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Malonic anhydride

Malonic anhydride or oxetane-2,4-dione is an organic compound with chemical formula C3H2O3 or CH2(CO)2O. It can be viewed as the anhydride of malonic acid, or a double ketone of oxetane.

Malonic anhydride was first synthesized in 1988 by ozonolysis of diketene. Some derivatives, such as 3,3-dimethyl-oxetane-2,4-dione, are known.

References

References

  1. Cotton, F. A.; Wilkinson, G. (1988) ''Advanced Inorganic Chemistry'', 5th edn. Wiley
  2. H. Mark Perks and Joel F. Liebman. (2000). "Paradigms and Paradoxes: Aspects of the Energetics of Carboxylic Acids and Their Anhydrides". Structural Chemistry.
  3. Charles L. Perrin; Arrhenius, T (1978). J. Am. Chem. SOC. volume 100, pages 5249-5251.
  4. Ribeiro da Silva, M. A. J.; Monte, M. J. S.; Ribeiro, J. R.(1999) ''J. Chem.Thermodyn.'' 31, 1093.
  5. Charles L. Perrin, Douglas Magde, Sylvia J. Berens, Julie Roque (1980), ''Raman spectrum of a malonic anhydride''. (Actually, of 3,3-dimethyl-oxetane-2,4-dione.) J. Org. Chem., volume 45 issue 9, pp 1705–1706. {{doi. 10.1021/jo01297a044.
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carboxylic-anhydrides four-membered-rings substances-discovered-in-the-1980s
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