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
CAS Number
3D model (JSmol)
Beilstein Reference
 102532
ChEBI
ChemSpider
ECHA InfoCard 100.007.278
EC Number
  • 208-005-1
PubChem CID
RTECS number
  • JG8224000
UNII
UN number 1165
CompTox Dashboard (EPA)
Properties
Chemical formula
 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
GHS precautionary statements
 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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