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CAS Number: 91-22-5
Molecular Formula: C9H7N
Molecular Weight: 129.16
IUPAC Name: Quinoline
Names: 1-Azanaphthalene, 1-Benzazine, Benzazine, Benzazabenzene, Benzopyridine, 1-Benzine, Quinolin, Chinoline, Chinoleine, Chinolin, Leucol, Leukol, Leucoline, 1-Benzazine, 2,3-Benzopyridine
Quinoline is a heterocyclic aromatic organic compound with the chemical formula C9H7N. It is a colorless hygroscopic liquid with a strong odor. Aged samples, especially if exposed to light, become yellow and later brown. Quinoline is only slightly soluble in cold water but dissolves readily in hot water and most organic solvents. Quinoline itself has few applications, but many of its derivatives are useful in diverse applications. A prominent example is quinine, an alkaloid found in plants. 4-Hydroxy-2-alkylquinolines (HAQs) are involved in antibiotic resistance.
Quinoline is used in the manufacture of dyes, the preparation of hydroxyquinoline sulfate and niacin. It is also used as a solvent for resins and terpenes.
Quinoline is mainly used as in the production of other specialty chemicals. Approximately 4 tonnes are produced annually according to a report published in 2005. Its principal use is as a precursor to 8-hydroxyquinoline, which is a versatile chelating agent and precursor to pesticides. Its 2- and 4-methyl derivatives are precursors to cyanine dyes. Oxidation of quinoline affords quinolinic acid (pyridine-2,3-dicarboxylic acid), a precursor to the herbicide sold under the name "Assert".