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1,2,7,8-Tetrachlorodibenzo-p-dioxin

HCID 36934
NotesReactions
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
34816-53-0
Standard SMILES
Clc1cc2c(cc1Cl)Oc1c(ccc(Cl)c1Cl)O2
InChIKey
YDZCLBKUTXYYKS-UHFFFAOYSA-N
Molecular formula
C12H4Cl4O2
Average molar mass
322 g/mol
Monoisotopic mass
319.89654

Overview

1,2,7,8-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
1,2,7,8-Tetrachlorodibenzo-p-dioxin
IUPAC
1,2,7,8-tetrachlorodibenzo-p-dioxin
English name
1,2,7,8-Tetrachlorodibenzo-p-dioxin
Molecular formula
C12H4Cl4O2
Molecular weight
321.97

Names & synonyms

1,2,7,8-TETRACHLORODIBENZO-P-DIOXIN34816-53-02,3,6,7-TetrachlorodibenzodioxinDibenzo-p-dioxin, 1,2,7,8-tetrachloro-Dibenzo(b,e)(1,4)dioxin, 1,2,7,8-tetrachloro-61CLS478M1DTXSID3073478RefChem:71587DTXCID6038906CHEMBL137849BRN 15862031,2,7,8-TCDD
Show more names
2,3,6,7-TCDD1,2,7,8-tetrachloro-dibenzo-p-dioxi1,2,7,8-Tetrachlorodibenzo[1,4]dioxin2,3,6,7-TETRACHLORODIBENZO-PARA-DIOXIN1,2,7,8-TETRACHLORODIBENZO-PARA-DIOXINDibenzo[b,e][1,4]dioxin, 1,2,7,8-tetrachloro-1,2,7,8-Tetrachlorodibenzo-p-dioxin @50 μg/mL in Toluene
UNII-61CLS478M11,2,7,8-tetrachlorodibenzodioxin1,2,7,8-TETRACHLOROOXANTHRENEPCDD 39SCHEMBL103500712,3,6,7-TetrachlordibenzodioxinYDZCLBKUTXYYKS-UHFFFAOYSA-NBDBM50408315

Database identifiers

CAS
34816-53-0

Properties

Computed structural properties

XLogP
6
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

LogP6.38

Physicochemical properties

Melting point
189.36 °C · 189.36°C (estimate)
Boiling point
407.62 °C · 407.62°C (rough estimate)
Density
1.643 · 1.6430 (estimate)
refractive index
1.643 · 1.6430 (estimate)
Henry's Law Constant
7.8 · 7.8×10-1 mol/(m3Pa) at 25℃, Wang and Wong (2002)
FDA UNII
61 CLS478M1 · 61CLS478M1
EPA Substance Registry System
1 · 1,2,7,8-Tetrachlorodibenzo-p-dioxin (34816-53-0)

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 · 4 items

Warning

H302 (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 information

Hazard Classes and CategoriesAcute Tox. 4 (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 · 1 item

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 · 1 item

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 · 1 item

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)

Applications

Uses1,2,7,8-Tetrachlorodibenzo-p-dioxin is used as a standard in environmental testing and research into pesticides and impurities.

Suppliers7 total

上海稳同科技有限公司02151600108 13062666369 · [email protected]
天津阿尔塔科技有限公司022-6537-8550 15522853686 · [email protected]
艾吉析科技(上海)有限公司17721401538;17717235263 17721401538 · [email protected]
Shaanxi Didu New Materials Co. Ltd+86-86-17392712779 +86-13289823923 · [email protected]

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
PubChem CID
36934
DTXSID
DTXSID3073478
ChEMBL
CHEMBL137849
UNII
61CLS478M1
EC Number
110-499-8
Nikkaji
J74.781E
Toxicity Summary · 1 item

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 SymptomsIn addition to chloracne, CDD exposure causes skin rashes, discoloration, and excessive body hair. (L177)
Carcinogen Classification3, not classifiable as to its carcinogenicity to humans. (L135)
深圳聚合生化科技有限公司
+86-400-002-6226 · [email protected]
青岛腾龙微波科技有限公司0532-83818797 17669478191 · [email protected]
北京百灵威科技有限公司18210857532 18210857532 · [email protected]