All mechanisms

Elimination — hydroxide ions

Year 1
AQA 3.3.3

Nucleophilic substitution & elimination · KOH in ethanol · hot, ethanolic

Reagents: KOH in ethanol · Conditions: hot, ethanolic

Step 1 of 1

HCHHCBrHCH3OH
  1. 1.OH⁻ acts as a BASE here: its lone pair attacks a hydrogen on the β-carbon (the carbon next to C–Br).
  2. 2.The C–H bonding pair moves in to become the new π bond between the two carbons.
  3. 3.Simultaneously the C–Br bond breaks heterolytically, releasing bromide.

Water, bromide and propene form in one concerted step — OH⁻ acted as a base, not a nucleophile.

Product: propene

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

Want this explained by a human?

I tutor A-level Chemistry (and Maths) — first lesson free.

Book a free intro call

Free revision tool by Oscar Song Tutoring · progress saves in your browser