AskDefine | Define quinoline

User Contributed Dictionary

English

Noun

  1. Any of a class of aromatic heterocyclic compounds containing a benzene ring fused with a ring of five carbon atoms and an nitrogen atom; especially the simplest one, C9H7N.

Translations

any of a class of hetercyclic compounds
  • Finnish: kinoliini
  • Spanish: quinoleína, quinolina

Extensive Definition

Quinoline, also known as 1-azanaphthalene, 1-benzazine, or benzo[b]pyridine, is a heterocyclic aromatic organic compound. It has the formula C9H7N and is a colourless hygroscopic liquid with a strong odour. Aged samples, 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 is mainly used as a building block to 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-methylderivatives are precursors to cyanine dyes. Oxidation of quinonline affords quinolinic acid (pyridine-2,3-dicarboxylic acid), a precursor to the herbicide sold under the name "Assert".

Isolation and synthesis

Quinoline was first extracted from coal tar in 1834 by Friedlieb Ferdinand Runge. Coal tar remains the principal source of commercial quinoline. It can be synthesized using various methods:

See also

Safety

Quinoline has an LD50 of several hundred milligrams per kilogram.

References

quinoline in German: Chinolin
quinoline in French: Quinoléine
quinoline in Italian: Chinolina
quinoline in Hungarian: Kinolin
quinoline in Dutch: Chinoline
quinoline in Japanese: キノリン
quinoline in Norwegian: Kinolin
quinoline in Polish: Chinolina
quinoline in Russian: Хинолин
quinoline in Finnish: Kinoliini
quinoline in Chinese: 喹啉
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