11. Organic chemistry

Syllabus
0620–2026–2027
Section
11
Level
—

11.1 Formulae, functional groups and terminology

Syllabus
0620–2026–2027
Topic
11.1
Level
—

Draw and interpret displayed formulae

A displayed formula shows every atom and every covalent bond in a molecule. Each line represents one shared pair of electrons in a covalent bond.

Displayed formula of methane:
H
|
H—C—H
|
H

Displayed formula of ethene:
H H
| |
C=C
| |
H H
The double line shows the carbon–carbon double bond.

First place the atoms in the required arrangement, then add bonds until carbon has four bonds, hydrogen one bond, oxygen two bonds and halogens one bond. Finally count both atoms and bonds against the molecular formula.

A structural formula such as CH₃CH₂OH does not show every individual C–H bond, so it is not a displayed formula.

Use general formulae for four homologous series

Homologous series General formula Example when n = 3
alkanes CₙH₂ₙ₊₂ C₃H₈
alkenes CₙH₂ₙ C₃H₆
alcohols CₙH₂ₙ₊₁OH C₃H₇OH
carboxylic acids CₙH₂ₙ₊₁COOH C₃H₇COOH

A general formula represents every member of one homologous series. Substitute the stated value of n, then simplify the number of atoms without changing the functional group.

In CₙH₂ₙ₊₁COOH, n counts the carbon atoms in the alkyl part before COOH. The COOH group contributes one additional carbon atom to the complete molecule.

Do not use CₙH₂ₙ for every molecule containing a double bond: here it is the general formula for the alkene homologous series. Keep CₙH₂ₙ₊₁OH and CₙH₂ₙ₊₁COOH intact when substituting n.

Identify the functional group

A functional group is an atom or group of atoms that determines the characteristic chemical properties of a homologous series.

Homologous series Functional group Structural clue
alkenes carbon–carbon double bond C=C
alcohols hydroxyl group –OH
carboxylic acids carboxyl group –COOH

Scan the structure for the characteristic group before using the rest of the carbon chain. Molecules with the same functional group normally undergo similar types of chemical reaction.

The functional group is not the whole molecule and is not chosen merely because an element is present. For example, the –OH arrangement identifies an alcohol functional group.

Read and write structural formulae

A structural formula is an unambiguous description of how the atoms in a molecule are arranged. It groups atoms to show connectivity without drawing every bond.

Molecule type Structural formula Arrangement shown
alkene CH₂=CH₂ two carbon atoms joined by C=C
alcohol CH₃CH₂OH two-carbon chain ending in –OH
ester CH₃COOCH₃ CH₃COO– joined to CH₃

Read from left to right and use brackets for branches when needed. The order of grouped atoms must preserve which atoms are bonded to which.

A molecular formula gives only the number of each type of atom. A structural formula adds the arrangement, but unlike a displayed formula it need not draw every C–H bond.

Recognise and construct structural isomers

Structural isomers are compounds with the same molecular formula but different structural formulae.

Molecular formula Structural isomer 1 Structural isomer 2 Difference
C₄H₁₀ CH₃CH₂CH₂CH₃ CH₃CH(CH₃)CH₃ straight and branched carbon skeletons
C₄H₈ CH₃CH₂CH=CH₂ CH₃CH=CHCH₃ different position of C=C

To test a proposed pair, count every atom to confirm the molecular formulae are identical, then compare connectivity to confirm the structural formulae differ.

To generate another isomer, change the carbon skeleton, the position of a functional group or double bond, or—where allowed—the functional group, while preserving the exact atom count and valid valencies.

Different drawings of the same connectivity are not different structural isomers. Compounds with only the same general formula, but different molecular formulae, are homologues rather than isomers.

Define a homologous series

A homologous series is a family of similar compounds with similar chemical properties because they contain the same functional group.

The shared functional group controls the characteristic reactions. The remaining carbon chain can change in length without changing the family identity.

Evidence Same homologous series?
same functional group and fits the same general formula yes
same number of carbon atoms only not enough
similar physical state only not enough

Members do not need identical physical properties or the same molecular formula. The defining chemical similarity comes from the same functional group.

Recognise saturated compounds

A saturated compound has molecules in which all carbon–carbon bonds are single bonds.

Inspect only the bonds between carbon atoms. If every C–C bond is a single bond, the molecule is saturated under this definition.

Ethane, CH₃CH₃, is saturated because its two carbon atoms are joined by a single bond.

Saturated does not mean that every bond in the molecule is a C–C bond; it means there is no carbon–carbon double or triple bond.

Recognise unsaturated compounds

An unsaturated compound has one or more carbon–carbon bonds that are not single bonds.

Look for a carbon–carbon double bond, C=C, or carbon–carbon triple bond, C≡C. Finding either makes the compound unsaturated.

Ethene, CH₂=CH₂, is unsaturated because it contains a C=C bond.

A double bond such as C=O does not by itself meet this carbon–carbon definition. The non-single bond must be between two carbon atoms.

Describe all features of a homologous series

Feature What it means
same functional group characteristic reactions are similar
same general formula one expression represents every member
neighbouring members differ by –CH₂– molecular mass increases by 14 each step
trend in physical properties properties such as boiling point change gradually
similar chemical properties members undergo the same characteristic types of reaction

When comparing adjacent members, add one carbon and two hydrogens. Predict a gradual physical-property change, but keep the functional group and characteristic chemistry unchanged.

Physical properties show a trend rather than being identical. Chemical properties are similar because the functional group is shared.

Successive members differ by CH₂, not CH₃. They share a general formula, not one identical molecular formula.

11.2 Naming organic compounds

Syllabus
0620–2026–2027
Topic
11.2
Level
—

Name and draw the five foundational molecules

Name Structural formula Feature to preserve
methane CH₄ one carbon with four C–H bonds
ethane CH₃CH₃ one C–C single bond
ethene CH₂=CH₂ one C=C double bond
ethanol CH₃CH₂OH terminal –OH group
ethanoic acid CH₃COOH terminal –COOH group

Displayed formulae:
Methane Ethane Ethene
H H H H H
| | | | |
H—C—H H—C—C—H C=C
| | | | |
H H H H H

Ethanol: Ethanoic acid:
H H H O
| | | ||
H—C—C—O—H H—C—C—O—H
| | |
H H H

For a named reaction product from sections 11.4–11.7, first identify its homologous series and carbon count, then draw every atom and bond with valid valencies.

Do not omit the O–H bond in ethanol or ethanoic acid. In ethanoic acid, one oxygen is double-bonded to carbon and the other is bonded to both carbon and hydrogen.

Classify an organic compound from its name or formula

Name ending Compound type Formula clue
-ane alkane only C–C single bonds; CₙH₂ₙ₊₂
-ene alkene contains C=C; CₙH₂ₙ
-ol alcohol contains –OH
-oic acid carboxylic acid contains –COOH

From a name, use the suffix. From a displayed or structural formula, locate the functional group or C=C bond. From a molecular formula, compare it with the relevant general formula and any stated structural information.

Propanoic acid ends in -oic acid and contains the –COOH group, so it is a carboxylic acid. Ethene ends in -ene and contains C=C, so it is an alkene.

A molecular formula can sometimes fit more than one possible structure, so use the displayed formula or functional-group evidence whenever it is supplied.

Name and draw unbranched compounds up to four carbons

Carbon atoms Prefix Alkane example
1 meth- methane
2 eth- ethane
3 prop- propane
4 but- butane
Family Naming rule Required examples
alkane prefix + -ane methane to butane
alkene prefix + double-bond position + -ene ethene, propene, but-1-ene, but-2-ene
alcohol prefix + –OH position + -ol propan-1-ol, propan-2-ol, butan-1-ol, butan-2-ol
carboxylic acid prefix + -oic acid methanoic to butanoic acid

Choose the longest unbranched carbon chain, number it from the end that gives C=C or –OH the lowest position, then add the correct suffix. Draw the structural formula first and expand it to a displayed formula when every atom and bond is required.

But-1-ene is CH₂=CHCH₂CH₃; but-2-ene is CH₃CH=CHCH₃. Propan-1-ol is CH₃CH₂CH₂OH; propan-2-ol is CH₃CH(OH)CH₃.

The carbon of the –COOH group is part of the main chain. Position numbers are needed when the –OH group or C=C bond can occur in more than one position.

Name and draw unbranched esters

An ester contains the linkage –COO– and is formed from a carboxylic acid and an alcohol.

Source Part of ester name Example
alcohol first word ending in -yl ethanol → ethyl
carboxylic acid second word ending in -oate propanoic acid → propanoate

Name the alcohol-derived alkyl group first, then the acid-derived alkanoate group. To draw the ester, place the acid carbonyl next to –O– and attach the alcohol-derived carbon chain after that oxygen.

Alcohol + acid Ester name Structural formula
methanol + ethanoic acid methyl ethanoate CH₃COOCH₃
ethanol + methanoic acid ethyl methanoate HCOOCH₂CH₃
propan-1-ol + ethanoic acid propyl ethanoate CH₃COOCH₂CH₂CH₃
ethanol + butanoic acid ethyl butanoate CH₃CH₂CH₂COOCH₂CH₃

Within this objective, use unbranched alcohols and unbranched carboxylic acids containing no more than four carbon atoms each.

Do not reverse the name: the alcohol supplies the first -yl part and the acid supplies the second -oate part. The ester linkage is –C(=O)–O–, not –C–O–C(=O)– with the source labels swapped.

11.3 Fuels

Syllabus
0620–2026–2027
Topic
11.3
Level
—

Name the three fossil fuels

The three fossil fuels named in this syllabus are coal, natural gas and petroleum.

Fossil fuel Usual physical form Key distinction
coal solid carbon-rich fossil material
natural gas gas mixture whose main constituent is methane
petroleum liquid mixture of hydrocarbons separated into fractions

Treat the three names as a complete set: coal, natural gas, petroleum.

Petrol/gasoline is a fraction obtained from petroleum; it is not the name of the crude fossil fuel itself.

Identify methane as the main constituent of natural gas

Methane, CH₄, is the main constituent of natural gas.

'Main constituent' means methane is the component present in the greatest proportion; natural gas can still contain smaller amounts of other gases.

Methane is the first member of the alkane homologous series and burns in oxygen as a fuel.

Natural gas is not pure methane, and its main constituent is not ethane or hydrogen.

Decide whether a compound is a hydrocarbon

A hydrocarbon is a compound that contains carbon and hydrogen only.

Formula Carbon and hydrogen only? Hydrocarbon?
CH₄ yes yes
C₂H₄ yes yes
C₂H₅OH no, it also contains oxygen no
CO₂ no hydrogen no

Check both parts of the definition: the substance must be a compound containing carbon and hydrogen, and it must contain no other element.

A compound is not a hydrocarbon merely because it contains carbon and hydrogen. Ethanol contains both but also oxygen, so it is not a hydrocarbon.

Describe petroleum as a mixture of hydrocarbons

Petroleum is a mixture of hydrocarbons.

It contains many different hydrocarbon molecules, including molecules with different chain lengths and boiling points. Because it is a mixture, it can be separated physically into fractions.

Each petroleum fraction is still a mixture, but its hydrocarbons have a similar range of boiling points and molecule sizes.

Petroleum is not one pure hydrocarbon and does not have one fixed boiling point or one molecular formula.

Separate petroleum by fractional distillation

Stage What happens
1 Crude petroleum is heated so that most of it vaporises.
2 Vapours enter a fractionating column that is hot at the bottom and cooler at the top.
3 Vapours rise and cool.
4 Hydrocarbons condense at different heights according to their boiling-point ranges.
5 Fractions are drawn off at different levels; heavy residue remains near the bottom.

A hydrocarbon condenses when the column temperature falls below its boiling point. High-boiling molecules condense low down; low-boiling molecules rise further before condensing.

The process produces useful fractions—groups of hydrocarbons with similar boiling-point ranges—rather than isolated pure compounds.

Fractional distillation is a physical separation: it does not crack large molecules or burn the petroleum.

Track petroleum-fraction trends up the column

Property Bottom → top of fractionating column
hydrocarbon chain length decreases
volatility increases
boiling point decreases
viscosity decreases

Shorter-chain molecules have weaker intermolecular attractions, so less energy is needed to separate them. They therefore have lower boiling points, evaporate more easily and flow more readily.

Bitumen near the bottom is long-chain, high-boiling, low-volatility and very viscous. Refinery gas at the top has the opposite properties.

Volatility and boiling point change in opposite directions: a more volatile fraction has a lower boiling point.

Match petroleum fractions to their uses

Petroleum fraction Required use
refinery gas gas for heating and cooking
gasoline / petrol fuel for cars
naphtha chemical feedstock
kerosene / paraffin jet fuel
diesel oil / gas oil fuel for diesel engines
fuel oil fuel for ships and home heating systems
lubricating oil lubricants, waxes and polishes
bitumen making roads

Learn each fraction and use as one pair. For vehicle fuels, distinguish gasoline for cars, kerosene for aircraft and diesel oil for diesel engines.

The use often matches physical properties: light volatile fractions make mobile fuels, lubricating fractions are viscous, and bitumen is a heavy road material.

Naphtha is a chemical feedstock rather than the standard car fuel, and bitumen is used for roads rather than ships.

11.4 Alkanes

Syllabus
0620–2026–2027
Topic
11.4
Level
—

Recognise alkanes as saturated hydrocarbons

Alkanes are saturated hydrocarbons whose atoms are joined by single covalent bonds.

Term Meaning for an alkane
hydrocarbon contains carbon and hydrogen only
saturated every carbon–carbon bond is a single bond
covalent atoms share pairs of electrons

Methane, CH₄, ethane, CH₃CH₃, and propane, CH₃CH₂CH₃, are alkanes. None contains a C=C or C≡C bond.

An alkane can contain C–H and C–C bonds, but all are single covalent bonds. A molecule containing C=C is not an alkane.

Describe the limited reactivity of alkanes

Alkanes are generally unreactive, but they undergo combustion and substitution by chlorine.

Reaction Reactant or condition Main change
complete combustion excess oxygen carbon dioxide and water form
incomplete combustion limited oxygen carbon monoxide and/or carbon plus water form
chlorine substitution chlorine and ultraviolet light a hydrogen atom is replaced by chlorine

Complete combustion of methane: CH₄ + 2O₂ → CO₂ + 2H₂O.

'Generally unreactive' does not mean alkanes never react; it highlights the two reaction types required here.

Combustion changes the whole molecule by oxidation. Chlorine substitution replaces an atom; it is not an addition reaction.

Define a substitution reaction

In a substitution reaction, one atom or group of atoms is replaced by another atom or group of atoms.

Before Replacing species After
alkane contains C–H chlorine supplies Cl chloroalkane contains C–Cl
chlorine molecule, Cl₂ one H leaves the alkane hydrogen chloride, HCl, also forms

Identify the part that leaves and the part that takes its place. The carbon skeleton remains present while one bond is changed.

Substitution is not addition: in addition, atoms join across a multiple bond without another atom being replaced.

Carry out alkane chlorination by monosubstitution

Alkanes react with chlorine in a photochemical substitution reaction. Ultraviolet light supplies the activation energy, Eₐ, needed to start the reaction.

Reactants UV-light products after one substitution
methane + chlorine chloromethane + hydrogen chloride
ethane + chlorine chloroethane + hydrogen chloride
propane + chlorine chloropropane + hydrogen chloride

General pattern: R–H + Cl₂ → R–Cl + HCl. For methane: CH₄ + Cl₂ → CH₃Cl + HCl, with ultraviolet light above the arrow.

For propane, replacing an end hydrogen gives 1-chloropropane, CH₃CH₂CH₂Cl; replacing a middle-carbon hydrogen gives 2-chloropropane, CH₃CHClCH₃.

For a structural product, keep the alkane carbon skeleton, replace exactly one H with Cl, then include HCl as the second product and check atom balance.

This objective is limited to monosubstitution: replace one hydrogen only. Do not continue to dichloro-, trichloro- or fully chlorinated products.

11.5 Alkenes

Syllabus
0620–2026–2027
Topic
11.5
Level
—

Recognise alkenes as unsaturated hydrocarbons

Alkenes are unsaturated hydrocarbons containing a carbon–carbon double covalent bond, C=C.

Term Meaning for an alkene
hydrocarbon contains carbon and hydrogen only
unsaturated contains a C–C bond that is not single
double covalent bond two shared pairs of electrons join the carbon atoms

Ethene, CH₂=CH₂, and propene, CH₃CH=CH₂, are alkenes. The C=C bond is the reactive part of each molecule.

A molecule containing C=O is not thereby an alkene. The defining double bond must be between two carbon atoms.

Manufacture alkenes and hydrogen by cracking

Cracking breaks larger alkane molecules into smaller molecules using a high temperature and a catalyst. The products include alkenes and may include hydrogen and shorter alkanes.

Requirement Role
large alkane feedstock molecule to be split
high temperature supplies energy to break bonds
catalyst speeds the reaction
products smaller alkane(s), alkene(s) and sometimes hydrogen

Example: C₁₀H₂₂ → C₂H₄ + C₈H₁₈. Another possible cracking pattern is an alkane → alkene + hydrogen, provided the equation is balanced.

For a missing product, subtract the atoms already present in the known products from the atoms in the starting alkane, then check that every product is a valid molecule.

Cracking is not fractional distillation: distillation separates existing molecules, while cracking chemically changes large molecules into smaller ones.

Explain why large alkanes are cracked

Large alkane molecules are cracked because smaller hydrocarbons are more useful and often in greater demand, while alkenes are needed as chemical feedstocks.

Product of cracking Why it is wanted
shorter-chain alkanes useful, more volatile fuels with high demand
alkenes reactive feedstocks for addition reactions and addition polymers
hydrogen useful product where the cracking equation produces it

Cracking converts a surplus of less useful large molecules into products whose properties and chemical reactivity better match industrial demand.

Cracking does not create more total carbon or hydrogen atoms; it rearranges the atoms already present into smaller molecules.

Use aqueous bromine to test for unsaturation

Sample Observation after shaking with aqueous bromine Conclusion
unsaturated hydrocarbon orange/brown/yellow → colourless C=C or C≡C present
saturated hydrocarbon no colour change; bromine colour remains no carbon–carbon multiple bond detected

Add aqueous bromine (bromine water) to the sample and observe the initial and final colour. State both the reagent and the observation.

An alkene decolourises bromine because bromine adds across the C=C bond. An alkane has no C=C bond, so there is no rapid reaction under the test conditions.

Do not say bromine water changes from colourless to orange. The positive result is decolourisation: orange/brown/yellow to colourless.

Define an addition reaction

In an addition reaction, two reactant molecules join to form only one product molecule.

For an alkene, the C=C double bond becomes a C–C single bond and new atoms attach to the two carbon atoms.

alkene + small molecule → one saturated product

Do not count catalysts as products. If two different product molecules are formed, the reaction does not fit this addition definition.

Predict the three required alkene addition reactions

Reagent and condition Change across C=C Product family Ethene example
bromine or aqueous bromine Br and Br add dibromoalkane CH₂=CH₂ + Br₂ → CH₂BrCH₂Br
hydrogen with nickel catalyst H and H add alkane CH₂=CH₂ + H₂ → CH₃CH₃
steam with acid catalyst H and OH add alcohol CH₂=CH₂ + H₂O → CH₃CH₂OH

Locate the two carbon atoms of C=C, change the double bond to a single bond, and attach one part of the reagent to each carbon. Keep the original carbon skeleton and check every carbon has four bonds.

With propene, bromine forms 1,2-dibromopropane, CH₃CHBrCH₂Br, and the aqueous bromine is decolourised.

Addition of steam to an unsymmetrical alkene can give positional alcohol isomers. For propene, the syllabus question evidence includes propan-1-ol and propan-2-ol; use an acid catalyst.

Nickel is the catalyst for hydrogen addition; an acid is the catalyst for steam addition. Bromine adds two bromine atoms across C=C rather than replacing a hydrogen.

11.6 Alcohols

Syllabus
0620–2026–2027
Topic
11.6
Level
—

Compare the two ways to manufacture ethanol

Route Reactants Conditions Equation
fermentation aqueous glucose yeast, 25–35 °C, absence of oxygen C₆H₁₂O₆ → 2C₂H₅OH + 2CO₂
catalytic addition of steam ethene + steam acid catalyst, 300 °C, 6000 kPa / 60 atm C₂H₄ + H₂O → C₂H₅OH

Yeast provides enzymes for fermentation. The glucose must be in aqueous solution, the temperature must be warm enough for enzyme activity, and oxygen is excluded so fermentation rather than aerobic respiration occurs.

Steam adds across the C=C bond in ethene to make ethanol. The reaction is an acid-catalysed addition process carried out at high temperature and pressure.

Fermentation produces dilute aqueous ethanol, so fractional distillation is used when a more concentrated or pure product is required.

Do not swap the conditions: fermentation uses 25–35 °C and no oxygen; ethene hydration uses 300 °C, 6000 kPa/60 atm and an acid catalyst.

Describe the combustion of ethanol

Ethanol burns in oxygen and releases energy, so it can be used as a fuel.

Complete combustion: C₂H₅OH + 3O₂ → 2CO₂ + 3H₂O.

The balanced equation contains 2 carbon atoms, 6 hydrogen atoms and 7 oxygen atoms on each side.

Combustion is exothermic. In a plentiful supply of oxygen, the carbon and hydrogen in ethanol form carbon dioxide and water.

Ethanol already contains oxygen, but oxygen gas is still required for complete combustion. Do not omit O₂ from the reactants.

State the two uses of ethanol

Use Why ethanol is suitable
solvent dissolves many substances used in products and laboratory mixtures
fuel burns exothermically in oxygen and releases useful energy

If a question asks for the syllabus uses, state both: ethanol is used as a solvent and as a fuel.

Its solvent use is a physical application; its fuel use depends on the chemical combustion reaction.

Do not replace the named uses with how ethanol is manufactured. Fermentation and hydration are production routes, not uses.

Evaluate fermentation and ethene hydration

Route Advantages Disadvantages
fermentation renewable plant-derived glucose; low temperature and pressure slow; batch process; dilute/impure ethanol needs distillation; land may be needed for crops
catalytic addition of steam to ethene fast; continuous process; purer product ethene comes from non-renewable petroleum; high temperature and pressure require energy; equilibrium limits conversion per pass

Make each comparison relative: fermentation uses renewable feedstock and gentler conditions, whereas hydration is faster, continuous and gives purer ethanol.

No route is simply 'better'. The decision balances feedstock renewability and energy conditions against rate, continuity, purity and separation needs.

Low temperature and renewable feedstock are fermentation advantages, not hydration advantages. Pure product and continuous operation belong to ethene hydration.

11.7 Carboxylic acids

Syllabus
0620–2026–2027
Topic
11.7
Level
—

Predict the acid reactions of ethanoic acid

Reactant with ethanoic acid Products Observation
reactive metal metal ethanoate + hydrogen effervescence; metal dissolves
base / alkali metal ethanoate + water neutralisation; no gas
metal carbonate metal ethanoate + water + carbon dioxide effervescence

The salt name ends in ethanoate. Its formula combines CH₃COO⁻ ions with the metal ion in the ratio needed for electrical neutrality.

Reaction example Balanced equation Salt name
magnesium 2CH₃COOH + Mg → (CH₃COO)₂Mg + H₂ magnesium ethanoate
sodium hydroxide CH₃COOH + NaOH → CH₃COONa + H₂O sodium ethanoate
sodium carbonate 2CH₃COOH + Na₂CO₃ → 2CH₃COONa + H₂O + CO₂ sodium ethanoate

Choose the standard acid reaction first, then construct the ethanoate formula from the metal charge and balance the complete equation.

Metals form hydrogen; carbonates form carbon dioxide and water; bases form water only. Do not interchange these gas products.

Oxidise ethanol to ethanoic acid

Ethanol is oxidised to ethanoic acid either with acidified aqueous potassium manganate(VII) or by bacterial oxidation during vinegar production.

Route Oxidising source / condition Product
laboratory chemical oxidation acidified aqueous potassium manganate(VII) ethanoic acid
vinegar production bacteria oxidise ethanol using oxygen from air ethanoic acid

The oxidation change can be represented as: C₂H₅OH + 2[O] → CH₃COOH + H₂O.

Oxidation increases the oxygen content of the organic molecule. During vinegar production, the process is biological and requires exposure to oxygen rather than anaerobic ethanol fermentation.

Do not describe this conversion as reduction or simple fermentation. The required chemical reagent is acidified aqueous potassium manganate(VII), and the vinegar route is bacterial oxidation.

Form an ester from a carboxylic acid and an alcohol

A carboxylic acid reacts with an alcohol, using an acid catalyst, to form an ester and water.

carboxylic acid + alcohol ⇌ ester + water

Reactants Catalyst / condition Products
ethanoic acid + ethanol concentrated sulfuric acid and heat ethyl ethanoate + water
propanoic acid + methanol acid catalyst and heat methyl propanoate + water

Example structural equation: CH₃COOH + C₂H₅OH ⇌ CH₃COOC₂H₅ + H₂O.

The alcohol supplies the first, -yl part of the ester name; the acid supplies the second, -oate part.

Water is the second product, not hydrogen. Acidified potassium manganate(VII) oxidises alcohols; concentrated sulfuric acid is the catalyst used here for esterification.

11.8 Polymers

Syllabus
0620–2026–2027
Topic
11.8
Level
—

Define polymers and monomers

A polymer is a large molecule built up from many smaller molecules called monomers.

Polymerisation joins many monomer molecules into a long chain. The repeating structural pattern in the chain is called the repeat unit.

Term Scale and role
monomer small molecule capable of joining to others
polymer one very large chain molecule
repeat unit smallest structural pattern repeated along the chain

A polymer is one macromolecule, not merely a mixture of many separate small molecules. A monomer is the starting molecule, while the repeat unit is the pattern inside the polymer.

Form poly(ethene) by addition polymerisation

Poly(ethene) forms when many ethene monomers join by addition polymerisation.

n CH₂=CH₂ → [–CH₂–CH₂–]ₙ

The C=C bond in each ethene opens to a C–C single bond. The carbon atoms link into a long chain, and no small molecule is removed.

Draw the repeat unit with two backbone carbon atoms, single bonds, continuation bonds through brackets and n outside the brackets.

Do not leave C=C inside poly(ethene), and do not add water or another by-product: the polymer is the only product.

Connect plastics with polymers

Plastics are made from polymers.

A plastic material contains long polymer molecules and may also contain additives that adjust colour, flexibility, strength or durability.

The long-chain structure gives plastics useful material properties, while those same properties affect how plastic waste behaves after use.

Plastic is the material; polymer describes the large molecules from which the material is made. The terms are related but not always interchangeable.

Relate plastic properties to disposal

Useful plastic property Disposal implication
durable / chemically resistant persists for a long time after disposal
non-biodegradable microorganisms do not break it down quickly
low density / lightweight easily transported by wind and water
combustible burning may reduce volume but can release harmful gases

A disposal explanation must connect a property to a consequence. For example: chemical resistance makes a container durable in use, but also slows degradation in landfill.

The problem is not that the properties fail; the problem is that useful lifetime properties remain after the item is discarded.

Do not claim every plastic decomposes harmlessly or that burning is automatically safe. Disposal depends on polymer composition and controlled treatment.

Explain three environmental challenges from plastics

Challenge Environmental consequence
landfill disposal non-biodegradable waste occupies land and persists
accumulation in oceans animals may ingest plastic or become entangled; fragments remain in ecosystems
burning some plastics form toxic gases that pollute air and harm health

Name the disposal route or location, then state a specific consequence rather than only saying 'pollution'.

Because many plastics are non-biodegradable, the problems can accumulate as more waste is added over time.

Landfill, ocean accumulation and toxic gases from burning are three separate challenges; do not substitute one generic statement for all three.

Identify repeat units and polymer linkages

Polymer type Structural signature Linkage to identify
addition polymer C–C backbone carrying substituents no new ester/amide linkage; repeat comes from alkene
polyester alternating monomer residues ester link, –COO–
polyamide / protein alternating or amino-acid residues amide link, –CONH–
complex carbohydrate sugar residues –O– linkage

A repeat unit must reproduce the chain when copied end-to-end. Include the exact atoms between equivalent continuation points, not an arbitrary visual segment.

First locate the repeating pattern; then identify any characteristic linkage crossing between monomer residues.

The repeat unit is not necessarily the same drawing as the monomer. In addition polymerisation C=C becomes C–C; in condensation polymerisation atoms are lost in a small molecule.

Convert between an alkene and its addition polymer

Direction Operation
alkene → repeat unit replace C=C by C–C, keep every substituent on the same carbon, add continuation bonds and brackets
repeat unit → alkene select the two-carbon backbone repeat, remove continuation bonds, change the backbone C–C to C=C, keep substituents

Propene CH₂=CHCH₃ gives [–CH₂–CH(CH₃)–]ₙ. Chloroethene CH₂=CHCl gives [–CH₂–CH(Cl)–]ₙ.

Each carbon must have four bonds. Side groups stay attached to the same backbone carbon throughout the conversion.

Do not place the double bond inside the polymer repeat unit, and do not move or duplicate a substituent when reconstructing the monomer.

Build condensation polymers from bifunctional monomers

Polymer Monomers Link formed Small molecule removed
polyamide dicarboxylic acid + diamine –CONH– water
polyester dicarboxylic acid + diol –COO– water

Connect one functional group at each end of a monomer to a functional group on the next monomer. Remove OH from –COOH and H from –NH₂ or –OH to form water, then draw the new linkage.

To deduce monomers from a polymer, cut each ester or amide linkage and restore –COOH plus –OH (polyester) or –COOH plus –NH₂ (polyamide).

The monomers must be bifunctional so chains can continue at both ends. A monocarboxylic acid or monohydric alcohol alone cannot build the required long condensation chain.

Distinguish addition and condensation polymerisation

Feature Addition polymerisation Condensation polymerisation
monomer usually contains C=C has two reactive functional groups
bond change C=C opens to C–C chain ester or amide link forms
products polymer only polymer plus small molecule, usually water
atom accounting all monomer atoms enter polymer atoms are removed into small molecule
examples poly(ethene), poly(propene) polyesters, polyamides, proteins

Look first for C=C versus paired functional groups, then check whether a small molecule is produced.

Do not call every polymerisation addition merely because monomers join. Condensation is identified by link formation with loss of a small molecule.

Recognise and draw nylon and PET

Polymer Type Characteristic repeat representation
nylon polyamide [–NH–(CH₂)₆–NH–CO–(CH₂)₄–CO–]ₙ
PET polyester [–O–CH₂–CH₂–O–CO–C₆H₄–CO–]ₙ

Nylon contains repeating amide links, –CONH–, between diamine and dicarboxylic-acid residues.

PET contains repeating ester links, –COO–, between diol and dicarboxylic-acid residues. The full name of PET is not required.

Show continuation bonds through a complete repeat unit and include every atom and bond in each amide or ester linkage.

Nylon is a polyamide and PET is a polyester. Do not swap their linkages or identify either as an addition polymer.

Explain how PET can be re-polymerised

PET can be converted back into its monomers and then re-polymerised.

PET polymer → chemical breakdown to monomers → purification of monomers → condensation polymerisation → PET

This is chemical recycling: the ester links are broken to recover starting molecules, which can form new ester links.

Re-polymerisation is more than melting and reshaping PET. The polymer is first converted back into monomers.

Describe proteins as natural polyamides

Proteins are natural polyamides formed from amino acid monomers.

General amino acid structure: H₂N–CH(R)–COOH. Every amino acid has an amino group, a carboxylic acid group and an R side-chain attached to the central carbon.

R represents different side-chains. Different sequences of amino acids therefore give different proteins.

The –NH₂ group of one amino acid reacts with the –COOH group of another, forming an amide (peptide) link and water.

Amino acids are monomers; proteins are the resulting natural polyamides. R is a variable side-chain, not a fixed element symbol.

Draw the repeating structure of a protein

A protein chain contains the repeating backbone pattern: –NH–CH(R)–CO–NH–CH(R′)–CO–.

The amide/peptide linkage is –CO–NH–. It joins the carbonyl carbon of one amino acid residue to the nitrogen of the next.

When drawing a section, keep the backbone order N–C–C, show each C=O and N–H bond, place the appropriate R side-chain on each central carbon and add continuation bonds.

Do not draw free –NH₂ and –COOH groups at every internal residue. Those groups have reacted; the chain contains –CONH– links.