1,3-Dioxane

1,3-Dioxane
Names
	Preferred IUPAC name 1,3-Dioxane
	Other names Formaldehyde trimethylene acetal
Identifiers
CAS Number	505-22-6;
3D model (JSmol)	Interactive image;
Beilstein Reference	102532
ChEBI	CHEBI:46924;
ChemSpider	10018;
ECHA InfoCard	100.007.278
EC Number	208-005-1;
PubChem CID	10450;
RTECS number	JG8224000;
UNII	B2C8M17I09;
UN number	1165
CompTox Dashboard (EPA)	DTXSID3025174 ;
	InChI InChI=1S/C4H8O2/c1-2-5-4-6-3-1/h1-4H2 Key: VDFVNEFVBPFDSB-UHFFFAOYSA-N;
	SMILES C1COCOC1;
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 labelling:
Pictograms
Signal word	Danger
Hazard statements	H225, H302, H312, H315, H332
Precautionary statements	P210, P233, P240, P241, P242, P243, P261, P264, P270, P271, P280, P301+P312, P302+P352, P303+P361+P353, P304+P312, P304+P340, P312, P321, P322, P330, P332+P313, P362, P363, P370+P378, P403+P235, P501
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

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.

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]

References[]

^ Sigma-Aldrich Co., 1,3-Dioxane 97%.
^ 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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[S-1] Sigma-Aldrich Co., 1,3-Dioxane 97%.

[Greene-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.

[1]

[2]

1,3-Dioxane

See also[]

References[]