Reductive dehalogenation

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Under reductive dehalogenation is meant the elimination of fluoride -, chloride -, bromide - or Iodidgruppen of an organic compound. This requires an electron donor , usually a metal ion , and a suitable bacterium (e.g. from the genus Dehalococcoides ). Such a reaction can look like this, for example:

4 Fe 2+ + 3 H 2 O + R- Cl → 4Fe 3+ + 3 OH - + H 2 + RH + Cl -

The organic substance (R – Cl) is reduced and the chlorine atom is replaced by a hydrogen atom.

With the help of reductive dehalogenation, pollutants in the soil can be broken down, which would otherwise be persistent under anaerobic conditions. This phenomenon is consciously promoted in the remediation of polluted sites.

The dehalogenation of haloparaffins takes place with sodium amalgam , Na x Hg y .

literature

  • Christian Schlimm (1995): Reductive dehalogenation of chlorinated hydrocarbons with metals in aqueous media , dissertation, Univ. Frankfurt am Main, Verlag Shaker, 128 pages. ISBN 978-3-8265-0755-7
  • Magnuson JK, Romine MF, Burris DR, Kingsley MT: Trichloroethene reductive dehalogenase from Dehalococcoides ethenogenes: sequence of tceA and substrate range characterization . In: Appl. Environ. Microbiol. . 66, No. 12, December 2000, pp. 5141-7. PMID 11097881 . PMC 92435 (free full text).
  • Schumacher W, Holliger C, Zehnder AJ, Hagen WR: Redox chemistry of cobalamin and iron-sulfur cofactors in the tetrachloroethene reductase of Dehalobacter restrictus . In: FEBS Lett . . 409, No. 3, June 1997, pp. 421-5. PMID 9224702 .

Individual evidence

  1. Fetzner S. (1998): Bacterial dehalogenation . Applied Microbiology and Biotechnology 50 (6): 633-657. doi : 10.1007 / s002530051346 .
  2. Otto-Albrecht Neumüller (Ed.): Römpps Chemie-Lexikon. Volume 4: M-Pk. 8th revised and expanded edition. Franckh'sche Verlagshandlung, Stuttgart 1985, ISBN 3-440-04514-5 , pp. 2727-2728.