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4.1Unit 2 · Organic Chemistry

Alcohols — Edexcel IGCSE Chemistry Modular - UNIT 2 Revision Notes & Topical Questions

10 min read 7 parts Lesson 1 of 4 1 quiz

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Lesson summary

Recognise alcohols from their names, formulae and the –OH group.General formula of alcoholsCnH2n+1OH; functional group –OH.FermentationC6H12O6 → 2C2H5OH + 2CO2.HydrationC2H4 + H2O → C2H5OH (300 °C, 60–70 atm, H3PO4).Complete combustionC2H5OH + 3O2 → 2CO2 + 3H2O.Acidified potassiu…

  • What are alcohols?
  • Properties of alcohols
  • Oxidation by combustion
  • Oxidation by microbes
  • Oxidation by potassium dichromate(VI)
  • Manufacture by fermentation

Section 1 of 7Alcohols

1
What are alcohols?
Alcohols are a homologous series with the hydroxyl functional group, –OH, and general formula CnH2n+1OH. Their names end in –ol: methanol, ethanol, propanol, butanol. Propanol and butanol can have the –OH on different carbons (isomers).
2
Properties of alcohols
Properties of alcohols short-chain alcohols are colourless liquids that mix with water. They are used as fuels, solvents (e.g. in perfumes) and ethanol is found in alcoholic drinks.
3
Oxidation by combustion
Oxidation by combustion ethanol burns in plenty of oxygen with a clean blue flame to give carbon dioxide and water. Here all of the ethanol is oxidised.
4
Oxidation by microbes
Oxidation by microbes when an alcoholic drink is left open to air, bacteria use oxygen from the air to oxidise ethanol to ethanoic acid. This is why wine turns into vinegar.
5
Oxidation by potassium dichromate(VI)
Oxidation by potassium dichromate(VI) heating ethanol with acidified potassium dichromate(VI) oxidises it to ethanoic acid. The dichromate is reduced and changes colour from orange to green, which can be used to show an alcohol is present.
6
Manufacture by fermentation
Manufacture by fermentation yeast converts glucose into ethanol and carbon dioxide at 30–40 °C in anaerobic conditions. Too cold is slow; too hot denatures the enzymes. Oxygen must be excluded or ethanol would be oxidised to ethanoic acid. The dilute ethanol is concentrated by fractional distillation.
7
Manufacture by hydration of ethene
Manufacture by hydration of ethene ethene (from cracking crude oil fractions) reacts with steam at about 300 °C and 60–70 atm over a phosphoric acid catalyst. It is a continuous process giving pure ethanol and has a 100% atom economy.
8
Comparing methods
Comparing methods fermentation uses renewable resources and low temperatures but is slow, a batch process, and needs distillation. Hydration is fast and continuous and gives pure product but uses a finite resource and needs high energy input.
9
Solutions of alcohols
Solutions of alcohols short-chain alcohols dissolve in water to give neutral solutions (pH 7), unlike carboxylic acids, which give acidic solutions.
10
Naming position
Naming position the full names of the third and fourth alcohols are propan-1-ol and butan-1-ol; the 1 shows the –OH is on the end carbon. Propanol and butanol are accepted in the exam.
11
Spirit burners
Spirit burners ethanol burns with an almost invisible blue flame and little smell, so it is used as the fuel in laboratory spirit burners.
12
Microbial oxidation equation
Microbial oxidation equation bacteria in air carry out aerobic oxidation: ethanol + oxygen → ethanoic acid + water, C2H5OH + O2 → CH3COOH + H2O.
13
Dichromate oxidation equation
Dichromate oxidation equation the oxidising agent is written as [O]: CH3CH2OH + 2[O] → CH3COOH + H2O. The reaction is slow, so the mixture is heated for some time with a condenser above the flask so volatile liquids do not escape (reflux).
14
Separating products of hydration
Separating products of hydration the mixture leaving the reactor contains ethanol, steam and unreacted ethene. Cooling condenses ethanol and water, while ethene (b.p. about −100 °C) stays a gas and is recycled. Ethanol (b.p. 78 °C) is then separated from water by fractional distillation.

Section 2 of 7Process & sequence

1
Dissolve glucose (sugar) in warm water in a flask.
2
Add yeast, which contains enzymes that catalyse fermentation.
3
Fit an airlock so carbon dioxide escapes but air (oxygen) cannot enter.
4
Keep the mixture at about 30–40 °C for several days.
5
Fermentation stops when ethanol concentration reaches about 15%, poisoning the yeast.
6
Filter off the yeast, then fractionally distil to concentrate the ethanol.

Making ethanol by fermentationwrite these steps in this order; each step is a marking point.

1
Glucose solution plus yeast
2
Keep at 30-40 C
3
Exclude oxygen with airlock
4
Ethanol and CO2 form
5
Filter off yeast
6
Fractionally distil ethanol

Section 3 of 7Compare

Manufacture of ethanol
FeatureFermentationHydration of ethene
Raw materialSugars (glucose) from crops – renewableEthene from crude oil – non-renewable
Conditions30–40 °C, yeast, no oxygen300 °C, 60–70 atm, phosphoric acid catalyst
Rate / processSlow, batch processFast, continuous process
Purity of productImpure (about 15%), needs distillationPure ethanol
Other productCarbon dioxideNone (addition reaction)
First four alcohols
NameFormulaStructure (condensed)
MethanolCH3OHCH3OH
EthanolC2H5OHCH3CH2OH
PropanolC3H7OHCH3CH2CH2OH
ButanolC4H9OHCH3CH2CH2CH2OH

General formula CnH2n+1OH.

Section 4 of 7Worked examples

Worked examples
Calculate the maximum mass of ethanol from 90 g of glucose by fermentation. (Mr: C6H12O6 = 180, C2H5OH = 46)
  • Moles glucose = 90 ÷ 180 = 0.50 mol.
    • From C6H12O6 → 2C2H5OH + 2CO2, moles ethanol = 2 × 0.50 = 1.0 mol.
    • Mass = 1.0 × 46 = 46 g.

Suggest why a country with lots of farmland but no oil would choose fermentation.

  • Sugar crops can be grown locally and are renewable, so no crude oil needs to be imported.
    • The low temperature also needs less energy, even though the process is slower and needs distillation.

Section 5 of 7Key terms

Section 6 of 7Command terms

Command terms
Give / State / Name
Recall a fact; one idea per mark.
Define
Give the exact meaning using the specification keywords.
Describe
Give an account of what happens / the pattern in data, quoting values; no reasons needed.
Explain
Give reasons with linked statements (cause → effect). Each linked step is usually a separate marking point.
Suggest
Use knowledge in a new context; more than one answer may be accepted.
Compare
Similarities and differences; each point must refer to both items.
Calculate
Show working; include units; check significant figures. Method marks are given even if the final answer is wrong.
Discuss
Explore the issue from different angles and link the points.
Evaluate / Assess
Weigh strengths and weaknesses and reach a supported judgement.
Deduce
Draw a conclusion from the information given.
Justify
Support a statement/choice with evidence.

Section 7 of 7Exam technique

Keywords the mark scheme looks for in this lesson

Keywords the mark scheme looks for in this lesson
Alcohol · Functional group · Homologous series · Ethanol · Fermentation · Hydration · Oxidation (organic) · Catalyst · Anaerobic
Learn each definition in the Key words tab exactly; a missing keyword in a definition usually loses the mark.

How to get full marks (examiner guidance)

How to get full marks (examiner guidance)
Use specification keywords exactly (e.g. electronegativity, nucleophile, dynamic equilibrium, activation energy).
Link ideas
Link ideas for “explain” each marking point is usually a cause → consequence step; unlinked facts often score nothing.
Use the information in the question
“discuss/evaluate” answers must use the data provided and match the number of marks.
Convert units carefully (mg → g, cm³ → dm³) and show working for calculations.
Avoid vague words
“it”, “stuff”, “things”, “goes up”, “energy is made”. Name the substance and the process.
Do not extrapolate a graph line beyond the data or to zero unless asked.
Six-mark extended responses are marked on content AND a logical, linked line of reasoning.

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