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Fractional Distillation

A concise revision guide to how crude oil is separated into useful petroleum fractions by fractional distillation, including the role of boiling point, molecular size and van der Waals forces.

Paper 2
AQA
3.3.2 Alkanes
7405/2
AQA specification2 spec points in this lesson
  • 3.3.2.1i
  • 3.3.2.1ii
What these spec points say
  • 3.3.2.1i know that alkanes are saturated hydrocarbons
  • 3.3.2.1ii know that petroleum is a mixture consisting mainly of alkane hydrocarbons that can be separated by fractional distillation

Fractionating Column in Action

Choose a step to follow crude oil from the furnace up the column, and see where molecules of different chain lengths condense and leave.

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Carbon chain (hydrogens not shown) Hot (bottom) Cooler (top) Condensed fraction Bitumen residue

© Dr. Mohammed Al-Fatah – onlinelearningsystem.net

Before you start

GCSE Recap: Separating Liquids by Boiling Point

Start with the GCSE ideas about distillation and boiling points.

1

Alkanes, Crude Oil and Petroleum Fractions

Alkanes are saturated hydrocarbons. They contain only carbon and hydrogen atoms, and they contain only single carbon-carbon bonds.

The general formula is CnH2n+2, where n is the number of carbon atoms in the molecule.

It fits branched alkanes just as well as straight-chain ones. The only alkanes it does not fit are cycloalkanes, whose carbon chain is joined into a ring.

Alkanes are mainly obtained from crude oil. Crude oil is a complex mixture made up mainly of alkane hydrocarbons.

Fraction

Petroleum fraction: a collection of hydrocarbons with a similar chain length and therefore a similar range of boiling points.

Key idea: Fractional distillation does not separate crude oil into single pure compounds. It separates crude oil into groups of hydrocarbons with similar boiling point ranges.

Check your understanding

Quick Check: Spot the Alkanes

Click every molecular formula that belongs to an alkane.

2

How Fractional Distillation Separates Crude Oil

Before separation takes place, crude oil is pre-heated so that most of it vaporises. The hot vapours are then fed into a tall fractionating column.

The part that does not vaporise runs to the base of the column and is drawn off there as the residue. That residue is the bitumen fraction, which is why bitumen appears at the bottom of the diagram.

Inside the column, the temperature decreases as you move upwards. This produces a temperature gradient.

As the vapours rise through the column, different hydrocarbons condense at different heights, depending on their boiling points.

The column is fitted with trays, and the liquid that condenses collects on the tray at the level where the temperature has dropped to its boiling point.

Fractionating column: crude oil heated in a furnace, vapour rising through trays, fractions from fuel gas at the top to bitumen at the base

Smaller, lower boiling point hydrocarbons leave nearer the top of the column, while larger, higher boiling point hydrocarbons condense lower down.

Important: Fractional distillation is a physical separation process. It does not break covalent bonds and it does not chemically change the hydrocarbons.

Check your understanding

Quick Check: Through the Furnace and Up the Column

Put the stages of fractional distillation in the right order.

Free preview from the course

Watch: an exam question on the fractionating column

Why do long-chain hydrocarbons condense at the bottom of the column? Two answers are ruled out. Which is right?

The full lesson, with its exam questions and marking, comes with the course. Coming soon. Introduction to Organic Chemistry and Alkanes course: coming soon →
3

Why the Fractions Separate

The separation depends on boiling point, which is linked to the size of the hydrocarbon molecules.

  • Larger molecules have more electrons and a larger surface area in contact with their neighbours, so the van der Waals forces between them are stronger and they have higher boiling points.
  • Smaller molecules have weaker van der Waals forces, so they boil at lower temperatures.
  • Hydrocarbons with similar molecular size, mass and boiling point condense together to form a fraction.
Hydrocarbon size van der Waals forces Boiling point Where it condenses
Smaller hydrocarbons Weaker van der Waals forces between molecules. Lower boiling points. Nearer the top of the column, where temperatures are lower.
Larger hydrocarbons Stronger van der Waals forces between molecules. Higher boiling points. Lower down in the column, where temperatures are higher.

Exam focus: Link increasing chain length to stronger van der Waals forces, higher boiling point and condensation lower in the fractionating column.

Remember: Van der Waals forces are also called London forces or induced dipole-dipole forces. All three names describe the same force here.

Longer chains have more electrons and more surface contact, so stronger London forces, a higher boiling point and condensation lower in the column.

Check your understanding

Quick Check: Explain Where Two Alkanes Condense

Explain why two alkanes condense at different heights in the column.

4

Common Petroleum Fractions

The fractions obtained from crude oil are useful because they contain hydrocarbons with similar properties and similar boiling point ranges. Many fractions are used as fuels because alkanes release large amounts of energy when burned.

Fraction Typical position in column Main use
Fuel gas Very near the top. Bottled gas.
Petrol or gasoline Near the top. Fuel for cars.
Naphtha Upper part of the column. Chemicals and feedstock.
Kerosene Middle part of the column. Jet fuel.
Diesel oil Lower middle part of the column. Diesel fuel.
Fuel oil and lubricating oils Lower part of the column. Heavy fuels and lubrication.
Bitumen Bottom of the column, the residue that never vaporised. Road surfacing and roofing.
Check your understanding

Quick Check: Which Fraction?

Use boiling ranges to place each alkane in its fraction.

5

Fractional Distillation Is a Physical Process

Fractional distillation separates hydrocarbons by differences in boiling point. It is a physical process, not a chemical reaction.

During vaporisation and condensation, the process overcomes weak van der Waals forces between molecules. It does not break the strong covalent bonds inside the hydrocarbon molecules.

Type of force or bond What happens during fractional distillation? Exam wording
van der Waals forces between molecules These weak intermolecular forces are overcome when fractions vaporise. Fractional distillation overcomes intermolecular forces.
Covalent bonds within molecules These bonds are not broken during fractional distillation. No chemical reaction takes place.

Remember: If covalent bonds are broken and new molecules are made, the process is chemical. Fractional distillation does not do this.

Check your understanding

Quick Check: Separation or Reaction?

Decide quickly whether each change is physical or chemical.

Check your understanding

Quick Check: Fractional Distillation Summary

Pull the whole page together by choosing the accurate statement in each round.

6

Common Exam Mistakes

  • Do not say fractional distillation separates hydrocarbons by chemical reaction. It is a physical process.
  • Do not say covalent bonds are broken. Fractional distillation overcomes van der Waals forces between molecules.
  • Do not say all hydrocarbons leave the top of the column. Larger hydrocarbons condense lower down.
  • Do not confuse fractional distillation with cracking. Cracking breaks larger hydrocarbons into smaller molecules.
  • Do not describe a petroleum fraction as one compound. A fraction is a mixture of hydrocarbons with similar boiling points.

Fractional Distillation FAQ

These short answers summarise the key exam points from this page.

What is fractional distillation of crude oil?

Fractional distillation is a physical separation process that separates crude oil into fractions based on different boiling point ranges.

Why do smaller hydrocarbons leave nearer the top of the column?

Smaller hydrocarbons have weaker van der Waals forces between molecules, so they have lower boiling points and condense nearer the top where the column is cooler.

Why do larger hydrocarbons condense lower down?

Larger hydrocarbons have stronger van der Waals forces between molecules, so they have higher boiling points and condense lower down where the column is hotter.

Are covalent bonds broken during fractional distillation?

No. Fractional distillation only overcomes weak intermolecular forces between molecules. It does not break covalent bonds within the hydrocarbon molecules.

Why is crude oil heated before it enters the column?

Most of it must be vaporised so that the vapours can rise up the column and condense at different heights. The part that does not vaporise is drawn off at the base as the bitumen residue.

Dr. Mohammed Al-Fatah

Written by: Dr. Mohammed Al-Fatah

Chemistry specialist revision notes for A Level Chemistry.

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Copyright notice: This OLS revision content, including the explanations, layout, diagrams, tables and embedded learning structure, is authored for Online Learning System by Dr. Mohammed Al-Fatah. It may not be copied, reproduced, redistributed or adapted without written permission.