Dibenzo-1,4-dioxin

See also: 1,4-Dioxin, Dioxins and dioxin-like compounds, and Polychlorinated dibenzodioxins

Dibenzo-p-dioxin
IUPAC name Dibenzo-1,4-dioxin
Other names Dibenzodioxin, Dibenzo-p-dioxin, Oxanthrene
Identifiers
CAS number	262-12-4 Y
ChemSpider	8861 Y
KEGG	C07732 Y
Jmol-3D images	Image 1
SMILES O1c3c(Oc2c1cccc2)cccc3
InChI InChI=1S/C12H8O2/c1-2-6-10-9(5-1)13-11-7-3-4-8-12(11)14-10/h1-8H Y Key: NFBOHOGPQUYFRF-UHFFFAOYSA-N Y InChI=1/C12H8O2/c1-2-6-10-9(5-1)13-11-7-3-4-8-12(11)14-10/h1-8H Key: NFBOHOGPQUYFRF-UHFFFAOYAJ
Properties
Molecular formula	C12H8O2
Molar mass	184.19 g mol−1
Appearance	White crystals
Melting point	122 °C, 395 K, 252 °F
Boiling point	283.5 °C, 557 K, 542 °F
Related compounds
Related compounds	dioxin 1,4-dioxin polychlorinated dibenzodioxins
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Dibenzo-p-dioxin (dibenzo-para-dioxin) or dibenzo-1,4-dioxin is an organic heterocyclic compound in which two benzene rings are connected by a 1,4-dioxin ring. Its molecular formula is C₁₂H₈O₂. The two oxygen atoms occupy opposite (para) positions in a six-membered dioxin ring.

Dibenzo-o-dioxin (dibenzo-1,2-dioxin)

The isomeric compound dibenzo-o-dioxin or dibenzo-1,2-dioxin has two adjacent oxygen atoms (ortho). As no detailed information is available on the dibenzo-ortho-dioxin isomer, it is expected to be highly unstable, with peroxide-like characteristics.

The general name dibenzodioxin usually refers to dibenzo-p-dioxin.

Dibenzodioxin forms the scaffold for the class of chemicals known collectively as dioxins, which include the potent toxins polychlorinated dibenzodioxins (PCDDs) such as 2,3,7,8-tetrachlorodibenzodioxin.

See also

• Thianthrene, the sulfur analog of dibenzodioxin
• 1,2-dioxane

References