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2,3,7,8-TETRACHLORODIBENZO-P-DIOXIN

2,3,7,8-TETRACHLORODIBENZO-P-DIOXIN Structure
CAS No.
1746-01-6
Chemical Name:
2,3,7,8-TETRACHLORODIBENZO-P-DIOXIN
Synonyms
DIOXIN;Dioxine;TCDD;2,3,7,8-TCDD;2,3,7,8-tetrachlorodibenzodioxin;Tetrachlorodibenzodioxin;tetrachlorodibenzo-p-dioxin;2,3,7,8-Tetrachlorodibenzo[b,e][1,4]dioxin;TCDBD;Dioksyny
CBNumber:
CB6739638
Molecular Formula:
C12H4Cl4O2
Molecular Weight:
321.97
MOL File:
1746-01-6.mol
Modify Date:
2023/6/8 9:03:05

2,3,7,8-TETRACHLORODIBENZO-P-DIOXIN Properties

Melting point 284-287°C
Boiling point 407.62°C (rough estimate)
Density 1.6430 (estimate)
vapor pressure 340 at 25 °C (Rodorf, 1985)
refractive index 1.6430 (estimate)
Flash point 4 °C
storage temp. Refrigerator
solubility Chloroform: Slightly soluble
form Colorless solids or crystals
color Colorless to white needles
Water Solubility 0.0193ug/L(22 ºC)
Henry's Law Constant 5.40 at 20 °C (approximate - calculated from water solubility and vapor pressure)
Exposure limits An IDLH of 1 ppb was recommended by Schroy et al. (1985).
CAS DataBase Reference 1746-01-6(CAS DataBase Reference)
IARC 1 (Vol. Sup 7, 69, 100F) 2012
EPA Substance Registry System 2,3,7,8-Tetrachlorodibenzo-p-dioxin (1746-01-6)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS02,GHS07,GHS08,GHS09
Signal word  Danger
Hazard statements  H225-H304-H315-H336-H361d-H373-H410
Precautionary statements  P210-P260-P280-P301+P310-P370+P378-P403+P235
Hazard Codes  F,Xn
Risk Statements  11-38-48/20-63-65-67
Safety Statements  36/37-62-46
RIDADR  2811
WGK Germany  3
HazardClass  6.1(a)
PackingGroup  I
Toxicity LD50 in male, female rats (mg/kg): 0.022, 0.045 orally (Schwetz)
NFPA 704
0
4 0

2,3,7,8-TETRACHLORODIBENZO-P-DIOXIN Chemical Properties,Uses,Production

Chemical Properties

White Solid

Uses

A toxic polychlorinated dibenzo-p-dioxin detected in domestic meat and poultry.

General Description

White crystals or tan crystalline powder.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

2,3,7,8-TETRACHLORODIBENZO-P-DIOXIN reaacts when exposed to ultraviolet light in solution in isooctane or n-octanol. Undergoes catalytic perchlorination .

Health Hazard

Chlorinated dibenzo-p-dioxins (CDDs) cause chloracne, may cause hepatotoxicity, immunotoxicity, reproductive toxicity, developmental toxicity, and central nervous system toxicity, and are considered to be a human carcinogen.
The most obvious health effect in humans for exposure to CDDs is chloracne, a severe skin disease characterized by follicular hyperkeratosis (comedones) occurring with or without cysts and pustules.2–4 Unlike adolescent acne, chloracne may affect almost every follicle in an involved area, and it may be more disfiguring than adolescent acne.

Fire Hazard

Literature sources indicate that 2,3,7,8-TETRACHLORODIBENZO-P-DIOXIN is nonflammable.

Pharmacology

TCDD and other chlorinated dibenzodioxins, dibenzofurans, and planar PCBs are thought to operate through a common mechanism. For humans and rodents, there is an initial binding to the aryl hydrocarbon (Ah) receptor. Binding to the receptor is a necessary (but not sufficient) event for the biological response. TCDD induces many responses, including induction of gene expression, altered metabolism, altered cell growth and differentiation, and disruption of steroid hormone and growth factor signal transduction pathways. The very diversity of tissue-selective and species-selective responses elicited by TCDD requires that the receptor (Ah) is part of a multicomponent system, and it is unlikely that the differences in dose-response are related solely to differences in Ah receptor concentrations or affinities in various species or tissues (29). It is considered that there is an inducible protein-binding site in the liver (30,31) known as CYP1A1 (30–34) because TCDD was not sequestered in the liver of transgenic mice that lack P450 1A2 gene.

Safety Profile

Confirmed carcinogen with experimental carcinogenic, neoplastigenic, tumorigenic, and teratogenic data. One of the most toxic synthetic chemicals. A deadly experimental poison by ingestion, skin contact, and intraperitoneal routes. Human systemic effects by skin contact: allergic dermatitis. Experimental reproductive effects. Human mutation data reported. An eye irritant. TCDD is the most toxic member of the 75 dioxins. It causes death in rats by hepatic cell necrosis. Death can follow a lethal dose by weeks. Acute and subacute exposure result in wasting, hepatic necrosis, thymic atrophy, hemorrhage, lymphoid depletion, chloracne. A by-product of the manufacture of polychlorinated phenols. It is found at low levels in 2,4,5-T, 2,4,5-trichlorophenol, and hexachlorophene. It is also formed during various combustion processes. Incineration of chemical wastes, including chlorophenols, chlorinated benzenes, and biphenyl ethers, may result in the presence of TCDD in flue gases, fly ash, and soot particles. It is immobile in contaminated soil and may be retained for years. TCDD has the potential for bio-accumulation in animals. An accident in Seveso, Italy, and inadvertent soil contamination in Mmouri have resulted in abandonment of the contaminated areas. When heated to decomposition it emits toxic fumes of Cl-.

Potential Exposure

TCDD is primarilly a research chemical. As noted above, TCDD is an inadvertent contaminant in herbicide precursors and thus in the herbicides themselves. It is also formed during various combustion processes including the incineration of chemical wastes (chlorophenols, chlorinated benzenes, and biphenyl ethers). It may be found in flue gases, fly ash, and soot particles. It is highly persistent in soil, and contamination may be retained for years. TCDD is the most toxic of all the dioxins, and has the potential for bio-accumulation in animals. Thus, it is applied in herbicide formulations, but is not used per se. It has been estimated that approximately 2 million acres in the United States have been treated for weed control on one or more occasions with approximately 15 million pounds of TCDD contaminated 2,4,5,-T, 2,4,-D, or combinations of the two.

Carcinogenicity

2,3,7,8-Tetrachlorodibenzo-p-dioxin (TCDD) is known to be a human carcinogen based on sufficient evidence of carcinogenicity from studies in humans, both epidemiological and on the mechanism of carcinogenesis. TCDD was first listed in the Second Annual Report on Carcinogens as reasonably anticipated to be a human carcinogen. Subsequently, a number of studies were published that examined cancer in human populations exposed to TCDD occupationally or through industrial accidents. A concerted research effort examined the molecular and cellular events that occur in tissues of humans and animals exposed to TCDD. Based on the new information, the listing was revised to known to be a human carcinogen in the January 2001 addendum to the Ninth Report on Carcinogens.

Metabolism

Absorption. TCDD is retained in all tissues. The highest retention is in fat and liver. Penetration values into human skin are low. For example, a dose of 6.5 ng/cm2 in acetone gave a rate of 5 g/cm2/h. Transfer to the fetus has been observed (43). Absorption rates after single dose in the diet were 50 to 70–90% (44–48). Rates in rats were lower (50–60%) when administered in the diet for more than 6 weeks (49), compared with a single-dose absorption rate of 70% (46).
Distribution. The major storage sites are liver and adipose tissue. The skin can act as an important storage site, and high concentrations can also be found in the adrenals (1). After one day of exposure for rats, mice, hamsters and guinea pigs, 25–70% of the dose was stored in the liver (41).
Excretion. Excretion is mostly fecal. Breast milk can be a route of elimination. Whole body half-lives were from 17 to 31 days in rat studies (46–52). Mice had lower halflives (53,54). Female rhesus monkeys with four years of dietary exposure had a longer half-life (391 days) (55,56). These half-lives are very fast considering human half-lives of 5.8–11.3 years (cited earlier).

Incompatibilities

Decomposes in ultraviolet (UV) light.

2,3,7,8-TETRACHLORODIBENZO-P-DIOXIN Preparation Products And Raw materials

DIBENZO-PARA-DIOXIN,2,3,7,8-TETRACHLORO- 2,3,7,8-TETRACHLORO-DIBENZO-PARA-DIOXIN 2,3,7,8-TETRACDD DIOXIN-TCDD 2,3,7,8-TETRACHLORODIBENZO-P-DIOXIN 1X1M L TOL 10UG/ML Dibenzo[b,e][1,4]dioxin, 2,3,7,8-tetrachloro- Dibenzo-p-dioxin, 2,3,7,8-tetrachloro- Dioksyny dioksyny(polish) Dioxin (herbicide contaminant) dioxin(2,3,7,8-tcdd) 2,3,7,8-TETRACHLORO-PARA-DIBENZODIOXIN 2,3,7,8-Tetrachlorodibenzo-p-dioxin solution 2,3,7,8-Tetrachloro-p-dioxin 2,3,7,8-tetrachlorodibenzodioxine 2,3,6,7-Tetrachlorodibenzo-p-dioxin 2,3,7,8-Czterochlorodwubenzo-p-dwuoksyny 2,3,7,8-czterochlorodwubenzo-p-dwuoksyny(polish) 2,3,7,8-Tetrachlorodibenzo(b,e)(1,4)dioxan 2,3,7,8-tetrachlorodibenzo(b,e)(1,4)dioxin 2,3,7,8-Tetrachlorodibenzo-1,4-Dioxin 2,3,7,8-tetrachloro-dibenzo-p-dioxi 2,3,7,8-tetrachlorodibenzo-p-dioxin(tcdd) 2,3,7,8-tetrachlorodibenzo-p-dioxin(tcdd)6a 2,3,7,8-Tetrachlorooxanthrene 2,3,7,8-tetrachlrodibenzo-p-dioxin 2,3,7,8-tetrachlrodibenzo-p-dioxin(tcdd) dioxin(herbicidecontaminant) e)(1,4)dioxin,2,3,7,8-tetrachloro-dibenzo( NCI-C03714 TCDBD Tetradioxin 2,3,7,8-TETRACHLORODIBENZO-P-DIOXANE 2,3,7,8-TETRACHLORODIBENZO-P-DIOXIN 2,3,7,8-tetrachlorodibenzo-p-dioxin (qualitative standard) solution 2,3,6,7-tetrchlorodibenzo-dioxin 2,3,7,8-TCDD 2,3,7,8-Tetrachlorodibenzo[b,e][1,4]dioxin 2,3,7,8-tetrachlorodibenzodioxin Dioxine Tetrachlorodibenzodioxin tetrachlorodibenzo-p-dioxin TCDD DIOXIN 2,3,7,8-TETRACHLORODIBENZO-P-DIOXIN (50 UG/ML IN TOLUENE) Triclosan Impurity 7 1746-01-6 Aromatics Heterocycles