C4.1 - Carbon’s Bonding Rules and Molecular Geometry
In grade 9, you learned about atomic structure and how electrons are arranged in shells. In this lesson, we focus on carbon — an element with unique bonding properties that allow it to form an enormous range of compounds. Carbon is the foundation of organic chemistry because it is tetravalent: it can form four covalent bonds.
Carbon atom
Why is carbon tetravalent?
Carbon has four valence electrons in its outer shell. To achieve stability, it shares these electrons with others, forming four covalent bonds. These bonds arrange themselves to minimise repulsion, which gives rise to predictable molecular shapes.
Methane molecule
Activity 1: Map Pin Molecular Geometry
Map Pin Challenge
The aim of the following activity is to explain why carbon bonds in a tetrahedral arrangement when bonding to four other atoms.
In groups, use large polystyrene spheres and map pins:
Place 2, 3, 4 and 5 pins as far apart as possible on the surface.
Identify the shapes adopted (linear, trigonal planar, tetrahedral, trigonal bipyramidal).
Estimate bond angles using geometry and trigonometry.
Extension: use coloured pins to represent non-bonding electron pairs (electron pairs that are not used for bonding) and compare electron-domain geometry with molecular shape.
The term "electron domain" refers to the region of space in which the electron(s) are found
When carbon bonds it has four electron pairs. If it bonds to four separate atoms this implies that there are four electron domains. These all repel as far apart as possible.
When carbon bonds to only three other atoms it has a double bond containing four electrons (two pairs) - this counts as only one domain, so the carbon atom has three domains overall, all of which repel as far apart as possible.
Activity 2: Introducing Molymods
Molymod Models
Explore molecular geometry further by building methane, ammonia, and water with molymods.
Go to the Molview website on your device (www.molview.com) and examine the structures of the molecules that you are building with MolyMods. Use the Model tab to change the view from "ball and stick" to "Van der Waals spheres". Which do you think is closer to the "real" shape of a molecule.
Explore a few more molecules, such as ethane, butane, benzene and ethanol.
Compare your ball-and-stick models with space-filling representations in MolView.
Discuss: are molymods a good representation of molecules? What do they show well, and what do they miss?
Drawing Molecules
We also need a way to represent molecules on paper. Chemists use Lewis structures (dot-cross diagrams) to show bonding pairs and lone pairs of electrons. These diagrams connect the visual models with the abstract electron count.
Examples
CH4 (Methane)
four single bonds, tetrahedral shape.
NH3 (Ammonia)
three single bonds and one lone pair, trigonal pyramidal.
H2O (Water)
two single bonds and two lone pairs, bent shape.
Summary
Carbon forms four covalent bonds; electron pairs arrange to minimise repulsion.
Electron-domain geometry (pairs) is not always the same as the molecular shape (atoms).
Models (pins, molymods, MolView) and Lewis structures connect counting electrons to 3D shape.
Check your understanding
Explain why carbon forms four covalent bonds (tetravalency) in terms of valence electrons.
What is the difference between electron-domain geometry and molecular shape? Give an example.
State the typical bond angle for a tetrahedral arrangement and outline (in words) why it arises.
Teacher notes & learning objectives
LO1 – Explain why carbon forms four covalent bonds (tetravalency).
LO2 – Use models to show how electron pairs arrange to minimise repulsion.
LO3 – Distinguish between electron-domain geometry and molecular shape (topography).
LO4 – Draw Lewis (dot–cross) structures for CH4, NH3, H2O, CO2.
LO5 – Connect approximate bond angles to geometry (linear 180°, trigonal planar 120°, tetrahedral ~109.5°; note lone-pair compression).
C4.2 - Allotropes of Carbon
Many elements exist in more than one physical form called allotropes. Changes in stucture and bonding between atoms explain dramatic differences in properties such as hardness, conductivity, and stability.
Carbon allotropes are remarkable in their differences even though they all contain only carbon atoms.
Carbon allotropes
Model & Compare
Diamond – 3D network (each C is tetrahedral); very hard, electrical insulator.
Graphite – 2D layers (sp2 trigonal planar) with delocalised electrons; soft, conducts along layers.
Graphene – single graphite layer; very strong, excellent conductor.
Fullerenes / nanotubes – curved cages/tubes with unusual mechanical/electronic properties.
Using the Molymods, build small lattice fragments (diamond tetrahedra; graphite hexagonal sheet). Sketch graphene, fullerene (C60), and a nanotube.
Graphene
Graphene is considered a new substance even though its been around for many years. When a pencil makes a mark on a piece of paper the black line consists of layers of graphite, called graphene.
Recently researchers found that these graphene layers have remarkable properties and if large sheets of graphene could be manufactured then many technological innovations would become possible.
Many elements have allotropes, the stability of which is dependent on the ambient pressure and temperature.
Oxygen: O2 (stable) vs O3 ozone .
Phosphorus has three common allotropes, white P (P4 tetrahedra; strained, reactive) → red P (polymeric, more stable) → black P (layered, most stable).
Tin has two common allotropes, β-Sn (white, metallic, stable above ~13 °C) ⇄ α-Sn (grey, brittle, “tin pest”, stable below ~13 °C).
What does the term "stability" refer to in this context?
This is a fundamental concept in chemistry.
Case Study: Napoleon’s Buttons (Myth-busting)
The story claims tin buttons on uniforms crumbled in the 1812 Russian winter due to tin pest (β-Sn → α-Sn).
Evaluate the plausibility - fact check:
Did soldiers uniform buttons actually contain tin?
Were the temperatures low enough when Napoleon attacked Moscow?
What alternative explanations exist?
Teacher notes & learning objectives
LO1 – Describe key carbon allotropes (diamond, graphite, graphene, fullerenes/nanotubes) and relate structure to properties.
LO2 – The concept of stability
Stability in chemistry refers to the tendency to change chemically. If something is unstable it changes chemically to form a new substance very easily. If something is stable it resists chemical change. Reinforce the idea that chemical change implies the formation of new substances.
The inclusion of other elements is merely informative to put the behaviour of carbon into perspective - allotropy is common in elements. This focus is diamond, graphite (and graphene) and fullerenes.
Summary
Allotropy shows how the same element can display radically different behaviours when its atoms connect in different ways.
Understanding structure helps to explain properties and stability trends across elements.
Check your understanding
Why does graphite conduct electricity while diamond does not?
Why is the formation of ozone in the upper atmosphere essential to life on our planet?
Why does tin undergo the α ⇄ β transition around 13 °C, and what consequence does this have in cold climates?
C4.3 Organic Nomenclature Basics (Part 1)
In this lesson you will learn the core language of organic chemistry: how to name simple molecules using roots and functional group suffixes. We focus on straight-chain compounds (C1–C6) before moving to branching and locants.
Roots and homologous series
Build the backbone
Using molymods, build methane → hexane (C1–C6). Say the names out loud as you build.
Record the general formula for the alkane homologous series.
Discuss: how does adding one CH2 unit change properties (mass, b.p.)?
Functional group suffixes
Spot the group
Add a double bond to make an alkene (–ene). Add a triple bond for an alkyne (–yne).
Swap an H for –OH to make an alcohol (–ol). Swap an H for –Cl / –Br to make haloalkanes (chloro–, bromo–).
Extend the chain and add –COOH to make a carboxylic acid (–oic acid).
For each build, write the name and draw a condensed structural formula.
LO1 – Name straight-chain alkanes C1–C6 and recognise homologous series.
LO2 – Identify and name basic functional groups: alkenes, alkynes, alcohols, haloalkanes, carboxylic acids.
LO3 – Represent molecules with molymods and condensed structural formulae.
Tip: Keep this lesson to unbranched chains; save branching and locants for PS7.4. If time remains, quick whiteboard drill of name ↔ formula conversions.
Summary
You can now name straight-chain C1–C6 molecules and recognise common functional groups. This vocabulary prepares you for branching, locants, and isomerism next lesson.
Check your understanding
Name these: CH3–CH2–CH3; CH2=CH–CH3; CH≡C–CH3.
Which suffix would you use for an alcohol? For a carboxylic acid?
Give the general formula for alkanes and explain what “homologous series” means.
This lesson adds precision to your naming: numbering the chain (locants), mono/di-substitution, and simple branching. You’ll practise rapidly with a Molymod Challenge.
Locants and substitution
Number it right
Choose the longest continuous carbon chain as the parent (e.g. butane, pentane).
Number the chain to give the lowest set of locants to double/triple bonds and substituents.
Apply mono-/di- prefixes (e.g. 1-chloropropane vs 1,2-dichloroethane).
Write names for teacher-provided structures, then swap: build each other’s named molecules to check accuracy.
Branching (alkyl substituents)
Branching is when the carbon chain forks into two different chains. A branch may have as few as one carbon atom.
The longest unbroken chain provides the root of the name of the compound.
Add side chains
Introduce methyl– and ethyl– substituents. Example: 2-methylpropane, 3-methylpentane.
Alphabetise different substituents; use di-/tri- for repeats (e.g. 2,3-dimethylbutane).
Redraw neatly as condensed structural formulae after checking with molymods.
Round A (Name → Build): Teacher calls “2-methylbutane”, “1-bromopropane”, “2-butanol”. Teams build fast, then hold up.
Round B (Build → Name): Teacher shows a model; teams write the IUPAC name with correct locants.
Round C (Isomer Sprint): “Make a different isomer of C5H12.” Bonus for neat, unambiguous condensed formulas.
Teacher notes & learning objectives
LO1 – Determine parent chain and assign correct locants.
LO2 – Name mono- and di-substituted haloalkanes and alcohols with positions.
LO3 – Name simple branched alkanes using alkyl substituents and isomer reasoning.
Tip: Enforce “lowest set of locants” rigorously; insist on hyphens and commas in correct places. Keep builds small (C≤6) to fit timing.
Summary
You can now number chains, position functional groups, and name simple branched molecules accurately. Next, you’ll measure boiling points and connect structure to intermolecular forces.
Check your understanding
Give correct names (with locants): CH3–CH(Cl)–CH3 and CH3–CH2–CH2Cl.
Name a different isomer of C5H12 than pentane, and draw its condensed formula.
Explain what “lowest set of locants” means and apply it to 2,3-dimethylbutane.
Activity - The Nomenclature Olympics
Each student starts with:
8 carbon atoms (black - four holes)
18 hydrogen atoms (white - one hole)
4 oxygen atoms (red - two holes)
4 chlorine atoms (green - one hole)
18 short (single) bonds
4 long (double) bonds.
Use the link below to open up the application. Enter the agreed time and click "next molecule" to start the race.
Students will go head-to-head to build the molecules displayed on the screen.
This lesson introduces experimental techniques for measuring boiling points of small organic molecules. Students use the Siwolobov micro-method to measure methanol and ethanol. The data will later be extended to a homologous series of alkanes.
The Siwolobov micro-method
Practical setup
A small capillary tube, sealed at one end, is inverted into the liquid sample inside a thin-walled melting point tube.
The tube is heated gently in a water bath until a continuous stream of bubbles emerges.
The temperature is recorded when the last bubble escapes and the liquid begins to be drawn back.
Work in pairs, and record careful temperature readings for methanol and ethanol.
Accuracy and safety
Ensure steady heating — avoid superheating or rapid boiling.
Both methanol and ethanol are flammable; keep open flames away, use a hot water bath.
Compare results with literature values (methanol 65 °C, ethanol 78 °C).
Worked example
If a student records methanol b.p. as 63 °C, the % error compared to literature is:
(|63–65| ÷ 65) × 100 = 3.1 %.
Teacher notes & learning objectives
LO1 – Apply the Siwolobov micro-method to determine boiling points experimentally.
LO2 – Record and compare measured data with literature values.
LO3 – Evaluate experimental error and reliability of small-scale organic techniques.
Note: This lesson should remain focused on technique. The homologous series (C1–C8 alkanes) and graphing come in PS7.6. Students often find the bubble disappearance tricky — allow repeat trials if time permits.
Summary
You have learned how to use the Siwolobov micro-method to measure boiling points of small organic molecules. This technique provides accurate results with only a small volume of liquid and is safer than bulk boiling experiments.
Check your understanding
Explain why the capillary tube is sealed at one end in the Siwolobov method.
What is the literature boiling point of ethanol, and how does it compare to your measured value?
Suggest two possible sources of error when using this method to determine boiling points.
C4.6 Boiling Points of Alkanes and Intermolecular Forces
This lesson extends the boiling point investigation from PS7.5 to a homologous series of alkanes (C1–C8). Students collect literature values, plot a graph in Excel, and use the trend to introduce London dispersion forces (LDF).
Data collection
Student activity
Work in groups to collect boiling point data for alkanes from methane (C1) to octane (C8).
Enter values into Excel as a table: “Relative mass” vs. “Boiling point (°C)”.
Create a scatter plot with a best-fit line.
Ensure the graph has correctly labelled axes and a descriptive title.
Observing the trend
Boiling point increases with chain length.
This is due to stronger London dispersion forces as the number of electrons increases.
Branching reduces surface contact and lowers boiling point.
Worked example
Compare butane (C4H10, b.p. –0.5 °C) with octane (C8H18, b.p. 126 °C). Octane has twice as many carbons, more electrons, and stronger dispersion forces → higher boiling point.
Teacher notes & learning objectives
LO1 – Collect and present boiling point data for a homologous series in Excel.
LO2 – Interpret the relationship between chain length and intermolecular forces.
LO3 – Recognise the effect of branching on boiling points.
Extension to DP: introduce the idea that London forces are proportional to molecular surface area and polarizability. Link to enthalpies of vaporisation.
Summary
You have observed how boiling points of alkanes increase with chain length and decrease with branching. This reflects the role of intermolecular London dispersion forces, which are stronger in larger, more extended molecules.
Check your understanding
Why do boiling points increase as the alkane chain length increases?
How does branching affect the boiling point of alkanes, and why?
Explain why London dispersion forces are stronger in octane than in methane.
C4.5 - Isomerism and Molecular Design
In this lesson you will explore how molecules with the same molecular formula can have different structures (isomers). You will use molymods to build and compare isomers, and discover how small changes in structure affect physical properties.
Structural isomers
Isomers are compounds with the same molecular formula but different structural arrangements.
Example: Butane (C4H10) exists as n-butane (straight chain) and isobutane (branched chain).
Even though the formula is the same, their boiling points differ due to branching.
Molymod challenge
In pairs, race to build all possible isomers of C4H10 (butane) and C5H12 (pentane).
Check your models against classmates — are there duplicates or missed structures?
Discuss how branching changes surface area and affects boiling points.
Designing molecules
Chemists design molecules by altering chain length, branching, and functional groups.
This structural control allows tuning of properties like volatility, solubility, and reactivity.
Isomerism is a foundation for drug design, fuels, and materials science.
Worked example
Pentane (C5H12) has three isomers: pentane, methylbutane, and dimethylpropane.
Their boiling points are 36 °C, 28 °C, and 9 °C respectively.
Increased branching → lower boiling point.
Teacher notes & learning objectives
LO1 – Recognise that isomers share a formula but differ in structure.
LO2 – Use molymods to construct and visualise structural isomers.
LO3 – Relate branching in alkanes to intermolecular forces and boiling points.
Extension to DP: Introduce stereoisomerism (cis–trans, optical) as an essential distinction beyond structural isomers.
Summary
You have learned that isomers share the same molecular formula but differ in structure. Branching changes physical properties such as boiling point, and molecular design is a key tool in applied chemistry.
Check your understanding
What is the difference between butane and methylpropane?
Why does dimethylpropane have a much lower boiling point than pentane?
How does isomerism provide opportunities for molecular design in industry?
C4.5 - Unsaturation
Although the term suggests something to do with water, it only refers to compounds containing either double or triple carbon - cartbon bonds.
They are said to be "unsaturated" in that they are able to bond more hydrogen (or other atoms) by opening the double or triple bonds.
We have seen in the section on nomenclature that carbon carbon double bonds give molecules the suffix "-ene", and triple bonds "-yne".
The displayed structure of ethene
Physical properties
The alkenes have very similar physical properties to alkanes. The smaller members of the homologous series are volatile compounds that are gases at room temperature and after C5H10, pentene they are liquids. The alkenes do not dissolve in water to any great extent, but dissolve in non-polar solvents.
Chemical properties
Alkenes are more reactive than alkanes due to the presence of the double bond. This can be used to differentiate the two families of compounds.
Activity - Testing for unsaturation
Pour a few cm3 of bromine water into a clean test tube.
Add a few drops of hex-1-ene. Place a bung in the test tube and shake. Observe any change
To a second clean test tube with bromine water, add a few drops of hexane. Place a bung in the test tube and shake. Observe any change
How do the hexane and hex-1-ene behave with the bromine water?
Repeat the tests above using potassium manganate(VII) instead of bromine water
How do the hexane and hexene behave with potassium manganate(VII)?
Tesing for unsaturation
Teaching notes
Bromine adds across the double bond forming a colourless compound, 1,2-dibromohexane.
C6H12 + Br2 → C6H12Br2
Activity - Making ethyne
Place a small spatula of calcium carbide into a clean boiling tube (large test tube).
Using a water bottle add a few drops of water.
Rest a rubber bung on top of the test tube (do NOT push it into the tube)
Test the gas using a lighted splint - CARE
Add a few cm3 of water to the remaining calcium carbide. Allow the reaction to subside and filter the liquid into a clean test tube.
Test the pH of the filtrate by placing one drop onto a piece of indicator paper.
Carefully use a clean straw to breathe exhaled air gently (no splashing) through the filtrate. Observe.
Teaching notes
Calcium carbide produced ethyne when reacting with water.
CaC2 + 2H2O → Ca(OH)2 + C2H2
The flame produced by burning ethyne is very smokey - often particles of carbon can be seen floating around the lab after doing this experiment. This can prompt a discussion as to the efficiency of combustion and the use of saturated hydrocarbons as fuels (methane, propane, butane, 2,2,4-trimethylpentane)
Now test yourself
Click on the button below to access the self-tests for MYP9 and MYP10.
apply scientific knowledge and understanding to suggest solutions to problems set in familiar situations
interpret information to make judgments.
3-4
outline scientific knowledge
apply scientific knowledge and understanding to solve problems set in familiar situations
interpret information to make scientifically supported judgments.
5-6
describe scientific knowledge
apply scientific knowledge and understanding to solve problems set in familiar situations and suggest solutions to problems set in unfamiliar situations
analyse information to make scientifically supported judgments.
7-8
explain scientific knowledge
apply scientific knowledge and understanding to solve problems set in familiar and unfamiliar situations
analyse and evaluate information to make scientifically supported judgments.
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Criterion B - Inquiring and designing
Level
Research question
Hypothesis
Variables
Method
1-2
state a problem or question to be tested by a scientific investigation
outline a testable hypothesis
outline the variables
design a method, with limited success.
3-4
outline a problem or question to be tested by a scientific investigation
formulate a testable hypothesis using scientific reasoning
outline how to manipulate the variables, and outline how relevant data will be collected
design a safe method in which he or she selects materials and equipment.
5-6
describe a problem or question to be tested by a scientific investigation
formulate and explain a testable hypothesis using scientific reasoning
describe how to manipulate the variables, and describe how sufficient, relevant data will be collected
design a complete and safe method in which he or she selects appropriate materials and equipment.
7-8
explain a problem or question to be tested by a scientific investigation
formulate and explain a testable hypothesis using correct scientific reasoning
explain how to manipulate the variables, and explain how sufficient, relevant data will be collected
design a logical, complete and safe method in which he or she selects appropriate materials and equipment.
close ×
Criterion C - Processing and evaluating
Level
Data collection
Data interpretation
Hypothesis validity
Methodology validity
Improvements and extensions
1-2
collect and present data in numerical and/or visual forms
accurately interpret data
state the validity of a hypothesis based on the outcome of a scientific investigation
state the validity of the method based on the outcome of a scientific investigation
state improvements or extensions to the method.
3-4
correctly collect and present data in numerical and/or visual forms
accurately interpret data and explain results
outline the validity of a hypothesis based on the outcome of a scientific investigation
outline the validity of the method based on the outcome of a scientific investigation
outline improvements or extensions to the method that would benefit the scientific investigation.
5-6
correctly collect, organize and present data in numerical and/or visual forms
accurately interpret data and explain results using scientific reasoning
discuss the validity of a hypothesis based on the outcome of a scientific investigation
discuss the validity of the method based on the outcome of a scientific investigation
describe improvements or extensions to the method that would benefit the scientific investigation.
7-8
correctly collect, organize, transform and present data in numerical and/or visual forms
accurately interpret data and explain results using correct scientific reasoning
evaluate the validity of a hypothesis based on the outcome of a scientific investigation
evaluate the validity of the method based on the outcome of a scientific investigation
explain improvements or extensions to the method that would benefit the scientific investigation.
close ×
Criterion D - Reflecting on the impacts of science
Level
The problem
The implications
Scientific language
Referencing
1-2
outline the ways in which science is used to address a specific problem or issue
outline the implications of using science to solve a specific problem or issue, interacting with a factor
apply scientific language to communicate understanding but does so with limited success
document sources, with limited success.
3-4
summarize the ways in which science is applied and used to address a specific problem or issue
describe the implications of using science and its application to solve a specific problem or issue, interacting with a factor
sometimes apply scientific language to communicate understanding
sometimes document sources correctly
5-6
describe the ways in which science is applied and used to address a specific problem or
discuss the implications of using science and its application to solve a specific problem or issue, interacting with a factor
usually apply scientific language to communicate understanding clearly and precisely
usually document sources correctly.
7-8
explain the ways in which science is applied and used to address a specific problem or issue
discuss and evaluate the implications of using science and its application to solve a specific problem or issue, interacting with a factor
consistently apply scientific language to communicate understanding clearly and precisely