Bechamp reaction

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In organic synthesis, the Bechamp reaction is used for producing arsonic acids from activated aromatic rings such as aniline. It was first described by A. J. Bechamp in 1863. The reaction is an electrophilic aromatic substitution, using arsenic acid as a reactant.
One example of an important arsonic acid is Roxarsone. This is 4-hydroxy-3-nitrobenzenearsonic acid. It exhibits an anticoccidial action and promotes growth in animals.5,6

Image:BechampReaction.png

[edit] References

  1. A. J. Bechamp, Compt. Rend. 56, 1172 (1863).
  2. P. Ehrlich and A. Bertheim, Ber. 40, 3292 (1907)
  3. H. P. Brown and C. S. Hamilton, J. Am. Chem. Soc. 56, 151 (1934)
  4. C. S. Hamilton and J. F. Morgan, Organic Reacrions II, pp 415, 428 (New York, 1944)
  5. Biology Online definition of Roxarsone
  6. Biotransformation of 3-Nitro-4-hydroxybenzene Arsonic Acid (Roxarsone) and Release of Inorganic Arsenic by Clostridium Species

John F. Stolz, Eranda Perera, Brian Kilonzo, Brian Kail, Bryan Crable, Edward Fisher, Mrunalini Ranganathan, Lars Wormer, and Partha Basu Environ. Sci. Technol.; 2007; 41(3) pp 818 - 823


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Biotransformation of 3-Nitro-4-hydroxybenzene Arsonic Acid (Roxarsone) and Release of Inorganic Arsenic by Clostridium Species John F. Stolz, Eranda Perera, Brian Kilonzo, Brian Kail, Bryan Crable, Edward Fisher, Mrunalini Ranganathan, Lars Wormer, and Partha Basu Environ. Sci. Technol.; 2007; 41(3) pp 818 - 823

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