2,3,7,8-Tetrachlorodibenzodioxin

2,3,7,8-Tetrachlorodibenzodioxin
Names
Preferred IUPAC name
2,3,7,8-Tetrachlorooxanthrene
Other names
2,3,7,8-Tetrachlorodibenzo[b,e][1,4]dioxine
Tetradioxin
Tetrachlorodibenzodioxin
Tetrachlorodibenzo-p-dioxin
Identifiers
3D model (JSmol)
Abbreviations TCDD; TCDBD
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.015.566
KEGG
PubChem CID
UNII
  • InChI=1S/C12H4Cl4O2/c13-5-1-9-10(2-6(5)14)18-12-4-8(16)7(15)3-11(12)17-9/h1-4H Y
    Key: HGUFODBRKLSHSI-UHFFFAOYSA-N Y
  • InChI=1/C12H4Cl4O2/c13-5-1-9-10(2-6(5)14)18-12-4-8(16)7(15)3-11(12)17-9/h1-4H
    Key: HGUFODBRKLSHSI-UHFFFAOYAA
SMILES
  • ClC1=C(Cl)C=C2OC(C=C(C(Cl)=C3)Cl)=C3OC2=C1
Properties
C12H4Cl4O2
Molar mass 321.96 g·mol−1
Appearance Colorless to white crystalline solid
Density 1.8 g/cm3
Melting point 305 °C (581 °F; 578 K)
0.2 μg/L
log P 6.8
Vapor pressure 1.5 × 10−9 mmHg
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 Developmental toxicant, Carcinogenic
GHS labelling:
Danger
H225, H304, H315, H336, H361, H373, H401, H410
P201, P202, P210, P233, P240, P241, P242, P243, P260, P264, P271, P273, P280, P301+P310, P303+P361+P353, P304+P340+P312, P308+P313, P331, P332+P313, P362+P364, P370+P378, P391, P403+P233, P403+P235, P405, P501
NFPA 704 (fire diamond)
4
1
0
Flash point 164.2 °C (327.6 °F; 437.3 K)
NIOSH (US health exposure limits):
PEL (Permissible)
 none
REL (Recommended)
 Ca
IDLH (Immediate danger)
 N.D.
Safety data sheet (SDS) MSDS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references
See also: Dioxins and dioxin-like compounds

2,3,7,8-Tetrachlorodibenzo-p-dioxin (TCDD) is a polychlorinated dibenzo-p-dioxin (sometimes shortened, though inaccurately, to simply 'dioxin') with the chemical formula C12H4Cl4O2. Pure TCDD is a colorless solid with no distinguishable odor at room temperature. It is usually formed as an unwanted product in burning processes of organic materials or as a side product in organic synthesis.

TCDD is the most potent compound (congener) of its series (polychlorinated dibenzodioxins, known as PCDDs or simply dioxins) and became known as a contaminant in Agent Orange, a herbicide used in the Vietnam War. TCDD was released into the environment in the Seveso disaster. It is a persistent organic pollutant.

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