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Updated: Jun 1, 2026
08:43
Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
(3,6-Dimeth-oxy-2-naphth-yl)(4-fluoro-benzo-yl)methanone
Shoji Watanabe1, Toyokazu Muto, Atsushi Nagasawa
1Department of Organic and Polymer Materials Chemistry, Tokyo University of Agriculture & Technology, Koganei, Tokyo 184-8588, Japan.
Summary
This study details the molecular structure of a novel fluorinated organic compound. Crystal packing is influenced by weak intermolecular interactions, including hydrogen bonds and C-H⋯π interactions.
Area of Science:
- Crystallography
- Organic Chemistry
- Supramolecular Chemistry
Background:
- Understanding the three-dimensional arrangement of atoms in organic molecules is crucial for predicting their properties.
- Intermolecular forces play a significant role in the stability and organization of crystal structures.
Purpose of the Study:
- To elucidate the crystal structure of the title compound, C(19)H(15)FO(3).
- To investigate the dihedral angles between aromatic ring systems and the bridging carbonyl group.
- To identify and analyze the intermolecular interactions responsible for crystal packing.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
- Analysis of bond lengths, bond angles, and dihedral angles provided detailed structural information.
- Intermolecular interactions were identified using crystallographic analysis and geometric criteria.
Main Results:
- The dihedral angle between the naphthalene and benzene rings was determined to be 62.93(5)°.
- The bridging carbonyl group exhibited dihedral angles of 45.55(6)° with the naphthalene system and 28.62(7)° with the benzene ring.
- Weak intermolecular C-H⋯O hydrogen bonds and C-H⋯π interactions were identified as key stabilizing forces in the crystal lattice.
Conclusions:
- The study successfully characterized the solid-state structure of C(19)H(15)FO(3).
- The observed dihedral angles indicate a non-planar conformation of the molecule.
- The identified intermolecular interactions are essential for the stability of the crystal packing, providing insights into supramolecular assembly.
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