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A Thermodynamic Study of Infrared Spectroscopy of the Association of 2-Quinolone, Some Carboxylic Acids, and the Corresponding 2- Quinolone-Acid Mixed Dimers

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  • Description:
    Self-association of 2-quinolone in carbon tetrachloride was studied by infrared spectroscopy, using the absorption bands in the amide nh and carbonyl stretching regions. 2-Quinolone forms a cyclic dimer from which the enthalpy (ah deg., Kcal/mol), free energy (ag deg. 22, Kcal/mol), and entropy (as deg., Eu) of association are -8.69, - 6.11, and -8.76, Respectively. Dimer formation is via a carbonyl- hydrogen bond, although evidence exists for the formation of a small amount of dimer via a -hydrogen bond. 2-Quinolone was also found to form cyclic mixed dimers with carboxylic acids. Mixed dimers of 2-quinolone with benzoic, cyclohexanecarboxylic, and 4- cyclohexylbutanoic acids gave ah deg. Values of -12.2, -10.3, and - 10.4; Ag deg.22 Values of -6.36, -5.94, and -5.78; and as deg. Values of -19.9, -14.8, and -15.6, Respectively. Thermodynamic data on the acid dimers and spectral data on the different systems studied are also reported. The 2-quinolone-carboxylic acid interaction is of importance because of the simultaneous occurrence of quinolones and carboxylic acids in many biologically derived materials. [Description provided by NIOSH]
  • Subjects:
  • Series:
  • Document Type:
  • Genre:
  • CIO:
  • Topic:
  • Location:
  • Volume:
    75
  • Issue:
    8
  • NIOSHTIC Number:
    nn:10010563
  • Citation:
    J Phys Chem 1971 75(8):1129-1135
  • Federal Fiscal Year:
    1971
  • Peer Reviewed:
    False
  • Source Full Name:
    J. Phys. Chem, V. 75, No. 8, 1971, PP. 1129-1135
  • Collection(s):
  • Main Document Checksum:
    urn:sha-512:4f8e7f3c50d6dd5750e7cf51afc7d1a7d2c09575d7b262c70003998aa6785b8c127b69c32ab4bd3be9bb6c07495393a3a209c6f7a161b5d0c0a94ebb27a62922
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  • File Type:
    Filetype[PDF - 758.30 KB ]
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