2-二氯乙烯基二甲基磷酸酯
Dichlorvos
CAS: 62-73-7
Molecular Formula: C4H7Cl2O4P
2-二氯乙烯基二甲基磷酸酯 - Names and Identifiers
| Name | Dichlorvos |
| Synonyms | DDVP MAFU(R) DICLORPHOS Dichlorvos ddvp (jmaf) Dichlorovos E.C. DDVP (dichlorvos) dichlorvos solution dichlorvos (bsi,iso,ban,esa) 2,2-Dichlorovinyl dimethyl phosphate 2,2-dichloroethenyl dimethyl phosphate O,O-dimethyl-O-(2,2-dichlorovinyl)phosphate ester dichlorvos (ISO) 2,2-dichlorovinyl dimethyl phosphate |
| CAS | 62-73-7 |
| EINECS | 200-547-7 |
| InChI | InChI=1/C4H7Cl2O4P/c1-8-11(7,9-2)10-3-4(5)6/h3H,1-2H3 |
2-二氯乙烯基二甲基磷酸酯 - Physico-chemical Properties
| Molecular Formula | C4H7Cl2O4P |
| Molar Mass | 220.98 |
| Density | 1.415 |
| Melting Point | -60°C |
| Boling Point | 140°C |
| Flash Point | 100°C |
| Water Solubility | Slightly soluble. 1 g/100 mL |
| Solubility | Miscible with alcohol and most nonpolar solvents (Windholz et al., 1983) |
| Vapor Presure | 1.2 x 10-2 mmHg at 20 °C (quoted, Windholz et al., 1983:Kawamoto and Urano, 1989)5.27 x 10-2 mmHg at 25 °C (gas saturation method-GC, Kim et al., 1984) |
| Appearance | neat |
| Exposure Limit | NIOSH REL: TWA 1 mg/m3, IDLH 100 mg/m3; OSHA PEL: TWA 1ppm; ACGIH TLV: TWA 0.1 ppm. |
| Merck | 13,3105 |
| BRN | 1709141 |
| Storage Condition | 0-6°C |
| Refractive Index | nD25 1.451 |
| Physical and Chemical Properties | Density 1.415 melting point -60°C boiling point 140°C water-soluble snyly soluble. 1g/100 mL |
| Use | It has the effects of fumigation, stomach poison and contact killing, and has a good control effect on the insect pests of chewing mouth and the insect pests of the mouth |
2-二氯乙烯基二甲基磷酸酯 - Risk and Safety
| Risk Codes | R24/25 - R26 - Very Toxic by inhalation R43 - May cause sensitization by skin contact R50 - Very Toxic to aquatic organisms R28 - Very Toxic if swallowed R24 - Toxic in contact with skin R36 - Irritating to the eyes R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R11 - Highly Flammable |
| Safety Description | S1/2 - Keep locked up and out of the reach of children. S28 - After contact with skin, wash immediately with plenty of soap-suds. S36/37 - Wear suitable protective clothing and gloves. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. S16 - Keep away from sources of ignition. |
| UN IDs | 2786 |
| WGK Germany | 3 |
| RTECS | TC0350000 |
| HS Code | 29199000 |
| Hazard Class | 6.1(a) |
| Packing Group | II |
| Toxicity | LD50 orally in male, female rats: 80, 56 mg/kg (Gaines) |
2-二氯乙烯基二甲基磷酸酯 - Upstream Downstream Industry
| Raw Materials | Benzene Trichlorphon White phosphorus Toluene Methyl alcohol Sulfuric acid Chlorine Octoxinol Chloral Trichloroethylene Sodium hydroxide Trimethylphosphite |
2-二氯乙烯基二甲基磷酸酯 - Nature
Open Data Verified Data
pure colorless liquid, with aromatic flavor, industrial with yellowish. Soluble in benzene, xylene and other most organic solvents, insoluble in petroleum ether, kerosene, water solubility of about 0.6% ~ 1%. The thermal stability of the original drug is good, long-term storage does not decompose, but easy to hydrolysis, room temperature saturated dichlorvos aqueous solution hydrolysis rate of about 3% per day, in alkaline or temperature conditions, hydrolysis accelerated. Corrosive to iron and steel, stainless steel, aluminum, nickel corrosion resistance.
Last Update：2024-01-02 23:10:35
2-二氯乙烯基二甲基磷酸酯 - Preparation Method
Open Data Verified Data
prepared by alkali hydrolysis of trichlorfon in solvent. After the reaction, the oil layer was separated by standing, and the solvent was recovered by thin film evaporation, and dichlorvos crude oil was obtained. Alternatively prepared by Perkow rearrangement condensation of trimethyl phosphite with trichloroacetaldehyde.
Last Update：2022-01-01 10:11:52
2-二氯乙烯基二甲基磷酸酯 - Use
Open Data Verified Data
is a highly efficient, broad-spectrum organophosphorus pesticide, with stomach poison, contact and strong fumigation effect, due to the high vapor pressure, the chewing mouth and the puncture and suction mouth of the insect pests have a strong knock-down force. It is suitable for the control of cotton, fruit trees, vegetables, sugarcane, tobacco, tea, mulberry and other crops on a variety of pests, such as armyworm, aphids, Red Spider, Rice dust floating seeds, heart-eating insects, pear-spider, blue Worm, yellow stripe jumping nail, rape Borer, artificial Bridge worm, Spodoptera litura, Apple nest moth, etc. The mosquito, flies and other household health pests as well as the warehouse pests, such as rice like, also has a good control effect. The dosage of 80% emulsifiable concentrate was 1000-2000 times for liquid spray. Easy to produce damage to sorghum, beans, corn, Willow is also more sensitive.
Last Update：2022-01-01 10:11:53
2-二氯乙烯基二甲基磷酸酯 - Safety
Open Data Verified Data
male, female rats oral LD50:80, 56mg/kg; Male rats percutaneous LD50 107mg/kg, female 75mg/kg mice inhaled LC50 13. 2mg/m3 (4H), rats inhaled LCso 14. 8mg/m3. Rats 90D feeding test no effect of the dose of 1 mg/kg. Carp LC50 for 4mg/L(36H), carp LC50 for 1mg/L( 24h), toxic to bees, bugs.
Last Update：2022-01-01 10:11:54
2-二氯乙烯基二甲基磷酸酯 - Reference Information
| Henry's Law Constant | 3.38 at 10.00 °C, 3.62 at 11.00 °C, 3.73 at 12.00 °C, 5.05 at 13.00 °C, 6.99 at 15.00 °C, 10.8 at18.00 °C, 15.5 at 20.00 °C, 17.9 at 22.50 °C, 22.7 at 23.00 °C, 24.8 at 25.00 °C (dynamicequilibrium system-GC, Gautier et al., 2003) |
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| (IARC) carcinogen classification | 2B (Vol. Sup 7, 53) 1991 |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| clinical symptoms | general performance: Vomit after poisoning, abnormal sweating, dizziness, severe Head Pain, confusion, fatigue, drooling, etc. Skin redness, rash, erythema, and blisters may occur after contact. If the concentration is high, the degree of burn and the time of treatment will have different effects on the patient's rescue. Severe manifestations: Coma, Shock, pulmonary edema, brain edema, treatment is not timely, there will be multiple organ failure, resulting in death of patients. Therefore, in the determination of dichlorvos poisoning, immediately sent to the hospital, do not delay, do not hide the disease, whether it is inhaled, or contact, will have a great harm to the human body. |
| Protection Measure | emergency treatment: dispose of contaminated clothing, preferably wear gloves, or wash clothing with soap water, the concentration of drug exposed, as well as the amount of exposure, were evaluated. Assessment status: if the patient has clear consciousness, if he has been walking, if his heartbeat and breathing are normal, then call 120 to report the poisoning. Proper placement: DDVP should be stored in a special place, away from food/clothing, and be careful to avoid burns. Bottles filled with dichlorvos should be discarded with caution and not packed with anything else. Avoid secondary poisoning. |
| toxicity | Acute oral LD50 of rats was 80mg/kg (male) and 56mg/kg (female), the acute percutaneous LD50 of male rats was 107mg/kg, and the female was 75mg/kg. The acute inhalation LC50 of mice was 13.2mg/m3(4H), and the inhalation LC50 of rats was 14.8mg/m3. The non-effective dose of 90d feeding test in male rats was 1 mg/kg. Carp LC50 4mg/L(36H), Blue Gill LC50 1mg/L(24h). It is toxic to bees and toads. |
| Use | high efficiency, broad-spectrum insecticide, with stomach poison, contact and strong fumigation effect, due to the high vapor pressure, it has a strong knock-down force on the insect pests of the chewing mouth and the puncture and suction mouth. Mainly used for the control of health pests, agriculture and forestry, horticultural pests, granary pests, such as: mosquitoes, flies, prongs, HIV, bed bugs, cockroaches, black-tailed cicada, slime worms, aphids, red spiders, Rice dust, heartworm, pear-spider, Mulberry, Mulberry, Mulberry whitefly, Mulberry geometrid, tea silkworm, tea worms, Dendrolimus punctatus, Willow moth, insect worm, yellow stripe jumping nail, vegetable Borer, bridge worm, Spodoptera litura, apple nest moth, etc. The dosage of 80% emulsifiable concentrate was 1000-2000 times for liquid spray. Easy to produce damage to sorghum, beans, corn, Willow is also more sensitive. it can be used as a fumigant for families and public places, and also suitable for controlling various pests on cotton, fruit trees, vegetables, tobacco, tea, mulberry and other crops , gastric poison and contact killing effect, have good control effect on chewable mouth insect pests and stinging and sucking mouth insect pests dichlorvos has fumigation, gastric poison and contact killing effect, it has a good control effect on the chewing type mouth insect pests and the puncture and suction type mouth insect pests. Dichlorvos has a high vapor pressure and has a strong knock-down force against pests. After application, it is easy to decompose and the residual effect period is short. The use of a variety of methods, simple and easy. Suitable for the control of cotton, fruit trees, vegetables, sugarcane, tobacco, tea, mulberry and other crops on a variety of pests. The mosquito, flies and other household health pests as well as the warehouse pests, such as rice like, also has a good control effect. |
| production method | There are two production methods. 1. Prepared from trichlorfon by alkaline hydrolysis in solvent. From trimethyl phosphite and trichloroacetaldehyde Perkoff rearrangement condensation of prepared. dichlorvos was generated by dehydrochlorination of trichlorfon under alkaline conditions. During the operation, the concentration of trichlorfon aqueous suspension is controlled to be 25% (refined trichlorfon mother liquor can also be used with timely trichlorfon solids), and the ratio of trichlorfon to alkali is 1 (1.35~1.4), water and toluene (xylene, benzene) two solvents, reaction temperature 50~60 degrees C, reaction time 20~25min, the end of the pH value of 7~8. This reaction causes the α-hydroxyphosphonate to be rearranged to the phosphate. At the end of the reaction, the oil layer was separated into layers, and the solvent was recovered by thin film evaporation, and dichlorvos crude oil was obtained. Direct synthesis method for the preparation of trimethyl phosphite. Preparation of dichlorvos this method uses trimethyl phosphite and trichloroacetaldehyde reaction, remove a molecule of methyl chloride synthesis, called perkow reaction. During the operation, trimethyl phosphite (or chloral) is added dropwise to chloral (or trimethyl phosphite) at room temperature, and the heat released needs to be cooled, and the dropping temperature is controlled at 60 ℃, at 70 ℃ for 90min, the ratio of trimethyl phosphite to chloral was 1:1, and the yield was 94.53%. |
| category | pesticide |
| toxicity grade | high toxicity |
| Acute toxicity | oral-rat LD50: 17 mg/kg; Oral-mouse LD50: 61 mg/kg |
| explosive hazard characteristics | mixture with air, heat, open flame can be broken |
| flammability hazard characteristics | open flame flammable; Thermal decomposition of toxic phosphorus oxide, chloride gas |
| storage and transportation characteristics | The warehouse is ventilated and dried at low temperature, separate storage of food additives |
| fire extinguishing agent | Sand, dry powder, foam |
| Occupational Standard | TWA 1.0 mg/m3; Tel 3.0 mg/m3 |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
| immediate life-threatening and health concentration | 100 mg/m3 |
Last Update：2024-04-09 02:00:10
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Raw Materials for 2-二氯乙烯基二甲基磷酸酯