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Weerman degradation



The Weerman degradation is an organic reaction in carbohydrate chemistry in which an aldonamide (derived from an aldonic acid) is degraded by sodium hypochlorite forming a new sugar with one less carbon. The reaction is named after R.A. Weeman [1]

Additional recommended knowledge

The reaction mechanism is that of the related Hofmann degradation. One study demonstrated the direct oxidation of glucose to arabinose by the same sodium hypochlorite skipping the aldonic acid and aldoamide steps.[2]

References

  1. ^ R. A. Veerman, Rec. Trav. Chim., 37, 16 (1917).
  2. ^ Preparation of D-Arabinose from D-Glucose with HypochloriteRoy L. Whistler and Richard Schweiger J. Am. Chem. Soc.; 1959; 81(19) pp 5190 - 5192; doi:10.1021/ja01528a042

See also

  • Curtius rearrangement
  • Hofmann degradation
  • Ruff-Fenton degradation
  • Wohl degradation
 
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Weerman_degradation". A list of authors is available in Wikipedia.
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