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Updated: Jun 1, 2026
08:43
Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
Methyl 4-(2,7-dimeth-oxy-1-naphtho-yl)benzoate
Daichi Hijikata1, Kosuke Nakaema, Shoji Watanabe
1Department of Organic and Polymer Materials Chemistry, Tokyo University of Agriculture & Technology, Koganei, Tokyo 184-8588, Japan.
Summary
This study details the crystal structure of a novel organic compound, C(21)H(18)O(5). It reveals specific dihedral angles and intermolecular hydrogen bonding critical for its molecular assembly and properties.
Area of Science:
- Organic Chemistry
- Crystallography
- Supramolecular Chemistry
Background:
- Understanding the three-dimensional structure of organic molecules is crucial for predicting their chemical behavior.
- Intermolecular interactions, such as hydrogen bonds, play a significant role in crystal packing and material properties.
Purpose of the Study:
- To elucidate the detailed crystal structure of the title compound, C(21)H(18)O(5).
- To analyze the spatial arrangement of its aromatic systems and functional groups.
- To investigate the intermolecular interactions governing its solid-state structure.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
- Analysis of dihedral angles and torsion angles provided insights into molecular conformation.
- Identification of hydrogen bonding interactions (C-H⋯O) was performed.
Main Results:
- The naphthalene and benzene rings exhibit a large dihedral angle (86.65°).
- The bridging carbonyl group shows significant dihedral angles with both ring systems (83.57° and 20.21°).
- The ester group is nearly coplanar with the benzene ring (3.81°), and methoxy groups lie in the naphthalene plane.
- A centrosymmetric dimer is formed via C-H⋯O bonds, with further linking by hydrogen bonds.
Conclusions:
- The study provides a precise structural characterization of C(21)H(18)O(5).
- The observed conformation and hydrogen bonding patterns dictate the formation of dimers and influence crystal packing.
- This detailed structural information is valuable for understanding structure-property relationships in related organic compounds.
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