Ethyl propenyl ether

clear colorless to light yellow liquid

1-Ethoxy-1-propene could be used to condensation with acetals to give α,β-unsaturated aldehydes; acyl anion equivalent; [4 + 2] and [2 + 2] cycloaddition reactions; transvinylation to prepare allyl vinyl ethers.

1-Ethoxy-1-propene (Ethyl propenyl ether) is a colourless, extremely flammable liquid obtained as a mixture of (E)/(Z) isomers by the pyrolysis of the corresponding acetals over pumice or NaHSO4. The (E)/(Z) isomers have been separated by fractional distillation and preparative-scale gas chromatography. Pure (>97%) (E) isomers of propenyl ethers have been prepared by H2-activated (1,5-Cyclooctadiene)bis(methyldiphenylphosphine)iridium(I) Hexafluorophosphate catalyzed isomerization of allyl alkyl ethers. 1-Ethoxy- but not 1-methoxy-1-propene is available commercially. 1-Ethoxy-1-propene is a moderately toxic skin irritant by absorption, ingestion, and inhalation.