All mechanisms

Free-radical substitution

Year 1
AQA 3.3.2

Free-radical substitution · Cl2 or Br2 · UV light

Reagents: Cl2 or Br2 · Conditions: UV light

Step 1 of 3: Build the initiation step.

Br22Br

UV light provides the energy for homolytic fission of the Br–Br bond, giving two bromine radicals (dots required).

Br2 → 2Br under UV.

Step 2 of 3: Build BOTH propagation steps.

CH3CH3+BrHBr+CH3CH2

Br abstracts a hydrogen from ethane, giving HBr and an ethyl radical.

CH3CH2+Br2CH3CH2Br+Br

The ethyl radical attacks Br2, forming the product and regenerating Br — the chain continues.

The two propagation steps together convert ethane + Br2 into bromoethane + HBr, regenerating Br each cycle.

Step 3 of 3: Build ONE valid termination step.

CH3CH2+BrCH3CH2Br

Termination = any two radicals combining. All three versions score; the butane dimer is the one examiners love to see.

Two radicals combine and the chain stops. Overall: CH3CH3 + Br2 → CH3CH2Br + HBr.

Product: bromoethane

Watched it? Now draw it yourself — that's what the exam asks.

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