11. Organic chemistry
- Syllabus
- 0620–2026–2027
- Section
- 11
- Level
- —

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.
| 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.
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.
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.
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.
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.
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.
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.
| 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.
| 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.
| 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.
| 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.
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.
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.
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.
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.
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.
| 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.
| 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.
| 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.
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.
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.
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.
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.
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.
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.
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.
| 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.
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.
| 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.
| 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.
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.
| 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.
| 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.
| 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.
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.
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.
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.
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.
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.
| 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.
| 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.
| 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.
| 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.
| 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.
| 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.
| 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.
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.
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.
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.