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Production of Organic Acids01:25

Production of Organic Acids

Lactic acid, an important organic acid extensively applied in food, pharmaceutical, and biodegradable polymer industries, is primarily produced via microbial fermentation. This method is favored over chemical synthesis due to its environmental sustainability and capacity for enantiomerically pure product formation. Among various microbial processes, the fermentation of starch-based substrates stands out due to the abundance and renewability of raw materials like corn and potatoes.Hydrolysis of...

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rac-3,3,3-Trifluoro-lactic acid.

Thomas Gerber1, Richard Betz

  • 1Nelson Mandela Metropolitan University, Summerstrand Campus, Department of Chemistry, University Way, Summerstrand, PO Box 77000, Port Elizabeth, 6031, South Africa.

Acta Crystallographica. Section E, Structure Reports Online
|March 12, 2013
PubMed
Summary
This summary is machine-generated.

This study details the crystal structure of rac-3,3,3-trifluoro-2-hydroxy-propanoic acid, a fluorinated lactic acid derivative. Molecules form sheets via hydrogen and C-H⋯O bonding in the crystal lattice.

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Area of Science:

  • Crystallography
  • Organic Chemistry
  • Fluorine Chemistry

Background:

  • Lactic acid is a fundamental organic compound with significant biological and industrial relevance.
  • Fluorinated organic compounds often exhibit unique chemical and physical properties compared to their non-fluorinated counterparts.
  • Understanding the solid-state structure of novel derivatives is crucial for predicting their behavior and potential applications.

Purpose of the Study:

  • To elucidate the crystal structure of rac-3,3,3-trifluoro-2-hydroxy-propanoic acid.
  • To investigate the intermolecular interactions, including hydrogen bonding and C-H⋯O contacts, in the solid state.
  • To characterize the molecular conformation, specifically the O=C-C-O(H) torsion angle.

Main Methods:

  • Single-crystal X-ray diffraction was employed to determine the three-dimensional structure of the compound.
  • Analysis of the crystal packing revealed the arrangement of molecules and the nature of intermolecular forces.
  • Geometric parameters, such as torsion angles, were precisely measured.

Main Results:

  • The crystal structure of rac-3,3,3-trifluoro-2-hydroxy-propanoic acid (C3H3F3O3) was successfully determined.
  • A distinct O=C-C-O(H) torsion angle of 13.26(15)° was observed, indicating a specific molecular conformation.
  • Molecules are organized into sheets perpendicular to the c axis through a network of O-H⋯O hydrogen bonds and C-H⋯O contacts.

Conclusions:

  • The study provides a detailed structural analysis of a novel fluorinated lactic acid derivative.
  • The identified intermolecular interactions dictate the observed crystal packing and supramolecular architecture.
  • This structural information serves as a foundation for further research into the properties and applications of trifluoro-hydroxy-propanoic acid.