Chemistry:Dioxalin

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Dioxalin
Dioxalin.svg
Names
IUPAC name
5-(Hydroxymethyl)-1,4-dioxane-2,3-dione
Identifiers
3D model (JSmol)
Properties
C5H6O5
Molar mass 146.098 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Tracking categories (test):

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

References

  1. Chattaway, Frederick Daniel (1915). "XLVII.—The preparation of allyl alcohol". J. Chem. Soc., Trans. 107: 407–410. doi:10.1039/CT9150700407. https://zenodo.org/record/2475515. 
  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. https://zenodo.org/record/1670183. 
  3. Arora, Amit (2006) (in en). Carbohydrates and Proteins. Discovery Publishing House. p. 48. ISBN 978-81-8356-178-5. https://books.google.com/books?id=9bSz1ZkJ41AC&pg=PA48.