Quinaldine

Quinaldine
Names
IUPAC name
2-Methylquinoline
Other names
Quinaldine, α-methylquinoline, chinaldine, khinaldin
Identifiers
91-63-4 YesY
3D model (Jmol) Interactive image
ChEMBL ChEMBL194931 N
ChemSpider 13870160 YesY
ECHA InfoCard 100.001.896
EC Number 202-085-1
PubChem 7060
Properties
C10H9N
Molar mass 143.19 g/mol
Appearance colorless oil
Density 1.058 g/cm3
Melting point −2 °C (28 °F; 271 K)
Boiling point 248 °C (478 °F; 521 K)
Insoluble
Hazards
Main hazards Harmful (Xn), Corrosive (C)
R-phrases R21/22 R34
NFPA 704
Flammability code 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 fuel Health code 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g., chloroform Reactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g., liquid nitrogen Special hazards (white): no codeNFPA 704 four-colored diamond
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 YesYN ?)
Infobox references

Quinaldine or 2-methylquinoline is an organic compound with the formula CH3C9H6N. It is one of the methyl derivative of a heterocyclic compound quinoline. It is bioactive and is used in the preparation of various dyes. It is a colorless oil but commercial samples can be colored.[1]

Production

It is recovered from coal tar. 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]

Uses

Quinaldine is used in anti-malaria drugs, in manufacturing dyes, food colorants (e.g., Quinoline Yellows, pinacyanol), pharmaceuticals. It is the precursor to the pH indicator Quinaldine Red.

Quinoline Yellow is a popular dye derived from quinaldine.
Quinaldine Red, a pH indicating dye.

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.

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

References

  1. 1 2 Gerd Collin; Hartmut Höke (2005), "Quinoline and Isoquinoline", Ullmann's Encyclopedia of Industrial Chemistry, Weinheim: Wiley-VCH, doi:10.1002/14356007.a22_465
  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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