Hexachlorocyclopentadiene
Hexachlorocyclopentadiene
CAS: 77-47-4
Molecular Formula: C5Cl6
Hexachlorocyclopentadiene - Names and Identifiers
| Name | Hexachlorocyclopentadiene |
| Synonyms | hccp Hccpd Hexachlorcyklopentadien PERCHLOROCYCLOPENTADIENE HEXACHLOROCYCLOPENTADIENE Hexachlorocyclopentadiene CYCLOPENTADIENE HEXACHLORIDE hexachlorcyklopentadien(czech) 1,2,3,4,5,5-Hexachlorocyclopenta-1,3-diene 1,2,3,4,5,5'-Hexachloro-1,3-cyclopentadiene |
| CAS | 77-47-4 |
| EINECS | 201-029-3 |
| InChI | InChI=1/C5Cl6/c6-1-2(7)4(9)5(10,11)3(1)8 |
Hexachlorocyclopentadiene - Physico-chemical Properties
| Molecular Formula | C5Cl6 |
| Molar Mass | 272.77 |
| Density | 1.702g/mLat 25°C(lit.) |
| Melting Point | −10°C(lit.) |
| Boling Point | 239°C753mm Hg(lit.) |
| Flash Point | 109°C |
| Water Solubility | 805ug/L(22.5 ºC) |
| Solubility | Chloroform (Sparingly), Ethyl Acetate (Slightly) |
| Vapor Presure | 0.13 psi ( 20 °C) |
| Appearance | Yellow to amber-coloredliquid |
| Color | Colourless to Pale Yellow |
| Exposure Limit | NIOSH REL: 10 ppb (100 mg/m3); ACGIH TLV: TWA 0.01 ppm (adopted),0.002 mg/m3 ppm (skin). |
| Storage Condition | 2-8°C |
| Stability | Stability Stable, but light-sensitive. Non-flammable. Very reactive with alkenes and polynuclear hydrocarbons. Explosive with sodium. Incompatible with strong oxidizing agents, most common metals. |
| Refractive Index | n20/D 1.5644(lit.) |
| Physical and Chemical Properties | This product is light yellow oily liquid, with pungent odor, m. P. 9 ℃, B. p.236 ~ 238 ℃,n20D 1.5658, relative density 1.7010(25 ℃), insoluble in water, soluble in ether, carbon tetrachloride and other organic solvents. |
Hexachlorocyclopentadiene - Risk and Safety
| Risk Codes | R22 - Harmful if swallowed R24 - Toxic in contact with skin R26 - Very Toxic by inhalation R34 - Causes burns R50/53 - Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. R39/23/24/25 - R23/24/25 - Toxic by inhalation, in contact with skin and if swallowed. R52/53 - Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment. R11 - Highly Flammable |
| Safety Description | S23 - Do not breathe vapour. S39 - Wear eye / face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. S60 - This material and its container must be disposed of as hazardous waste. S53 - Avoid exposure - obtain special instructions before use. S25 - Avoid contact with eyes. S36/37 - Wear suitable protective clothing and gloves. S16 - Keep away from sources of ignition. |
| UN IDs | UN 2646 6.1/PG 1 |
| WGK Germany | 3 |
| RTECS | GY1225000 |
| FLUKA BRAND F CODES | 10-23 |
| Hazard Class | 6.1(a) |
| Packing Group | I |
| Toxicity | Drinking water standard (final): MCLG: 50 μg/L:MCL: 50 μg/L. In addition, a DWEL of 200 μg/L was recommended (U.S. EPA, 2000). |
Hexachlorocyclopentadiene - Nature
Open Data Verified Data
light yellow oily liquid, irritating odor, non-flammable. Boiling point 239 °c. Freezing point -10 °c. The relative density (d25) was 1. 7091. Refractive index 5658. No flash point. Insoluble in water, soluble in ether, carbon tetrachloride and other organic solvents. The dimer can be formed by heating to 90-95 °c in the presence of ferric chloride.
Last Update：2025-06-10 22:55:16
Hexachlorocyclopentadiene - Preparation Method
Open Data Verified Data
tetrachlorocyclopentane is obtained by chlorination of cyclopentadiene. Tetrachlorocyclopentane is pre-chlorinated at 170-180 ° C. And subjected to high-temperature chlorination dehydrogenation at 490-540 ° C. To obtain tetrachlorocyclopentane. In addition, with petroleum pentane as raw material, light chlorination and
Hexachlorocyclopentadiene was synthesized by high temperature chlorination with a yield of about 70%.
Last Update：2022-01-01 10:38:30
Hexachlorocyclopentadiene - Application
Open Data Verified Data
This product is mainly used for the preparation of organochlorine pesticides, Aldrin, aglycone and flame retardant plastics.
Last Update：2025-08-19 16:24:40
Hexachlorocyclopentadiene - Safety
Open Data Verified Data
- This product is toxic, which is absorbed into the blood through the skin and causes poisoning, which is harmful to the liver and other organs. Acute poisoning, rats in the atmosphere of 250mg/m3 can survive the longest time 0. 25 hours, the purity of 93. 3% of the six chlorocyclopentadiene on rats and rabbits once oral LD50 was 420~620mg/kg body weight. After contact with the skin, should be immediately washed with alkaline solution. The equipment should be closed and the workshop should be well ventilated. The operator should wear protective gear.
- This Product Uses corrosion-resistant equipment for storage, such as acid-resistant ceramic cans. According to the provisions of flammable drugs storage and transportation.
Last Update：2022-01-01 10:38:30
Hexachlorocyclopentadiene - Reference Information
| Henry's Law Constant | 1.64(x 10-2 atm?m3/mol) at 25 °C (gas stripping-GC, Warner et al., 1987)1.6(x 10-2 atm?m3/mol) (Pankow and Rosen, 1988) |
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Use | hexachlorocyclopentadiene is used as an intermediate in the production of pesticides, used in the production of organochlorine insecticides and acaricides, such as mirex, Aldrin, dieldrin, chlordane, endosulfan, etc. In addition, hexachlorocyclopentadiene is also used as flame retardant and curing agent for polyester resin and polyurethane foam. hexachlorocyclopentadiene is an intermediate in the synthesis of polychlorinated organic compounds. It is used as an intermediate in the synthesis of chlordane in pesticides, as an intermediate in the synthesis of chlordane, as well as endosulfan alcohol. It is mainly used for the preparation of organochlorine pesticides, Aldrin, chlordane and flame retardant plastics. |
| production method | is obtained by chlorination of cyclopentadiene in two steps. The chlorination in the first step is carried out at 90 ° C., the weight ratio of chlorine gas to cyclopentadiene is 1 :( 0.24-0.34), and the reaction generates chlorocyclopentane containing 4-6 chlorine. The second step of chlorination is carried out at a high temperature, the reaction temperature is 500-510 ° C., and the molar ratio of polychlorocyclopentane to chlorine is 1 :( 6-8). In addition, hexachlorocyclopentadiene was synthesized from petroleum pentane by light chlorination and high temperature chlorination, and the yield was about 70%. The preparation method is obtained by high-temperature dechlorination of octachlorocyclopent-1-ene. The octachlorocyclopent-1-ene is continuously and evenly added into the vaporization kettle, and then it is put into a special nickel tube reactor, which is heated to 500~510 ℃ with electric induction heater, the high-temperature dechlorination reaction is carried out, the residence time of the material in the reaction tube is controlled by the feeding rate, and the product is cooled to obtain a crude hexachlorocyclopentadiene product. Dehydrochlorination followed by extraction into a well-sealed still having a number of about 4 to 5 plates is subjected to vacuum distillation to obtain purified hexachlorocyclopentadiene. |
| category | toxic substances |
| toxicity grade | high toxicity |
| Acute toxicity | oral-rat LD50: 315 mg/kg; Oral-mouse LD50: 505 mg/kg |
| stimulation data | Skin-rabbits 500 mg/4 H severe; eye-rabbit 20 mg/24 h moderate |
| flammability hazard characteristics | non-combustible; Thermal decomposition of toxic chloride tear gas |
| storage and transportation characteristics | The warehouse is ventilated and dried at low temperature; It is stored and transported separately from oxidant and food |
| fire extinguishing agent | water mist, foam, carbon dioxide, sand |
| Occupational Standard | TLV-TWA 1 mg/m3; Tel 3 mg/m3 |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-10 22:29:15
