A polychlorinated dibenzofuran and dioxin
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2,3,7,8-Tetrachlorodibenzofuran

Item No. 38393

Technical Information
CAS Number
51207-31-9
Synonyms
  • PCDF 83
  • 2,3,7,8-TCDF
  • TCDF
Molecular Formula
C12H4Cl4O
Formula Weight
Purity
≥90%
Formulation
A solid
DMSO: Slightly soluble (heated)Methanol: Slightly soluble (heated)
SMILES
ClC1=C(Cl)C=C2C3=C(C=C(C(Cl)=C3)Cl)OC2=C1
InChi Code
InChI=1S/C12H4Cl4O/c13-7-1-5-6-2-8(14)10(16)4-12(6)17-11(5)3-9(7)15/h1-4H
InChi Key
KSMVNVHUTQZITP-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    2,3,7,8-Tetrachlorodibenzofuran is a polychlorinated dibenzofuran and dioxin.1 It is a byproduct in the synthesis of polychlorinated biphenyls and produced by municipal waste incinerators and open burn sites.1,2 2,3,7,8-Tetrachlorodibenzofuran (1 µg/kg per day) increases hepatic levels of triglycerides, phospholipids, and ceramides and induces hepatic endoplasmic reticulum stress in mice.3 It induces weight loss and mortality in guinea pigs when administered at a dose of 10 µg/kg.4 Intraperitoneal administration of 2,3,7,8-tetrachlorodibenzofuran (0.4 mg/kg) increases the number of fetal mice with cleft palates, as well as induces kidney swelling and increases the number of reabsorbed or dead fetuses in pregnant dams.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Moron, M., Sundström, G., and Wachtmeister, C.A. Polycholorinated biphenyls. VI. 2,3,7,8-tetrachlorodibenzofuran, a critical byproduct in the synthesis of 2,2',4,4',5,5'-hexachlorobiphenyl by the Ullmann reaction. Acta Chem. Scand. 27(8), 3121-3122 (1973).

    2. Harnly, M., Stephens, R., McLaughlin, C., et alPolychlorinated dibenzo-p-dioxin and dibenzofuran contamination at metal recovery facilities, open burn sites, and a railroad car incineration facility. Environ. Sci. Technol. 29(3), 667-684 (1995).

    3. Yuan, P., Dong, M., Lei, H., et alTargeted metabolomics reveals that 2,3,7,8-tetrachlorodibenzofuran exposure induces hepatic steatosis in male mice. Environ. Pollut. 259, 113820 (2020).

    4. Ioannou, Y.M., Birnbaum, L.S., and Matthews, H.B. Toxicity and distribution of 2,3,7,8-tetrachlorodibenzofuran in male guinea pigs. J. Toxicol. Environ. Health 12(4-6), 541-553 (1983).

    5. Hassoun, E., d'Argy, R., and Dencker, L. Teratogenicity of 2,3,7,8‐tetrachlorodibenzofuran in the mouse. J. Toxicol. Environ. Health 14(2-3), 337-351 (1984).