Cleavage of the tetrahydrofuran ring by acid halides and acid anhydrides

  • R. M. Ispiryan
  • L. I. Belen'kii
  • Ya. L. Gol'dfarb
Physical Chemistry


  1. 1.

    The cleavage of tetrahydrofuran (THF) by acetyl bromide does not require catalysis using hydrogen bromide or other acid.

  2. 2.

    Acetic anhydride is capable of cleaving certain compounds of the THF series under the catalytic influence not only of mineral acids, but also of weaker donors of protons, namely organic acids.

  3. 3.

    The cleavage of the tetrahydrofuran ring in 2-phenyl-tetrahydrofuran using acetyl bromide goes with the formation of only one structural isomer. The action of acid halides on tetrahydrofurfuryl acetate and tetrahydrofurfuryl halides leads to a mixture of isomers.



Hydrogen Acetate Bromide Catalysis Organic Acid 
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Copyright information

© Consultants Bureau 1968

Authors and Affiliations

  • R. M. Ispiryan
    • 1
  • L. I. Belen'kii
    • 1
  • Ya. L. Gol'dfarb
    • 1
  1. 1.N. D. Zelinskii Institute of Organic ChemistryAcademy of Sciences of the USSRUSSR

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