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Basics of Organic Chemistry question

2025 · 3 Apr · Shift 2 · Q3
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Basics of Organic Chemistry question

2025 · 3 Apr · Shift 2 · Q3

JEE MainChemistryBasics of Organic ChemistryMCQ+4 / −1
 What is the correct IUPAC name of \text { What is the correct IUPAC name of } What is the correct IUPAC name of  JEE Main 2025 (Online) 3rd April Evening Shift Chemistry - Basics of Organic Chemistry Question 3 English ?
  1. A
    3-Bromo-2-hydroxy-5-nitrobenzoic acid
  2. B
    2-Hydroxy-3-bromo-5-nitrobenzoic acid
  3. C
    3-Bromo-4-hydroxy-1-nitrobenzoic acid
  4. D
    5-Nitro-3-bromo-2-hydroxybenzoic acid
View written solutionFree

Correct answer: A

  1. Identify the parent functional group

    The compound is a substituted benzoic acid, since the principal functional group is the carboxylic acid group, −COOH-COOH−COOH.

    Therefore, the parent name is: benzoic acid\text{benzoic acid}benzoic acid

  2. Assign numbering on the benzene ring

    In benzoic acid, the carbon attached to −COOH-COOH−COOH is taken as position 111.

    Number the ring so that the substituents get the lowest possible set of locants.

    From the given structure, the substituents are:

    • −OH-OH−OH at position 222
    • −Br-Br−Br at position 333
    • −NO2-NO_2−NO2​ at position 555

    So the locants are: 2-hydroxy, 3-bromo, 5-nitro2\text{-hydroxy},\ 3\text{-bromo},\ 5\text{-nitro}2-hydroxy, 3-bromo, 5-nitro

  3. Arrange substituents in alphabetical order

    Prefixes must be written in alphabetical order:

    • bromo
    • hydroxy
    • nitro

    Hence the name becomes: 3-Bromo-2-hydroxy-5-nitrobenzoic acid\text{3-Bromo-2-hydroxy-5-nitrobenzoic acid}3-Bromo-2-hydroxy-5-nitrobenzoic acid

  4. Check the options

    • A: 3-Bromo-2-hydroxy-5-nitrobenzoic acid\text{3-Bromo-2-hydroxy-5-nitrobenzoic acid}3-Bromo-2-hydroxy-5-nitrobenzoic acid ✅ Correct
    • B: 2-Hydroxy-3-bromo-5-nitrobenzoic acid\text{2-Hydroxy-3-bromo-5-nitrobenzoic acid}2-Hydroxy-3-bromo-5-nitrobenzoic acid ❌ Same locants, but substituents are not arranged alphabetically
    • C: 3-Bromo-4-hydroxy-1-nitrobenzoic acid\text{3-Bromo-4-hydroxy-1-nitrobenzoic acid}3-Bromo-4-hydroxy-1-nitrobenzoic acid ❌ Incorrect numbering and parent naming
    • D: 5-Nitro-3-bromo-2-hydroxybenzoic acid\text{5-Nitro-3-bromo-2-hydroxybenzoic acid}5-Nitro-3-bromo-2-hydroxybenzoic acid ❌ Substituents not in alphabetical order
  5. Final answer

    The correct IUPAC name is: 3-Bromo-2-hydroxy-5-nitrobenzoic acid\boxed{\text{3-Bromo-2-hydroxy-5-nitrobenzoic acid}}3-Bromo-2-hydroxy-5-nitrobenzoic acid​

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