Surf Wiki
Save to docs
general/quinolines

From Surf Wiki (app.surf) — the open knowledge base

Quinaldine

| NFPA-H = 2 | NFPA-F = 2 | NFPA-R = 0 | NFPA-S =

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

Production and reactions

Quinaldine 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.

Hydrogenation of quinaldine gives 2-methyltetrahydroquinoline. This reduction can be conducted enantioselectively. Oxidation with selenium dioxide give the aldehyde 2-formylquinoline.

Properties

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

Uses

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

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.

References

References

  1. "Quinoline and Isoquinoline".
  2. (2015). "Synthesis of Optically Active 1,2,3,4-Tetrahydroquinolines via Asymmetric Hydrogenation Using Iridium-Diamine Catalyst". Org. Synth..
  3. H. A. Riley, A. R. Gray. (1935). "Phenylglyoxal". Organic Syntheses.
  4. Blasiola G. C. Jr.. (1977). "Quinaldine sulphate, a new anaesthetic formulation for tropical marine fishes". Journal of Fish Biology.
Info: Wikipedia Source

This article was imported from Wikipedia and is available under the Creative Commons Attribution-ShareAlike 4.0 License. Content has been adapted to SurfDoc format. Original contributors can be found on the article history page.

quinolines methyl-compounds
Want to explore this topic further?

Ask Mako anything about Quinaldine — get instant answers, deeper analysis, and related topics.

Research with Mako

Free with your Surf account

Content sourced from Wikipedia, available under CC BY-SA 4.0.

This content may have been generated or modified by AI. CloudSurf Software LLC is not responsible for the accuracy, completeness, or reliability of AI-generated content. Always verify important information from primary sources.

Report