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Basics of Organic Chemistry question

2025 · 22 Jan · Shift 1 · Q19
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Basics of Organic Chemistry question

2025 · 22 Jan · Shift 1 · Q19

JEE MainChemistryBasics of Organic ChemistryMCQ+4 / −1
The IUPAC name of the following compound is : JEE Main 2025 (Online) 22nd January Morning Shift Chemistry - Basics of Organic Chemistry Question 26 English
  1. A
    5-Methoxycarbonly-2-methylhexanoic acid
  2. B
    Methyl-5-carboxy-2-methylhexanoate.
  3. C
    2-Carboxy-5-methoxycarbonylhexane.
  4. D
    Methyl-6-carboxy-2,5-dimethylhexanoate.
View written solutionFree

Correct answer: A

  1. Identify the principal functional group

    The compound contains both:

    • a carboxylic acid group, and
    • an ester group of the form −COOCH3-COOCH_3−COOCH3​ (methoxycarbonyl substituent).

    By IUPAC priority, carboxylic acid has higher priority than ester. Therefore, the parent name must end with ...oic acid.

  2. Choose the parent carbon chain

    The longest chain containing the carboxylic acid carbon has 6 carbons. Hence the parent is: hexanoic acid\text{hexanoic acid}hexanoic acid

  3. Number the chain

    Numbering starts from the carboxylic acid carbon as carbon 1.

    Then the substituents are located as:

    • a methyl group at carbon 2,
    • a methoxycarbonyl group at carbon 5.
  4. Write the substituents in the name

    So the name becomes: 5-methoxycarbonyl-2-methylhexanoic acid\text{5-methoxycarbonyl-2-methylhexanoic acid}5-methoxycarbonyl-2-methylhexanoic acid

  5. Check the options

    • A: 5-Methoxycarbonly-2-methylhexanoic acid
      This clearly intends 5-methoxycarbonyl-2-methylhexanoic acid. Spelling typo aside, this matches the correct IUPAC name.

    • B: Methyl-5-carboxy-2-methylhexanoate
      Incorrect, because ester is taken as principal group instead of carboxylic acid.

    • C: 2-Carboxy-5-methoxycarbonylhexane
      Incorrect, because carboxylic acid should be named as suffix, not just as a substituent.

    • D: Methyl-6-carboxy-2,5-dimethylhexanoate
      Incorrect functional group choice and incorrect substituent pattern.

  6. Final answer

    The correct option is: A\boxed{\text{A}}A​

  7. Comparison with stored answer

    Stored correct answer = A.
    My derived answer = A.
    Therefore, they agree.

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