1,3-Dioxane

1,3-Dioxane or m-dioxane is a chemical compound with the molecular formula C4H8O2.[1] It is a saturated six-membered heterocycle with two oxygen atoms in place of carbon atoms at the 1- and 3- positions. The corresponding five-membered rings are known as 1,3-dioxolanes.

1,3-Dioxane
Names
Other names
Formaldehyde trimethylene acetal
Identifiers
3D model (JSmol)
102532
ChEBI
ChemSpider
ECHA InfoCard 100.007.278
EC Number
  • 208-005-1
RTECS number
  • JG8224000
UNII
UN number 1165
Properties
C4H8O2
Molar mass 88.106 g·mol−1
Melting point −42 °C (−44 °F; 231 K)
Boiling point 103 °C (217 °F; 376 K)
Hazards
GHS pictograms
GHS Signal word Danger
GHS hazard statements
 H225, H302, H312, H315, H332
P210, P233, P240, P241, P242, P243, P261, P264, P270, P271, P280, P301+312, P302+352, P303+361+353, P304+312, P304+340, P312, P321, P322, P330, P332+313, P362, P363, P370+378, P403+235
Flash point 2 °C (36 °F; 275 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Like 1,3-dioxolanes, 1,3-dioxanes are acetals which can be used as protecting groups for carbonyl compounds. They are prepared from the reaction between carbonyl compounds (formaldehyde for the parent 1,3-dioxane) and 1,3-propanediol in the presence of Brönsted or Lewis acid catalysts.[2]

See also

References
  1. Sigma-Aldrich Co., 1,3-Dioxane 97%.
  2. Greene, Theodora W.; Wuts, Peter G. M. (1999). "1,3-Dioxanes, 1,3-Dioxolanes". Greene's Protective Groups in Organic Synthesis (3rd ed.). Wiley-Interscience. pp. 308–322, 724–727. ISBN 9780471160199. Archived from the original on December 7, 2016. Retrieved June 12, 2020.
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