Quinaldine
Encyclopedia
Quinaldine or 2-methylquinoline is a simple derivative of a heterocyclic compound quinoline
Quinoline
Quinoline 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...

.

Quinaldine has critical point
Critical point (thermodynamics)
In physical chemistry, thermodynamics, chemistry and condensed matter physics, a critical point, also called a critical state, specifies the conditions at which a phase boundary ceases to exist...

 at 787 K and 4.9 MPa and its refractive index is 1.8116.

It can be prepared from aniline
Aniline
Aniline, phenylamine or aminobenzene is an organic compound with the formula C6H5NH2. Consisting of a phenyl group attached to an amino group, aniline is the prototypical aromatic amine. Being a precursor to many industrial chemicals, its main use is in the manufacture of precursors to polyurethane...

 and paraldehyde
Paraldehyde
Paraldehyde is the cyclic trimer of acetaldehyde molecules. Formally, it is a derivative of 1,3,5-trioxane. The corresponding tetramer is metaldehyde. A colourless liquid, it is sparingly soluble in water and highly soluble in alcohol. Paraldehyde slowly oxidizes in air, turning brown and producing...

 via Skraup synthesis or from aniline and crotonaldehyde
Crotonaldehyde
Crotonaldehyde is a chemical compound with the formula CH3CH=CHCHO. The compound is usually sold as a mixture of the E- and Z-isomers, which differ with respect to the relative position of the methyl and formyl groups. The E-isomer is more common...

 via Doebner-von Miller variation of the Skraup reaction
Skraup reaction
The Skraup synthesis is a chemical reaction used to synthesize quinolines. It is named after the Czech chemist Zdenko Hans Skraup . In the archetypal Skraup, aniline is heated with sulfuric acid, glycerol, and an oxidizing agent, like nitrobenzene to yield quinoline.In this example, nitrobenzene...

 or extracted from coal tar
Coal tar
Coal tar is a brown or black liquid of extremely high viscosity, which smells of naphthalene and aromatic hydrocarbons. Coal tar is among the by-products when coal iscarbonized to make coke or gasified to make coal gas...

.

Uses

Quinaldine is used in anti-malaria drugs, in manufacturing dyes, food colorants (e.g. Quinoline Yellow WS
Quinoline Yellow WS
Quinoline yellow, Quinoline Yellow WS, C.I. 47005, or Food Yellow 13, is a yellow food dye. Chemically it is a mixture of disulfonates , monosulfonates and trisulfonates of 2- indan-1,3-dione....

), pharmaceuticals, pH indicators.

Quinaldine sulfate is an anaesthetic used in fish transportation. In some Caribbean islands it is used to facilitate the collection of tropical fish from reefs.

External links

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