11.5Organic Chemistry
Alkenes — Cambridge O Level Chemistry 5070 Revision Notes & Topical Questions
5 min read 12 parts Lesson 5 of 8
Lesson summary
Describe the manufacture of alkenes by cracking, test for unsaturation and describe addition reactions of alkenes.
Section 1 of 12Alkenes
- Definition
- unsaturated hydrocarbons with a carbon–carbon double bond and general formula CnH2n.
- Reactivity
- the double bond can open so each carbon forms another single bond.
- Result
- alkenes are much more reactive than alkanes.
- First members
- ethene, propene and butene.
Section 2 of 12Catalytic cracking
- Reason
- crude oil gives far more long-chain hydrocarbons than are needed.
- Aim
- convert long chains into shorter, more useful hydrocarbons.
- Products
- shorter alkanes, alkenes and hydrogen.
- Uses
- alkenes make polymers and hydrogen makes ammonia.
- Examples
- kerosene and diesel are cracked to give petrol, alkenes and hydrogen.
- Conditions
- vaporise at about 600–700 °C and pass over hot powdered alumina or silica.
- Process
- covalent bonds break on the catalyst surface, a thermal decomposition.
- Mixture
- random breaking gives a mixture of smaller alkanes and alkenes.
- Higher temperature and pressure
- give more hydrogen and alkenes.
- Example
- decane is cracked to octane for petrol and ethene for ethanol.
Section 3 of 12Test for unsaturation
- Bromine water
- an orange solution of bromine.
- Alkane
- stays orange because there is no C=C.
- Alkene
- turns colourless because bromine adds across the double bond.
- Wording
- say colourless, not clear.
- Reaction type
- an addition reaction in which each carbon of the double bond gains a bromine atom.
Section 4 of 12Addition reactions
| Reagent | Conditions | Product | Name |
|---|---|---|---|
| Bromine | Room temperature | Dibromoalkane (ethene gives 1,2-dibromoethane) | Bromination |
| Hydrogen | 150 °C with nickel catalyst | Alkane (ethene gives ethane) | Hydrogenation |
| Steam | About 300 °C, 60–70 atm, concentrated phosphoric acid | Alcohol (ethene gives ethanol) | Hydration |
- Definition
- an addition reaction joins atoms across the C=C, giving one product.
- Hydrogenation use
- vegetable oils are partly hydrogenated to raise Mr and form solid fats such as margarine.
- Hydration use
- the key industrial route to alcohols.
- Drawing
- you should be able to draw the displayed products.
Section 5 of 12Structure of the first alkenes
| Alkene | Formula | Displayed structure |
|---|---|---|
| Ethene | C2H4 | H2C=CH2, each carbon with two hydrogens |
| Propene | C3H6 | CH2=CH–CH3 |
| Butene | C4H8 | CH2=CH–CH2–CH3 or CH3–CH=CH–CH3 |
- Bond count
- each carbon in the C=C forms four bonds in total.
Section 6 of 12Comparison of alkanes and alkenes
| Feature | Alkanes | Alkenes |
|---|---|---|
| General formula | CnH2n+2 | CnH2n |
| Bonds | All single | Contains C=C |
| Saturation | Saturated | Unsaturated |
| Reactivity | Low | High |
| Reaction with bromine water | No change, stays orange | Decolourised |
| Main reaction type | Combustion, substitution | Addition |
Section 7 of 12Products of addition to ethene
| Reagent | Equation | Product type |
|---|---|---|
| Bromine | C2H4 + Br2 → C2H4Br2 | Dibromo compound |
| Hydrogen | C2H4 + H2 → C2H6 | Alkane (ethane) |
| Steam | C2H4 + H2O → C2H5OH | Alcohol (ethanol) |
- Point
- in every case only one product forms.
- Exam skill
- draw the displayed formula with each atom added to a carbon of the former double bond.
Section 8 of 12Steps in the bromine water test
- Add a few cm3 of bromine water to a test tube.
- Add the sample, gas or liquid.
- Shake the mixture.
- Observe the colour of the solution.
- A change from orange to colourless means an alkene is present.
- Control
- run a known alkane alongside for comparison.
- Why it works
- bromine adds across the C=C and the orange colour is lost.
- Safety
- bromine water is corrosive, so wear eye protection.
Section 9 of 12Uses of alkenes
- Polymers
- ethene and propene are the monomers for poly(ethene) and poly(propene).
- Alcohols
- hydration of ethene gives ethanol for solvents and fuel.
- Margarine
- hydrogenation of vegetable oils makes spreadable solid fats.
- Chemical feedstock
- alkenes are starting materials for many other organic chemicals.
- Why useful
- the reactive C=C allows many different products to be made.
Section 10 of 12Worked examples
Describe the test to distinguish ethene from ethane. [3]3 marks
- Shake each gas with bromine water.
- Ethene decolourises it, turning it colourless.
- Ethane leaves it orange.
Write the equation for the hydration of ethene and state the conditions. [3]3 marks
- C2H4 + H2O → C2H5OH.
- About 300 °C and 60–70 atm.
- Concentrated phosphoric acid catalyst.
Explain why cracking is carried out. [2]2 marks
- There is too much long-chain hydrocarbon and not enough short chains.
- Cracking makes shorter alkanes and alkenes that are more useful.
State the conditions for hydrogenation of an alkene. [2]2 marks
- About 150 °C.
- Nickel catalyst.
Section 11 of 12Key terms
| Term | Meaning |
|---|---|
| Alkene | An unsaturated hydrocarbon with a C=C double bond. |
| Cracking | Breaking long hydrocarbons into shorter ones using heat and a catalyst. |
| Addition reaction | A reaction in which atoms add across a double bond. |
| Hydrogenation | Addition of hydrogen to a C=C. |
| Hydration | Addition of water or steam to a C=C. |
| Unsaturated | Containing a carbon–carbon double bond. |
Section 12 of 12Exam technique
- Saying bromine water becomes clear — it becomes colourless.
- Saying alkenes react by substitution — they undergo addition.
- Confusing cracking with distillation — cracking breaks covalent bonds.
- Forgetting hydrogen is also produced by cracking.
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