1,2-Dioxane

1,2-Dioxane or o-dioxane is an organic compound with the molecular formula (CH₂)₄O₂, classified as a cyclic peroxide. Its synthesis was reported in 1956 by Criegee and Müller, who prepared it by reacting butane-1,4-diol bis(methanesulfonate) with hydrogen peroxide and distilled it as a colorless liquid. Acids and bases decompose it to gamma-hydroxybutyraldehyde.^[1]

1,2-Dioxane

Names
Preferred IUPAC name 1,2-Dioxane
Other names o-Dioxane
Identifiers
CAS Number	5703-46-8
3D model (JSmol)	Interactive image
ChemSpider	122188
PubChem CID	138570
UNII	DK6UQU3A2W Y
CompTox Dashboard (EPA)	DTXSID50205644
SMILES C1CCOOC1
Properties
Chemical formula	C4H8O2
Molar mass	88.106 g·mol−1
Appearance	colorless liquid
Boiling point	116–117 °C (241–243 °F; 389–390 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Substituted 1,2-dioxanes have also been prepared, and some have been isolated from natural sources.^[2]

See also

• 1,3-Dioxane
• 1,4-Dioxane

References

1. Criegee, Rudolf; Müller, Gerhard (1956). "1,2-Dioxan". Chem. Ber. 89 (2): 238–240. doi:10.1002/cber.19560890209.
2. Parrish, Jonathan D.; Ischay, Michael A.; Lu, Zhan; Guo, Song; Peters, Noel R.; Yoon, Tehshik P. (2012). "Endoperoxide Synthesis by Photocatalytic Aerobic [2 + 2 + 2] Cycloadditions". Organic Letters. 14 (6): 1640–1643. doi:10.1021/ol300428q. PMC 3306464. PMID 22372647.