Dibenzo-1,4-dioxin

Dibenzo-p-dioxin

Names
IUPAC name Dibenzo-1,4-dioxin
Other names Dibenzodioxin, Dibenzo-p-dioxin, Oxanthrene
Identifiers
CAS Number	262-12-4
3D model (Jmol)	Interactive image
ChemSpider	8861
ECHA InfoCard	100.005.432
KEGG	C07732
InChI InChI=1S/C12H8O2/c1-2-6-10-9(5-1)13-11-7-3-4-8-12(11)14-10/h1-8H Key: NFBOHOGPQUYFRF-UHFFFAOYSA-N 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
SMILES O1c3c(Oc2c1cccc2)cccc3
Properties
Chemical formula	C12H8O2
Molar mass	184.19 g·mol^−1
Appearance	White crystals
Melting point	122 °C (252 °F; 395 K)
Boiling point	283.5 °C (542.3 °F; 556.6 K)
Solubility in water	0.901 g/L (25 °C)
Related compounds
Related compounds	polychlorinated dibenzodioxins ("dioxin"), dioxins and dioxin-like compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Dibenzo-1,4-dioxin, also dibenzodioxin or dibenzo-p-dioxin (dibenzo-para-dioxin), is a polycyclic heterocyclic organic 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 the six-membered dioxin ring.

Dibenzodioxin is the carbon skeleton of the poisonous polychlorinated dibenzodioxins (PCDDs), often called dioxins. The most harmful PCDD is 2,3,7,8-tetrachlorodibenzodioxin (TCDD). Dioxins and dioxin-like compounds is a category of pollutants that includes PCDDs and other compounds that have similar structure, toxicity, and persistence. Dibenzodioxin is also the skeleton of the polybrominated dibenzodioxins.

Isomer

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

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

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

See also

• Thianthrene, the sulfur analog of dibenzodioxin

References

External links

• Dibenzo-1,4-dioxin in the ChemIDplus database