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Updated: May 31, 2026
08:43
Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
Methyl 2-amino-3,4,5,6-tetra-fluoro-benzoate
Wei Guo1, Xiao-Jian Liao, Guo-Qiang Li
1Department of Chemistry, Jinan University, Guangzhou 510632, People's Republic of China.
Summary
This study details the crystal structure of a novel fluorinated organic compound. Researchers identified unique intra-molecular and inter-molecular hydrogen bonding patterns influencing its crystal formation.
Area of Science:
- Organic Chemistry
- Crystallography
- Materials Science
Background:
- Understanding hydrogen bonding is crucial for predicting molecular interactions and crystal packing.
- Fluorinated organic compounds exhibit unique electronic and physical properties relevant to various applications.
Purpose of the Study:
- To synthesize and characterize a novel tetra-fluoro-anthranilic acid derivative.
- To investigate the intra-molecular and inter-molecular hydrogen bonding in the synthesized compound.
- To elucidate the crystal structure and packing of the title compound.
Main Methods:
- Synthesis of the compound via esterification of 2,3,4,5-tetra-fluoro-anthranilic acid with methanol.
- Single-crystal X-ray diffraction analysis to determine the molecular and crystal structure.
- Analysis of hydrogen bonding interactions (N-H⋯O) within the crystal lattice.
Main Results:
- Successful synthesis of the compound C(8)H(5)F(4)NO(2).
- Identification of an intra-molecular amine N-H⋯O(carbonyl) hydrogen bond.
- Observation of inter-molecular N-H⋯O hydrogen bonds forming chains along the b-axis in the crystal structure.
Conclusions:
- The synthesized compound exhibits distinct hydrogen bonding networks that dictate its solid-state structure.
- The presence of both intra- and inter-molecular hydrogen bonds influences the overall crystal packing.
- This structural information provides a foundation for understanding the properties and potential applications of fluorinated anthranilic acid derivatives.
![Microwave-assisted One-pot Synthesis of N-succinimidyl-4-[18F]fluorobenzoate ([18F]SFB)](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F2755.jpg&w=3840&q=50)
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