Cracking Hydrocarbons (WJEC GCSE Science (Double Award)): Revision Note
Cracking Fractions
Fractional distillation separates crude oil into fractions containing hydrocarbons of similar chain lengths
Each fraction has different values for its supply and demand
Supply is how much of a particular fraction can be produced from refining the crude oil
Demand is how much customers want to buy
Supply & demand of crude oil fractions
Demand for short chain hydrocarbon molecules such as petrol, kerosene and diesel is greater than the supply, while demand for long chain hydrocarbons such as fuel oil is less than the supply
The demand for certain fractions outstrips the supply so cracking is used to convert excess unwanted fractions into more useful ones
What is cracking?
Cracking is an industrial process used to break low demand, long chain hydrocarbon molecules into more useful, small chain hydrocarbon molecules
Any long chain hydrocarbon can be cracked into smaller chain hydrocarbons
For example, kerosene and diesel oil are often cracked to produce petrol, alkenes and hydrogen
Cracking involves heating the hydrocarbon molecules to around 600 – 700°C to vaporise them
The vapours then pass over a hot powdered catalyst of alumina or silica
This process breaks covalent bonds in the molecules as they come into contact with the surface of the catalyst, causing thermal decomposition reactions
The molecules are broken up in a random way which produces a mixture of shorter alkanes and alkenes
Alkanes are saturated molecules containing carbon-carbon single bonds only
Alkenes are unsaturated molecules containing carbon=carbon double bonds
Hydrogen and a greater proportion of alkenes form when cracking is performed at higher temperatures and higher pressure
Example of cracking
Decane is cracked to produce octane for petrol and ethene for polymerisation and ethanol synthesis
Useful hydrocarbon molecules
Shorter alkanes are useful because they have a lower boiling point and are more flammable
This makes them more useful fuels
Shorted alkenes are useful because they contain a carbon=carbon double bond which makes them reactive
This makes alkenes, such as ethene, useful as a starting point in the production of polymers / plastics
Equations for Cracking
By the Law of Conservation of Mass, the reactant hydrocarbon that is being cracked must have the same number of carbon and hydrogen atoms as all of the product hydrocarbons combined
The reactant hydrocarbon must be an alkane (general formula CnH2n+2)
The product hydrocarbons are a mixture of alkanes (general formula CnH2n+2) AND alkenes (general formula CnH2n)
For example, the cracking of hexane to form butane and ethene, which are both useful shorter hydrocarbons
Ethene is the starting material for the plastic polythene
Butane is used as a fuel
C6H14 ⟶ C4H10 + C2H4
Hexane contains 6 carbon atoms; butane and ethene contain (4 + 2 =) 6 carbon atoms
Hexane contains 14 hydrogen atoms; butane and ethene contain (10 + 4 =) 14 hydrogen atoms
We can also use the general formulae for alkanes and alkenes to check that we have correct equations
The reactant hexane and butane product are both alkanes and follow the CnH2n+2 general formula
The other product, ethene, is an alkene and follows the general formula CnH2n
Examiner Tips and Tricks
Always check that sum of the carbons and hydrogens adds up on each side of the equation AND that you have made alkanes or alkenes.
Worked Example
a) Complete the following symbol equation for the cracking of eicosane, C20H42.
C20H42 → .................... + C2H4
b) Explain whether the unknown product is an alkane or an alkene.
Answer:
a) The complete symbol equation is:
C20H42 → C18H38 + C2H4
Eicosane contains 20 carbon atoms while the known product contains 2 carbon atoms
Therefore, the unknown product must contain 20 - 2 = 18 carbon atoms
Eicosane contains 42 hydrogen atoms while the known product contains 4 hydrogen atoms
Therefore, the unknown product must contain 42 - 4 = 38 hydrogen atoms
b) The unknown product is an alkane because:
It has the general formula CnH2n+2
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