O,O-dimethyl O-(3,5,6-trichloro-2-pyridinyl) phosphorothioate
chlorpyrifos-methyl
CAS: 5598-13-0
Molecular Formula: C7H7Cl3NO3PS
O,O-dimethyl O-(3,5,6-trichloro-2-pyridinyl) phosphorothioate - Names and Identifiers
O,O-dimethyl O-(3,5,6-trichloro-2-pyridinyl) phosphorothioate - Physico-chemical Properties
| Molecular Formula | C7H7Cl3NO3PS |
| Molar Mass | 322.53 |
| Density | 1.64 g/cm3(Temp: 23 °C) |
| Melting Point | 45.5-46.5°C |
| Boling Point | 347.3±52.0 °C(Predicted) |
| Flash Point | >100°C |
| Water Solubility | 4mg/L(25 ºC) |
| Vapor Presure | 0.000109mmHg at 25°C |
| Appearance | Crystalline Solid |
| Color | Amber |
| Merck | 13,2208 |
| BRN | 1541078 |
| pKa | -5.59±0.10(Predicted) |
| Storage Condition | APPROX 4°C |
| Sensitive | Easy to absorb moisture and `sensitive` to light |
| Refractive Index | 1.581 |
| MDL | MFCD00055310 |
| Physical and Chemical Properties | Melting Point: 45.5 - 46.5 |
| Use | Broad-spectrum insecticides, effective by contact, stomach poison and fumigation |
O,O-dimethyl O-(3,5,6-trichloro-2-pyridinyl) phosphorothioate - Risk and Safety
| Risk Codes | R43 - May cause sensitization by skin contact R50/53 - Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. R36 - Irritating to the eyes R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R11 - Highly Flammable |
| Safety Description | S36/37 - Wear suitable protective clothing and gloves. S60 - This material and its container must be disposed of as hazardous waste. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. S36 - Wear suitable protective clothing. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S16 - Keep away from sources of ignition. |
| UN IDs | UN 3077 |
| WGK Germany | 2 |
| RTECS | TG0700000 |
| HS Code | 29333990 |
O,O-dimethyl O-(3,5,6-trichloro-2-pyridinyl) phosphorothioate - Introduction
It has the smell of micro mercaptan, easily soluble in acetone chloroform methanol, and has stable chemical properties.
Last Update：2022-10-16 17:26:23
O,O-dimethyl O-(3,5,6-trichloro-2-pyridinyl) phosphorothioate - Reference Information
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| toxicity | The acute oral LD50 of male was 2140mg/kg(2472mg/kg, 1708mg/kg), 1630mg/kg for females (1828mg/kg,2088mg/kg), 2250mg/kg for guinea pigs and 2000mg/kg for rabbits. Rabbit acute percutaneous LD50>2000mg/kg. Rat acute percutaneous LD50>2800mg/kg (1266mg/kg). Cumulative toxicity test is weak toxicity, dogs and rats 2 years feeding test the maximum dose of 1.19mg/kg per day, animal tests have no teratogenic, carcinogenic, mutagenic effects. It was safe to fish and birds. The LC50 of carp was 4.0mg/L (48h), and that of rainbow trout was 0.3mg/L (96H). The shrimp is toxic. |
| Use | broad-spectrum organophosphorus pesticide, with killing, stomach poison and fumigation, no absorption. It is used to control pests in stored grains and pests on various leafy crops. It can also be used to control mosquitoes, flies and other health pests, and is not effective in soil. For example, when the medicine is used for the storage of raw grain, it can effectively control the corn elephant, the hybrid grain steal, the Saw Valley steal, and the red grain steal. The application amount is 1000kg rice sprayed with 1000mL (effective concentration 10~20mg/kg) of liquid medicine (or 1kg of rice bran mixed). The method of pouring grain and spraying (spreading) the medicine is adopted. The control effect was not ideal for acarids, acarids and book lice. Chlorpyrifos-methyl is a broad-spectrum insecticide. Kill, stomach poison and steaming are effective, no suction, mainly used for the prevention and control of grain storage process of pests. A broad-spectrum insecticide that is effective by Contact killing, stomach poisoning, and fumigation |
| production method | 1. Synthesis of pentachloropyridine pentachloropyridine was obtained by catalytic chlorination of pyridine. Synthesis of 2.2,3,5, 6-tetrachloropyridine tetrachloropyridine was obtained by the reaction of pentachloropyridine with zinc powder and ammonium chloride. Synthesis of 3.3,5, 6-trichloro-2-pyridinol 3,5, 6-trichloro-2-pyridinol was obtained by the reaction of tetrachloropyridine and KOH. 4. Synthesis of chlorpyrifos-methyl 3,5, 6-trichloro-2-pyridinol reacted with O,O-dimethyl phosphoryl chloride to give chlorpyrifos-methyl. preparation of pentachloropyridine 60ml of activated carbon of 4-6 mesh was immersed in 150ml of an aqueous solution containing 1.5g of cobalt chloride, and heated and evaporated to dryness to obtain a catalyst. Then, the catalyst is pretreated with chlorine gas, and the temperature is raised to 330 ° C. In the nickel reaction tube. The vaporized pyridine, chlorine gas and nitrogen are mixed thoroughly and sent to the catalyst layer for reaction to obtain pentachloropyridine, the purity was 99.5%. Preparation of 2,3,5, 6-tetrachloropyridine a total of 19g of acetonitrile and 35g of pentachloropyridine were dissolved by heating under reflux. Then add 9.6g of zinc powder, and slowly add Dropwise a solution made up of 15g of ammonium chloride and 40ml of water to the above mixture, and add dilute hydrochloric acid after an appropriate reaction time, tetrachloropyridine was obtained by distillation at 77-78 °c. Preparation of 3,5, 6-trichloro-2-pyridinol a mixture of 217g of tetrachloropyridine, 868G of water and 128g of Koh was stirred at 95-100 °c and filtered while hot, the temperature of the filtrate was adjusted to 85 ° C., and concentrated sulfuric acid was added to the filtrate to bring the pH value to 3.5. The solution was cooled to 50 ° C., and the filter cake was washed with hot water and dried. The synthesis of 3,5, 6-trichloro-2-pyridinol can be seen in the preparation method of chlorpyrifos. For the preparation of O,O-dimethylthiophosphoryl chloride, see the method for the preparation of thiophos. Chlorpyrifos-methyl synthesis input 3,5, 6-trichloro-2-pyridinol, sodium hydroxide and water, heating the solid completely disappeared, after cooling, sodium chloride, sodium hydroxide, boric acid, benzyltriethylammonium chloride, 1-methylimidazole and dichloromethane were stirred at room temperature, O,O-dimethylthiophosphoryl chloride was added dropwise, the mixture was heated and refluxed for 1-1.5h, cooled, allowed to stand, layered, washed with water, under reduced pressure, desolvation was obtained. |
| category | pesticide |
| toxicity grade | poisoning |
| Acute toxicity | oral-rat LD50: 1828 mg/kg; Oral-mouse LD50: 2032 mg/kg |
| stimulation data | Skin-rabbit 500 mg/24 h mild |
| flammability hazard characteristics | toxic nitrogen oxides, sulfur oxides, phosphorus oxide and chloride gases |
| storage and transportation characteristics | The warehouse is ventilated and dried at low temperature; It is stored and transported separately from food raw materials |
| extinguishing agent | dry powder, foam, sand |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-10 22:29:15
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