π In-Depth Theory
Addition Reactions
The C=C double bond in alkenes makes them highly reactive β they undergo ADDITION REACTIONS.
In an ADDITION REACTION:
A small molecule adds across the C=C double bond.
The double bond becomes a single bond.
Only ONE product is formed β hence 100% atom economy.
General pattern:
alkene + small molecule β single product (no by-product)
ALKENES ALSO BURN:
Alkenes combust in air like other hydrocarbons.
Complete combustion: alkene + Oβ β COβ + HβO
Tend to burn with SMOKY FLAMES in air β more carbon relative to hydrogen means incomplete combustion is common.
Key Addition Reactions
1. HYDROGENATION β addition of hydrogen:
Alkene + Hβ β alkane (saturated)
CHβ=CHβ + Hβ β CHβ-CHβ (ethene + hydrogen β ethane)
Conditions: nickel catalyst, ~200Β°C.
Industrial use: hydrogenation of vegetable oils (C=C bonds) to make margarine.
2. HYDRATION β addition of water (steam):
Alkene + HβO β alcohol
CHβ=CHβ + HβO β CHβCHβOH (ethene + water β ethanol)
Conditions: phosphoric acid catalyst (HβPOβ), high temperature (~300Β°C), high pressure.
Industrial method for making ethanol.
3. HALOGENATION β addition of bromine (or other halogens):
Alkene + Brβ β dibromoalkane
CHβ=CHβ + Brβ β CHβBrCHβBr (ethene + bromine β 1,2-dibromoethane)
This is why alkenes decolourise bromine water β bromine is used up in an addition reaction.
4. ADDITION POLYMERISATION:
Many alkene monomers join together to form a long polymer chain.
nCHβ=CHβ β (βCHββCHββ)β (ethene β poly(ethene))
100% atom economy β no by-products.
Comparing Alkene Reactions
WHY ADDITION REACTIONS ARE IMPORTANT:
The C=C double bond is a high-energy bond β energy released when it becomes two single bonds drives reactions.
Addition reactions have 100% atom economy β very efficient, no waste.
SUMMARY TABLE:
Reactant added | Conditions | Product
Hβ (hydrogen) | Ni catalyst, 200Β°C | Alkane (saturated)
HβO (steam) | HβPOβ catalyst, 300Β°C, high pressure | Alcohol
Brβ (bromine) | Room temperature | Dibromoalkane
Polymerisation | High pressure, catalyst | Polymer
ALL ALKENES undergo these reactions because they all have the C=C functional group.
INDUSTRIAL SIGNIFICANCE:
Hydrogenation: food industry (margarine production).
Hydration: production of ethanol for industrial solvents and fuels.
Polymerisation: plastics industry β poly(ethene), poly(propene), PVC.
β οΈ Common Mistake
Addition reactions produce only ONE product β the small molecule adds ACROSS the double bond, breaking it. Do not confuse with substitution reactions which swap atoms. Hydrogenation uses a NICKEL catalyst at 200Β°C; hydration uses a phosphoric acid catalyst at higher temperature and pressure.