Skraup reaction

From Wikipedia, the free encyclopedia
(Redirected from Skraup synthesis)
Jump to navigation Jump to search

Template:Short description Template:Reactionbox 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.[1][2][3][4]

The Skraup reaction
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.[5] Arsenic acid may be used instead of nitrobenzene and the former is better since the reaction is less violent.[6]

Mechanism

File:Skraup Reaktion glycerin V1-Seite001.svg
File:Skraup quinoline synthesis mechanism.svg

See also

References

  1. Script error: No such module "Citation/CS1".
  2. Script error: No such module "Citation/CS1".
  3. Script error: No such module "Citation/CS1".
  4. Script error: No such module "Citation/CS1".
  5. Template:OrgSynth
  6. Script error: No such module "citation/CS1".