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Reactivity of alkyl 2-halovinyl ethers

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Summary

  1. 1.

    A study was made of the diene condensation of the cis and trans isomers of 2-bromovinyl ethyl ether with hexachlorocyclopentadiene and with cyclopentadiene. Under the conditions studied only cis-2-bromovinyl ethyl ether forms an adduct with hexachlorocyclopentadiene.

  2. 2.

    The cis and trans isomers of 2-bromovinyl ethyl ether were brought into reaction with acetaldehyde diethyl acetal. 2-Bromo-1,1,3-triethoxybutane was isolated and characterized, and its structure was proved.

  3. 3.

    2-Bromovinyl ethyl, 2-bromovinyl isopropyl, and 2-bromovinyl butyl ether were brought into reaction with phosphorus pentachloride, and the resulting 2-alkoxy-1-bromovinylphosphonic dichlorides were isolated and characterized.

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Shostakovskii, M.F., Shmonina, L.I. & Tikhomirova, I.M. Reactivity of alkyl 2-halovinyl ethers. Russ Chem Bull 12, 2019–2022 (1963). https://doi.org/10.1007/BF00844001

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Keywords

  • Ether
  • Phosphorus
  • Ethyl
  • Adduct
  • Diethyl