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hexachlorobenzene
Sign in to saveAlso known as perchlorobenzene, phenyl perchloryl, 1,2,3,4,5,6-hexachlorobenzene, pentachlorophenyl chloride
Hexachlorobenzene, or perchlorobenzene, is an aryl chloride and a six-substituted chlorobenzene with the molecular formula C6Cl6. It is a fungicide formerly used as a seed treatment, especially on wheat to control the fungal disease bunt. Its use has been banned globally under the Stockholm Convention on Persistent Organic Pollutants.
Chemical data
- Formula
- C6Cl6
- Molecular weight
- 284.8 g/mol
- IUPAC name
- 1,2,3,4,5,6-hexachlorobenzene
- SMILES
- C1(=C(C(=C(C(=C1Cl)Cl)Cl)Cl)Cl)Cl
- InChIKey
- CKAPSXZOOQJIBF-UHFFFAOYSA-N
- XLogP
- 5.7
- Polar surface area
- 0 Ų
- H-bond donors
- 0
- H-bond acceptors
- 0
- Formal charge
- 0
via PubChem
Research
3,361 papers- Hexachlorobenzene.Reviews of environmental contamination and toxicology · 1988
- Hexachlorobenzene.IARC monographs on the evaluation of the carcinogenic risk of chemicals to humans · 1979
- Global hexachlorobenzene emissions.Chemosphere · 2001
- Hexachlorobenzene (HCB): a review.Environmental research · 1979
- Hexachlorobenzene as a persistent organic pollutant: Toxicity and molecular mechanism of action.Pharmacological reports : PR · 2017
via PubMed
Wikidata facts
- Mass
- 281.81311608
Show 6 more facts
- chemical formula
- C₆Cl₆
- melting point
- 231.8
- Commons category
- Hexachlorobenzene
- canonical SMILES
- C1(=C(C(=C(C(=C1Cl)Cl)Cl)Cl)Cl)Cl
- ionization energy
- 8.98
- boiling point
- 325
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~9 min read
Article
11 sectionsContents
- Physical and chemical properties
- History
- Synthesis
- Usage
- Environmental considerations
- Safety
- Toxicology
- Anatolian porphyria
- See also
- References
- External links
Hexachlorobenzene, or perchlorobenzene, is an aryl chloride and a six-substituted chlorobenzene with the molecular formula C6Cl6. It is a fungicide formerly used as a seed treatment, especially on wheat to control the fungal disease bunt. Its use has been banned globally under the Stockholm Convention on Persistent Organic Pollutants.
==Physical and chemical properties== Hexachlorobenzene is a stable, white, crystalline chlorinated hydrocarbon. It is sparingly soluble in organic solvents such as benzene, diethyl ether and alcohol, but practically insoluble in water with no reaction. It has a flash point of 468 °F and it is stable under normal temperatures and pressures. It is combustible but it does not ignite readily. When heated to decomposition, hexachlorobenzene emits highly toxic fumes of hydrochloric acid, other chlorinated compounds (such as phosgene), carbon monoxide, and carbon dioxide.