Heptachlor (ISO)
Hepta · Heptachlor Standard · E3314 · E3314(R) · Heptachloor · 1,4,5,6,7,8,8-HEPTACHLORO-3A,4,7,7A-TETRAHYDRO-4,7-METHANOINDENE · GPkh · H-34

Identifikatoren & physikalische Daten
| CAS No. | 76-44-8 |
|---|---|
| Summenformel | C10H5Cl7 |
| Durchschnittliche Molmasse | 373,3 g/mol |
| Monoisotopische Masse | 369,821094 g/mol |
| SMILES | ClC1=C(Cl)C2(Cl)C3C(Cl)C=CC3C1(Cl)C2(Cl)Cl |
| InChIKey | FRCCEHPWNOQAEU-UHFFFAOYSA-N |
| PubChem CID | 3589 |
| ChEMBL | CHEMBL194400 |
| ChEBI | CHEBI:34785 |
| EC No. | 200-962-3 |
| DTXSID | DTXSID3020679 |
| Lokaler Name | Heptachlor (ISO) |
Chemische & physikalische Eigenschaften
| XLogP | 4,3 |
|---|---|
| Polarare Oberfläche (TPSA) | 0 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 0 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 17 |
| Formalladung | 0 |
| Komplexität | 467 |
| Stoffklassen | Hazardous Air Pollutants (HAPs)Carcinogens |
| SpringerMaterials Properties | Fusion temperature |
| Pestizide | Pesticide -> EPA IRISAgrochemicals -> Pesticide active substancesActive substance -> EU Pesticides database: Not approvedPesticides -> Organochlorine PesticidesPesticide (Heptachlor) -> USDA PDB |
| LogP (Verteilungskoeffizient) | log Kow = 6.105.27/5.445.58 |
| Geruch | Camphor-like odor |
| Dichte | 1.66 at 68 °F (USCG, 1999) - Denser than waterwill sink1.57 @ 9 °C1.6 g/cm³1.57 @ 9°C1.6 g/cm3 |
| Color/Form | White to light tan waxy solidWhite to light tan crystals. |
| Löslichkeit | less than 0.1 mg/mL at 64 °F (NTP, 1992)g/100 ml solvent @ 27 °C: acetone 75, benzene 106, carbon tetrachloride 112, cyclohexanone 119, alcohol 4.5, xylene 102Soluble in hexane.Soluble in ethyl ether, ethanol, ligroinIn water, 0.18 mg/l @ 25 °CSolubility in water: none0.056 mg l-1 (25-29 °C) |
| Corrosivity | Corrosive to metals. |
| Endocrine Disruptors | Potential endocrine disrupting compound |
| Siedepunkt | Decomposes (NTP, 1992)145 °C @ 1.5 MM HG293 °F (decomposes)458.95°C (rough estimate) |
| Decomposition | Decomposition products: Toxic gases and vapors which include: hydrogen chloride, and carbon monoxide.160 °C |
| Schmelzpunkt | 96℃ |
| Dampfdruck | 2.33(x 10-4 mmHg) at 25 °C (subcooled liquid vapor pressure calculated from GC retention time data, Hinckleyet al., 1990) |
| Brechungsindex | 1.5407 (estimate) |
| Flammpunkt | 11 °C |
| Lagerbedingungen | APPROX 4°C |
| Merck | 13,4675 |
| Henry-Konstante | 0.19(x 10-3 atmm3/mol) at 5 °C, 0.31 at 15 °C, 0.40 at 20 °C, 0.61 at 25 °C, 0.82 at 35 °C:in 3% NaCl solution: 0.52 at 5 °C, 0.82 at 15 °C, 1.33 at 25 °C, 2.09 at 35 °C (gas stripping-GC, Cetin et al., 2006) |
| Stabilität | Stable. Non-combustible. Incompatible with strong alkali, oxidizing agents. Corrodes many metals. |
| EPA chemische Informationen | Heptachlor (76-44-8) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH301: Toxic if swallowed [Danger Acute toxicity, oral]P203, P260, P262, P264, P270, P273, P280, P301+P316, P302+P352, P316, P318, P319, P321, P330, P361+P364, P391, P405, and P501 (click each P-code to see the statement)H300 (93.8%): Fatal if swallowed [Danger Acute toxicity, oral] |
|---|---|
| Regulatorische Informationen | Hazard Traits - BioaccumulationCarcinogenicityDevelopmental ToxicityEnvironmental PersistenceHepatotoxicity and Digestive System ToxicityNeurotoxicityReproductive ToxicityRegulation (EC) No 178/2002 (amended)Substance: HeptachlorThe 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 - 4,7-Methano-1H-indene, 1,4,5,6,7,8,8-heptachloro-3a,4,7,7a-tetrahydro-: Environment tier I assessment |
| DOT-Kennzeichnung | Poison |
| Brandgefahren | Special Hazards of Combustion Products: Irritating hydrogen chloride fumes may form in fire. (USCG, 1999)Not combustible. Liquid formulations containing organic solvents may be flammable. Gives off irritating or toxic fumes (or gases) in a fire. |
| Brandpotenzial | Non-combustible |
| Gesundheitsgefahren | Inhalation of dust causes irritability, tremors, and collapse. Ingestion causes nausea, vomiting, diarrhea, and irritation of the gastrointestinal tract. Contract with dust causes irritation of eyes and moderate irritation of skin. (USCG, 1999) |
| Gefahrenübersicht | Heptachlor was used as an insecticidehowever, nearly all registered uses of heptachlor have been canceled. Very limited information is available on the health effects of heptachlor in humans. Acute (short-term) inhalation exposure to heptachlor may result in nervous system effects, with oral studies showing gastrointestinal effects. Animal studies have reported effects on the liver and central nervous system from oral exposure. Chronic (long-term) inhalation and oral exposure by humans may be associated with neurological effects including irritability, salivation, and dizziness, while oral exposure may result in effects on the blood. Human studies are inconclusive regarding heptachlor and cancer. Animal oral studies have reported liver tumors. EPA has classified heptachlor as a Group B2, probable human carcinogen. |
Anwendungen & Verwendung
Beschreibung
Heptachlor is a soft, white to light tan, waxy, non-combustible, crystalline solid with a camphor-like odour. Heptachlor is a member of the cyclodiene group of chlorinated insecticides (aldrin, dieldrin, endrin, chlordane, heptachlor, and endosulfan) and has a long history following World War II. It was registered as a commercial pesticide in 1952 for foliar, soil, and structure applications and for malarial control programmes; after 1960, it was used primarily in soil applications against agricultural pests and to a lesser extent against termites. Heptachlor is available commercially as a dust, a dust concentrate, an emulsifiable concentrate, a wettable powder, or in oil solutions. It is corrosive to metals and reacts with iron and rust to form hydrogen chloride gas. Heptachlor is incompatible with many amines, nitrides, azo/diazo compounds, alkali metals, and epoxides but is stable under normal temperatures and pressures. It may burn, but does not ignite readily. Heptachlor at high heat and temperature produces highly toxic, corrosive fumes of hydrogen chlorine gas and toxic oxides of carbon. An important metabolite of heptachlor is heptachlor epoxide which is an oxidation product formed from heptachlor by many plant and animal species. Heptachlor is almost insoluble in water but soluble in ether, acetone, benzene, and many other organic solvents.
Verwenden
Heptachlor is used for the control of termites, ants, household insects and soil insects. It is also applied as a seed treatment, soil treatment or directly to foliage.
Herstellung & Synthese
synthetische
Heptachlor may be synthesized by reacting chlordene with N-bromosuccinimide to give the intermediate 1-bromochlordene followed by chlorination with hydrogen chloride in nitromethane in the presence of aluminum trichloride.