2-Carboxy-5-methoxycarbonylhexane.
  2. (B)Methyl-6-carboxy-2,5-dimethylhexanoate.
  3. (C)Methyl-5-carboxy-2-methylhexanoate.
  4. (D)6-Methoxycarbonyl-2,5-dimethylhexanoic acid.✓ Correct

Answer: (D)

Solution

The molecule carries two carbon-based functional groups on a methyl-branched chain: a free carboxylic acid and a methyl ester.

IUPAC seniority ranks carboxylic acid above ester, so the acid is chosen as the principal characteristic group and named with the suffix -oic acid, while the ester carbon is expressed as a substituent, , named methoxycarbonyl.

Numbering the parent chain from the acid carbon as C1 places a methyl branch at C2, a second methyl branch at C5, and the methoxycarbonyl substituent at C6 of a hexanoic acid backbone.

Listing substituents alphabetically gives the name: 6-Methoxycarbonyl-2,5-dimethylhexanoic acid.

JEE Main · 2025 · 22 Jan 2025 · Shift 1 · Single correct option

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