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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
  • 43 Downloads

Summary

  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.

     

Keywords

Hydrolysis Carboxylic Acid Intermediate Formation Dichloro Heptanoic Acid 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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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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