All mechanisms

Electrophilic addition — HBr

Year 1
AQA 3.3.4

Electrophilic addition · HBr · room temperature

Reagents: HBr · Conditions: room temperature

Step 1 of 2

CCHHHHδ+δ−HBr
  1. 1.The electron-rich π bond attacks the δ+ hydrogen of H–Br — the alkene is the nucleophile here, H is the electrophile.
  2. 2.The H–Br bond breaks heterolytically; both electrons go to the more electronegative bromine.

A carbocation forms as H adds to one carbon; Br⁻ is released.

Step 2 of 2

CH3C+HHBr
  1. 1.A lone pair on the bromide ion forms a bond to the positively charged carbon.

Br⁻ bonds to the carbocation: bromoethane.

Product: bromoethane

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