HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2,7,8-Tetrachlorodibenzo-p-dioxin
2,3,6,7-TCDD · 1,2,7,8-TCDD · 1,2,7,8-Tetrachlorodibenzodioxin · 2,3,6,7-tetrachlorodibenzodioxin · 1,2,7,8-tetrachloro-dibenzo-p-dioxi · 1,2,7,8-Tetrachlorodibenzo[1,4]dioxin · 2,3,6,7-TETRACHLORODIBENZO-PARA-DIOXIN · 1,2,7,8-TETRACHLORODIBENZO-PARA-DIOXIN
Identifiers & Physical Properties
| CAS No. | 34816-53-0 |
|---|---|
| Molecular formula | C12H4Cl4O2 |
| Average molar mass | 322 g/mol |
| Monoisotopic mass | 319.89654 g/mol |
| SMILES | Clc1cc2c(cc1Cl)Oc1c(ccc(Cl)c1Cl)O2 |
| InChIKey | YDZCLBKUTXYYKS-UHFFFAOYSA-N |
| PubChem CID | 36934 |
| ChEMBL | CHEMBL137849 |
| EC No. | 110-499-8 |
| DTXSID | DTXSID3073478 |
Chemical & Physical Properties
| XLogP | 6 |
|---|---|
| Topological polar surface area | 18.5 |
| Hydrogen bond donors | 0 |
| Hydrogen bond acceptors | 2 |
| Rotatable bonds | 0 |
| Heavy atoms | 18 |
| Formal charge | 0 |
| Complexity | 316 |
| LogP (partition coefficient) | 6.38 |
| Melting point | 189.36°C (estimate) |
| Boiling point | 407.62°C (rough estimate) |
| Density | 1.6430 (estimate) |
| Refractive index | 1.6430 (estimate) |
| Henry's law constant | 7.8×10-1 mol/(m3Pa) at 25℃, Wang and Wong (2002) |
| FDA UNII | 61CLS478M1 |
| EPA Substance Registry System | 1,2,7,8-Tetrachlorodibenzo-p-dioxin (34816-53-0) |
Safety & Regulations
| GHS classification | WarningH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory. |
|---|---|
| Hazard Classes and Categories | Acute Tox. 4 (100%) |
| Minimum Risk Level | Acute Oral: 0.0002 ug/kg/day (L134) Intermediate Oral: 0.00002 ug/kg/day (L134) Chronic Oral: 0.000001 ug/kg/day (L134) |
| Treatment | Treatment of CDD exposure may include washing the area of contact, GI decontamination, administering an IV, or forced alkaline diuresis. (L346) |
| Health effects | Exposure to large amounts of CDDs causes chloracne, a severe skin disease with acne-like lesions that occur mainly on the face and upper body. CDDs may also cause liver damage and induce long-term alterations in glucose metabolism and subtle changes in hormonal levels. In addition, studies have shown that CDDs may disrupt the endocrine system and weaken the immune system, as well as cause reproductive damage and birth defects, central and peripheral nervous system pathology, thyroid disorders, endometriosis, and diabetes. (L177, L178) |
| Exposure routes | Oral (L177)inhalation(L177)dermal (L177) |
| Toxicity summary | CDDs cause their toxic effects by binding to the aryl hydrocarbon receptor and subsequently altering the trascription of certain genes. The affinity for the Ah receptor depends on the structure of the specific CDD. The change in gene expression may result from the direct interaction of the Ah receptor and its heterodimer-forming partner, the aryl hydrocarbon receptor nuclear translocator, with gene regulatory elements or the initiation of a phosphorylation/dephosphorylation cascade that subsequently activates other transcription factors. The affected genes include several oncogenes, growth factors, receptors, hormones, and drug-metabolizing enzymes. The change in transcription/translation of these genes is believed to be the cause of most of the toxic effects of CDDs. (L177) |
| Signs and Symptoms | In addition to chloracne, CDD exposure causes skin rashes, discoloration, and excessive body hair. (L177) |
Applications & Uses
Uses
1,2,7,8-Tetrachlorodibenzo-p-dioxin is used as a standard in environmental testing and research into pesticides and impurities.