Name | Iprobenfos |
Synonyms | IBP kitazinl Kitazin L Kitazin P iprofenfos Iprobenfos o,o-Diethyl-s-benzylthiophosphate O,O-Diisopropyl-S-benzylthiophosphate O,O-Diisopropyl S-benzyl thiophosphate O,O-Diisopropyl S-Benzyl phosphorothioate S-BENZYL O,O-DI-ISOPROPYL-PHOSPHOROTHIOATE S-benzyl O,O-dipropan-2-yl phosphorothioate O,O-bis(1-Methylethyl)-S-(phenylmethyl)phosphorothiolate |
CAS | 26087-47-8 |
EINECS | 247-449-0 |
InChI | InChI=1/C13H21O3PS/c1-11(2)15-17(14,16-12(3)4)18-10-13-8-6-5-7-9-13/h5-9,11-12H,10H2,1-4H3 |
Molecular Formula | C13H21O3PS |
Molar Mass | 288.34 |
Density | 1.1001 g/cm3 |
Melting Point | 25°C |
Boling Point | 126°C |
Flash Point | 11°C |
Water Solubility | 430 mg l-1(20 °C) |
Vapor Presure | 2.5 x 10-4 Pa (20 °C) |
Appearance | liquid |
BRN | 1974687 |
Storage Condition | APPROX 4°C |
Refractive Index | approximate 1.51 |
Physical and Chemical Properties | The pure product is colorless transparent liquid, B. p.126 ℃/5.332, relative density 1.107,m.p.22.5~23.8 ℃, refractive index n20d1.5106. Soluble in a variety of organic solvents, insoluble in water. It is stable to light and acid, easy to decompose when exposed to alkaline substances, and the industrial product is light yellow oily liquid. |
Use | It has good bactericidal effect of internal conduction, good control effect on rice leaf blast and ear neck blast, and can also treat rice planthopper |
Risk Codes | R22 - Harmful if swallowed R51/53 - Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. R39/23/24/25 - R23/24/25 - Toxic by inhalation, in contact with skin and if swallowed. R11 - Highly Flammable |
Safety Description | S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S36/37 - Wear suitable protective clothing and gloves. S16 - Keep away from sources of ignition. S7 - Keep container tightly closed. |
UN IDs | UN 3082 |
WGK Germany | 2 |
RTECS | TE6550000 |
HS Code | 29309090 |
Hazard Class | 6.1(a) |
Packing Group | II |
NIST chemical information | Information provided by: webbook.nist.gov (external link) |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
toxicity | acute oral LD50 in rats is 490 mg/kg, while that in mice is 660 mg/kg. Acute percutaneous LD50 was 4080mg/kg in rats and 4000mg/kg in mice. The LD50 of carp is 5.1mg/L (48h). |
use | systemic organophosphorus fungicide, mainly used to control rice blast. The efficacy is higher than that of rice blast net, and the duration is longer. 600~800 times of 40% emulsifiable concentrate for rice blast control is applied at the initial stage of seedling blast and leaf blast, and sprayed once every 5~7 days, 2~3 times. Different rice blast net also has a control effect on rice sheath blight, sclerotinia sclerotiorum and rice planthopper. Mixed with certain pesticides with synergies. It has good endosorption conduction bactericidal effect, and has excellent control effect on rice leaf blast and ear neck blast. It can also treat rice planthopper It is a endosorption fungicide, mainly used to prevent and control rice ear neck blast in the morning and evening It has endosorption conduction effect on plants, can prevent mycelial growth and spore formation, and has both preventive and therapeutic effects. Mainly used to control rice blast. It has good control effect on rice seedling blast, leaf blast and ear neck blast. Mixing with phosphorus control and dimethoate has a synergistic effect. 500~600 times of 40% emulsifiable concentrate for rice blast control was applied at the initial stage of seedling blast and leaf blast, and sprayed once every 5~7 days for a total of 1~3 times. the product is a systemic bactericide, which has a good internal bactericidal effect. It is absorbed by plant roots and leaf sheaths under the water surface and dispersed to various parts of the plant. It is mainly used to prevent and control rice ear neck plague in the morning and evening, and has a significant effect on rice globule sclerotia, sclerotinia sclerotiorum, sheath blight, and the prevention and control of planthoppers. This product also has an anti-lodging effect. Isobalea is a systemic fungicide with good internal bactericidal effect. It is absorbed by plant roots and leaf sheaths under the water surface and dispersed to various parts of the plant. It is mainly used to prevent and control rice ear neck plague in the morning and evening, and has significant effects on rice globule sclerotia, sclerotinia sclerotiorum, sheath blight, and prevention and control of planthoppers. This product also has anti-lodging effect The product is a high-efficiency, low-toxicity organic phosphorus fungicide. Mainly used to control rice blast. 38-39% emulsion, the dosage is 150g per mu, diluted 300-600 times, the control effect is about 85%. Secondly, it is used to control rice sclerotinia sclerotiorum and sheath blight, and has a certain effect on blight. It can also prevent and control black-tailed leafhoppers and planthoppers. When mixed with other pesticides, it can improve their efficacy. The combination of rice blast net and malathion has a toxic effect. |
Production method | First, diethylphosphite is prepared from ethanol and phosphorus trichloride, and then it reacts with sulfur and sodium carbonate to generate O,O-Diethylthiophosphate sodium, which further reacts with chlorobenzyl to obtain rice blast net. Raw material consumption quota: phosphorus trichloride (≥ 95%)336 kg/t, ethanol (≥ 95%)348 kg/t, toluene 655 kg/t, chlorine 182 kg/t, liquid ammonia (≥ 98%)45 kg/t, soda ash 140 kg/t, sulfur (≥ 98%)58 kg/t. The intermediate isopropyl phosphite is prepared by the reaction of isopropyl alcohol and phosphorus trichloride, and then it is reacted with ammonia, benzyl chloride and sulfur to prepare the product. 1. Preparation of isopropyl phosphite. Isopropyl alcohol is continuously fed at a speed of 215kg per hour and phosphorus trichloride at a speed of 50kg per hour (molar ratio of 3:1). After mixing, it reacts violently, and the generated hydrogen chloride gas is quickly removed from the mixing pot through a vacuum pump, and the generated crude ester enters the falling film spinner deacidification device. Heating, further deacidification, leaving the deacidifier at a temperature of 120-130°C. Cool to below 40 ℃ to obtain an intermediate with a content of 92%-95% and a yield of 95%-98%. The gas extracted from the mixing pot still contains isochloropropane. When hydrogen chloride is absorbed, atmospheric freezing can be recovered as a by-product. 2. Preparation of O,O-diisopropyl ammonium thiophosphate from different rice blast net and synthesis of the original drug in one step in the same reaction pot. Isopropyl phosphite, benzyl chloride and sulfur (molar ratio: 1:1.05:1.02) are added to toluene, ammonia is slowly introduced, the temperature is controlled at 85-90 ℃, and the ammonia is continuously heated and stirred for 2 hours after the ammonia is introduced to make the reaction complete. Water is added to wash away impurities and ammonium chloride, and the obtained crude product is continuously distilled to remove water and solvent toluene, that is, different rice warm net crude oil with a content of 85%-90% is obtained, and the yield is about 90%. It is synthesized from phosphorus trichloride, ethanol, sulfur, ammonia (or ammonium bicarbonate), benzyl chloride, and chlorine as raw materials. First synthesize diethyl phosphite, then synthesize O,O-diethyl sulfur ammonium phosphate, and then react with benzyl chloride to form rice blast. The reaction temperature of rice blast net synthesis is 90~100 ℃. Due to the presence of benzyl chloride, thione-type ammonium salt can be converted into thiol-type ammonium salt under heating, and then reduced to rice blast. For the production method of different rice blast, please refer to rice blast production. Japan's combined chemical Anyuan Chemical Fuji Factory produces three steps of esterification, sulfur addition and benzylation. The plant uses continuous method to esterify phosphorus trichloride and isopropyl alcohol to produce diisopropyl phosphite. The hydrogen chloride generated by the reaction is extracted as soon as possible, which is the key to the quality and yield of esterified products. Sulphurization adopts batch batch operation, and the solvent used is distilled and recovered by cryogenic device, starting at 25 ℃, the second stage -5 ℃, and finally -40 ℃, so that all the solvent in the tail gas is recovered. Benzylation uses 2 9m3 reactors to remove unreacted benzyl chloride and other impurities in the condensation reaction. Using a thin film vacuum concentration device, the purity of the refined product reaches 94% ~ 96%, and the total yield reaches 86% ~ 88% based on phosphorus trichloride. 98% ~ 99% based on benzyl chloride. The whole workshop has 5 people per shift and produces 10 × 103kg of crude oil per day. Guogu also studied the method of one-step synthesis of different rice blast by water-phase ammonia method, with a yield of 92%. |
category | pesticide |
toxicity classification | highly toxic |
acute toxicity | oral-rat LD50: 550 mg/kg; Oral-mouse LD50: 435 mg/kg |
flammability hazard characteristics | open flame is combustible; heat decomposes toxic phosphorus oxide and sulfur oxide gas |
storage and transportation characteristics | warehouse ventilation and low temperature drying; separate from food raw materials storage and transportation |
fire extinguishing agent | sand, dry powder, foam |
occupational standard | STEL 0.3 mg/m3 |