Chemistry Year 12 Module 7 · Lesson 3 of 23 ⏱ 45 min IQ2

Hydrocarbons — Structure, Homologous Series & Physical Properties

The physical properties of every fuel, lubricant, and wax on Earth are controlled by the same simple idea: the strength of the intermolecular forces between hydrocarbon molecules, which depends directly on chain length, molecular shape, and available surface area.

🔬
Printable worksheet

Download this lesson's worksheet

Use the PDF for classwork, homework or revision. It includes key ideas, activities, questions, an extend task and success-criteria proof.

Think First

Methane boils at −162°C and escapes as a gas the moment it leaves a pipe. Octane boils at 126°C and remains a liquid in a petrol tank on a hot day. Paraffin wax, made of long-chain alkanes, is solid at room temperature and melts only when heated over a flame.

Before reading on, explain why increasing carbon chain length causes a large increase in boiling point. What changes between the molecules, and why does that mean more energy is needed to separate them?

📐

Key Relationships — This Lesson

Alkane general formula: CnH2n+2
Saturated hydrocarbons — single bonds only All carbons are sp3
Alkene general formula: CnH2n
One C=C double bond Double-bond carbons are sp2
Alkyne general formula: CnH2n−2
One C≡C triple bond Triple-bond carbons are sp
Geometry at carbon: sp3 = 109.5° | sp2 = ~120° | sp = 180°
sp3 → tetrahedral sp2 → trigonal planar sp → linear
No calculation formulas this lesson — all comparisons are qualitative and must be explained using structure and intermolecular forces.

📖 Know

  • The structural features of alkanes, alkenes, and alkynes
  • The first eight alkane names, formulas, and typical states at 25°C
  • The boiling point and solubility trends within homologous series
  • The geometry and bond angle around alkane, alkene, and alkyne carbons

💡 Understand

  • Why London dispersion forces increase with chain length
  • Why branching lowers boiling point even at constant molecular formula
  • Why hydrocarbons are insoluble in water but dissolve in non-polar solvents
  • Why chain length dominates physical properties more strongly than unsaturation type

✅ Can Do

  • Predict and explain boiling point order within a hydrocarbon series
  • Compare structural isomers using surface area and IMF reasoning
  • Explain solubility using IMF disruption and replacement arguments
  • State geometry and bond angles around carbon in each hydrocarbon series
Key Terms — scan these before reading
AlkaneNot actually flat — it adopts a low-energy zigzag arrangement.
AlkeneAn unsaturated hydrocarbon containing at least one carbon-carbon double bond.
AlkyneAn unsaturated hydrocarbon containing at least one carbon-carbon triple bond.
insoluble in waterHexane is insoluble in water because water’s hydrogen-bond network would need to be disrupted, and hexane cannot replace those interactions with equally strong ones [1].
HydrocarbonAn organic compound containing only carbon and hydrogen atoms.
Functional groupA specific atom arrangement determining characteristic chemical reactions.

Alkanes are the structural baseline for the entire module. Once you understand the geometry and physical properties of alkanes, every comparison involving alkenes, alkynes, branching, and functional groups becomes much easier to explain.

Alkanes contain only C–C and C–H single bonds, so they are described as saturated hydrocarbons. Every carbon in an alkane is sp3-hybridised, with tetrahedral geometry and bond angles of 109.5°. In three dimensions, a straight-chain alkane is not actually flat — it adopts a low-energy zigzag arrangement.

The first eight straight-chain alkanes are foundational reference points for physical-property questions:

NameFormulaState at 25°CBoiling point (°C)
MethaneCH4Gas−162
EthaneC2H6Gas−89
PropaneC3H8Gas−42
ButaneC4H10Gas−1
PentaneC5H12Liquid36
HexaneC6H14Liquid69
HeptaneC7H16Liquid98
OctaneC8H18Liquid126
Must KnowMemorise the C1–C8 alkane names, formulas, and gas-to-liquid transition around C5. These values give you the reference points needed to predict unfamiliar trends confidently.
Common Error“Alkanes have no intermolecular forces” is wrong. Alkanes are non-polar, but all molecules experience London dispersion forces. Those dispersion forces are the sole reason alkanes have measurable boiling points.

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

2

Why Boiling Point Increases with Chain Length

London forces · surface area · Band 6 explanation structure

A strong answer does not stop at “larger molecules have higher boiling points.” It explains why larger hydrocarbon molecules create stronger dispersion forces at the electron-cloud level and why that means more energy is needed to separate them.

London dispersion forces arise because electron clouds fluctuate momentarily, producing instantaneous dipoles that induce dipoles in nearby molecules. Longer hydrocarbon chains have more electrons, more polarisable electron clouds, and larger surface area for contact between neighbouring molecules. That means more simultaneous temporary attractions between adjacent molecules.

As chain length increases, the total dispersion force between molecules increases. Because boiling requires molecules to separate into the gas phase, stronger intermolecular attraction means more energy is required, so the boiling point rises.

Band 6 Structure

How to Explain “Hexane Has a Higher Boiling Point Than Pentane”

1. State the IMF present: both are non-polar alkanes, so the only intermolecular forces are London dispersion forces.

2. Identify the structural difference: hexane has a longer carbon chain and larger molecular surface area than pentane.

3. Link to force strength: greater surface area allows more simultaneous instantaneous dipole-induced dipole interactions.

4. Conclude with boiling point: stronger dispersion forces require more energy to overcome, so hexane has the higher boiling point.

Key InsightFor simple hydrocarbons, chain length usually matters much more than whether the molecule is an alkane, alkene, or alkyne. A long hydrocarbon nearly always has a much higher boiling point than a short one because dispersion-force strength scales strongly with size.
3

Branching Lowers Boiling Point

Structural isomers · compact shape · reduced contact area

Two molecules can have the same formula and the same molecular mass, yet different boiling points. The deciding factor is often shape: straight chains present more surface area for intermolecular contact than compact branched structures.

Branching makes a hydrocarbon more compact and less able to lie alongside neighbouring molecules across a long surface. Even when two molecules have the same number of atoms and identical molecular formula, the branched isomer typically has the lower boiling point because fewer simultaneous dispersion interactions can occur.

Pentane

Formula: C5H12
Shape: Long straight chain
Boiling point (°C): 36

2-methylbutane

Formula: C5H12
Shape: Moderately branched
Boiling point (°C): 28

2,2-dimethylpropane

Formula: C5H12
Shape: Highly compact
Boiling point (°C): 10
Critical ErrorDo not explain branching differences using “stronger covalent bonds.” Boiling point depends on intermolecular forces, not the covalent bonds inside each molecule.
4

Alkenes, Alkynes, Geometry and Physical Comparisons

sp2 vs sp vs sp3 · bond angles · comparing series

Hydrocarbon series differ not only in formula but also in local geometry. The bond type present at carbon directly determines hybridisation, bond angle, and the three-dimensional shape around that carbon.

SeriesBond typeKey carbon hybridisationGeometryBond angle
AlkaneC–C single bondsp3Tetrahedral109.5°
AlkeneC=C double bondsp2 at C=CTrigonal planar~120°
AlkyneC≡C triple bondsp at C≡CLinear180°

When comparing compounds with the same carbon count, their boiling points are often quite similar because all remain largely non-polar and still rely mainly on dispersion forces. The major trend remains chain length. Differences between alkane, alkene, and alkyne of equal carbon number are usually smaller than the effect of adding several carbons to the chain.

MethodFor any geometry question, identify the bond type around the carbon first. Single bond only → sp3; part of C=C → sp2; part of C≡C → sp. Then state geometry and bond angle.
5

Solubility of Hydrocarbons

Water vs non-polar solvents · IMF disruption and replacement

“Like dissolves like” is only the shortcut. Full-mark answers explain solubility by naming the intermolecular forces broken and the new ones formed — and whether the energy trade-off is favourable.

Hydrocarbons are non-polar and experience only London dispersion forces. Water is strongly polar and held together by a large hydrogen-bond network. For a hydrocarbon to dissolve in water, water-water hydrogen bonds would need to be disrupted, but the hydrocarbon cannot replace them with interactions of similar strength. As a result, dissolution is not energetically favourable and the hydrocarbon remains insoluble.

Hydrocarbons dissolve readily in other non-polar solvents such as hexane or heptane because only dispersion forces are involved on both sides. Disrupting hydrocarbon-hydrocarbon interactions and replacing them with similar hydrocarbon-solvent interactions carries little energetic penalty.

Hydrocarbon solubility
Insoluble
Soluble
Limited / partial, depending on chain length
Reason
Would require breaking H-bonding without forming comparable new interactions
Same IMF type: dispersion forces only
Contains both a polar OH region and a non-polar carbon chain
Common ErrorDo not write “hydrocarbons are insoluble in everything.” They are insoluble in water, but highly soluble in non-polar organic solvents.
Hydrocarbon geometry comparison: alkane, alkene, and alkyne Alkane Carbon sp3 · tetrahedral · 109.5° C H H H H Alkene C=C sp2 at both C · trigonal planar · ~120° C C H H H H Alkyne C≡C sp at both C · linear · 180° H C C H Geometry depends on bond type at carbon: single bond only → sp3, double bond → sp2, triple bond → sp
Geometry comparison across the three hydrocarbon series.
Surface area comparison between pentane and a branched isomer Straight-Chain Pentane Large contact area → stronger dispersion forces Long chains lie alongside each other over much of their length Branched C5 Isomer Compact shape → less contact area → weaker dispersion forces Rounded, compact molecules touch across a smaller region Branching lowers boiling point by reducing effective surface area for intermolecular contact.
Why straight-chain hydrocarbons usually boil at higher temperatures than their branched isomers.

📓 Copy Into Your Books

📐 General Formulas

  • Alkane — CnH2n+2 · saturated · sp3 · 109.5°
  • Alkene — CnH2n · one C=C · sp2 at C=C · ~120°
  • Alkyne — CnH2n−2 · one C≡C · sp at C≡C · 180°

📈 Boiling Point Trends

  • Longer chain → more electrons, larger surface area → stronger dispersion forces → higher BP
  • More branching → more compact shape → less surface contact → lower BP
  • Chain length effect > unsaturation type for hydrocarbons of similar size

💧 Solubility Rules

  • Hydrocarbons are insoluble in water — cannot replace H-bonds
  • Hydrocarbons are soluble in non-polar solvents (hexane, heptane) — same IMF type
  • Full answer: name IMF broken, name IMF formed, state if energetically favourable

🎯 Exam Approach

  • State the IMF type first (London dispersion for all hydrocarbons)
  • Identify the structural difference (chain length, branching, or unsaturation)
  • Link structure → surface area / polarisability → force strength → BP
  • Never attribute BP differences to covalent bond strength

✍️ Activities

01

Activity — Predict, Rank, Explain

Use the patterns from the lesson to predict physical properties before checking the answers. Focus on naming the IMF first, then linking structure to force strength.

Your reasoning
Column B

High-Frequency Misconceptions

“Non-polar means no intermolecular forces.” Wrong. Non-polar hydrocarbons still have London dispersion forces.

“Boiling point depends on bond strength inside the molecule.” Wrong. Boiling separates molecules from each other, so the key factor is intermolecular force strength.

“Like dissolves like” is enough by itself. Wrong. Use it as a rule, then explain the IMF logic underneath it.

🧠 Worked Examples

Worked Example 1

Arrange hydrocarbons by increasing boiling point

Order methane, propane, butane, and heptane by increasing boiling point and explain the trend.
1

All four are straight-chain alkanes, so the only intermolecular forces present are London dispersion forces.

2

Boiling point increases with chain length because longer chains have larger electron clouds and greater surface area for contact.

3

Order by chain length: methane (C1) < propane (C3) < butane (C4) < heptane (C7).

Answer: methane < propane < butane < heptane. Longer carbon chains experience stronger dispersion forces, so more energy is required to separate molecules into the gas phase.

Worked Example 2

Explain boiling-point differences between isomers

Pentane and 2,2-dimethylpropane both have formula C5H12. Why does pentane have the higher boiling point?
1

The two molecules have the same molecular formula and molecular mass, so mass alone cannot explain the difference.

2

Pentane is elongated, while 2,2-dimethylpropane is compact and nearly spherical.

3

The longer straight-chain shape allows more surface contact between neighbouring molecules, producing stronger dispersion forces.

Answer: Pentane has the higher boiling point because its straight-chain structure provides greater surface area for intermolecular contact, leading to stronger dispersion forces than the compact branched isomer.

Worked Example 3

Explain solubility of a hydrocarbon in two solvents

Predict the solubility of hexane in water and in heptane.
1

Hexane is non-polar and has only dispersion forces.

2

Water has a strong hydrogen-bond network. Hexane cannot form interactions strong enough to replace those H-bonds.

3

Heptane is also a non-polar hydrocarbon, so hexane-heptane interactions are of the same type and similar strength.

Answer: Hexane is insoluble in water but miscible with heptane. In water, hydrogen bonds would be disrupted without adequate replacement; in heptane, similar dispersion interactions form readily.

🧠 Check Your Understanding

02

Multiple Choice Checkpoint

1. Which statement best explains why butane has a higher boiling point than propane?

A
Butane has stronger covalent bonds than propane
B
Butane has greater surface area and stronger London dispersion forces
C
Butane has a permanent dipole but propane does not
D
Butane forms hydrogen bonds between molecules
B
Butane has greater surface area and stronger London dispersion forces
C
Butane has a permanent dipole but propane does not
D
Butane forms hydrogen bonds between molecules

2. An alkyne with formula C4H6 is compared with an alkane C4H10. Which statement about water solubility is correct?

A
The alkyne is more soluble because the triple bond is polar
B
Both are insoluble because both are non-polar hydrocarbons
C
The alkane dissolves because it has more hydrogen atoms
D
The alkyne dissolves because unsaturation creates hydrogen bonding
B
Both are insoluble because both are non-polar hydrocarbons
C
The alkane dissolves because it has more hydrogen atoms
D
The alkyne dissolves because unsaturation creates hydrogen bonding

3. Which row correctly matches bond type, hybridisation, and geometry?

A
Alkane carbon — sp2 — trigonal planar
B
Alkene carbon — sp — linear
C
Alkyne carbon — sp3 — tetrahedral
D
Alkyne carbon — sp — linear
B
Alkyne carbon — sp — linear

4. Three structural isomers all have formula C5H12. Which property would you expect to be lowest for the most branched isomer?

A
Molecular mass
B
Number of C–H bonds
C
Boiling point
D
Number of carbon atoms
B
Number of C–H bonds
C
Boiling point
D
Number of carbon atoms

5. Which statement about the solubility of hydrocarbons is correct?

A
Hydrocarbons dissolve in non-polar solvents such as hexane because only dispersion forces need to be disrupted and replaced
B
Hydrocarbons dissolve in water because they are non-polar and water is a universal solvent
C
Hydrocarbons are insoluble in all solvents because they have no intermolecular forces
D
Longer hydrocarbon chains are more soluble in water than shorter ones
B
Hydrocarbons dissolve in water because they are non-polar and water is a universal solvent
C
Hydrocarbons are insoluble in all solvents because they have no intermolecular forces
D
Longer hydrocarbon chains are more soluble in water than shorter ones

✍️ Short Answer

03

Extended Questions

UnderstandBand 3

4. Explain why octane has a much higher boiling point than methane even though both are non-polar hydrocarbons. 3 MARKS

ApplyBand 4

5. Compare pentane and 2,2-dimethylpropane. State which has the higher boiling point and explain why the difference exists even though both have molecular formula C5H12. 4 MARKS

AnalyseBand 5

6. A student compares hexane, hex-1-ene, hex-1-yne, and decane. Predict which compound has the highest boiling point and justify your answer using intermolecular-force reasoning. Then predict the solubility of hexane in water and heptane and explain both. 5 MARKS

✅ Comprehensive Answers

🧩 Guided Practice

1. Increasing boiling point: methane < pentane < octane. All are non-polar alkanes with dispersion forces only. Chain length increases from C1 to C5 to C8, so electron cloud size, surface area, and dispersion-force strength all increase.

2. Pentane has the higher boiling point because its straight-chain structure gives greater surface area for intermolecular contact. 2,2-Dimethylpropane is compact and branched, so fewer simultaneous dispersion interactions can occur.

3. In ethene, both carbons in the C=C are sp2-hybridised, trigonal planar, with bond angles of about 120°. In ethyne, both carbons in the C≡C are sp-hybridised, linear, with bond angles of 180°.

4. Hexane is insoluble in water because water’s hydrogen-bond network would be disrupted without enough compensating interaction. In ethanol, solubility is limited/partial rather than completely absent because ethanol contains both a polar OH group and a non-polar carbon chain, so it can interact somewhat with hydrocarbons.

❓ Multiple Choice

1. B — Both molecules are non-polar alkanes, so the only intermolecular forces are London dispersion forces. Butane has greater chain length and surface area than propane, so dispersion forces are stronger and more energy is needed to boil it.

2. B — Both molecules are non-polar hydrocarbons and cannot form hydrogen bonds with water or provide interactions strong enough to compensate for breaking water’s H-bond network.

3. D — Carbon in a triple bond is sp-hybridised and linear, giving a bond angle of 180°.

4. C — All C5H12 isomers share the same molecular formula, molecular mass, and number of C–H bonds. The only property that differs is boiling point, which decreases as branching increases because the compact shape reduces surface area available for dispersion-force contact.

5. A — "Like dissolves like" at the IMF level: a non-polar hydrocarbon in a non-polar solvent replaces dispersion forces with similar dispersion forces, making dissolution energetically favourable. Water is incorrect because its strong H-bond network cannot be adequately replaced by hydrocarbon–water dispersion interactions.

📝 Short Answer Model Answers

Q4 (3 marks): Methane and octane are both non-polar hydrocarbons, so the only intermolecular forces present are London dispersion forces [1]. Octane has a much longer carbon chain, more electrons, and greater surface area than methane [1]. This produces stronger dispersion forces between octane molecules, so more energy is required to separate them into the gas phase, giving octane a much higher boiling point [1].

Q5 (4 marks): Pentane has the higher boiling point [1]. The two compounds have the same molecular formula and molecular mass, so the difference is not due to mass alone [1]. Pentane is a straight-chain molecule, while 2,2-dimethylpropane is much more compact and branched [1]. The straight-chain shape gives pentane greater surface area for intermolecular contact, so it experiences stronger dispersion forces and therefore a higher boiling point [1].

Q6 (5 marks): Decane has the highest boiling point [1] because it has the longest chain, largest surface area, and strongest dispersion forces of the four compounds [1]. Hexane, hex-1-ene, and hex-1-yne are all C6 hydrocarbons and remain largely non-polar, so they all rely mainly on dispersion forces; their boiling points are relatively similar compared with the much larger jump to decane [1]. Hexane is insoluble in water because water’s hydrogen-bond network would need to be disrupted, and hexane cannot replace those interactions with equally strong ones [1]. Hexane is soluble in heptane because both are non-polar hydrocarbons with similar dispersion-force interactions, so mixing is energetically favourable [1].

04

Revisit Your Thinking

Return to your Think First response. You should now be able to sharpen it into a proper HSC-style explanation:

Interactive: Reaction Pathway Builder Interactive
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?

☄️
Asteroid Blaster

Blast the Correct Answer

Defend your ship by blasting the correct answers for Hydrocarbons — Structure, Homologous Series & Physical Properties. Scores count toward the Asteroid Blaster leaderboard.

Play Asteroid Blaster →

Consolidation Game

Hydrocarbons — Structure, Homologous Series & Physical Properties

Mark lesson as complete

Tick when you’ve finished all activities and checked your answers.