Lesson 18A.3

18A.3 Phenol and its bromination Quiz: Pearson Edexcel Chemistry, Unit 18

20 questions

Written by Revision Ninja · Last reviewed 11 October 2026

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Lesson 18A.3, Phenol and its bromination: 20 multiple choice questions for the Pearson Edexcel Chemistry (9CH0), Unit 18: Organic Chemistry III, written with Revision Ninja.

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The 20 questions

  1. Which reagent reacts with phenol at room temperature without a catalyst?

    • Sodium bromide
    • Liquid bromine
    • Bromine water
    • Hydrogen bromide

  2. What organic product forms when phenol reacts with excess bromine water?

    • 2,4-dibromophenol
    • 2,4,6-tribromophenol
    • 4-bromophenol
    • 2-bromophenol

  3. Why is phenol more reactive towards electrophiles than benzene?

    • Oxygen lone-pair donation
    • Delocalised ring expansion
    • Inductive electron withdrawal
    • Hydrogen bonding

  4. Which functional group activates the aromatic ring in phenol?

    • Amino group
    • Carboxyl group
    • Hydroxyl group
    • Carbonyl group

  5. Calculate the relative molecular mass of 2,4,6-tribromophenol, C6H3Br3O, using Ar: C 12.0, H 1.0, Br 79.9, O 16.0.

    • 173.0
    • 252.9
    • 409.5
    • 330.7

  6. How many moles of bromine react with one mole of phenol to give the tribromo product?

    • 6
    • 2
    • 1
    • 3

  7. 0.10 mol of phenol gives 0.080 mol of 2,4,6-tribromophenol. What is the percentage yield?

    • 80%
    • 125%
    • 10%
    • 8%

  8. Why does phenol brominate without a catalyst, unlike benzene?

    • Higher electron density
    • Lack of aromaticity
    • Greater ring strain
    • Lower electron density

  9. Which ring positions are activated for substitution by the hydroxyl group in phenol?

    • 2 and 3
    • 3, 4 and 5
    • 3 and 5
    • 2, 4 and 6

  10. What molar ratio of Br2 to phenol is needed for full bromination?

    • 2 : 1
    • 1 : 1
    • 3 : 1
    • 6 : 1

  11. What observation is seen when bromine water is added to phenol?

    • Effervescence
    • Blue solution
    • Silver mirror
    • White precipitate

  12. How does the rate of bromination of phenol compare to benzene?

    • Neither reacts
    • Benzene is faster
    • Rates are equal
    • Phenol is faster

  13. Why does phenol undergo substitution rather than addition with bromine?

    • Breaks aromaticity
    • Increases ring strain
    • Preserves aromatic stability
    • Forms free radicals

  14. Using Mr = 330.7 for 2,4,6-tribromophenol, what mass forms from 0.100 mol of phenol at 100% yield?

    • 33.1 g
    • 94.0 g
    • 9.40 g
    • 18.8 g

  15. What observation confirms a positive test for phenol using bromine water?

    • Red precipitate
    • Gas evolution
    • Orange solution
    • White precipitate

  16. What stabilises the phenoxide ion, making phenol weakly acidic?

    • Inductive donation
    • Steric hindrance
    • Charge delocalisation
    • Hydrogen bonding

  17. What type of species attacks the benzene ring during the bromination of phenol?

    • Nucleophile
    • Electrophile
    • Base
    • Free radical

  18. How many hydrogen atoms are attached directly to the benzene ring of phenol?

    • 5
    • 4
    • 6
    • 1

  19. Which reagent gives a white precipitate with phenol but not with benzene?

    • Acidified potassium dichromate(VI)
    • Dilute sodium hydroxide
    • Bromine water
    • Tollens' reagent

  20. What organic product forms when phenol reacts with aqueous sodium hydroxide?

    • Sodium phenylate
    • Sodium benzoate
    • Sodium phenoxide
    • Sodium alkoxide

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