Balz–Schiemann reaction

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Balz-Schiemann reaction
Named after Günther Balz
Günther Schiemann
Reaction type Substitution reaction
Organic Chemistry Portal balz-schiemann-reaction
RSC ontology ID RXNO:0000127

The Schiemann reaction (also called the Balz–Schiemann reaction) is a chemical reaction in which anilines (1) are transformed to aryl fluorides (3) via diazonium fluoroborates (2).[1][2] Named after the German chemists Günther Schiemann and Günther Balz, this reaction is the preferred route to fluorobenzene and some related derivatives,[3] including 4-fluorobenzoic acid.[4]

The reaction is similar to the Sandmeyer reaction, which converts diazonium salts to other aryl halides.[5]


  1. ^ Günther Balz; Günther Schiemann (1927). "Über aromatische Fluorverbindungen, I.: Ein neues Verfahren zu ihrer Darstellung". Ber. 5 (60): 1186–1190. doi:10.1002/cber.19270600539. 
  2. ^ Roe, A. Org. React. 1949, 5, 193. (Review)
  3. ^ Flood, D. T. (1943). "Fluorobenzene". Org. Synth. ; Coll. Vol., 2, p. 295 
  4. ^ G. Schiemann; W. Winkelmüller (1943). "p-Fluorobenzoic Acid". Org. Synth. ; Coll. Vol., 2, p. 299 
  5. ^ Swain, C. G.; Rogers, R. J. (1975). "Mechanism of formation of aryl fluorides from arenediazonium fluoborates". J. Am. Chem. Soc. 97 (4): 799–800. doi:10.1021/ja00837a019.