Dibenzo-1,4-dioxin

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.

Dibenzo-p-dioxin
Names
IUPAC name
Dibenzo-1,4-dioxin
Other names
Dibenzodioxin,
Dibenzo-p-dioxin,
Oxanthrene
Identifiers
CAS Number
3D model (JSmol)
Beilstein Reference
143227
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.005.432
EC Number
  • 205-974-2
Gmelin Reference
280302
KEGG
PubChem CID
UNII
UN number 3077
CompTox Dashboard (EPA)
Properties
Chemical formula
C12H8O2
Molar mass 184.194 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)
Hazards
GHS pictograms
GHS Signal word Warning
GHS hazard statements
H302, H411
GHS precautionary statements
P264, P270, P273, P301+312, P330, P391, P501
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

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

References