Hexachlorobutadiene
HEXACHLOROBUTADIENE · HCBD · hexachlorobuta-1,3-diene · c46 · Dolen-pur · Hexachlor-1,3-butadien · Butadiene, hexachloro- · C 46
Identifiers & Physical Properties
| CAS No. | 87-68-3 |
|---|---|
| Molecular formula | C4Cl6 |
| Average molar mass | 260.8 g/mol |
| Monoisotopic mass | 257.813116 g/mol |
| SMILES | ClC(Cl)=C(Cl)C(Cl)=C(Cl)Cl |
| InChIKey | RWNKSTSCBHKHTB-UHFFFAOYSA-N |
| PubChem CID | 6901 |
| ChEMBL | CHEMBL389950 |
| ChEBI | CHEBI:5691 |
| EC No. | 201-765-5 |
| DTXSID | DTXSID7020683 |
Chemical & Physical Properties
| XLogP | 4.8 |
|---|---|
| Topological polar surface area | 0 |
| Hydrogen bond donors | 0 |
| Hydrogen bond acceptors | 0 |
| Rotatable bonds | 1 |
| Heavy atoms | 10 |
| Formal charge | 0 |
| Complexity | 160 |
| Melting point | -19 °C |
| Boiling point | 210-220 °C(lit.) |
| Density | 1.68 |
| Vapor pressure | 0.2 mm Hg ( 20 °C) |
| Refractive index | n20/D 1.555(lit.) |
| Flash point | 210-220°C |
| Storage conditions | +4°C |
| Solubility | Soluble in ethanol and ether (U.S. EPA, 1985)(mg/L):4.78 at 25 °C (shake flask-LSC, Banerjee et al., 1980) 4 at 20–25 °C (Geyer et al., 1980) |
| Physical state | liquid, clear |
| Odor | faint turpentine odor |
| Merck | 14,4678 |
| BRN | 1766570 |
| Henry's law constant | 3.55, 5.87, 6.90, 10.5, and 15.3 at 2.0, 6.0, 10.0, 18.0, and 25.0 °C, respectively (EPICS-SPME, Dewulf et al., 1999) |
| Exposure limits | PC-TWA:0.2 mg/m3 |
| Dielectric constant | 2.6(Ambient) |
| Stability | Stable. Incompatible with rubber, oxidizing agents. |
| InChI | 1S/C4Cl6/c5-1(3(7)8)2(6)4(9)10 |
| InChIKey | RWNKSTSCBHKHTB-UHFFFAOYSA-N |
| SMILES | Cl\C(Cl)=C(Cl)/C(Cl)=C(\Cl)Cl |
| Surface tension | 36mN/m at 20°C |
| CAS DataBase Reference | 87-68-3(CAS DataBase Reference) |
| EWG's Food Scores | 3 |
| FDA UNII | CQ8AAO9MO1 |
| Proposition 65 List | Hexachlorobutadiene |
| IARC | 3 (Vol. 73) 1999 |
| EPA Substance Registry System | Hexachlorobutadiene (87-68-3) |
| Toxicological Profile|ATSDR | Hexachloro-1,3-butadiene|Toxicological Profile|ATSDR |
| UNSPSC Code | 77101502 |
| NACRES | NA.24 |
| GHS pictogram | GHS07,GHS09 |
| Signal word | Warning |
| GHS hazard statements | H302-H312-H315-H317-H332-H400 |
| GHS precautionary statements | P264-P270-P280-P261-P272-P271-P273-P301+P312-P330-P302+P352-P312-P362+P364-P332+P313-P333+P313-P304+P340-P391-P501 |
| Personal protective equipment (PPE) | Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter |
| Hazard symbols | T,N,F |
| Risk statements (R) | 24/25-34-40-50/53-39/23/24/25-23/24/25-11 |
| Safety statements (S) | 26-36/37/39-45-61-60-36/37-16-7 |
| Occupational exposure band (OEB) | C |
| Occupational exposure limit (OEL) | TWA: 0.02 ppm (0.24 mg/m3) [skin] |
| UN transport number | UN 2279 |
| Water hazard class (WGK) | 3 |
| RTECS number | EJ0700000 |
| TSCA inventory status | TSCA listed |
| Hazard class | 6.1Acute Tox. 2 DermalAcute Tox. 3 OralAquatic Acute 1Aquatic Chronic 1Carc. 2Eye Irrit. 2Skin Irrit. 2 |
| Packing group | III |
| Customs code | 29032990 |
| Storage class | 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials |
| Hazardous substances data | 87-68-3(Hazardous Substances Data) |
| Toxicity | LD50 in male, female mice, rats (mg/kg): 105, 76, 216, 175 i.p.80, 65, 250, 270 orally (Gradiski) |
| Limited quantities | 5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid) |
| Excepted quantities | Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L) |
Safety & Regulations
| Occupational exposure band (OEB) | C |
|---|---|
| Occupational exposure limit (OEL) | TWA: 0.02 ppm (0.24 mg/m3) [skin] |
| Personal protective equipment (PPE) | Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter |
| Water hazard class (WGK) | 3 |
| TSCA inventory status | TSCA listed |
| RTECS number | EJ0700000 |
| UN transport number | UN 2279 |
| Customs code | 29032990 |
| Toxicity | LD50 in male, female mice, rats (mg/kg): 105, 76, 216, 175 i.p.80, 65, 250, 270 orally (Gradiski) |
| Risk statements (R) | 24/25-34-40-50/53-39/23/24/25-23/24/25-11 |
| Signal word | Warning |
| GHS pictogram | GHS07,GHS09 |
| Hazard symbols | T,N,F |
| Safety statements (S) | 26-36/37/39-45-61-60-36/37-16-7 |
| Hazard class | 6.1Acute Tox. 2 DermalAcute Tox. 3 OralAquatic Acute 1Aquatic Chronic 1Carc. 2Eye Irrit. 2Skin Irrit. 2 |
| Storage class | 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials |
| Packing group | III |
| GHS hazard statements | H302-H312-H315-H317-H332-H400 |
| Limited quantities | 5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid) |
| Excepted quantities | Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L) |
| GHS precautionary statements |
Applications & Uses
Description
Hexachlorobutadiene was first synthesized in 1877 by chlorination of hexyl iodide. It is an industrial by-product of tetrachloroethylene, trichloroethylene, and perchloroethylene production.
Uses
Hexachloro-1,3-butadiene is used as an urinary biomarker as a tool for early screening of potential kidney toxicity. Hexachloro-1,3-butadiene (HCBD) causes kidney injury.
Uses
Intermediate in the manufacture of rubber Compounds, chlorofluorocarbons, and lubricants. Hydraulic fluid, fluid for gyroscopes, heat transfer fluid, solvent, laboratory reagent. Soil fumigant for vineyards.
Uses
Produced as an unwanted by-product during the production of tetrachloroethylene, trichloroethylene, carbon tetrachloride, and chlorine; formerly used as a pesticide in other countries
General Description
A colorless liquid with a mild odor. Insoluble in water and denser than water. Nonflammable. May be toxic by ingestion or inhalation. Used as a solvent and heat transfer fluid.