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📖 Lesson 11 ⏱ ~30 min Year 9 · Unit 2 ⚡ +60 XP

Hydrocarbons and Simple Alkanes

Australia's Lytton refinery in Brisbane processed 109,000 barrels of crude oil every single day in 2020, turning a thick black liquid into 50 different products.

Today's hook: Every time you travel in a car, plane, or ship, you're burning the compressed remains of microscopic sea creatures that died roughly 300 million years ago. In 2023, Australia imported about 330,000 barrels of crude oil per day to fuel the country. That crude oil, a single black liquid, gets separated at a refinery into about 50 distinct products including petrol, jet fuel, diesel, and PVC plastic. One substance, one industrial process, and virtually everything you use. What property do you think allows one liquid to be separated into 50 different products?
0/5QUESTS
Warm-up
Think First
+5 XP each

Q1 · Petrol, natural gas, candle wax, and butter all burn, what do you think these substances have in common at the molecular level that makes them flammable?

Q2 · Why do you think the length of a hydrocarbon molecule (e.g. short chain vs long chain) might change how it behaves, for instance whether it is a gas, liquid, or solid at room temperature?

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Learning objectives
What you'll master
3 areas

● Know

  • The general formula for alkanes: CnH(2n+2)
  • The names and formulas of the first five alkanes (methane to pentane)
  • How boiling point changes with chain length

● Understand

  • Why alkanes are called 'saturated' hydrocarbons
  • Why longer-chain alkanes have higher boiling points
  • What makes alkanes a homologous series

● Can do

  • Write molecular formulas for alkanes given the number of carbons
  • Name alkanes from their formula
  • Predict and explain the trend in boiling points
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Vocabulary · tap to flip
Words You Need
6 terms
Core term Concept Skill Reference
hydrocarbon
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hydrocarbon
A compound containing only carbon and hydrogen atoms.
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alkane
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alkane
A saturated hydrocarbon with the general formula CₙH₂ₙ₊₂.
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saturated
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saturated
A molecule that has only single carbon–carbon bonds (no double or triple bonds).
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homologous series
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homologous series
A family of compounds with the same general formula that differ by CH₂ units.
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boiling point
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boiling point
The temperature at which a liquid becomes a gas; increases with chain length in alkanes.
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methane
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methane
The simplest alkane; CH₄; the main component of natural gas.
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Cross-lesson links: Hydrocarbons are organic compounds, so this lesson builds directly on Lesson 5 (Organic and Inorganic Compounds). The alkane series you study here sets up Lesson 12 (Crude Oil and Separation), Lesson 13 (Naming Alkanes), and Lesson 14 (Combustion of Hydrocarbons).
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Chemistry
What Is Crude Oil?
+5 XP

When crude oil is pumped out of the ground, it is a viscous black liquid with a strong smell, it looks nothing like the clear petrol you pump at a service station, yet both contain the same family of molecules. Crude oil is a mixture of hydrocarbonsorganic compounds containing only carbon and hydrogen atoms. It formed over 300 million years from the remains of marine microorganisms (phytoplankton and zooplankton) that died, sank to the ocean floor, and were compressed under heat and pressure deep in the Earth's crust. This process takes millions of years, making crude oil a non-renewable resource. Because it formed from ancient living organisms, it is also classified as a fossil fuel.

Crude oil is not a pure substance, it contains hundreds of different hydrocarbon molecules, ranging from methane (CH₄, 1 carbon) to asphalt-like molecules with 50+ carbons. This mixture means crude oil cannot be used directly; it must be separated by refining. The physical process that achieves this separation is fractional distillation, which exploits the fact that different-sized hydrocarbon molecules have different boiling points, directly related to chain length and the strength of intermolecular forces between molecules.

Methane CH₄ C H H H H n=1 Ethane C₂H₆ C C H H H H H H n=2 (+CH₂) Propane C₃H₈ C C C H H H H H H H H n=3 (+CH₂) General Formula CₙH₂ₙ₊₂ Each step adds CH₂ n=1 CH₄ n=2 C₂H₆ n=3 C₃H₈ n=4 C₄H₁₀ Saturated: only C–C single bonds Homologous series
Example

Bass Strait crude oil (produced offshore Victoria by Esso and BHP) is a light, low-sulfur crude, it contains a higher proportion of shorter-chain hydrocarbons (petrol and kerosene fractions) than heavy Middle Eastern crudes. This makes it more valuable because refiners get more high-demand products per barrel.

Real-world anchor

Australia produces about 300,000 barrels of crude oil per day domestically (mostly Bass Strait and NW Shelf), but imports roughly 90% of its total petroleum needs. Viva Energy's Geelong refinery in Victoria and Ampol's Lytton refinery in Queensland are the last two operating oil refineries in Australia.

What is crude oil?
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Process
Fractional Distillation, Separating by Boiling Point
+5 XP

Fractional distillation separates crude oil by exploiting differences in boiling point between different hydrocarbon fractions. The crude oil is first heated to about 400 °C in a furnace, converting most of it to vapour. The vapour enters the bottom of a tall fractionating column, which is hot at the bottom and progressively cooler towards the top. As vapours rise through the column, they cool. Each fraction condenses at the temperature corresponding to its boiling point and is collected at that height. Short-chain molecules (fewer carbons) have weaker intermolecular forces, lower boiling points, and condense high up; long-chain molecules condense lower down.

The column is not perfectly clean, each fraction is a range of hydrocarbon chain lengths, not a single compound. This is acceptable because the fractions are defined by their intended use: petrol-range hydrocarbons (5–10 carbons), kerosene-range (10–16 carbons), diesel-range (14–20 carbons). The consistency required for each application is achieved by further refining and blending after the column. The key principle is: boiling point increases with chain length, because longer chains have more surface area for intermolecular (van der Waals) forces, more energy is needed to separate them.

Example

In a fractionating column at 200 °C and 0.5 m height: kerosene fraction (C₁₀–C₁₆, boiling point 150–250 °C) condenses and flows out. At 300 °C and 0.1 m height: diesel (C₁₄–C₂₀, boiling point 200–300 °C) condenses. At the very bottom, bitumen (C₄₀+, mp above 300 °C) flows out as a liquid residue.

Real-world anchor

Viva Energy's Geelong refinery processes about 130,000 barrels of crude oil per day through its fractionating columns, producing petrol, jet fuel, diesel, and bitumen for road paving used across Victoria and NSW. The bitumen fraction, the heaviest, highest-boiling fraction, paves approximately 20,000 km of Australian roads per year.

Which one doesn't belong?
7
Application
Fractions and Their Uses
+5 XP

Each fraction from the fractionating column has a characteristic carbon chain length range, boiling point range, and set of applications. LPG (liquefied petroleum gas, 1–4 carbons): boiling point below 0 °C, stored under pressure as liquid, used for cooking gas and camping stoves. Petrol (5–10 carbons): boiling point 40–200 °C, volatile liquid, used in car engines. Kerosene (10–16 carbons): 150–250 °C, used for jet fuel (aviation turbine fuel, ATF) and heating. Diesel (14–20 carbons): 200–300 °C, higher viscosity, used in trucks, trains, and ships.

The heavier fractions, heavy fuel oil (20–70 carbons), power large ships and industrial boilers. Bitumen (70+ carbons) is the solid-like residue used in road surfacing. Carbon chain length controls viscosity, longer chains make thicker liquids, as well as flash point (minimum temperature for ignition). Petrol ignites below 0 °C (extremely flammable); diesel ignites above 55 °C (less flammable, safer for trucks). These differences are not arbitrary, they arise directly from the molecular chain lengths of each fraction.

Example

Jet A-1 aviation fuel (kerosene fraction, C₁₀–C₁₆) has a flash point of 38 °C and freezes at −47 °C. At Qantas's Sydney airport fuel farm, jet A-1 is stored in tanks holding over 100 million litres, pumped to aircraft through underground lines. The narrow boiling point range ensures consistent fuel performance across all aircraft types.

Real-world anchor

Sydney Airport consumes about 2.5 billion litres of jet A-1 per year, Australia's largest single site of petroleum product consumption. The fuel arrives by pipeline from Ampol's Lytton refinery in Queensland, flowing 750 km in the same pipeline that supplies diesel for NSW trucks and LPG for Queensland households.

Complete the passage about crude oil fractions and their uses.

Each fraction from the fractionating column has a characteristic carbon chain range and boiling point range. has 1–4 carbons and is stored under pressure for cooking and camping stoves. Petrol has 5–10 carbons and is used in car . has 10–16 carbons and is used as jet fuel. The heaviest residue, , has 70+ carbons and is used to surface roads.

Reflect
Revisit your thinking
reflect

At the start of this lesson, you heard that every time you travel by car, plane, or ship, you're burning the compressed remains of microscopic sea creatures that died 300 million years ago, and that a single industrial process, fractional distillation, transforms crude oil into every liquid fuel, plastic, and lubricant we use today.

Now that you've worked through the lesson, how has your understanding of hydrocarbons and alkanes shifted? Can you now explain what crude oil actually is at the molecular level, and why different alkanes come out of the distillation column at different points?

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Quick check
The general formula for alkanes is:
+10 XP
2
Quick check
Butane has 4 carbon atoms. Its molecular formula is:
+10 XP
3
Quick check
Why do longer-chain alkanes have higher boiling points?
+10 XP
4
Quick check
Which of the following is NOT an alkane?
+10 XP
5
Quick check
Alkanes are described as 'saturated' because:
+10 XP
Short answer · explain in your own words
Show your reasoning
3 questions
Recall Core 2 marks

Q1. Write the molecular formula and state the number of hydrogen atoms in hexane (6 carbons). Use the general formula CnH(2n+2).

Apply Core 3 marks

Q2. Explain the trend in boiling points for methane, propane, and octane. Why does natural gas (mainly methane) exist as a gas at room temperature while candle wax (long chains) is a solid?

Analyse Extension 3 marks

Q3. Construct a table comparing the first four alkanes (methane to butane): name, formula, number of carbons, number of hydrogens, state at room temperature, and approximate boiling point.

Quick-fire challenge
Game time
+25 XP
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