Related Experiment Video
Updated: Jun 9, 2026
11:51
Facile Preparation of 4-Substituted Quinazoline Derivatives
Published on: February 15, 2016
2-[(2,5-Di-methyl-phen-yl)amino]-quinoline-3-carb-oxy-lic acid.
1School of Chemical Engineering and Pharmacy Wuhan Institute of Technology,Wuhan Hubei 430205 People's Republic of China.
Iucrdata
|June 8, 2026
Summary
Researchers synthesized a novel compound using the Buchwald-Hartwig cross-coupling reaction. This molecule exhibits near-planar ring systems and forms dimers through hydrogen bonding in its crystalline state.
Area of Science:
- Organic Chemistry
- Crystallography
Background:
- The synthesis of novel organic compounds is crucial for developing new materials and pharmaceuticals.
- Understanding molecular structure and intermolecular interactions provides insights into chemical properties.
Purpose of the Study:
- To synthesize a specific organic compound (C18H16N2O2).
- To characterize the synthesized compound's structural and crystallographic properties.
Main Methods:
- A two-step synthesis route was employed.
- The Buchwald-Hartwig cross-coupling reaction was utilized for synthesis.
- X-ray crystallography was used to determine the molecular and crystal structure.
Main Results:
- The title compound, C18H16N2O2, was successfully synthesized.
- The quinoline and phenyl rings were found to be nearly coplanar (dihedral angle of 6.51(5)°).
- Carboxylic acid dimers were observed in the crystal structure due to intermolecular hydrogen bonding.
Conclusions:
- The study successfully synthesized and characterized a novel organic compound.
- The structural analysis revealed a near-planar conformation and the formation of hydrogen-bonded dimers.
- These findings contribute to the understanding of molecular assembly in the solid state.
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01:17Oxidation of Phenols to Quinones
In the presence of oxidizing agents, phenols are oxidized to quinones. Quinones can be easily reduced back to phenols using mild reducing agents. The electron-donating hydroxyl group enhances the reactivity of the aromatic ring, enabling oxidation of the ring even in the absence of an α hydrogen.
o-hydroxy phenols are oxidized to o-quinones and p-hydroxy phenols to p-quinones. Such redox reactions involve the transfer of two electrons and two protons. The reversible redox property is crucial in...
o-hydroxy phenols are oxidized to o-quinones and p-hydroxy phenols to p-quinones. Such redox reactions involve the transfer of two electrons and two protons. The reversible redox property is crucial in...
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As with other organic compounds, alcohols and phenols...
Alcohols are one of the most important functional groups in organic chemistry. The name of alcohol comes from the hydrocarbon from which it is derived. Alcohols are organic molecules containing the functional hydroxyl or –OH group directly bonded to carbon. Phenols have an OH group directly attached to a benzene ring. While alcohols are colorless, phenol is a white crystalline compound with a characteristic "hospital smell" odor.
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01:28Structures of Carboxylic Acid Derivatives
Structure of Carboxylic Acid Derivatives
Carboxylic acid derivatives contain an acyl group attached to a heteroatom such as chlorine, oxygen, or nitrogen. The carbonyl carbon and oxygen are both sp2-hybridized with an unhybridized p orbital.
The three sp2 orbitals of the carbonyl carbon form three σ bonds, one each with the carbonyl oxygen, the α carbon, and the heteroatom, whereas the other two sp2 orbitals of the carbonyl oxygen are occupied by the lone pairs. Further, the unhybridized p...
Carboxylic acid derivatives contain an acyl group attached to a heteroatom such as chlorine, oxygen, or nitrogen. The carbonyl carbon and oxygen are both sp2-hybridized with an unhybridized p orbital.
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