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πŸ§ͺ Reactions of Alkenes

Spec 4.7.2.2 πŸ“™ Higher
πŸ“– 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‚‚ + Hβ‚‚O
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†’ CH₃-CH₃ (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 + Hβ‚‚O β†’ alcohol
CHβ‚‚=CHβ‚‚ + Hβ‚‚O β†’ CH₃CHβ‚‚OH (ethene + water β†’ ethanol)
Conditions: phosphoric acid catalyst (H₃POβ‚„), 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†’ CHβ‚‚BrCHβ‚‚Br (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†’ (β€”CHβ‚‚β€”CHβ‚‚β€”)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)
Hβ‚‚O (steam) | H₃POβ‚„ 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.
⚠️ 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.

πŸ“ Key Equations
Hydrogenation: CHβ‚‚=CHβ‚‚ + Hβ‚‚ β†’ CH₃CH₃ (Ni catalyst)
Hydration: CHβ‚‚=CHβ‚‚ + Hβ‚‚O β†’ CH₃CHβ‚‚OH
Halogenation: CHβ‚‚=CHβ‚‚ + Brβ‚‚ β†’ CHβ‚‚BrCHβ‚‚Br
πŸ“Œ Key Note

Alkenes undergo addition reactions β€” small molecule adds across C=C, one product, 100% atom economy. Key reactions: + Hβ‚‚ (β†’ alkane, Ni catalyst), + Hβ‚‚O (β†’ alcohol, H₃POβ‚„ catalyst), + Brβ‚‚ (β†’ dibromoalkane, explains bromine water test), + monomers (β†’ polymer).

🎯 Matching Activity β€” Alkene Addition Reactions

Match each addition reaction to the product and conditions. β€” drag the symbols on the right to match the component names on the left.

+ Hβ‚‚ (hydrogen)
Drop here
+ Hβ‚‚O (steam)
Drop here
+ Brβ‚‚ (bromine)
Drop here
Polymerisation
Drop here
Dibromoalkane β€” room temperature β€” decolourises bromine water
Alcohol β€” phosphoric acid catalyst, ~300Β°C, high pressure β€” industrial ethanol
Alkane β€” nickel catalyst, ~200Β°C β€” used to harden vegetable oils
Polymer β€” high pressure, catalyst β€” poly(ethene) from ethene
⭐ Higher Tier Only

Write balanced equations for addition reactions with HBr, HCl, Hβ‚‚, Hβ‚‚O and Brβ‚‚. Predict products of addition reactions. Explain the 100% atom economy of addition reactions. Relate the reactivity of alkenes to the C=C double bond as a functional group.

πŸ”¬ Triple Science Only

Reactions of alkenes (4.7.2.2) is chemistry-only β€” not in Combined Science.

🎯 Test Yourself
Question 1 of 2
1. What product forms when ethene reacts with steam? What are the conditions?
2. Why do addition reactions of alkenes have 100% atom economy?
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