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MDCAT
Chemistry
2024

Chemistry · Alcohols, Phenols and Ether

Work through this past-paper style MCQ, then read the full explanation. Practice more chemistry questions on mMCQ with adaptive practice and topic analytics.

Question

Which product is formed by the reaction of phenol with concentrated nitric acid?

Options
  • A

    Adipic acid

  • B

    m-Nitrophenol

  • C

    Picric acid

  • D

    p-Nitrophenol

Explanation

When phenol reacts with concentrated nitric acid picric acid is formed.

This option is incorrect. Adipic acid is a dicarboxylic acid (HOOC-(CH₂)₄-COOH). It is not related to phenol or nitration reactions. Usually produced from cyclohexanol/cyclohexanone, not phenol.

This option is incorrect. This is a mono-nitration product where the –NO₂ group is added at the meta position. However, –OH group is an activating, ortho/para directing group, so nitration gives ortho and para products, not meta. m-Nitrophenol is formed only under specific, controlled mono-nitration conditions, not with concentrated HNO₃.

This option is correct. 2,4,6-Trinitrophenol is the major product when phenol reacts with concentrated nitric acid due to multiple substitutions. A bright yellow compound, historically used in explosives and dyes.

This option is incorrect. This is one of the products of mono-nitration of phenol using dilute nitric acid. It is not the main product when concentrated nitric acid is used.

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Tagged under Chemistry · Alcohols, Phenols and Ether · 2024