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2,3,7,8-Tetrachlorodibenzo-p-dioxin

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Identification
Molecular formula
C12H4Cl4O2
CAS number
1746-01-6
IUPAC name
2,3,7,8-tetrachlorodibenzo-p-dioxin
State
State

2,3,7,8-Tetrachlorodibenzo-p-dioxin is a solid at room temperature. This state is typical for chlorinated compounds of this kind, contributing to their persistence in the environment.

Melting point (Celsius)
305.50
Melting point (Kelvin)
578.65
Boiling point (Celsius)
305.50
Boiling point (Kelvin)
578.65
General information
Molecular weight
321.98g/mol
Molar mass
321.9760g/mol
Density
1.8270g/cm3
Appearence

2,3,7,8-Tetrachlorodibenzo-p-dioxin (TCDD) is typically seen as a crystalline solid. It is well known for its lack of color and crystalline texture, which is notably consistent with its dioxin relatives.

Comment on solubility

Solubility of 2,3,7,8-tetrachlorodibenzo-p-dioxin

2,3,7,8-tetrachlorodibenzo-p-dioxin, often referred to as TCDD, displays interesting solubility characteristics that are crucial for understanding its behavior in various environments.

Solubility Properties

  • Water Solubility: TCDD is known for its very low solubility in water, which is approximately 0.001 ppb (parts per billion). This makes it difficult for the compound to disperse in aquatic systems.
  • Organic Solvents: The dioxin is more soluble in organic solvents, such as:
    • Chloroform
    • Benzene
    • Carbon tetrachloride
  • Soil and Sediments: TCDD tends to adsorb strongly to organic matter in soil and sediments, resulting in a high affinity for these matrices and making it persistent in the environment.

This solubility behavior raises several environmental and health considerations, particularly because the compound can bioaccumulate in living organisms. An important phrase often associated with TCDD is, "what dissolves can often cause harm." Understanding its solubility allows for better risk assessments and remediation strategies.

Interesting facts

Interesting Facts about 2,3,7,8-Tetrachlorodibenzo-p-dioxin

2,3,7,8-Tetrachlorodibenzo-p-dioxin, commonly referred to as TCDD, is a highly controversial and well-studied chemical compound. Its notoriety primarily stems from its classification as a persistent organic pollutant and its potent toxicity.

Classification and Toxicity

TCDD is considered one of the most toxic compounds known to science. Its effects on human health and the environment have been subjects of extensive research, leading to the following critical observations:

  • Health Risks: Exposure to TCDD is linked to a range of adverse health effects, including cancer, reproductive disorders, and immune system damage.
  • Environmental Persistence: This compound does not break down easily in the environment, leading to bioaccumulation in the food chain and posing long-term ecological risks.
  • Regulatory Attention: Due to its harmful effects, TCDD has drawn significant attention from environmental agencies worldwide, leading to strict regulations on its release into the environment.

Historical Context

TCDD gained prominence during the investigation of the herbicide Agent Orange, used during the Vietnam War. The discovery of TCDD as a contaminant in this compound has led to major health concerns for veterans and civilians alike, illustrating the profound impact industrial chemicals can have on human lives.

Mechanism of Action

From a biochemical standpoint, TCDD functions by binding to the aryl hydrocarbon receptor (AhR) in cells. This interaction leads to:

  • Disruption of normal cellular processes
  • Altered gene expression
  • Induction of inflammatory responses

This mechanism sheds light on the compound's ability to induce toxicity and its long-term biological effects in exposed individuals.

Research and Future Directions

Ongoing research continues to explore the full scope of TCDD's effects, including:

  • Its implications for wildlife
  • Potential remediation strategies in contaminated sites
  • Long-term health studies of populations affected by exposure

In conclusion, 2,3,7,8-tetrachlorodibenzo-p-dioxin exemplifies the complex interplay between chemical compounds, environmental integrity, and human health. Its study serves as a critical reminder of the need for stringent chemical management and the development of safer alternatives.

Synonyms
2,3,7,8-TETRACHLORODIBENZO-P-DIOXIN
1746-01-6
Tetradioxin
Dioxine
TCDBD
2,3,7,8-TCDD
2,3,7,8-Tetrachlorodibenzodioxin
2,3,7,8-Tetrachlorooxanthrene
Dioksyny
Dioksyny [Polish]
NCI-C03714
PCDD 48
2,3,7,8-Tetrachlorodibenzo-1,4-dioxin
Dioxin (herbicide contaminant)
Dibenzo-p-dioxin, 2,3,7,8-tetrachloro-
CCRIS 576
2,3,7,8-Tetrachlorodibenzo(b,e)(1,4)dioxin
HSDB 4151
Dibenzo(b,e)(1,4)dioxin, 2,3,7,8-tetrachloro-
EINECS 217-122-7
UNII-DO80M48B6O
2,3,7,8-Tetrachlorodibenzo[b,e][1,4]dioxin
BRN 0271116
DO80M48B6O
DTXSID2021315
CHEBI:28119
2,3,7,8-Czterochlorodwubenzo-p-dwuoksyny
2,3,7,8-tetrachlorodibenzodioxine
2,3,7,8-Czterochlorodwubenzo-p-dwuoksyny [Polish]
DTXCID001315
Dioksyny (Polish)
Dibenzo[b,e][1,4]dioxin, 2,3,7,8-tetrachloro-
2,3,7,8-Tetrachloro-Dibenzo[1,4]Dioxine
2,3,7,8-Tetrachlorodibenzo(b,e)(1,4)dioxan
TETRACHLORODIBENZO-P-DIOXIN, 2,3,7,8-
2,3,7,8-TETRACHLORODIBENZO-P-DIOXIN [HSDB]
2,3,7,8-Tetrachloro-Dibenzo(1,4)Dioxine
2,3,7,8-Czterochlorodwubenzo-p-dwuoksyny (Polish)
Dibenzo (b,e) (1,4)dioxin, 2,3,7,8-tetrachloro-
Dibenzo [b,e] [1,4]dioxin, 2,3,7,8-tetrachloro-
Tetrachlorodibenzo-1,4-dioxin
2,3,7,8-:tetrachlorodibenzo-p-dioxin
Tetrachlorodibenzopdioxin
2,3,7,8Tetrachlorodibenzodioxin
2,3,7,8Tetrachlorodibenzopdioxin
2,3,6,7-Ttetrachlorodibenzodioxin
2,3,7,8TCDD
2,3,7,8-Tetrachloro-1,4-dioxin
Dibenzopdioxin, 2,3,7,8tetrachloro
2,3,7,8Tetrachlorodibenzo1,4dioxin
2,3,7,8Czterochlorodwubenzopdwuoksyny
USEPA/OPP Pesticide Code: 600000
2,3,7,8-Tetrachloro(b,e)dibenzodioxin
2,3,7,8-Tetrachloro(b,f)dibenzodioxin
2,3,7,8Tetra polychlorinated dibenzopdioxin
2,3,7,8Tetrachlorodibenzo(b,e)(1,4)dioxin
Dibenzo(b,e)(1,4)dioxin, 2,3,7,8tetrachloro
217-122-7
TCDD
Dioxin
Tetrachlorodibenzodioxin
2,3,7,8-Tetrachloro-p-dioxin
C-132,3,7,8-TCDD
TCDD [MI]
SCHEMBL8939
[3H]-TCDD
56795-67-6
CHEMBL30327
GTPL9642
BDBM23927
2,3,7,8-Tetrachlorooxanthrene #
Tox21_202792
NSC767477
AKOS022181518
FT28070
NSC-767477
NCGC00260338-01
2,3,7,8-Tetrachlorodibenzo[1,4]dioxin
CAS-1746-01-6
DB-239453
NS00020755
C07557
Q52822
2,3,7,8-Tetrachloro-dibenzo[b,e][1,4]dioxin
BRD-K90697689-001-01-5
2,3,7,8-Tetrachlorodibenzo-p-dioxin 10 microg/mL in Toluene
METHOD 1613 CLEAN UP STANDARD 10X STOCK SOLUTION (37CL4