Name | Isoprocarb |
Synonyms | MIPC Isoprocarb NSC 191479 Isoprocarb-D3 Isoprocarb 0.1 2-Isopropylphenylmethylcarbamate 2-Isopropylphenyl methylcarbamate 2-isopropylphenyln-methylcarbamate 2-Isopropylphenyl N-methylcarbamate 2-(propan-2-yl)phenyl methylcarbamate 2-(1-Methylethyl)phenylmetylcarbamate 2-(1-methylethyl)-phenomethylcarbamate 2-(1-Methylethyl)-phenol methyl-carbamate 2-(1-Methylethyl)phenol 1-(N-MethylcarbaMate) 2-Isopropylphenylmethylcarbamate,O-Cumenylmethylcarbamate |
CAS | 2631-40-5 |
EINECS | 220-114-6 |
InChI | InChI=1/C11H15NO2/c1-8(2)9-6-4-5-7-10(9)14-11(13)12-3/h4-8H,1-3H3,(H,12,13) |
Molecular Formula | C11H15NO2 |
Molar Mass | 193.24 |
Density | 1.0945 (rough estimate) |
Melting Point | 92.4°C |
Boling Point | 329.46°C (rough estimate) |
Flash Point | -18°C |
Vapor Presure | 0.00947mmHg at 25°C |
Appearance | Crystalline |
BRN | 1875020 |
pKa | 12.22±0.46(Predicted) |
Storage Condition | Sealed in dry,2-8°C |
Refractive Index | 1.5080 (estimate) |
Physical and Chemical Properties | Scientific name: 2-isopropylphenyl methylcarbamate. A contact-killing insecticide with a combination of systemic effects. The pure product is white crystals. The melting point of 96~97 deg C. Boiling Point 128~129 ℃(2.66 6千帕,20 mmHg). Insoluble in water, soluble in ethanol, acetone and ethyl acetate. Rapid, but short duration of action. |
Use | For Rice, some fruit trees and crops on the control of rice planthopper, rice leaf hopper and other pests, but also can also treat thrips, Leech, stable flies, etc |
Risk Codes | R22 - Harmful if swallowed R50/53 - Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. R67 - Vapors may cause drowsiness and dizziness R65 - Harmful: May cause lung damage if swallowed R38 - Irritating to the skin R11 - Highly Flammable R20 - Harmful by inhalation |
Safety Description | 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. S62 - If swallowed, do not induce vomitting; seek medical advice immediately and show this container or label. S33 - Take precautionary measures against static discharges. S16 - Keep away from sources of ignition. S9 - Keep container in a well-ventilated place. S25 - Avoid contact with eyes. |
UN IDs | UN 3077 9/PG 3 |
WGK Germany | 3 |
RTECS | FB7880000 |
HS Code | 29224999 |
NIST chemical information | Information provided by: webbook.nist.gov (external link) |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
preparation method | ultrasonic-assisted extraction of carbamate pesticide (isoprocarb) from panax ginseng powder: 1. soak panax ginseng powder. Immersion of isoprocarb pesticide: weigh 5.0003g of panax notoginseng powder on a surface dish, remove 10mL of isoprocarb pesticide solution, add it, stir well, dry it naturally, and grind it fine. Soak in isoprocarb standard solution: take 15.0002g notoginseng powder in a surface dish, and remove 20mL isoprocarb standard (0.502 mg/mL) solution to add, stir well, dry naturally, and grind finely. 2. Silica gel treatment. Weigh 20.0005g of silica gel powder into a beaker, add 88mL of 6moL/mL hydrochloric acid solution, and soak for 12 hours. Wash the soaked silica gel to neutral with distilled water, then add 50mL of 1% ammonia solution, mix well for 30min, filter out the water, and dry at 50~60 ℃. 3. Sample extraction. Accurately weigh 0.5000g of sample in a 10mL centrifuge tube, add 12mL of acetone + n-hexane (1: 1), ultrasound for 10min(59kHz,100% power), centrifuge for 10min(3600r /min), filter the supernatant with filter paper, concentrate the filtrate on a rotary evaporator (30 ℃) to about 1mL, and wait for sample loading. 4. Sample purification. The chromatography column (15cm × 10mm) is filled from bottom to top, a layer of filter paper, 1cm anhydrous sodium sulfate, 3g untreated silica gel and 1cm anhydrous sodium sulfate are leached with 10mL of n-hexane, then the sample is loaded, the sample bottle is washed with a small amount of n-hexane, poured into the chromatography column, washed with 10mL of acetone: dichloromethane = 1: 9(V/V), the eluent is collected, concentrated to near dry on a rotary evaporator, and dissolved with methanol, the volume was fixed to 10mL and determined under the selected chromatographic conditions. |
toxicity | acute oral LD50 in rats is 403~485 mg/kg, 487~512 mg/kg in mice and 500 mg/kg in rabbits. Acute percutaneous LD50>500mg/kg in male rats. Acute inhalation of LD50 in male rats is> 0.4 mg/kg. The 2-year feeding test for rats had no effect at a dose of 0.5 mg/kg per day. The irritation to rabbit skin and eyes is very small, and animal tests show no obvious accumulation. Within the test dose,. Animals have no carcinogenic, teratogenic and mutagenic effects. Carp LC50 was 4.2(10)mg/L (48h). Harmful to bees. |
use | isoprocarb is a contact-killing and quick-acting pesticide, which is mainly used to control rice leafhoppers and planthoppers, but the residual effect is not long. the general dosage is 5-10g active ingredient/100 m2, and the spray content is 0.025%-0.05% active ingredient. when using powder, 30kg of 2% powder is generally used per hectare. Using 25% wettable powder 500~1000 times or 4% powder 75~150g/100m2 to control rice planthopper and rice leafhopper, the effect is more than 90%. Isoprocarb can also be used to control cotton bugs, rice thrips, melon thrips, potato beetles, etc. It should be noted that it is harmful to taro and should be stopped 2 weeks before crop eggs are obtained. |
Production method | Preparation of o-cumene chloroformate Using toluene as solvent and sodium hydroxide as deacidification agent, o-isopropyl phenol is reacted with phosgene. The reaction is controlled at a lower temperature, phosgene can be absorbed in the solvent at low temperature, and the solvent is removed after the esterification reaction is completed to prepare the intermediate. The ratio of raw materials is 1:2.3, phosgene is excessive; The reaction temperature is 0~5 ℃; After feeding, heat preservation reaction is carried out for 10min. The end pH value is 13~14. Synthesis of isopropyl at low temperature, the monomethylamine aqueous solution (40%) is added dropwise to o-isopropyl chloroformate, and the sodium hydroxide solution is added dropwise to alkaline, and the product is obtained after a series of post-treatment. The ratio of raw materials is 1:1.8, methylamine is excessive; The reaction temperature is 15 ℃; The content of methylamine is 20%. The preparation of isoprocarb can also use carbamoyl chloride method or isocyanate method. It is similar to other carbamate pesticides (such as carvityl and methomyl). Industrial production mainly includes thermal and cold methods. The thermal method is the methyl isocyanate method. First, methylamine reacts with phosgene to obtain methamyl chloride, and then thermally decomposes in the solvent carbon tetrachloride to dehydrochlorinate to form methyl isocyanate. Methyl isocyanate reacts with o-isopropyl phenol to form Ye Cicada Powder. 1. Preparation of methyl isocyanate. Methylamine and phosgene are combined at a molar ratio of 1:1.3 (molar ratio), methylamine is preheated to 240 ℃, phosgene is preheated to 150 ℃, and after mixing, it enters the acid chloride synthesis tube, and the synthesis product enters the acid chloride kettle and the carbon tetrachloride-shaped 15-20% solution in the kettle, heating to keep the carbon tetrachloride-carbamoyl chloride solution boiling, evaporate the vapor containing isocyanate, hydrogen chloride, and carbon tetrachloride, and enter the acid chloride, the condensate enters the intermediate kettle to heat and evaporate the mixture and then condenses to remove a part of hydrogen chloride. The condensate evaporates again to remove hydrogen chloride and then enters the crude ester distillation tower, and distilled to obtain crude isocyanate. The crude product is then removed by phosgene and crude distillation to obtain crude methyl isocyanate products. The crude product is then removed from phosgene and crude distillation to obtain crude methyl isocyanate products with a content of generally above 99%. 85.5% yield. 2. Preparation of trans-o-isopropyl phenol by Ye Cicada Powder Add to glass-lined reaction kettle, then add triethylamine, add methyl isocyanate dropwise at normal temperature after stirring, add it within 1h, and automatically heat up by reaction heat. After adding, slightly reheat to make the temperature reach 100 ℃, and the heat preservation reaction is 0.5h. After the reaction is over, it is put into a tablet machine, and the product after the tablet is cicada powder, with an average content of 98.5% and an average yield of nearly 98%. The reaction order of the cold method is just the opposite. First, the o-isopropyl phenol is phosgenated to generate chloroformate, and then it reacts with monomethylamine to obtain Ye Cicada. The phosgenation reaction requires freezing conditions, so it is called the cold method. Each ton of product consumes 730kg of o-isopropyl phenol and 400kg of 40% methylamine. |
category | pesticide |
toxicity classification | highly toxic |
acute toxicity | oral-rat LD50: 450 mg/kg; Oral-mouse LD50: 94 mg/kg |
flammability hazard characteristics | combustion produces toxic nitrogen oxide gas |
storage and transportation characteristics | warehouse ventilation and low temperature drying; separate from food raw materials storage and transportation |
fire extinguishing agent | dry powder, foam, sand |