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Cambridge International AS & A Level Chemistry – Organic Chemistry (A Level)

Topic 32
Hydroxy
Compounds

Topic 32 at A Level covers phenol (32.2): its reactions with bases and with sodium to give sodium phenoxide, coupling with diazonium salts, nitration with dilute nitric acid to 2-nitrophenol and 4-nitrophenol, bromination with bromine water to 2,4,6-tribromophenol, the acidity of phenol and the relative acidities of water, phenol and ethanol, why the conditions differ from those for benzene, the 2-, 4- and 6-directing effect of the hydroxyl group, and the chemistry of other phenolic compounds such as naphthol. The esterification of alcohols with acyl chlorides (32.1.1) is on the acyl chlorides page of Topic 33.

Exam Paper
Paper 4
9701 A Level
Learning Outcomes
32.2.2 – 32.2.7
Phenol
Sub-topics
1 lesson
Revision notes available
Exam Board
Cambridge
9701 (2025 onwards)

Revision Notes

1 revision note, in the order the specification teaches them.

Summary Map

Download, print and revise the key facts of this topic at a glance.

Summary maps

Download, print and revise the key facts of this topic at a glance.

Illustration of a summary map: compounds joined by reaction arrows
Summary map · PDF

Phenol Map

Cambridge International AS & A Level Chemistry · Topic 32 Hydroxy compounds

Every reaction on one A4 page: reagents, conditions and reaction type for each arrow, colour coded, with the key tests.

Download the map6 reactions · A4 landscape · print ready
Illustration of a summary map: compounds joined by reaction arrows
Summary map · PDF

Phenol Summary Map

Cambridge International A Level Chemistry · 32 Phenol

All of phenol on one A4 page: acidity, ring reactions, bromine and nitric acid, and how it compares with benzene.

Download the map6 key ideas + worked examples · A4 portrait · print ready

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Multiple-choice papers on this topic, marked the moment you submit.

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Written, drawn and worked exam practice on this topic.

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Revision Game

Match reagents to products, free, with your board's reagents and conditions.

Illustration of memory game cards, two turned face up as a matching pairFree

Revision Game: Phenol

Turn the cards over two at a time: match reagents to what they make, and find how each product is made.

A free memory game on the reactions in this topic, with your board's reagents, conditions and spec points.

  • Two ways to playMatch each set of reagents to what the reaction makes, or see a product and find the reactant and reagents that make it.
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Study Cards

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Specification

Every specification point in this topic, in the exam board's own words. Rate how confident you are with each one.

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Self-assessment · 14 points

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32.1.1

  1. 32.1.1

    describe the reaction of alcohols with acyl chlorides to form esters using ethyl ethanoate

32.2.1

  1. a i

    recall the reaction (reagents and conditions) by which phenol can be produced: reaction of phenylamine with HNO2 or NaNO2 and dilute acid below 10 °C to produce the diazonium salt

    Revise
  2. a ii

    recall the reaction (reagents and conditions) by which phenol can be produced: further warming of the diazonium salt with H2O to give phenol

    Revise

32.2.2

  1. a

    recall the chemistry of phenol, as exemplified by the reaction with bases, for example NaOH(aq) to produce sodium phenoxide

    Revise
  2. b

    recall the chemistry of phenol, as exemplified by the reaction with Na(s) to produce sodium phenoxide and H2(g)

    Revise
  3. c

    recall the chemistry of phenol, as exemplified by the reaction in NaOH(aq) with diazonium salts, to give azo compounds

    Revise
  4. d

    recall the chemistry of phenol, as exemplified by nitration of the aromatic ring with dilute HNO3(aq) at room temperature to give a mixture of 2-nitrophenol and 4-nitrophenol

    Revise
  5. e

    recall the chemistry of phenol, as exemplified by bromination of the aromatic ring with Br2(aq) to form 2,4,6-tribromophenol

    Revise

32.2.3

  1. 32.2.3

    explain the acidity of phenol

    Revise

32.2.4

  1. 32.2.4

    describe and explain the relative acidities of water, phenol and ethanol

    Revise

32.2.5

  1. a

    explain why the reagents and conditions for the nitration of phenol are different from those for benzene

    Revise
  2. b

    explain why the reagents and conditions for the bromination of phenol are different from those for benzene

    Revise

32.2.6

  1. 32.2.6

    recall that the hydroxyl group of a phenol directs to the 2-, 4- and 6-positions

    Revise

32.2.7

  1. 32.2.7

    apply knowledge of the reactions of phenol to those of other phenolic compounds, e.g. naphthol

    Revise