Quinoline

The quinoline , also named leucoline , 1-azanaphthalene , 1-benzazine , or benzopyridine , is a Composé aromatic organics heterocyclic of Chemical formula C9H7N. It can be described schematically as being formed by the " soudure" of a molecule of Benzene and of a molecule of Pyridine. It is a colorless liquid Hygroscopique having a strong odor.

Physicochemical properties

Quinoline is not very water soluble, but its solubility in the solvents organic S is good. When it is exposed to the light, it becomes yellow, then brown. It is a very weak base of pKa 4,94.

Discovered

Quinoline was extracted for the first time by F. Runge in 1834 from the coal tar in which it is naturally present. It is also present naturally in the Rutaceae pushing in South America, like, made extremely rare in the animal world, at some Phasmes ( Insecta - Phasmatodea ) like Oreophoetes peruana (Saussure, 1868), also known under the name of Phasme of Peru, which secret if it is disturbed a white liquid rich in quinoline by two glands located on the prothorax.

Production

It can be synthesized by a known method under the name of Synthèse of Skraup, starting from Ferrous sulfate (II), of Glycérol, Aniline, sulphuric Nitrobenzène and Acid. It can also be prepared by the Réaction of Povarov starting from Aniline, of Benzaldéhyde and a Alcène activated. Other methods of synthesis exist which are derivatives of the synthesis of Skraup which use different agents of Oxydation.

Use

Quinoline is used in metallurgical processes , like in the manufacture of Polymère S, dye S and agrochemical products . It is also used like Solvant, Disinfecting and food Conservateur.

Safety

Quinoline is toxic. A short exposure to its vapors can involve an irritation of the nose, eyes and throat, as well as giddinesses and nausea. The long-term effects are less well-known, but studies highlighted a bond between the quinoline and of the affections of the Foie. It could also have an effect Cancérogène and Mutagène.

sentences of risks and councils of prudence

  • R: 20 (Harmful by inhalation)
  • R: 21 (Harmful by contact with the skin)
  • R: 22 (Harmful in the event of ingestion)
  • R: 36 (Irritating for the eyes)
  • R: 37 (Irritating for the respiratory tracts)
  • R: 38 (Irritating for the skin)
  • R: 41 (Risk of serious ocular lesions)
  • R: 40 (suspecté cancerogenic Effect: insufficient evidence)
  • S: 26 (In the event of contact with the eyes, to immediately wash to consult an ophthalmologist)
  • S: 23 (not to breathe gases/fume/vapors/aerosols (term (S) suitable (S) to indicate by the manufacturer))
  • S: 36 (To wear suitable protective clothing)

See too

  • Benzene

  • Pyridine
  • Isoquinoline (similar of quinoline for which the atom of Azote is in position 2)
  • Naphtalène (similar of quinoline without the atom of Azote)

External bonds

  • toxicological Report/ratio of the agency of American environmental protection (English)

  • international Card of safety

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