크롤피리포스
크롤피리포스 · 클로르피리포스 · O,O-디에틸O-3,5,6-트리클로로-2-피리딜티오인산 · CHLORPYRIPHOS · chlorpyrifos-ethyl · clorpyrifos · Chlorpyriphos-ethyl · DURSBAN

식별자 및 물리적 특성
| CAS No. | 2921-88-2 |
|---|---|
| 분자식 | C9H11Cl3NO3PS |
| 평균 분자량 | 350.6 g/mol |
| 단동위원소 질량 | 348.92628388 g/mol |
| SMILES | CCOP(=S)(OCC)Oc1nc(Cl)c(Cl)cc1Cl |
| InChIKey | SBPBAQFWLVIOKP-UHFFFAOYSA-N |
| PubChem CID | 2730 |
| ChEMBL | CHEMBL463210 |
| ChEBI | CHEBI:34631 |
| EC No. | 220-864-4 |
| DTXSID | DTXSID4020458 |
| 현지명 | 크롤피리포스 |
화학 및 물리적 성질
| XLogP | 5.3 |
|---|---|
| 극성 표면적 | 72.7 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 5 |
| 회전 가능 결합 수 | 6 |
| 무거운 원자 수 | 18 |
| 형식 전하 | 0 |
| 복잡도 | 303 |
| SpringerMaterials Properties | Fusion temperature |
| 농약 | Pesticide -> EPA IRISAcaricides, InsecticidesActive substance -> EU Pesticides database: Not approvedPesticides -> Organophosphate Insecticides |
| LogP(분배 계수) | log Kow = 4.964.77 |
| 냄새 | Mild mercaptan odor |
| 밀도 | 1.4 (Liquid at 110 °F) (NIOSH, 2024) - Denser than waterwill sink1.44 at 20 °C1.4 g/cm³1.40 (liquid at 110 °F)1.44 @ 20°C1.398 |
| Color/Form | White granular crystalsColorless crystalsColorless to white crystalline solid [Note: Commercial formulations may be combined with combustible liquids.] |
| 용해도 | approximately 2 mg/L at 77 °F (NTP, 1992)In water, 1.4 mg/L at 25 °CIn water, 1.12 mg/L at 24 °CIn water, 0.39 mg/L at 19.5 °C /OECD 105 method/Solubility at 25 °C: isooctane 79% wt/wtmethanol 43% wt/wtSolubility (g/100 g): acetone 650, benzene 790, carbon disulfide 590, carbon tetrachloride 310, chloroform 630, diethyl ether 510, ethanol 63, ethyl acetate >200, isooctane 79, kerosene 60, methanol 45, methylene chloride 400, propylene glycol 4, toluene 150, 1,1,1-trichloroethane 400, triethylene glycol 5, xylene 400. Readily soluble in other organic solvents.(At 25 °): 6.5, 7.9, 6.3, and 0.45 kg/kg in acetone, benzene, chloroform, and methanol, respectively (Worthing and Hance, 1991) |
| Corrosivity | Corrosive to copper and brass |
| 인화점 | 82 °F (CLOSED CUP) /DURSBAN 4E/87 °F (CLOSED CUP) /LORSBAN 4E/2 °C |
| Endocrine Disruptors | Potential endocrine disrupting compound |
| 끓는 점 | 320 °F at 760 mmHg (Decomposes) (NIOSH, 2024)320 °F (decomp)No boiling point at normal pressuredecomposes at 160 °C320 °F (decomposes)200°C |
| Decomposition | Decomposition temperature: approx 160 °C160 °C. This produces toxic and corrosive fumes including hydrogen chloride, phosgene, phosphorus oxides, nitrogen oxides and sulfur oxides. Attacks copper and brass. |
| 녹는점 | 42-44°C |
| 증기압 | 5.03 x 10-5 mmHg at 25 °C (subcooled liquid vapor pressure calculated from GC retention time data,Hinckley et al., 1990) |
| 저장 조건 | APPROX 4°C |
| 물리적 상태 | 고체 |
| pKa(산도 계수) | -5.28±0.10(Predicted) |
| 색상 | White to off-white |
| 용해도 | 물에 불용성. 0.00013g/100mL |
| Merck | 13,2208 |
| BRN | 1545756 |
| 헨리 상수 | 8.19 at 5 °C, 20.7 at 15 °C, 22.7 at 20 °C, 35.5 at 25 °C, 146 at 35 °C:in 3% NaCl solution: 32.3 at 5 °C, 82.9 at 15 °C, 301 at 25 °C, 535 at 35 °C (gas stripping-GC, Cetin et al., 2006) |
| 안정성 | 안정적인. 강한 산화제와 호환되지 않습니다. |
| 주요 응용 | 농업환경 |
| InChI | 1S/C9H11Cl3NO3PS/c1-3-14-17(18,15-4-2)16-9-7(11)5-6(10)8(12)13-9/h5H,3-4H2,1-2H3 |
| InChIKey | SBPBAQFWLVIOKP-UHFFFAOYSA-N |
| SMILES | CCOP(=S)(OCC)Oc1nc(Cl)c(Cl)cc1Cl |
| LogP(분배 계수) | 5.21 at 20℃ |
| NIST | o,o-Diethyl-o-(3,5,6-trichloro-2-pyridyl)phosphorothioate(2921-88-2) |
| EPA | Chlorpyrifos (2921-88-2) |
화학적 성질
Chlorpyrifos belongs to the class of insecticides known as organophosphates. Technical chlorpyrifos is an amber to white crystalline solid with a mild sulfur odor. It is insoluble in water, but soluble in benzene, acetone, chloroform, carbon disulfi de, diethyl ether, xylene, methylene chloride, and methanol. Formulations of chlorpyrifos include emulsifi able concentrate, dust, granular wettable powder, microcapsule, pellet, and sprays. Chlorpyrifos is widely used as an active ingredient in many commercial insecticides, such as Dursban and Lorsban, to control household pests, mosquitoes, and pests. Formulations of chlorpyrifos include emulsifi able concentrates, granules, wettable powders, dust, microcapsules, pellets, and sprays. The US EPA has classifi ed chlorpyrifos as a GUP
안전 및 규제
| GHS 분류 | DangerH301: Toxic if swallowed [Danger Acute toxicity, oral]P264, P270, P273, P301+P316, P321, P330, P391, P405, and P501 (click each P-code to see the statement)H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]P260, P264, P264+P265, P270, P271, P273, P280, P284, P301+P316, P302+P352, P304+P340, P305+P351+P338, P316, P317, P320, P321, P330, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement) |
|---|---|
| 규제 정보 | Hazard Traits - Developmental ToxicityEnvironmental toxNeurotoxicityCommission Regulation No 844/201205/72/EC, Reg. (EU) 2018/1796, Reg. (EU) 2020/18, Reg. (EU) 84/2018, Reg. (EU) No 540/2011, Reg. (EU) No 762/2013Status: No longer Valid Update: 05-10-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/31753Chlorpyrifos: HSNO Approval: HSR002942 Approval subject to a phase-out periodThe 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.) |
| 기타 안전 정보 | IMAP assessments - Phosphorothioic acid, O,O-diethyl O-(3,5,6-trichloro-2-pyridinyl) ester: Environment tier I assessment |
| 운송 라벨(DOT) | Poison |
| 화재 위험 | Excerpt from ERG Guide 152 [Substances - Toxic (Combustible)]:Combustible. Gives off irritating or toxic fumes (or gases) in a fire. Liquid formulations containing organic solvents may be flammable. Risk of fire and explosion if formulations contain flammable/explosive solvents. |
| 건강 유해성 | Symptoms of organophosphate insecticide poisoning: cholinesterase inhibition, headache, fatiguedizziness, blurred vision, weakness, nausea, cramps, diarrhea, chest discomfort, sweating, miosis, tearing, salivation, vomiting, cyanosis, papilledema, and muscle twitching. In advanced cases convulsions, coma, loss of reflexes, and loss of sphincter control may occur. EYES: Can produce mild to moderate eye irritation and transient corneal injury. SKIN: Undiluted liquid products can cause skin irritation. Prolonged or repeated exposure may cause superficial burns. (USCG, 1999) |
| 유해성 요약 | Chlorpyrifos is an insecticide that is a white crystal-like solid with a strong odor. It does not mix well with water, so it is usually mixed with oily liquids before it is applied to crops or animals. It may also be applied to crops in a capsule form. Chlorpyrifos has been widely used in homes and on farms. In the home, it is used to control cockroaches, fleas, and termites |
용도
개요
Chlorpyrifos is a chlorinated organophosphorus (OP) ester manufactured as an insecticide, acaricide, and miticide. Like the other OP insecticides, the most prominent toxicity of chlorpyrifos is associated with binding and inhibition of the enzyme acetylcholinesterase (AChE) in insects and mammals. Chlorpyrifos requires metabolic activation to chlorpyrifos oxon to yield anticholinesterase activity.First sold in 1965, chlorpyrifos is used globally to control agricultural and structural pests and mosquitos. In the 1990s, chlorpyrifos ranked as one of the top selling pesticides in the world, for the most part, replacing the persistent organochlorine insecticides. Over the last decade, concerns regarding toxicity to the developing nervous system have limited its use. By 2001, residential uses and uses in schools and parks were prohibited, and many agricultural uses were restricted and the US Residential use limitations were also imposed in Canada, Australia, and the European Union (EU). It continues to be used in large quantities to control crop damage worldwide. In the developing countries, excessive agricultural application and lack of protective devices result in hundreds of thousands of deaths yearly.
용도
Chlorpyrifos belongs to a class of insecticides known as organophosphates. Technical chlorpyrifos is amber to white crystalline solid with a mild sulphur odour. Formulations of chlorpyrifos include emulsifiable concentrate, dust, granular wettable powder, microcapsule, pellet, and sprays. Chlorpyrifos is widely used as an active ingredient in many commercial insecticides such as Dursban and Lorsban to control household pests, mosquitoes, and pests in animal houses. The U.S. EPA classified chlorpyrifos as GUP.