Chemistry Year 12 Module 7 · Lesson 5 of 23 ⏱ 45 min IQ2

Hydrocarbon Reactions — Combustion, Substitution, Addition & Polymerisation

Hydrocarbons are only useful because they react in predictable ways. A chemist can tell whether a molecule will burn, substitute, add across a double bond, or polymerise simply by looking at its bonding and functional groups.

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Think First

Two colourless gases are bubbled into separate test tubes of bromine water. One tube stays orange. The other rapidly turns colourless. A third sample is ignited and produces a sooty flame.

Before reading on, predict what kind of hydrocarbons could produce each observation. What does each test tell you about the bonding inside the molecule?

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Key Reactions — This Lesson

CxHy + O2 → CO2 + H2O
Complete combustion Excess oxygen
CH4 + Cl2 → CH3Cl + HCl
Substitution UV light required
C2H4 + Br2 → C2H4Br2
Addition across C=C Bromine water decolourises
nCH2=CH2 → [−CH2−CH2−]n
Addition polymerisation Ethene → polyethene
Bonding decides reactivity: single bonds only usually substitute; double bonds add; all hydrocarbons combust.

📖 Know

  • The conditions and products for combustion, substitution, and addition reactions
  • Why alkenes decolourise bromine water but alkanes do not
  • How addition polymerisation forms long-chain polymers from monomers

💡 Understand

  • Why the C=C double bond makes alkenes more reactive than alkanes
  • Why incomplete combustion gives harmful products such as CO and soot
  • How to distinguish substitution from addition in exam questions

✅ Can Do

  • Write balanced equations for hydrocarbon reactions
  • Predict reaction type from molecular structure and reagents
  • Explain tests and observations using bond-level reasoning
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Key Terms — Read These First

combustion Reaction with oxygen that releases energy. Hydrocarbon combustion produces carbon oxides and water.
substitution reaction One atom or group is replaced by another. Typical of alkanes reacting with halogens under UV light.
addition reaction Atoms add across a multiple bond, converting an unsaturated molecule into a more saturated one.
monomer A small repeating molecule that joins to other monomers to form a polymer.
polymer A large molecule made of many repeating units covalently joined together.
unsaturated hydrocarbon A hydrocarbon containing at least one C=C or C≡C bond, so it can undergo addition reactions.
01

Reaction Map — Which Hydrocarbon Does What?

A fast way to organise this lesson is to stop memorising isolated equations and start classifying reactions by the bond being targeted. All hydrocarbons combust. Alkanes mainly substitute. Alkenes mainly add.

Alkanes

Saturated Less reactive Substitution

Single bonds only. They do not readily add bromine because there is no C=C bond to open, but they can undergo substitution with halogens when UV light initiates the reaction.

Alkenes

Unsaturated More reactive Addition

The electron-rich C=C bond is the reactive site. Reagents such as bromine, hydrogen, hydrogen halides, and steam can add across the double bond.

Combustion

Oxidation Exothermic All hydrocarbons

Hydrocarbons burn in oxygen to release energy. Product identity depends on oxygen supply: full oxygen gives CO2 and H2O; limited oxygen gives CO and/or soot.

Polymerisation

Addition polymer Many monomers No small molecule lost

Alkenes can repeatedly add to each other. The double bond opens and forms a long carbon chain polymer such as polyethene.

Exam RuleStart by identifying the hydrocarbon class. If the molecule contains only C-C single bonds, expect combustion or substitution. If it contains a C=C bond, addition reactions and bromine-water decolourisation become available.

Choose how you work — type your answers below or write in your book.

1

Combustion — Complete vs Incomplete

Oxygen supply controls products and hazard

Combustion is the most economically important hydrocarbon reaction, but it is also the one students answer too vaguely. Good responses distinguish complete from incomplete combustion, state the products, and explain the environmental or health consequences of each.

With excess oxygen, a hydrocarbon undergoes complete combustion to form carbon dioxide and water. With limited oxygen, incomplete combustion forms carbon monoxide and/or solid carbon particles (soot) as well as water. In practice, real flames often produce a mixture depending on how efficiently oxygen mixes with the fuel.

ConditionMain productsObservationImpact
Complete combustionCO2 + H2OCleaner blue flameCO2 contributes to greenhouse warming
Incomplete combustionCO + H2O and/or C + H2OYellow luminous sooty flameCO is toxic; soot damages lungs and air quality
Common ErrorDo not write “incomplete combustion makes less carbon dioxide so it is better.” Incomplete combustion is dangerous because it produces carbon monoxide and particulates. Lower CO2 alone does not make it safer or cleaner.
Complete Combustion Incomplete Combustion Excess oxygen Limited oxygen Fuel O₂ CO₂ + H₂O Blue flame · maximum oxidation Climate impact: greenhouse gas emission Fuel Low O₂ CO + C + H₂O Yellow flame · soot may form Hazard: toxic CO and particulate pollution
Same fuel, different oxygen supply, different products.
2

Substitution of Alkanes with Halogens

Single-bond hydrocarbons react by replacement, not addition

Alkanes are relatively unreactive because they contain only strong sigma bonds and no electron-rich multiple bond. When they do react with halogens such as chlorine, the reaction is a substitution: one hydrogen atom is replaced by a halogen atom.

The classic HSC example is methane reacting with chlorine under UV light. The UV energy breaks the Cl-Cl bond and initiates a free-radical chain process. The syllabus focus is the equation and reaction type, not the full mechanism.

Band 6 Method

How to Identify Substitution Fast

1. Check whether the hydrocarbon is saturated.

2. Look for a halogen reagent such as Cl2 or Br2 with UV light.

3. Compare reactant and product formulas: one H is gone, one halogen has replaced it.

4. Name the by-product: hydrogen halide such as HCl or HBr.

Reactant

Methane

CH4 is a saturated alkane with only C-H and C-C single bonds.

Reagent

Chlorine

Cl2 supplies the halogen atom that will replace one hydrogen atom.

Condition

UV Light

Ultraviolet light provides the energy needed to initiate the substitution process.

Products

Chloromethane + HCl

The hydrocarbon framework remains intact while one hydrogen is replaced.

Common ErrorDo not call methane + chlorine an addition reaction. Nothing adds across a multiple bond because methane does not have one.
3

Addition Reactions of Alkenes

The C=C bond opens and atoms add across it

The double bond is the reactive feature that distinguishes alkenes from alkanes. In an addition reaction, the pi bond is broken and new single bonds are formed to the added atoms or groups.

ReagentExample with etheneProductUse in HSC
Br2C2H4 + Br21,2-dibromoethaneTest for unsaturation
H2C2H4 + H2EthaneHydrogenation
HCl / HBrC2H4 + HClChloroethaneHaloalkane formation
H2O (steam)C2H4 + H2OEthanolHydration pathway
Key TestBromine water decolourises in the presence of an alkene because Br2 adds across the C=C bond. An alkane under normal classroom conditions does not rapidly decolourise bromine water.

Interactive Reaction Explorer

Switch between common hydrocarbon reactions and compare the bond changes, conditions, and exam clues.

Bromine Addition

CH2=CH2 + Br2 → CH2Br-CH2Br
  • Observation: orange bromine water turns colourless.
  • Reason: the Br2 molecule adds across the double bond.
  • Exam signal: decolourisation usually means unsaturation is present.

Hydrogenation

CH2=CH2 + H2 → CH3-CH3
  • Hydrogen adds across the C=C bond to form a more saturated product.
  • The alkene becomes an alkane.
  • This is the same fundamental bond change seen when unsaturated oils are hardened.

Hydration

CH2=CH2 + H2O → CH3CH2OH
  • Water adds across the double bond.
  • The product is an alcohol, introducing a new functional group.
  • This is a useful bridge from hydrocarbon chemistry into oxygen-containing organics.
4

Addition Polymerisation

Many alkene molecules join with no small molecule eliminated

Addition polymerisation is repeated addition chemistry. Each alkene monomer opens its double bond and links to neighbouring monomers, creating a long carbon chain. The atoms of the monomer all remain in the polymer repeating unit.

For ethene, the polymer is polyethene. The monomer is CH2=CH2. The repeating unit is written as [−CH2−CH2−]n. Brackets show the repeating pattern and n shows that the unit repeats many times.

Ethene Addition Polymerisation Monomer CH₂=CH₂ double bond opens many molecules Polymer repeating unit [−CH₂−CH₂−]n polyethene No atoms are lost; the C=C becomes C-C links in the chain.
Monomer and repeating unit must not be confused in exam responses.

Monomer

A small alkene molecule before reaction, for example ethene.

Repeating unit

The structural pattern inside the polymer chain shown in brackets.

Polymer

The complete macromolecule made of many repeating units joined together.

Critical ErrorDo not write the polymer of ethene as simply “(CH2=CH2)n”. The repeating unit must show that the double bond has opened: [−CH2−CH2−]n.
02

Decision Tool — Pick the Reaction Type

Use this sequence whenever a question gives you a structural formula and a reagent list.

Decision Sequence

Step 1: Identify whether the organic molecule is saturated or unsaturated.

Step 2: Identify the reagent and any condition such as UV light or oxygen supply.

Step 3: Match structure + reagent to reaction family: combustion, substitution, or addition.

Step 4: Predict the product by tracking which bond breaks and what atoms are added or replaced.

Must DoIn HSC extended responses, do not stop at naming the reaction. State the specific bond feature responsible for the reactivity, such as “the alkene’s C=C bond undergoes addition”.

📓 Copy Into Your Books

🔥 Combustion

  • Complete combustion: hydrocarbon + excess O2 → CO2 + H2O
  • Incomplete combustion: limited O2 → CO and/or C + H2O
  • Incomplete combustion is dangerous because CO is toxic and soot damages lungs

🔁 Substitution

  • Typical of alkanes with halogens under UV light
  • One H atom is replaced by a halogen atom
  • Example: CH4 + Cl2 → CH3Cl + HCl

➕ Addition

  • Typical of alkenes because they contain a reactive C=C bond
  • Bromine water decolourises when Br2 adds across the double bond
  • Hydrogenation, hydration, and hydrogen halide addition all follow the same bond logic

🧱 Polymerisation

  • Many alkene monomers join by addition polymerisation
  • Ethene monomer: CH2=CH2
  • Polyethene repeating unit: [−CH2−CH2−]n
03

Guided Practice — Predict the Reaction

Your response
Column B
04

Activity 2 — Classify from Evidence

A chemist carries out four experiments and records the observations below. For each experiment, identify the reaction type and justify your answer using the evidence.

Observation
Bromine water stays orange.
Bromine water rapidly decolourises.
Clean blue flame; CO₂ and water vapour detected on a cold surface.
The product tests positive for an OH group.
Reaction type + justification

High-Frequency Misconceptions

“Bromine water tests for all hydrocarbons.” Wrong. It is primarily a test for unsaturation, especially alkenes.

“Substitution and addition both just mean chemicals react together.” Wrong. Addition opens a multiple bond; substitution replaces one atom or group with another.

“The repeating unit is the same as the monomer.” Wrong. The repeating unit shows the structure after the C=C bond has opened and linked into the chain.

Worked Example 1

Reaction Type

Problem: Ethene is bubbled through bromine water. Explain the observation and write the equation.

1

Ethene is an alkene, so it contains a reactive C=C bond.

2

Bromine adds across the double bond, so the orange bromine colour disappears.

3

The balanced equation is C2H4 + Br2 → C2H4Br2.

Answer: Bromine water decolourises because bromine adds across the C=C bond in ethene. This is an addition reaction: C2H4 + Br2 → C2H4Br2.

Worked Example 2

Equation Writing

Problem: Write the complete combustion equation for butane, C4H10.

1

Write the skeleton: C4H10 + O2 → CO2 + H2O.

2

Balance C first: 4 carbons means 4CO2.

3

Balance H next: 10 hydrogens means 5H2O.

4

Count oxygen atoms on the right: 8 + 5 = 13 O atoms, so use 13/2 O2, then multiply through by 2.

Answer: 2C4H10 + 13O2 → 8CO2 + 10H2O.

Worked Example 3

Polymerisation

Problem: Draw or describe the repeating unit formed when propene polymerises.

1

Start with the monomer: CH2=CHCH3.

2

The double bond opens during addition polymerisation.

3

The carbon skeleton remains, so the repeating unit becomes [−CH2−CH(CH3)−]n.

Answer: The repeating unit is [−CH2−CH(CH3)−]n. The CH3 side group remains attached to every second carbon in the polymer chain.

05

Multiple Choice Checkpoint

1. Which observation is the best evidence that an unknown hydrocarbon contains a C=C bond?

A
It burns in oxygen
B
It is insoluble in water
C
It rapidly decolourises bromine water
D
It forms carbon dioxide when combusted
B
It is insoluble in water
C
It rapidly decolourises bromine water
D
It forms carbon dioxide when combusted

2. Methane reacting with chlorine under UV light is best classified as:

A
addition
B
substitution
C
condensation
D
neutralisation

Methane reacting with chlorine under UV light is best categorised as:

A
addition
B
substitution
C
condensation
D
neutralisation

3. Which set of products indicates incomplete combustion of a hydrocarbon?

A
CO2 and H2 only
B
CO2 and O2
C
CO2 and H2O only
D
CO and/or C together with H2O

4. Which statement about addition polymerisation is correct?

A
The monomer is usually an alkene and the double bond opens during polymer formation
B
A small molecule such as water is always eliminated
C
The repeating unit is identical to the monomer including the C=C bond
D
Only alkanes can addition-polymerise
B
A small molecule such as water is always eliminated
C
The repeating unit is identical to the monomer including the C=C bond
D
Only alkanes can addition-polymerise

5. Ethene reacts with hydrogen chloride to form chloroethane. This is an example of:

A
substitution because chlorine appears in the product
B
addition because H and Cl add across the double bond
C
combustion because oxygen is not needed
D
polymerisation because a haloalkane is formed

Ethene reacts with hydrogen chloride to form chloroethane. This is an instance of:

A
substitution because chlorine appears in the product
B
addition because H and Cl add across the double bond
C
combustion because oxygen is not needed
D
polymerisation because a haloalkane is formed

📝 Short Answer

06

Exam-Style Practice

ExplainBand 4

1. Explain why bromine water can distinguish between ethane and ethene. 3 MARKS

ApplyBand 5

2. Propene reacts with steam to form an alcohol. Identify the reaction type and explain the bond changes that occur. 4 MARKS

AnalyseBand 6

3. A yellow smoky flame is observed when a hydrocarbon burns in a limited oxygen supply. Explain what this observation suggests about the reaction products and why those products are concerning. 5 MARKS

✅ Comprehensive Answers

🔬 Activity 2 — Classify from Evidence

A. No reaction (or very slow substitution only if UV is present). Hexane is saturated — it has no C=C bond — so bromine cannot add across a double bond. Without UV light, substitution is not initiated either, so the orange colour remains.

B. Addition reaction. Hex-1-ene contains a C=C bond. Bromine adds across the double bond to form a dibromoalkane, consuming Br₂ and removing its orange colour.

C. Complete combustion. Excess oxygen means all carbon is fully oxidised to CO₂ and all hydrogen to H₂O. The clean blue flame and absence of soot confirm complete combustion.

D. Addition (hydration). Ethene reacts with water (steam) across its C=C bond to form ethanol. The OH group detected confirms an alcohol product formed by addition of water across the double bond.

🧩 Guided Practice

1. Ethene decolourises bromine water because it contains a C=C bond, allowing bromine to add across the double bond. Ethane has only single bonds and does not undergo this rapid addition reaction under normal test conditions.

2. CH4 + Cl2 → CH3Cl + HCl. This is a substitution reaction because one hydrogen atom on methane is replaced by chlorine.

3. Complete combustion of propane gives CO2 and H2O. Incomplete combustion gives CO and/or C together with H2O because there is insufficient oxygen to fully oxidise all carbon atoms to CO2.

4. Polypropene monomer: CH2=CHCH3. Repeating unit: [−CH2−CH(CH3)−]n.

❓ Multiple Choice

1. C — Rapid bromine-water decolourisation is the clearest sign of a C=C bond and unsaturation.

2. B — A hydrogen atom on methane is replaced by chlorine, so the reaction is substitution.

3. D — Incomplete combustion forms partially oxidised carbon products such as CO and soot.

4. A — Addition polymers form when alkene double bonds open and join into long chains.

5. B — H and Cl add across the double bond, so the reaction is addition.

📝 Short Answer Model Answers

Q1 (3 marks): Ethene contains a carbon-carbon double bond [1]. Bromine adds across this double bond, so bromine water is decolourised [1]. Ethane is saturated and has no C=C bond, so it does not rapidly react with bromine water under normal conditions [1].

Q2 (4 marks): This is an addition reaction [1]. Propene contains a reactive C=C bond [1]. During hydration, the double bond opens and the atoms of water add across the bond [1]. The product is an alcohol because an -OH group is introduced into the molecule [1].

Q3 (5 marks): A yellow smoky flame suggests incomplete combustion due to limited oxygen supply [1]. Instead of all carbon atoms forming CO2, some form carbon monoxide and/or solid carbon soot [1]. Carbon monoxide is dangerous because it binds strongly to haemoglobin and reduces oxygen transport in the blood [1]. Soot particles are also harmful because they contribute to respiratory disease and poor air quality [1]. The flame appears smoky because glowing carbon particles are present [1].

07

Revisit Your Thinking

Return to your original response. You should now be able to sharpen it into a full HSC-style explanation:

Revisit Your Initial Thinking

Look back at what you wrote in the Think First section. What has changed? What did you get right? What surprised you?

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Boss Battle

Hydrocarbon Reactions — Combustion, Substitution, Addition & Polymerisation

Put your knowledge of Hydrocarbon Reactions — Combustion, Substitution, Addition & Polymerisation to the test. Answer correctly to deal damage — get it wrong and the boss hits back. Pool: lessons 1–5.

Mark lesson as complete

Tick when you’ve finished the activities and checked the model answers.