Crude Oil & Hydrocarbons
Crude oil is a finite resource formed over millions of years from the remains of ancient marine organisms buried under layers of rock. It is a mixture of many different hydrocarbons.
Crude oil is an important feedstock for the petrochemical industry — it provides fuels and raw materials for many products.
Fractional Distillation
Crude oil is separated into useful fractions by fractional distillation.
- Crude oil is heated until it vaporises.
- The vapour enters a fractionating column which is hot at the bottom and cool at the top.
- Hydrocarbons with high boiling points condense near the bottom; those with low boiling points rise higher before condensing.
- Each fraction is collected at a different level.
Trends in Properties
As the chain length of hydrocarbons increases:
- Boiling point increases (stronger intermolecular forces).
- Viscosity increases (thicker/stickier).
- Flammability decreases (harder to ignite).
Alkanes
Alkanes are a homologous series of saturated hydrocarbons with the general formula:
"Saturated" means they contain only single covalent bonds (C–C and C–H) — no double bonds.
The First Four Alkanes
- Methane: CH₄
- Ethane: C₂H₆
- Propane: C₃H₈
- Butane: C₄H₁₀
Combustion of Hydrocarbons
Complete Combustion
When a hydrocarbon burns in plenty of oxygen, it produces carbon dioxide and water.
Incomplete Combustion
When there is a limited supply of oxygen, incomplete combustion occurs. This can produce carbon monoxide (CO) and/or carbon (soot) instead of CO₂.
Carbon monoxide is toxic — it binds to haemoglobin in red blood cells, preventing them from carrying oxygen.
Pollutants from Fuels
- CO₂: Greenhouse gas → climate change.
- CO: Toxic and odourless.
- Sulfur dioxide (SO₂): From sulfur impurities → acid rain.
- Nitrogen oxides (NOₓ): From N₂ + O₂ at high engine temps → acid rain, smog.
- Particulates (soot): Respiratory problems, global dimming.
Cracking
Cracking breaks down long-chain hydrocarbons into shorter, more useful ones. This produces shorter alkanes (fuels) and alkenes (for making polymers).
Catalytic Cracking
Hydrocarbon vapour is passed over a hot zeolite catalyst (aluminium oxide/silicon dioxide) at about 600–700°C.
Steam Cracking
Hydrocarbon vapour is mixed with steam and heated to very high temperatures (over 800°C). No catalyst needed.
(Decane → Octane + Ethene)
Alkenes
Alkenes are an homologous series of unsaturated hydrocarbons containing a C=C double bond.
The First Three Alkenes
- Ethene: C₂H₄
- Propene: C₃H₆
- Butene: C₄H₈
Testing for Alkenes
Add bromine water to the substance. If it's an alkene, the bromine water changes from orange to colourless as an addition reaction occurs across the double bond.
Alcohols (HT)
Alcohols contain the functional group –OH.
The First Three Alcohols
- Methanol: CH₃OH
- Ethanol: C₂H₅OH
- Propanol: C₃H₇OH
Reactions of Alcohols
- Combustion: Burn to produce CO₂ and H₂O — used as fuels.
- With sodium: React gently to produce hydrogen gas.
- With water: Dissolve in water to form neutral solutions.
- Oxidation: Can be oxidised to carboxylic acids.
Carboxylic Acids (HT)
Carboxylic acids contain the functional group –COOH.
The First Three Carboxylic Acids
- Methanoic acid: HCOOH
- Ethanoic acid: CH₃COOH (vinegar)
- Propanoic acid: C₂H₅COOH
Reactions
Carboxylic acids are weak acids — they partially ionise in water. They react typically like acids:
- With carbonates → salt + water + CO₂
- With alcohols (esterification) → ester + water
Addition Polymers
Many small alkene monomers join together to form a long-chain polymer. The C=C double bond opens up so each monomer can link to the next.
No other product is formed — only the polymer. This is why it's called addition polymerisation.
Examples: Poly(ethene), poly(propene), poly(chloroethene) (PVC).
Condensation Polymers (HT)
In condensation polymerisation, monomers join together and a small molecule (usually water) is released as a by-product.
Two types of monomer are needed — typically a dicarboxylic acid and a diol (polyester) or a dicarboxylic acid and a diamine (polyamide/nylon).
Natural Condensation Polymers
- Proteins: Made from amino acid monomers.
- DNA: Made from nucleotide monomers.
- Starch/cellulose: Made from sugar monomers.