1,2,3,9-Tetrachlorodibenzo-p-dioxin
Basic information
- CAS
71669-26-6- Standard SMILES
Clc1cc2c(c(Cl)c1Cl)Oc1c(Cl)cccc1O2- InChIKey
CMVHZKSHSHQJHS-UHFFFAOYSA-N- Molecular formula
- C12H4Cl4O2
- Average molar mass
- 322 g/mol
- Monoisotopic mass
- 319.89654
Overview
1,2,3,9-Tetrachlorodibenzo-p-dioxin is one of 75 chlorinated dibenzo-p-dioxin (CDD) congeners. CDDs are a class of manufactured chemicals that consist of dioxin skeletel structures with chlorine substituents. They are also persistent organic pollutants (POPs), thus their production is regulated in most areas. Dioxins occur as by-products from the manufacture of organochlorides, the bleaching of paper, chlorination by waste and drinking water treatment plants, municipal solid waste and industrial incinerators, and natural sources such as volcanoes and forest fires. (L177, L178)
Names & identifiers
- Preferred name
- 1,2,3,9-Tetrachlorodibenzo-p-dioxin
- IUPAC
- 1,2,3,9-tetrachlorodibenzo-p-dioxin
- English name
- 1,2,3,9-Tetrachlorodibenzo[1,4]dioxin
- Molecular formula
- C12H4Cl4O2
- Molecular weight
- 321.97
Names & synonyms
1,2,3,9-TETRACHLORODIBENZO-P-DIOXIN71669-26-61,2,3,9-tetrachlorooxanthreneUNII-338WW7175Q1,2,3,9-tetrachlorodibenzodioxin1,2,3,9-TCDD338WW7175Q1,2,3,9-tetrachloro dibenzo-p-dioxinDibenzo(b,e)(1,4)dioxin, 1,2,3,9-tetrachloro-Dibenzo-p-dioxin, 1,2,3,9-tetrachloroPCDD 31DTXSID2074089
Show more names
1,2,3,9-Tetrachlorodibenzo[1,4]dioxin1,2,3,9-Tetrachlorodibenzo[b,e][1,4]dioxinDibenzo[b,e][1,4]dioxin, 1,2,3,9-tetrachloro-
RefChem:71378DTXCID5047085Triclosan Impurity 10CMVHZKSHSHQJHS-UHFFFAOYSA-NNS001207461,2,3,9-tetrachlorodibenzo[b,e][1,4]dioxineQ27256247
Database identifiers
- CAS
71669-26-6- PubChem CID
- 51377
- DTXSID
DTXSID2074089- UNII
- 338WW7175Q
- EC Number
- 998-862-4
- Nikkaji
Properties
Computed structural properties
- XLogP
- 6.4
- Topological polar surface area
- 18.5 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 316
Experimental & physicochemical properties
LogP6.39
Physicochemical properties
- Boiling point
- 416.5 · 416.5±45.0 °C(Predicted)
- Density
- 1.643 · 1.643±0.06 g/cm3(Predicted)
- Henry's Law Constant
- 9.1 · 9.1×10-1 mol/(m3Pa) at 25℃, Wang and Wong (2002)
- FDA UNII
- 338 WW7175Q · 338WW7175Q
- EPA Substance Registry System
- 1 · 1,2,3,9-Tetrachlorodibenzo-p-dioxin (71669-26-6)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H400 (100%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]
P273, P391, 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 information
Hazard Classes and CategoriesAquatic Acute 1 (100%)
Safety & protection
Minimum Risk LevelAcute Oral: 0.0002 ug/kg/day (L134)
Intermediate Oral: 0.00002 ug/kg/day (L134)
Chronic Oral: 0.000001 ug/kg/day (L134)
Toxicology
TreatmentTreatment 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 RoutesOral (L177) ; inhalation(L177) ; dermal (L177)
Chemistry & industry
Pharmacology
Metabolism/Metabolites
CDDs are absorbed through oral, inhalation, and dermal routes of exposure. CDDs are carried in the plasma by serum lipids and lipoproteins, distributing mainly to the liver and adipose tissue. CDDs are very slowly metabolized by the microsomal monooxygenase system to polar metabolites that can undergo conjugation with glucuronic acid and glutathione. They may increase the rate of their own metabolism by inducing both phase I and phase II enzymes. The major routes of excretion of CDDs are the bile and the faeces, though smaller amounts are excreted in the urine and via lactation. (L177)
Uses & manufacturing
Uses
Dioxins occur as by-products from the manufacture of organochlorides, the bleaching of paper, chlorination by waste and drinking water treatment plants, municipal solid waste and industrial incinerators, and natural sources such as volcanoes and forest fires. (L177, L178)
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Compound notes
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