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Preparation, characterization, and theoretical studies of azelaic acid derived from oleic acid by use of a novel ozonolysis method

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Abstract

Environmentally friendly manufacture of organic compounds has been intensively reexamined in recent years. Many excellent methods have been devised to produce organic compounds from renewable resources. Azelaic acid has been produced by ozonolysis of oleic acid. The reaction was performed in a Bach bubbling reactor, with fine bubbles, at high temperature (150 °C) without utilizing any catalyst or any solvent. Yield of the reaction was 20% after 2 h. Production of azelaic acid was confirmed by use of FT-IR and 1H NMR spectroscopic data and high-performance liquid chromatography of both synthesized and reference azelaic acid. A theoretical study was performed to obtain quantum chemical data for azelaic acid and to optimize the molecule’s geometry.

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Acknowledgment

The authors would like to extend their appreciation to the University Kebangsaan Malaysia, and to the CRIM for research grant UKM-KK-02-FRGS0196-2010.

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Authors and Affiliations

  1. Department of Chemical and Process Engineering, Faculty of Engineering and Built Environment, University Kebangsaan Malaysia, 43600, Bangi, UKM, Malaysia

    Abdul Amir H. Kadhum, Bilal A. Wasmi, Abu Bakar Mohamad, Ahmed A. Al-Amiery & Mohd S. Takriff

  2. Biotechnology Division, Applied Science Department, University of Technology, Baghdad, 10066, Iraq

    Ahmed A. Al-Amiery

Authors
  1. Abdul Amir H. Kadhum
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  2. Bilal A. Wasmi
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  3. Abu Bakar Mohamad
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  4. Ahmed A. Al-Amiery
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  5. Mohd S. Takriff
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Correspondence to Bilal A. Wasmi.

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Kadhum, A.A.H., Wasmi, B.A., Mohamad, A.B. et al. Preparation, characterization, and theoretical studies of azelaic acid derived from oleic acid by use of a novel ozonolysis method. Res Chem Intermed 38, 659–668 (2012). https://doi.org/10.1007/s11164-011-0406-8

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  • DOI: https://doi.org/10.1007/s11164-011-0406-8

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