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Chlorfenethol (ISO)
DCPE · CHLORFENETHOL · DCPC · BCPE · Dimit · DIMITE · Qikron · Micasin

Identifikatoren & physikalische Daten
| CAS No. | 80-06-8 |
|---|---|
| Summenformel | C14H12Cl2O |
| Durchschnittliche Molmasse | 267,1 g/mol |
| Monoisotopische Masse | 266,02652036 g/mol |
| SMILES | CC(O)(c1ccc(Cl)cc1)c1ccc(Cl)cc1 |
| InChIKey | URYAFVKLYSEINW-UHFFFAOYSA-N |
| PubChem CID | 6624 |
| ChEMBL | CHEMBL1522056 |
| ChEBI | CHEBI:82154 |
| EC No. | 201-246-3 |
| DTXSID | DTXSID7040283 |
| Lokaler Name | Chlorfenethol (ISO) |
Chemische & physikalische Eigenschaften
| XLogP | 2,8 |
|---|---|
| Polarare Oberfläche (TPSA) | 20,2 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 17 |
| Formalladung | 0 |
| Komplexität | 219 |
| Pestizide | Pesticides -> Organochlorine Pesticides |
| LogP (Verteilungskoeffizient) | log Kow = 4.45 /Estimated/ |
| Color/Form | WHITE SOLIDColorless crystals |
| Löslichkeit | Sol in ether and benzeneinsol in water and alcohol4.3 G IN 100 ML PETROLEUM ETHER @ 25-30 °C125 G IN 100 ML ETHANOL @ 25-30 °C110 G IN 100 ML TOLUENE @ 25-30 °C |
| Corrosivity | Non-corrosive in the dry state |
| Endocrine Disruptors | Potential endocrine disrupting compound |
| Schmelzpunkt | 70 °C69-71°C |
| Dampfdruck | 0.00000054 [mmHg]5.4X10-7 mm Hg @ 25 °C /Estimated/ |
| Henry-Konstante | Henry's Law constant = 1.28X10-8 atm-cu m/mol @ 25 °C /Estimated/ |
| Physical Description | Colorless or white solid[HSDB] |
| Stability/Shelf Life | Stable to alkali but may be decomposed by acids.Loss from films exposed 40 days @ room temperature <2%Allegedly 4 to 8 times more volatile than DDT. ...Heating leads to dehydration. |
| Other Experimental Properties | Dehydrated on heating to give 1,1-di(p-chlorophenyl)ethyleneSaid to be 4 to 8 times more volatile than DDT.Hydroxyl radical reaction rate constant = 3.95X10-12 cu-cm/molecule sec @ 25 °C /Estimated/ |
| Siedepunkt | 386.5±32.0 °C(Predicted) |
| Dichte | 1.2479 (estimate) |
| Lagerbedingungen | 2-8°C |
| pKa (Säurekonstante) | 13.21±0.29(Predicted) |
| Aggregatzustand | powder to crystal |
| Farbe | Crystals from pet ether |
| CAS Datenbank | 80-06-8(CAS DataBase Reference) |
| EPA chemische Informationen | Chlorfenethol (80-06-8) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH302: Harmful if swallowed [Warning Acute toxicity, oral]P264, P270, P273, P301+P317, P330, P391, and P501 (click each P-code to see the statement)H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral] |
|---|---|
| Hazard Classes and Categories | Acute Tox. 4 (100%)Acute toxicity - category 4Acute Tox. 4 * |
| Standard Transportation Number | 49 216 72Organochlorine pesticide (compounds and preparations), solid (poison b) insecticides, nec, other, than agricultural).49 216 73Organochlorine pesticide (compounds and preparations), solid (poison b) insecticides, agricultural, nec, other than liquid). |
| Shipment Methods and Regulations | No person may /transport,/ offer or accept a hazardous material for transportation in commerce unless that person is registered in conformance ... and the hazardous material is properly classed, described, packaged, marked, labeled, and in condition for shipment as required or authorized by ... /the hazardous materials regulations (49 CFR 171-177)./The International Air Transport Association (IATA) Dangerous Goods Regulations are published by the IATA Dangerous Goods Board pursuant to IATA Resolutions 618 and 619 and constitute a manual of industry carrier regulations to be followed by all IATA Member airlines when transporting hazardous materials.The International Maritime Dangerous Goods Code lays down basic principles for transporting hazardous chemicals. Detailed recommendations for individual substances and a number of recommendations for good practice are included in the classes dealing with such substances. A general index of technical names has also been compiled. This index should always be consulted when attempting to locate the appropriate procedures to be used when shipping any substance or article. |
| Shipping Name/ Number DOT/UN/NA/IMO | UN 2761Organochlorine pesticides, solid, toxic, not otherwise specified (compounds & preparations)UN 2762Organochlorine pesticides, liquid, flammable, toxic, not otherwise specified, flashpoint less than 23 °C (compounds & preparation)UN 2995Organochlorine pesticides, liquid, toxic, flammable, not otherwise specified, flashpoint 23 °C or moreUN 2996Organochlorine pesticides, liquid, toxic, not otherwise specifiedFor more Shipping Name/ Number DOT/UN/NA/IMO (Complete) data for DIMITE (6 total), please visit the HSDB record page. |
| Brandbekämpfungsverfahren | If material on fire or involved in fire: Extinguish fire using agent suitable for type of surrounding fire (material itself does not burn or burns with difficulty). Use water in flooding quantities as fog. Use "alcohol" foam, carbon dioxide, or dry chemical. Wear self-contained breathing apparatus when fighting fires involving this material. /Organochlorine pesticide, solid, nos (compounds and preparations) (agricultural insecticides, nec, other than liquid)/If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped. Use water in flooding quantities as fog. Solid streams of water may be ineffective. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use "alcohol" foam, dry chemical or carbon dioxide. /Organochlorine pesticide, liquid/If material on fire or involved in fire: Extinguish fire using agent suitable for type of surrounding fire. (Material itself does not burn or burns with difficulty.) Use water in flooding quantities as fog. Use "alcohol" foam, dry chemical or carbon dioxide. /Organochlorine pesticides, solid, toxic/ |
| Reinigungsverfahren | In case of damage to, or leaking from containers of the material contact the pesticide safety team network. Telephone(800) 424-9300. /Organochlorine pesticide, ... (compounds and preparations) (agricultural insecticides, nec, other than liquid)/Environmental considerations: Water spill: Use natural barriers or oil spill control booms to limit spill travel. Use natural deep water pockets, excavated lagoons, or sand bag barriers to trap material at bottom. Remove trapped material with suction hoses. /Organochlorine pesticide, solid, toxic/Environmental considerations: Land spill: Dig a pit, pond, lagoon, holding area to contain liquid or solid material. /SRP: If time permits, pits, ponds, lagoons, soak holes, or holding areas should be sealed with an impermeable flexible membrane liner./ Cover solids with a plastic sheet to prevent dissolving in rain or fire fighting water. Dike surface flow using solid, sand bags, foamed polyurethane, or foamed concrete. /Organochlorine pesticide, solid, toxic/Environmental considerations: Air spill: Apply water spray or mist to knock down vapors. /Organochlorine pesticide, liquid/For more Cleanup Methods (Complete) data for DIMITE (6 total), please visit the HSDB record page. |
| Entsorgungsverfahren | SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air qualitypotential migration in soil or watereffects on animal, aquatic, and plant lifeand conformance with environmental and public health regulations.Chlorfenethol can be dehydrated with difficulty to the ethylene product 4,4-dichlorodiphenyl ethylene: (ClC6H4)2C(OH)-CH3 ---> (ClC6H4)2CH=CH2 + H2O. Only 61% was reacted in 24 hr at 195 °C, but in the presence of 0.1 N H2SO4 /0.1 N hydrogen sulfide/ in alcohol, 80% was dehydrated in 5 hr at reflux. Recommendable method: Incineration. Peer-review: For large amt incineration in a furnace equipped with effluent gas scrubbing is recommendable. (Peer-review conclusions of an IRPTC expert consultation (May 1985)) |
| Preventive Measures | If material not on fire and not involved in fire: Keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. Personnel protection: Avoid breathing dusts, and fumes from burning material. Keep upwind. Do not handle broken packages without protective eequipment. /Organochlorine pesticide, solid, nos (compounds and preparations) (agricultural insecticides, nec, other than liquid)/Personnel protection: Avoid breathing dusts, and fumes from burning material. Keep upwind. ...Do not handle broken packages unless wearing appropriate personal protective equipment. Wash away any material which may have contacted the body with copious amounts of water or soap and water. Wear positive pressure self-contained breathing apparatus when fighting fires involving this material. If contact with the material anticipated, wear appropriate chemical protective clothing. /Organochlorine pesticides, solid, toxic/Personnel protection: Void breathing vapors. Keep upwind. ... Do not handle broken packages unless wearing appropriate personal protective equipment. Wear positive pressure self-contained breathing apparatus when fighting fires involving this material. /Organochlorine pesticide, liquid/If material not of fire and not involved in fire: Keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. /Organochlorine pesticides, solid, toxic/If material not on fire and not involved in fire: Keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. Build dikes to contain flow as necessary. Use water spray to knock-down vapors. /Organochlorine pesticide, liquid/ |
| Personal Protective Equipment (PPE) | ... Wear boots, protective gloves, and goggles. ... /Organochlorine pesticide, solid, nos (compounds and preparations) (agricultural insecticides, nec, other than liquid)/Personnel protection: ... Wear appropriate chemical protective gloves, boots and goggles. .... /Organochlorine pesticide, liquidOrganochlorine pesticide, solid, toxic/ |
| Wechselwirkungen | It is reported to act as a synergist for DDT, /and is effective/ against DDT-resistant insects ... |
| Ökotoxizitätswerte | LC50 Pimephales promelas (Fathead minnow, weight 1.2 g) 1.4 mg/L/96 hr at 18 °C, (95% confidence limit 1.0-2.1 mg/L)LC50 Ictalurus punctatus (Channel catfish, weight 1.4 g) 0.9 mg/L/96 hr at 18 °C, (95% confidence limit 0.7-1.2 mg/L)EC50 Daphnia magna (Water fleaintoxication, immobilization) 0.27 mg/L/48 hrstatic |
| Unerwünschte Wirkungen | Other Poison - Organochlorine |
| Acute Toxicity Link | Chemical: CHLORFENETHOL |
| Human Toxicity Excerpts | /HUMAN EXPOSURE STUDIES/ Pesticide that gave positive patch tests on pesticide-dermatitis patients engaged in lettuce cultivation was DMC. Positive reactions were seen with more than one pesticide, indicating necessity of studying cross sensitization./SIGNS AND SYMPTOMS/ ... Large doses are followed promptly by vomiting, due to gastric irritation. Delayed emesis and/or diarrhea may occur ... Numbness and paresthesias, usually first of lips, tongue, and face. Malaise, headache, sore throat, fatigue, weakness. Coarse tremors (usually of the neck, head & particularly of the eyelids), apprehension, ataxia, and confusion. Convulsions, both clonic and tonic /may be present/. Convulsions may alternate with periods of coma and paresis. In absence of convulsions, vital signs are essentially normal, but in severe poisoning pulse may be irregular and abnormally slow. ... If pulmonary edema supervenes, it is probably an expression of solvent intoxication. ... Death is usually due to respiratory failure from medullary paralysis. In acute exposures, recovery is usually complete within 1 to 3 days, but sometimes weakness or paralysis and ataxia may persist for weeks. /DDT//SIGNS AND SYMPTOMS/ ... Headache, nausea, fatigability, diffuse erythema of the skin with papulous, vesicular and bullous rash, pruritus, and burning sensation were the symptoms of contact with the /dimite/. The skin areas affected were larger than those exposed directly to azotox. Persistent red dermatographia, hyperhydrosis of the limbs, and acrocyanosis, all characteristic of vegetative dysfunction, were seen. All patients proved to be allergic to p-chlorothiophenol and 4-chlorophenyl- 2,4,5-trichlorophenyl azosulfide./SIGNS AND SYMPTOMS/ Results of survey on the health impairment due to pesticide application in farmers of 44 homes in a citrus cultivating district from May to July, 1978 are reported. The main subjective symptoms were general malaise, skin itching, severe diaphoresis, skin redness, eye itching, loss of appetite and head ache. Pesticides causing severe skin impairment were mancozeb, maneb, dithianon, and chlorfenethol + quinomethionate. |
| Non-Human Toxicity Excerpts | /LABORATORY ANIMALS: Subchronic or Prechronic Exposure/ Acute toxicity to rats & mice of same order as DDT. Rats tolerated diet containing 0.1% for 10 wk .../LABORATORY ANIMALS: Acute Exposure/ The microflora and the bactericidal properties of the skin were examined after administration of the pesticides antio (formothion) and milbex (CPAS plus BCPE). ... The results indicated that high antio doses (1.75 or 0.35 mg/kg) favored an increase in mannitol-fermenting bacteria and the total number of microorganisms, while milbex at 4.2 and 21 mg/kg led to a higher dermal E. coli count compared to lower doses. Milbex also caused a rise in the general bacterial count. |
| Probable Routes of Human Exposure | Organochlorine pesticide can cause illness by inhalation, skin absorption, and/or ingestion. /Organochlorine pesticide, solid, nos (compounds and preparations) (agricultural insecticides, nec, other than liquid)/ |
| Antidote and Emergency Treatment | Treatment is symptomatic and supportive. Oils should not be used as either cathartics or dermal cleansing agents, as they increase absorption. Gastric lavage and use of activated charcoal and sodium sulfate are indicated for ingestion. If dermal exposure occurred, contaminated clothes should be removed, and the skin should be thoroughly cleansed with soap and water. Management of seizures in both children and adults is with Valium or phenobarbital. Respiratory depression and even respiratory arrest, especially with concomitant use of Valium and phenobarbital in children, may occur. These drugs preferably should be used only in critical care areas where emergency endotracheal intubation can be performed. /It is recommended/ that epinephrine not be utilized in patients with organochlorine poisoning, as the organochlorines induce myocardial irritability and ventricular arrhythmias may occur. However, dopamine may be necessary in the event of hypotension unresponsive to fluid administration, and epinephrine may be necessary in the event of cardiopulmonary arrest. /Organochlorine insecticides/Persons exceptionally exposed to organochlorine pesticides by any route should be observed for sensory disturbances, incoordination, speech slurring, mental aberrations, and involuntary motor activity that would warn of imminent convulsions. If convulsions occur, place the victim in the left lateral decubitus position with the head down. Move away furniture or other solid objects that may be a source of injury. If jaw movements are violent, place padded tongue blades between the teeth to protect the tongue. Whenever possible, remove dentures and other removable dental work. Aspirate oral and pharyngeal secretions, and, when possible, insert an oropharyngeal airway to maintain an open passage unobstructed by the tongue. Minimize noise and any manipulation of the patient that may trigger seizure activity. Administer oxygen by mask. Maintain pulmonary gas exchange by mechanically assisted ventilation whenever respiration is depressed. /Solid organochlorine insecticides/ |
| UN-Transportnummer | 2811 |
| Zollcode | 2909.49.1500 |
| RTECS-Nr. | DC7875000 |
| R-Sätze (R) | 22-51/53 |
| Toxizität | LD50 oral in rat: 500mg/kg |
| Gefahrensymbole | Xn,N |
| Sicherheitshinweise (S) | 22-36/37/39-61-36 |
| Gefahrenklasse | 9 |
| Gefahrstoffdaten | 80-06-8(Hazardous Substances Data) |
Anwendungen & Verwendung
Verwenden
Acaricide.