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Dioxalin

From Wikipedia, the free encyclopedia
Dioxalin
Names
IUPAC name
5-(Hydroxymethyl)-1,4-dioxane-2,3-dione
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C5H6O5/c6-1-3-2-9-4(7)5(8)10-3/h3,6H,1-2H2
    Key: LLQXEQGCIRCAQO-UHFFFAOYSA-N
  • OCC1COC(=O)C(=O)O1
Properties
C5H6O5
Molar mass146.098 g·mol−1
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
Chemical compound

Dioxalin is a reaction product ofglycerol withoxalic acid at 533K. ItsIUPAC name is 5-(hydroxymethyl)-1,4-dioxane-2,3-dione. Dioxalin readily loses two molecules of carbon dioxide at this high temperature to formallyl alcohol and therefore offers a method for conversion of glycerol to allyl alcohol.[1][2][3]

References

[edit]
  1. ^Chattaway, Frederick Daniel (1915)."XLVII.—The preparation of allyl alcohol".J. Chem. Soc., Trans.107:407–410.doi:10.1039/CT9150700407.
  2. ^Coffey, Samuel; Ward, Charles Frederick (1921)."CXLVIII.—The preparation of some allyl compounds".J. Chem. Soc., Trans.119:1301–1306.doi:10.1039/CT9211901301.
  3. ^Arora, Amit (2006).Carbohydrates and Proteins. Discovery Publishing House. p. 48.ISBN 978-81-8356-178-5.
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