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9.1.7 Cracking of larger alkanes

9.1.7 Cracking of larger alkanes

Cracking breaks large alkanes into smaller molecules

Definition

Cracking

Breaking larger alkane molecules down into smaller, more useful molecules, some of which are alkenes.

Definition

Alkane

A saturated hydrocarbon with the general formula CnH2n+2.

  1. A large, saturated hydrocarbon molecule is broken into smaller ones.
  2. The large molecule comes from one of the heavier fractions of crude oil.
  3. Breaking it produces a smaller alkane and at least one alkene.
  4. Decane can crack to give octane and ethene: C10H22→C8H18+C2H4\text{C}_{10}\text{H}_{22} \rightarrow \text{C}_8\text{H}_{18} + \text{C}_2\text{H}_4C10​H22​→C8​H18​+C2​H4​
  5. The atoms are only rearranged, so the equation balances on both sides.
Key Idea

Cracking turns a fraction that is in low demand into products that are wanted.

Some of the products are unsaturated

Definition

Alkene

An unsaturated hydrocarbon containing a carbon to carbon double bond, with the general formula CnH2n.

Definition

Unsaturated hydrocarbon

A hydrocarbon containing at least one carbon to carbon double bond.

  1. There are not enough hydrogen atoms to make every product a saturated molecule.
  2. One product therefore forms a carbon to carbon double bond.
  3. A molecule with such a double bond is unsaturated, and is an alkene.
  4. Ethene is the alkene produced most often, and it is the most useful.
  5. More than one alkene can form, and hydrogen is sometimes a product as well.
Example
  • Alkane in: a long saturated chain from a heavy fraction.
  • Out: a shorter alkane plus an alkene such as ethene or propene.

Why cracking is necessary

  1. Fractional distillation gives a fixed proportion of each fraction from the oil.
  2. Demand for petrol and other short-chain fuels is far higher than that proportion.
  3. The heavier fractions are produced in greater amounts than anyone needs.
  4. Cracking converts that surplus into the shorter molecules that are in demand.
  5. It also produces the alkenes used to make polymers, which distillation cannot supply.
Note

Cracking answers two problems at once: too much heavy oil, and not enough alkene.

The conditions used

  1. The heavy fraction is first heated until it vaporises.
  2. The vapour is passed over a hot catalyst, which breaks the molecules up.
  3. A high temperature alone will also crack the molecules without a catalyst.
  4. Cracking is a thermal decomposition, since heat breaks one substance into others.
  5. The products are separated afterwards, since a mixture is always formed.
Self review
  • What does cracking do to a large alkane molecule?
  • Why is one of the products unsaturated?
  • Give two reasons why cracking is necessary.
  • Complete the equation: C10H22→C8H18+…\text{C}_{10}\text{H}_{22} \rightarrow \text{C}_8\text{H}_{18} + \ldotsC10​H22​→C8​H18​+…
  • What conditions are used for cracking?
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Cracking is the thermal decomposition of large, saturated alkane molecules into smaller, more useful molecules. The large alkane usually comes from a heavier fraction of crude oil.

Cracking produces a shorter alkane and at least one alkene. For example, decane can crack to form octane and ethene:

C10H22→C8H18+C2H4 \text{C}_{10}\text{H}_{22} \rightarrow \text{C}_{8}\text{H}_{18} + \text{C}_{2}\text{H}_{4} C10​H22​→C8​H18​+C2​H4​

The atoms are rearranged, not created or destroyed, so the equation must balance for every element.

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What does cracking do to larger alkane molecules?

9.1.7 Cracking of larger alkanes Revision Guide

  1. GCSE
  2. /Chemistry
  3. /9.1.7 Cracking of larger alkanes

Revision notes for Edexcel GCSE Chemistry 9.1.7 Cracking of larger alkanes: explanations and worked examples.

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