CH3CH2C≡CHB⇒ACH3−C≡C−CH3but-1-yneCH3CH2C≡CHEthanoilicKOHIntermediate[CH3CH=C=CH2]⟶but-2-yneCH3C≡CCH3Acetylene homologues isomerise when heated with ethanolic KOH, the triple bond moving towards the centre of the chain. When alkynes are heated with sodamide in an inert solvent (paraffin), triple bond shifts towards the end of the chain.