Radical reaction of ethyl orthoacetate with 3,3,3-trifluoropropene

  • I. I. Khatuntsev
  • E. V. Pastushenko
  • A. B. Terent'ev
Organic Chemistry

Summary

The reaction of 3,3,3-trifluoropropene with ethyl orthoacetate leads to the formation of an acetate CH3C(O)OCH(CH3)CH2CH2CF3 and a ketone CH3C(O)CH2CH(CF3)CH2CH2CF3. A reaction mechanism is proposed which involves rearrangement of the radicals CR3C(OC2H5)2OCH(CH3) (CH2CHCF3) n . with 1,7- and 1,5-migration of an H atom and stabilization by fragmentation.

Keywords

Acetate Ethyl Ketone Reaction Mechanism Radical Reaction 

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Literature cited

  1. 1.
    I. I. Khatuntsev, E. V. Pastushenko, and A. B. Terent'ev, Izv. Akad; Nauk SSSR, Ser, Khim., 1418 (1985).Google Scholar
  2. 2.
    L. L. Kostyukevich, S. M. Kalashnikov, S. S. Glukhova, E. V. Pastushenko, S. S. Zlotskii, and L. L. Rachmankulov, Zh. Obshch. Khim.,50, 2630 (1980).Google Scholar

Copyright information

© Plenum Publishing Corporation 1987

Authors and Affiliations

  • I. I. Khatuntsev
    • 1
  • E. V. Pastushenko
    • 1
  • A. B. Terent'ev
    • 1
  1. 1.A. N. Nesmeyanov Institute of Heteroorganic ChemistryAcademy of Sciences of the USSRMoscow

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