Hydrolysis of 1,1,1-trihaloalkanes and 1,1-dih alo-1-alkenes with water at 250–330°

  • Sh. A. Karapetyan
  • N. V. Kruglova
  • R. Kh. Freidlina
Organic and Biological Chemistry


  1. 1.

    Trichloroalkanes of structure CCl3CH2(CH2)nH (n=5, 7, 9, 11, 13) are hydrolyzed smoothly to the corresponding carboxylic acids when heated with water at 300–330° for one hour.

  2. 2.

    The hydrolysis of 1,1,1-dichloro-, 1-bromo-1,1-dichloro-, 1,1-dibromo-1-chloro-, and 1,1,1-tribromo-heptanes at 250° leads to the formation of mixtures of heptanoic acid with 1,1-dihalo-1-alkenes. It is suggested that in the course of high-temperature hydrolysis there is intermediate formation of carbonium cations of the type RCH2C+Hal2.

  3. 3.

    At 250° 1,1-dichloro-1-heptene is not hydrolyzed, and at 330° it is hydrolyzed smoothly into heptanoic acid.



Hydrolysis Carboxylic Acid Intermediate Formation Dichloro Heptanoic Acid 
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Copyright information

© Consultants Bureau Enterprises, Inc 1963

Authors and Affiliations

  • Sh. A. Karapetyan
    • 1
  • N. V. Kruglova
    • 1
  • R. Kh. Freidlina
    • 1
  1. 1.Institute of Heteroorganic CompoundsAcademy of SciencesUSSR

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