Quinaldin

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Structural formula
Structural formula of quinaldine
General
Surname Quinaldin
other names

2-methylquinoline

Molecular formula C 10 H 9 N
Brief description

yellow, hardly flammable, not very volatile liquid with a characteristic odor

External identifiers / databases
CAS number 91-63-4
EC number 202-085-1
ECHA InfoCard 100.001.896
PubChem 7060
Wikidata Q415376
properties
Molar mass 143.19 g mol −1
Physical state

liquid

density

1.06 g cm −3 (20 ° C)

Melting point

−2 ° C

boiling point

246.9 ° C

Vapor pressure

<0.1 h Pa (20 ° C)

solubility

poor in water (2.5 g l −1 at 20 ° C)

Refractive index

1.6116

safety instructions
GHS labeling of hazardous substances
07 - Warning

Caution

H and P phrases H: 302-312
P: 262-302 + 352
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

Quinaldine , systematically 2-methylquinoline , is a heterocyclic chemical compound. It consists of a quinoline skeleton , which is substituted in the 2-position with a methyl group .

Extraction and presentation

Quinaldine occurs to about 0.2% in coal tar and can be obtained from it by suitable processes. Quinaldine is transferred to the methylnaphthalene fraction together with quinoline and isoquinoline when the tar is distilled . After extraction with sulfuric acid , quinaldine is separated from these by precipitation with ammonia .

Quinaldine can be obtained synthetically by a Skraup synthesis from aniline and crotonaldehyde .

use

Quinaldine is used to produce dyes such as pinacyanol , quinoline yellow or quinaldine red . It has been shown that quinaldine sulfate can be used as an anesthetic for fish transports.

Individual evidence

  1. ↑ a b c d e f g h Entry on 2-methylquinoline in the GESTIS substance database of the IFA , accessed on February 1, 2016(JavaScript required) .
  2. ↑ a b c d S. Shimizu, N. Watanabe, T. Kataoka, T. Shoji, N. Abe, S. Morishita, H. Ichimura: Pyridine and Pyridine Derivatives , in: Ullmann's Encyclopedia of Industrial Chemistry , 2005 , Wiley- VCH Weinheim.
  3. ↑ GC Blasiola Jr .: Quinaldine sulphate, a new anesthetic formulation for tropical marine fishes , in: Journal of Fish Biology 1977 , 10 , 113-119; doi : 10.1111 / j.1095-8649.1977.tb04048.x .