Skip to content
Surf Wiki
Save to docs
general/condensation-reactions

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

Skraup reaction

Chemical reaction used to synthesize quinolines

Skraup reaction

Summary

Chemical reaction used to synthesize quinolines

The Skraup synthesis is a chemical reaction used to synthesize quinolines. It is named after the Czech chemist Zdenko Hans Skraup (1850–1910). In the archetypal Skraup reaction, aniline is heated with sulfuric acid, glycerol, and an oxidizing agent such as nitrobenzene to yield quinoline.

The Skraup reaction

In this example, nitrobenzene serves as both the solvent and the oxidizing agent. The reaction, which otherwise has a reputation for being violent, is typically conducted in the presence of ferrous sulfate. Arsenic acid may be used instead of nitrobenzene and the former is better since the reaction is less violent.

Mechanism

References

References

  1. Skraup, Z. H.. (1880). "Eine Synthese des Chinolins". [[Berichte]].
  2. Manske, R. H. F.. (1942). "The Chemistry of Quinolines.". [[Chem. Rev.]].
  3. (1953). "The Skraup Synthesis of Quinolines". [[Org. React.]].
  4. Wahren, M.. (1964). "Stabilisotop markierte verbindungen—II, Untersuchung der skraupschen chinolin-synthese mit hilfe von 15N". [[Tetrahedron (journal).
  5. Clarke, H. T.; Davis, A. W.. (1941). "Quinoline".
  6. (1973). "Organic Chemistry, Volume 1". Longman.
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.

Want to explore this topic further?

Ask Mako anything about Skraup reaction — 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