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Quinoline

From Academic Kids

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.


Quinoline
Chemical nameQuinoline
Chemical formulaC9H7N
Molecular mass129.16 g/mol
Density1.09 g/ml
Melting point-15 C
Boiling point238 C
CAS number91-22-5
SMILESC1(N=CC=C2)=C2C=CC=C1
Missing image
Quinoline_chemical_structure.png
Chemical structure of quinoline


As it ages, if exposed to light, the liquid tends to become yellow and later brown. It is only slightly soluble in water but dissolves readily in many organic solvents.

Quinoline is an intermediate in metallurgical processes and in dye, polymer, and agrochemical production. It is also a preservative, disinfectant, and solvent.

It is toxic: short-term exposure to the vapour causes irritation of the nose, eyes, and throat as well as dizziness and nausea. Longer-term effects are uncertain, but quinoline has been linked to liver damage and is possibly carcinogenic and mutagenic.

As a Chemical

Quinoline is naturally found in coal tar and was first extracted from this source in 1834 by F. Runge. It can be prepared through the Skraup synthesis using ferrous sulfate, glycerol, aniline, nitrobenzene, and sulphuric acid. Other methods of synthesis are known, usually through a variant on aniline, glycerol and the acid but with different oxidizing agents. The reactions involved can be surprisingly violent.

See also


Template:Organic-compound-stubde:Chinolin

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