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Updated: Jun 1, 2026
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Green Synthesis of Quinoline-Based Ionic Liquid
Published on: September 27, 2024
Ethyl 3,7-dichloro-quinoline-8-carboxyl-ate
Fengxia Zhu1, Li-Tao An, Min Xia
1Jiangsu Key Laboratory for the Chemistry of Low-dimensional Materials, Department of Chemistry, Huaiyin Teachers College, Huaian 223300, Jiangsu Province, People's Republic of China.
Summary
Researchers synthesized a novel dichloroquinoline derivative. Crystal structure analysis revealed stabilization through aromatic π-π stacking and C-H⋯N hydrogen bonds, offering insights into molecular interactions.
Area of Science:
- Organic Chemistry
- Crystallography
- Materials Science
Background:
- Quinoline derivatives are important scaffolds in medicinal chemistry and materials science.
- Understanding intermolecular forces is crucial for crystal engineering and predicting material properties.
Purpose of the Study:
- To synthesize and characterize a novel dichloroquinoline derivative.
- To elucidate the crystal structure and identify stabilizing intermolecular interactions.
Main Methods:
- Esterification reaction between 3,7-dichloro-quinoline-8-carboxylic acid and triethyl phosphite.
- Single-crystal X-ray diffraction analysis to determine the crystal structure.
Main Results:
- Successful synthesis of the target compound C(12)H(9)Cl(2)NO(2).
- Crystal structure analysis revealed significant stabilization via aromatic π-π stacking between quinoline rings (centroid-centroid distances of 3.716(2) and 3.642(2) Å).
- Identification of weak intermolecular C-H⋯N hydrogen bonds contributing to the crystal lattice.
Conclusions:
- The synthesized dichloroquinoline derivative exhibits a stable crystal structure.
- Aromatic π-π stacking and C-H⋯N hydrogen bonds are key interactions governing the packing and stability of this compound.
