Chlordecon (ISO)
CHLORDECON · Merex · KEPONE · GC-1189 · o-4-one · ent16,391 · ENT-16391 · KEPONE(R)
Identifikatoren & physikalische Daten
| CAS No. | 143-50-0 |
|---|---|
| Summenformel | C10Cl10O |
| Durchschnittliche Molmasse | 490,6 g/mol |
| Monoisotopische Masse | 485,683442 g/mol |
| SMILES | O=C1C2(Cl)C3(Cl)C4(Cl)C(Cl)(Cl)C5(Cl)C3(Cl)C1(Cl)C5(Cl)C24Cl |
| InChIKey | LHHGDZSESBACKH-UHFFFAOYSA-N |
| PubChem CID | 299 |
| ChEMBL | CHEMBL462576 |
| ChEBI | CHEBI:16548 |
| EC No. | 205-601-3 |
| DTXSID | DTXSID1020770 |
| Lokaler Name | Chlordecon (ISO) |
Chemische & physikalische Eigenschaften
| XLogP | 3,9 |
|---|---|
| Polarare Oberfläche (TPSA) | 17,1 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 21 |
| Formalladung | 0 |
| Komplexität | 631 |
| Stoffklassen | Carcinogens |
| Pestizide | Pesticide -> EPA IRISAgrochemicals -> Pesticide active substancesActive substance -> EU Pesticides database: Not approvedPesticides -> Organochlorine Pesticides |
| LogP (Verteilungskoeffizient) | log Kow = 5.413.45 |
| Geruch | Odorless |
| Dichte | 1.64 g/cu cm at 25 °C1.61 @25 °C2.27 |
| Color/Form | CrystalsTan to white, crystalline solid |
| Löslichkeit | less than 1 mg/mL at 73 °F (NTP, 1992)Solubility in water: 4000 mg/L at 100 °C0.470 lb/100 lb water at 212 °FIn water, 2.70 mg/L at 25 °CSoluble in strongly alkaline aqueous solutionreadily soluble in acetone, less soluble in benzene & light petroleumSlightly soluble in hydrocarbon solvents. Soluble in alcohols, ketones, acetic acid.Soluble in acetic acid, alcohols, and ketones (Windholz et al., 1983)(mg/L):7.600 at 24 °C (shake flask-nephelometry, Hollifield, 1979) 2.7 at 20–25 °C (Kilzer et al., 1979) |
| Corrosivity | Noncorrosive |
| Flammpunkt | >100.00 °C (>212.00 °F)>100 °C |
| Endocrine Disruptors | Potential endocrine disrupting compound |
| Siedepunkt | Sublimes with decomposition at 662.0 °F (USCG, 1999)450.5±45.0 °C(Predicted) |
| Decomposition | Hazardous decomposition products formed under fire conditions - Carbon oxides, hydrogen chloride gas.Decomposes at 350 °C. |
| Schmelzpunkt | 350℃ (DEC.) |
| Dampfdruck | 2.25 x 10-7 mmHg at 25 °C (Kilzer et al., 1979) |
| Lagerbedingungen | 0-6°C |
| Aggregatzustand | Tan to white crystalline solid |
| Merck | 13,2098 |
| Henry-Konstante | (x 10-2 atmm3/mol): 3.11 at 25 °C (approximate - calculated from experimentally determined water solubility and vapor pressure values) |
| EPA chemische Informationen | Chlordecone (143-50-0) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH301: Toxic if swallowed [Danger Acute toxicity, oral]P203, P262, P264, P270, P273, P280, P301+P316, P302+P352, P316, P318, P321, P330, P361+P364, P391, P405, and P501 (click each P-code to see the statement)H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral] |
|---|---|
| Regulatorische Informationen | Hazard Traits - BioaccumulationCarcinogenicityDevelopmental ToxicityEnvironmental PersistenceSubstance: ChlordeconeThe New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.) |
| Weitere Sicherheitsinformationen | IMAP assessments - 1,3,4-Metheno-2H-cyclobuta[cd]pentalen-2-one, 1,1a,3,3a,4,5,5,5a,5b,6-decachlorooctahydro-: Environment tier I assessment |
| DOT-Kennzeichnung | Poison |
| Brandgefahren | Flash point data for this chemical are not availablehowever, it is probably combustible. (NTP, 1992)Gives off irritating or toxic fumes (or gases) in a fire. |
| Brandpotenzial | This chemical is a noncombustible solid. |
| Gesundheitsgefahren | INHALATION AND INGESTION: These symptoms present in all affected patients - Neurologic Impairment - anxiety, irritability, memory disturbance, headache, tremors, opsiclonus, stuttering, slurred speech, and abnormal tandem gait. (USCG, 1999) |
| Gefahrenübersicht | Mirex and chlordecone are two separate, but chemically similar, manufactured insecticides that do not occur naturally in the environment. Mirex is a white crystalline solid, and chlordecone is a tan-white crystalline solid. Both chemicals are odorless. Mirex and chlordecone have not been manufactured or used in the United States since 1978. Mirex was used to control fire ants, and as a flame retardant in plastics, rubber, paint, paper, and electrical goods from 1959 to 1972. Chlordecone was used as an insecticide on tobacco, ornamental shrubs, bananas, and citrus trees, and in ant and roach traps. Mirex was sold as a flame retardant under the trade name Dechlorane, and chlordecone was also known as Kepone. Use of trade names is for identification only and does not imply endorsement by the Agency for Toxic Substances and Disease Registry, the Public Health Service, or the U.S. Department of Health and Human Services. |
Anwendungen & Verwendung
Beschreibung
Chemically, kepone is a chlorinated polycyclic insecticide and fungicide. Chlordecone was used as an insecticide for leaf-eating insects, ants, and cockroaches; as a larvicide for flies; and for control of insects that attack structures. Chlordecone was also used on bananas, nonbearing citrus trees, tobacco, ornamental shrubs, lawns, turf, and flowers. The dry powder is readily absorbed through the skin and respiratory tract. Occupational workers handling kepone without appropriate workplace safety dress and PPE suffered chemical poisoning. The symptoms included, tremors, jerky eye movements, memory loss, headaches, slurred speech, unsteadiness, lack of coordination, loss of weight, rash, enlarged liver, decreased libido, sterility, chest pain, and arthralgia (sharp pain, extending along a nerve or group of nerves, experienced in a joint and/or joints). Chlordecone was first introduced as a pesticide in 1958 and was used until 1978, when its use in the United States was discontinued (NCI 1976, IARC 1979, HSDB 2009).
Verwenden
Chlordecone, a chlorinated dicyclodiene compound, was introduced under the trade name Kepone in 1958. In the United States, Kepone found use as an ant and cockroach poison. Outside the United States, it was used primarily as a pesticide against the banana root borer. The compound is the ketone analog of mirex; it is a contaminant of mirex and is also a product of mirex degradation.