Hydrohalogenation = Addition of HX (HCl, HBr, HI) to an alkene.
Mechanism (Step by Step)
- Double bond attacks H⁺
- The alkene has a π bond (electron rich).
- This bond attacks the H⁺ from HX.
- One carbon gets the hydrogen.
- The other carbon becomes a carbocation (C⁺).
- This step follows Markovnikov’s rule (H goes to carbon with more hydrogens).
- Carbocation formation
- The more stable carbocation forms (tertiary > secondary > primary).
- That’s why Markovnikov’s rule works.
- Nucleophile attack
- The halide ion (X⁻, e.g., Cl⁻, Br⁻, I⁻) attacks the carbocation.
- This makes the final product: an alkyl halide.
Example:
Propene + HBr →
- Step 1: Double bond attacks H⁺ → carbocation forms on middle carbon.
- Step 2: Br⁻ attacks carbocation → product is 2-bromopropane.
In short:
- Double bond grabs H.
- Carbocation forms (stable one).
- Halide attaches to carbocation.