11.6Organic Chemistry
Alcohols — Cambridge IGCSE Chemistry 0620 Revision Notes & Topical Questions
5 min read 11 parts Lesson 6 of 10 Unit quiz
Lesson summary
11.6 Alcohols — Notes — IGCSE Chemistry notes: Describe the alcohol homologous series, the manufacture of ethanol and its combustion and uses.Functional group — the hydroxyl group, –OH, is responsible for the characteristic reactions.- General formula — CnH2n+1OH, and members dif…
- Renewable fuel
- Energy released
- Disinfectant
- Other uses
- Lower alcohols
- Boiling point
Part 1 of 9The alcohols
The alcohols
Functional group
- Functional group the hydroxyl group, –OH, is responsible for the characteristic reactions.
- General formula
- CnH2n+1OH, and members differ by –CH2–.
| Name | Formula |
|---|---|
| Methanol | CH3OH |
| Ethanol | C2H5OH (CH3CH2OH) |
| Propanol | C3H7OH |
Naming
- Naming name the alcohol from the number of carbon atoms and the –OH group.
Ethanol
- Ethanol it is colourless, volatile and flammable, and it mixes with water.
It boils at 78 °C, higher than ethane, because of hydrogen bonding between its molecules.
Part 2 of 9Combustion and uses of ethanol
Combustion and uses of ethanol
Combustion
- Combustion ethanol burns in excess oxygen to give carbon dioxide and water, C2H5OH + 3O2 → 2CO2 + 3H2O.
Uses
- Uses a solvent and a fuel, including as a fuel for cars.
Drinks
- Drinks it is the alcohol found in wine and beer.
Renewable fuel
- Renewable fuel ethanol from fermentation is a renewable biofuel.
Flame
- Flame alcohols burn with a pale blue flame, so ethanol is useful in spirit burners or mixed with petrol.
Energy released
- Energy released the energy released per mole increases with chain length.
Solvent
- Solvent ethanol is used in perfumes, cosmetics, paints and medicines.
Disinfectant
- Disinfectant ethanol and propan-2-ol kill microbes and evaporate quickly.
Other uses
- Other uses methanol is a chemical feedstock and is used in antifreeze.
Safety
- Safety excess ethanol damages the liver and judgement, and methanol is toxic.
Growing crops for bioethanol competes with food production.
Part 3 of 9Physical properties of alcohols
Lower alcohols
- Lower alcohols methanol, ethanol and propanol are colourless liquids that mix completely with water.
Boiling point
- Boiling point it rises with chain length: methanol 65 °C, ethanol 78 °C, propan-1-ol 97 °C and butan-1-ol 118 °C.
- It is higher than for alkanes of similar mass because of hydrogen bonding.
Solubility
- Solubility it decreases as the hydrocarbon chain gets longer.
Hazard
- Hazard alcohols are flammable and volatile.
Part 4 of 9Hydration of ethene
1
A mixture of ethene and steam is passed over a hot catalyst of phosphoric acid.
2
The temperature is about 300 °C and the pressure is 60 atmospheres (6000 kPa).
3
The gaseous ethanol is condensed into a liquid.
4Equation
- C2H4 + H2O → C2H5OH.
5Reversible
- Reversible the reaction is reversible, so unreacted ethene is recycled to increase the yield.
6Source of ethene
- Source of ethene cracking of oil fractions.
Part 5 of 9Fermentation of glucose
1
Conditions
- Conditions aqueous glucose with yeast at 25–35 °C in the absence of oxygen for a few days.
2
Role of yeast
- Role of yeast yeast contains enzymes that catalyse the breakdown of sugar, respiring anaerobically.
3
Equation
- C6H12O6 → 2C2H5OH + 2CO2.
4
Temperature
- Temperature too low gives a rate that is too slow and too high denatures the enzymes.
5
Batch process
- Batch process the yeast is killed when the alcohol concentration reaches about 15%, so the vessel is emptied and the process restarted.
6
Dissolve sugar or starch in water and add yeast, whose enzymes break starch or sugar down to glucose.
7
An airlock lets the carbon dioxide escape while keeping oxygen out.
8
Concentration
- Concentration fractional distillation of the dilute product gives a more concentrated ethanol.
Part 6 of 9Comparing the methods (Extended)
| Feature | Hydration of ethene | Fermentation |
|---|---|---|
| Equipment | Complex | Simple |
| Raw materials | Non-renewable (crude oil) | Renewable (sugar cane) |
| Type of process | Continuous | Batch |
| Rate | Fast | Very slow (several days) |
| Quality of product | Pure ethanol | Dilute solution needing further processing |
| Atmospheric effects | No greenhouse gases made directly, but fossil fuels are burned for heat | Carbon dioxide is produced |
| Conditions | High temperature and pressure, so higher energy cost | Low temperature |
| Atom economy | 100%, one product | Lower, because carbon dioxide is a by-product |
Part 7 of 9Making ethanoic acid from ethanol
Oxidation
- Oxidation ethanol can be oxidised to ethanoic acid.
Reaction with acid
- Reaction with acid alcohols react with carboxylic acids to form esters.
Oxidising agents
- Oxidising agents ethanol is heated with acidified potassium manganate(VII) or acidified potassium dichromate(VI) (orange to green),
- and the colour change shows oxidation has occurred.
- (purple to colourless)
Microbes in air oxidise the ethanol in wine to ethanoic acid, so wine turns to vinegar.
Part 8 of 9Other reactions of alcohols
With carboxylic acids
- With carboxylic acids a concentrated sulfuric acid catalyst gives an ester and water.
With sodium
- With sodium it gives hydrogen and sodium ethoxide, more slowly than water: 2C2H5OH + 2Na → 2C2H5ONa + H2.
Dehydration
- Dehydration ethanol passed over hot aluminium oxide gives ethene and water.
Oxidation equation
- C2H5OH + 2[O] → CH3COOH + H2O.
Part 9 of 9More from the specification
1Industrial Production Methods of Ethanol
- Ethanol is synthesized either through the catalytic hydration of ethene with steam or by yeast fermentation of aqueous glucose at 30–35 °C in anaerobic conditions (batch process using renewable plant starch).
- (fast, continuous, high purity)
2Complete Combustion of Alcohols
- Alcohols burn cleanly with a blue flame in oxygen to produce carbon dioxide and water: C2H5OH + 3O2 → 2CO2 + 3H2O,
- making them viable renewable biofuels.
3Controlled Oxidation to Carboxylic Acids
- Warming ethanol with acidified potassium manganate(VII) or acidified potassium dichromate(VI) oxidises the terminal hydroxyl group to form ethanoic acid (CH3COOH).
4Covalent bond
- A shared pair of electrons between two atoms, giving noble gas configurations.
5Substitution reaction
- A reaction in which one atom or group is replaced by another.
6Ultraviolet radiation
- Radiation that provides the activation energy for alkane–halogen reactions.
7Alkene
- A hydrocarbon with a C=C bond and a name ending in -ene.
8Bromine water
- An orange solution that is decolourised by alkenes.
9Addition reaction
- A reaction in which atoms add across a C=C bond to give one product.
10Displayed formula
- A formula showing all atoms and all bonds.
Key terms
| Term | Meaning |
|---|---|
| Alcohol | Compound containing the –OH functional group. |
| Fermentation | Glucose to ethanol and CO2 using yeast at 25–35 °C without oxygen. |
| Hydration | Addition of steam to ethene to make ethanol. |
| Batch process | Everything is mixed in a vessel, left, and the process repeated. |
| Continuous process | Reactants are constantly passed over a catalyst. |
| Hydroxyl group | the –OH functional group of alcohols. |
| Oxidising agent | a substance that supplies oxygen, shown as [O]. |
| Hydrogen bonding | a strong attraction between molecules containing –OH groups. |
Avoid these mistakes
1
Mixing up the conditions — hydration uses steam, 300 °C, 60 atm and an acid catalyst, and fermentation uses yeast at 25–35 °C without oxygen.
2
Saying fermentation needs oxygen — it is anaerobic.
3
Saying fermentation is continuous — it is a batch process.
4
Saying the –OH in alcohols makes them alkalis — alcohols are not alkaline.
5
Saying ethanol is oxidised to ethane — it is oxidised to ethanoic acid
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