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Updated: Jun 1, 2026

11:51
Facile Preparation of 4-Substituted Quinazoline Derivatives
Published on: February 15, 2016
Ethyl 2,6-dichloro-4-phenyl-quinoline-3-carboxyl-ate
Abstract:
In the title compound, C(18)H(13)Cl(2)NO(2), the quinoline ring system is almost planar (r.m.s. deviation 0.009 Å), and the phenyl and carboxyl-ate planes are twisted away from it by 59.2 (1) and 65.9 (2)°, respectively.
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Oxidation 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...
Acidity and Basicity of Alcohols and Phenols
Like water, alcohols are weak acids and bases. This is attributed to the polarization of the O–H bond making the hydrogen partially positive. Moreover, the electron pairs on the oxygen atom of alcohol make it both basic and nucleophilic. Protonation of an alcohol converts hydroxide, a poor leaving group, into water—a good one. The two acid–base equilibria corresponding to ethanol are depicted below.
