IB Chemistry R3.4 R3.4.4
R3.4.4

Electrophilic Addition

How alkenes react with electrophiles across the C=C double bond.

📘 IB Understanding

Alkenes are unsaturated hydrocarbons that undergo electrophilic addition reactions. The electron-rich C=C double bond attracts electrophiles, breaking the pi bond and forming two new sigma bonds.

What is an Electrophile?

An electrophile is an electron-pair acceptor -- a species attracted to areas of high electron density. Examples include H+, Br+, NO2+, and polar molecules like HBr.

Key Reactions of Alkenes

ReagentProductType
H2 (Pt or Ni catalyst)AlkaneHydrogenation
Br2DibromoalkaneHalogenation
HBrBromoalkaneHydrohalogenation
H2O (H+ catalyst)AlcoholHydration

Mechanism: Electrophilic Addition of HBr to Ethene

Electrophilic addition of HBr to ethene Step 1 CH2 CH2 Hδ+-Brδ- Step 2 CH3 CH2+ + Br- Product CH3 CH2Br Bromoethane Carbocation intermediate forms, then Br⁻ attacks

Test for Unsaturation

Adding bromine water to an alkene causes it to decolourise (orange → colourless), as Br2 adds across the double bond. This is a classic test for C=C bonds.

⚠️ Exam Tip

When drawing curly arrow mechanisms, the arrow must start from a source of electrons (lone pair or bond) and point towards the electrophilic centre. Show both steps: formation of the carbocation, then nucleophilic attack by the halide.

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