The synthesis of dicarboxylic acids of the type HOOC(CH2)mC6H4(CH2)nCOOH

  • A. N. Nesmeyanov
  • R. Kh. Freidlina
  • N. A. Semenov
Article
  • 42 Downloads

Summary

  1. 1.

    Condensation of 1,1,3-trichloro-1-pentene with phenylacetic, hydrocinnamic and δ -phenylvaleric acids in the presence of AlCl3 gave compounds with the structures p-HOOCCH2C6H4CH2CH=CCl2(I), p-HOOC(CH2)2 C6H4CH2CH=CCl2 (II), andp-HOOC(CH2)4C6H4CH2CH=CCl2 (III).

     
  2. 2.

    Hydrolysis of compounds (I) and (II) by sulfuric acid gave acids with the structures HOOCCH2C6H4(CH2)2CO OH and HOOC(CH2)2C6H4(CH2)2COOH.

     
  3. 3.

    Condensation of δ -chlorovaleric acid with benzene in the presence of AlCl3 gave δ, δ (ρ -phenylene)divaleric acid, along with δ -phenylvaleric acid.

     
  4. 4.

    By chlorination of the dichloroallyl derivative p-C6H4(CH2CH=CCl2)2 in anhydrous formic acid we obtained an acid with the structure p-C6H4(CH2CHClCO2H2)2.

     

Keywords

Hydrolysis Benzene Phenylene Sulfuric Acid Formic Acid 

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Literature cited

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Copyright information

© Consultants Bureau 1961

Authors and Affiliations

  • A. N. Nesmeyanov
    • 1
  • R. Kh. Freidlina
    • 1
  • N. A. Semenov
    • 1
  1. 1.Institute of Organic Compounds of the ElementsAcademy of SciencesUSSR

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