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Quinaldine

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Quinaldine
Names
IUPAC name
2-Methylquinoline
Other names
Quinaldine, α-methylquinoline, chinaldine, khinaldin
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.001.896 Edit this at Wikidata
EC Number
  • 202-085-1
  • InChI=1S/C10H9N/c1-8-6-7-9-4-2-3-5-10(9)11-8/h2-7H,1H3 checkY
    Key: SMUQFGGVLNAIOZ-UHFFFAOYSA-N checkY
  • InChI=1/C10H9N/c1-8-6-7-9-4-2-3-5-10(9)11-8/h2-7H,1H3
  • Cc1nc2ccccc2cc1
Properties
C10H9N
Molar mass 143.19 g/mol
Appearance Clear to yellow oily liquid
Density 1.058 g/cm3
Melting point −2 °C (28 °F; 271 K)
Boiling point 248 °C (478 °F; 521 K)
Insoluble
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 Harmful (Xn), Corrosive (C)
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuelInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
2
2
0
Flash point 79 °C (174 °F; 352 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

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

Quinaldine has critical point at 787 K and 4.9 MPa and its refractive index is 1.8116.

It can be prepared from aniline and paraldehyde via Skraup synthesis or from aniline and crotonaldehyde via Doebner-von Miller variation of the Skraup reaction[1] or extracted from coal tar.

Uses

Quinaldine is used in anti-malaria drugs, in manufacturing dyes, food colorants (e.g. Quinoline Yellow WS), pharmaceuticals, pH indicators.

Quinaldine sulfate is an anaesthetic used in fish transportation.[2] In some Caribbean islands it is used to facilitate the collection of tropical fish from reefs.

References

  1. ^ Classical methods of synthesizing quinolines
  2. ^ Blasiola G. C. Jr. (1977). "Quinaldine sulphate, a new anaesthetic formulation for tropical marine fishes". Journal of Fish Biology. 10 (2): 113–119(7). doi:10.1111/j.1095-8649.1977.tb04048.x. Retrieved 2007-07-16.
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