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

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

Research output: Contribution to journalArticle

15 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)659-668
Number of pages10
JournalResearch on Chemical Intermediates
Volume38
Issue number2
DOIs
Publication statusPublished - Feb 2012

Fingerprint

Oleic Acid
Organic compounds
High performance liquid chromatography
Nuclear magnetic resonance
Catalysts
Molecules
Geometry
azelaic acid
Temperature

Keywords

  • Azelaic acid
  • Bubbling
  • Dicarboxylic acids
  • NMR spectrum
  • Theoretical study

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

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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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AU - Wasmi, Bilal A.

AU - Mohamad, Abu Bakar

AU - Al-Amiery, Ahmed A.

AU - Takriff, Mohd Sobri

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AB - 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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