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Updated: Jun 1, 2026
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Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
2-Fluoro-4-(meth-oxy-carbon-yl)benzoic acid
Summary
This study details the crystal structure of C(9)H(7)FO(4), revealing hydrogen bonds and van der Waals interactions that stabilize the molecular packing. The arrangement shows specific dihedral angles between the aromatic ring and functional groups.
Area of Science:
- Crystallography
- Chemical Physics
- Materials Science
Background:
- Understanding molecular interactions is crucial for predicting material properties.
- Crystal structure analysis provides insights into intermolecular forces and packing arrangements.
- The title compound, C(9)H(7)FO(4), presents an interesting case for studying hydrogen bonding and other weak interactions.
Purpose of the Study:
- To elucidate the crystal structure of C(9)H(7)FO(4).
- To identify and characterize the intermolecular interactions governing crystal packing.
- To determine the spatial arrangement of functional groups within the crystal lattice.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the three-dimensional structure.
- Analysis of hydrogen bonds (O-H⋯O) and van der Waals interactions (C-H⋯F, C-H⋯O) was performed.
- Geometric parameters, including dihedral angles, were precisely measured.
Main Results:
- The crystal structure features classical carboxylate inversion dimers linked by O-H⋯O hydrogen bonds.
- C-H⋯F and C-H⋯O interactions play a significant role in consolidating the crystal packing.
- The methoxycarbonyl group is nearly coplanar with the benzene ring (dihedral angle 1.5°).
- The carboxyl group exhibits a dihedral angle of 20.2° relative to the benzene ring.
Conclusions:
- The crystal packing of C(9)H(7)FO(4) is stabilized by a combination of strong hydrogen bonds and weaker C-H interactions.
- The observed dihedral angles provide precise information about the conformational preferences of the molecule in the solid state.
- This structural data contributes to the broader understanding of organic crystal engineering and intermolecular forces.
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