Structure via PubChem · Public domain (PubChem)
hexachlorobutadiene
Sign in to saveAlso known as HCBD, Hexachloro-1,3-butadiene, 1,3-Hexachlorobutadiene, Perchlorobutadiene
Hexachlorobutadiene, (often abbreviated as "HCBD") Cl2C=C(Cl)C(Cl)=CCl2, is a colorless liquid at room temperature that has an odor similar to that of turpentine. It is a chlorinated aliphatic diene with niche applications but is most commonly used as a solvent for other chlorine-containing compounds. Structurally, it has a 1,3-butadiene core, but fully substituted with chlorine atoms.
Chemical data
- Formula
- C4Cl6
- Molecular weight
- 260.8 g/mol
- IUPAC name
- 1,1,2,3,4,4-hexachlorobuta-1,3-diene
- SMILES
- C(=C(Cl)Cl)(C(=C(Cl)Cl)Cl)Cl
- InChIKey
- RWNKSTSCBHKHTB-UHFFFAOYSA-N
- XLogP
- 4.8
- Polar surface area
- 0 Ų
- H-bond donors
- 0
- H-bond acceptors
- 0
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
292 papersvia PubMed
Wikidata facts
- Subclass of
- organochlorine compound
- Mass
- 257.81311608
Show 12 more facts
- found in taxon
- Cystoseira barbata
- chemical formula
- C₄Cl₆
- NIOSH Pocket Guide ID
- 0314
- density
- 1.55
- melting point
- -21
- boiling point
- 215
- vapor pressure
- 0.2
- time-weighted average exposure limit
- 0.24
- canonical SMILES
- C(=C(Cl)Cl)(C(=C(Cl)Cl)Cl)Cl
- subject has role
- carcinogen
- Commons category
- Hexachlorobutadiene
- has characteristic
- flammable liquid
Sources (3)
via Wikidata · CC0
~6 min read
Encyclopedic overview
6 sectionsContents
- Synthesis
- Reactivity
- Applications
- Toxicity
- See also
- References
Hexachlorobutadiene, (often abbreviated as "HCBD") Cl2C=C(Cl)C(Cl)=CCl2, is a colorless liquid at room temperature that has an odor similar to that of turpentine. It is a chlorinated aliphatic diene with niche applications but is most commonly used as a solvent for other chlorine-containing compounds. Structurally, it has a 1,3-butadiene core, but fully substituted with chlorine atoms.
==Synthesis== Hexachlorobutadiene is primarily produced in chlorinolysis plants as a by-product in the production of carbon tetrachloride and tetrachloroethylene. Chlorinolysis is a radical chain reaction that occurs when hydrocarbons are exposed to chlorine gas under pyrolytic conditions. The hydrocarbon is chlorinated and the resulting chlorocarbons are broken down. This process is analogous to combustion, but with chlorine instead of oxygen.
Excerpted from Wikipedia’s “hexachlorobutadiene” article, available under the CC BY-SA 4.0 licence.