Dibenzo-1,4-dioxin
Names | |
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Preferred IUPAC name
Oxanthrene[1] | |
Other names
Dibenzodioxin,
Dibenzo-p-dioxin, Dibenzo-1,4-dioxin | |
Identifiers | |
3D model (JSmol)
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143227 | |
ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.005.432 |
EC Number |
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280302 | |
KEGG | |
PubChem CID
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UNII | |
UN number | 3077 |
CompTox Dashboard (EPA)
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Properties | |
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) |
0.901 g/L (25 °C) | |
Hazards | |
GHS labelling: | |
Warning | |
H302, H411 | |
P264, P270, P273, P301+P312, P330, P391, P501 | |
Related compounds | |
Related compounds
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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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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
[edit]The general name dibenzodioxin usually refers to dibenzo-p-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
[edit]- Thianthrene, the sulfur analog of dibenzodioxin
References
[edit]This article needs additional citations for verification. (December 2021) |
- ^ International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. p. 216. doi:10.1039/9781849733069-00130. ISBN 978-0-85404-182-4.