| 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 |
| 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. |
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.
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%.
This product is mainly used for the preparation of organochlorine pesticides, Aldrin, aglycone and flame retardant plastics.
| 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) |