Molecular Formula | C12H11NO2 |
Molar Mass | 201.22 |
Density | d2020 1.232 |
Melting Point | 142-146 °C (lit.) |
Boling Point | 315°C |
Flash Point | 202.7°C |
Water Solubility | Insoluble. 0.00826 g/100 mL |
Solubility | Moderately soluble in acetone, cyclohexanone, N,N-dimethylformamide (400–450 g/kg), andisophorone (Windholz et al., 1983; Worthing and Hance, 1991) |
Vapor Presure | 2 (x 10-3 mmHg)at 40 °C (Meister, 1988) |
Appearance | Crystalline |
Color | Crystals |
Exposure Limit | NIOSH REL: TWA 5 mg/m3, IDLH 100 mg/m3; OSHA PEL: TWA 5mg/m3; ACGIH TLV: TWA 5 mg/m3. |
Merck | 13,1794 |
BRN | 1875862 |
pKa | 12.02±0.46(Predicted) |
Storage Condition | Sealed in dry,Room Temperature |
Stability | Stable. Combustible; incompatible with strong oxidizing agents. |
Refractive Index | 1.5300 (estimate) |
Physical and Chemical Properties | Melting point 142°C boiling point 315°C flash point 202.7°C water-soluble Insoluble. 0.00826g/100 mL |
Use | For the control of rice planthopper, leaf hopper, thrips, bean aphid, soybean heartworm, cotton bollworm and fruit tree pests, forestry pests |
Risk Codes | R22 - Harmful if swallowed R40 - Limited evidence of a carcinogenic effect R50 - Very Toxic to aquatic organisms R67 - Vapors may cause drowsiness and dizziness R65 - Harmful: May cause lung damage if swallowed R50/53 - Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. R38 - Irritating to the skin R11 - Highly Flammable R20/22 - Harmful by inhalation and if swallowed. R20 - Harmful by inhalation R43 - May cause sensitization by skin contact |
Safety Description | S22 - Do not breathe dust. S24 - Avoid contact with skin. S36/37 - Wear suitable protective clothing and gloves. S46 - If swallowed, seek medical advice immediately and show this container or label. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. S2 - Keep out of the reach of children. S62 - If swallowed, do not induce vomitting; seek medical advice immediately and show this container or label. S60 - This material and its container must be disposed of as hazardous waste. S33 - Take precautionary measures against static discharges. S25 - Avoid contact with eyes. S16 - Keep away from sources of ignition. S9 - Keep container in a well-ventilated place. |
UN IDs | UN 2811 6.1/PG 3 |
WGK Germany | 3 |
RTECS | FC5950000 |
HS Code | 29224999 |
Hazard Class | 6.1(b) |
Packing Group | III |
Toxicity | LD50 orally in rats: 250 mg/kg (Vandekar) |
Reference Show more | 1. [IF=3.638] Ting-tiao Pan et al."In situ and rapid determination of acetamiprid residue on cabbage leaf using surface-enhanced Raman scattering."J Sci Food Agr. 2021 Jul;101(9):3595-3604 |
Henry's Law Constant | (x 10-5 atm?m3/mol):1.27 at 20 °C (approximate - calculated from water solubility and vapor pressure) |
NIST chemical information | information provided by: webbook.nist.gov (external link) |
(IARC) carcinogen classification | 3 (Vol. 12, Sup 7) 1987 |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
Use | broad-spectrum carbamate insecticides with high efficiency, low toxicity, low residue and long residual effect. It has a strong contact killing effect on pests, and has a stomach poison effect, and has a slight internal absorption effect. For the prevention and control of cotton bollworm, rolling leaf insects, cotton aphid, bridge-making insects, thrips and rice leaf hopper, rice leaf roller, Rice bract, Rice thrips and fruit tree pests, can also control the garden snail, Slug and other soft animals. The usual dose is 2.6~20g/100 m2. used to control Rice planthopper, leaf hopper, thrips, bean aphid, soybean heartworm, cotton bollworm and fruit tree pests, forestry pests, etc. used to control Rice planthopper, leaf hopper, thrips, cotton bollworm and fruit tree pests, forestry pests, Dendrolimus punctatus, etc. This product is a carbamate insecticide, with contact killing, stomach poisoning effect, micro-absorption properties, can control more than 150 kinds of pests of more than 100 kinds of crops. It can be processed into wettable powder or suspension for controlling rice planthopper, rice leaf hopper, cotton bollworm, soybean pod and fruit tree pests. It has a good control effect on the insect resistant to organic chlorine and organic phosphorus. The dosage is generally 375-750g of active ingredient per hectare. The product can not be mixed with alkaline pesticide use. It is highly toxic to bees, and it is not suitable for use in the flowering season. used as an insecticide. Calibration instruments and devices; Evaluation methods; Working standards; Quality assurance/quality control; Other. |
production method | there are cold method (methyl naphthyl chloroformate method) and heat method (methyl carbamoyl chloride method) two main processes. By cold method, carbaryl can be obtained by the reaction of Cresol with phosgene to produce methyl naphthyl chloroformate and then with methylamine. Raw material consumption quota: Cresol (94%)1100kg/t, methylamine (40%)500kg/t, phosgene 900kg/t. 2. Thermal method first methylamine and gas reaction to generate methyl carbamoyl chloride, and then with the synthesis of carbaryl naphthol. preparation of isocyanate method methyl isocyanate methyl amine and phosgene are directly subjected to gas phase color at high temperature, and the reactor is a pipeline. The reaction temperature is higher than 400 ℃, and the material of the reactor is steel-lined graphite. Prevention of by-product formation and elimination of reactor clogging are critical in production. The main equipment of the methyl isocyanate separation and refining system is the stripping gas tower, and the refined methyl isocyanate Tower is a floating valve tower with 90 trays, which is made of high nickel alloy steel. The synthesis reaction of carbaryl was carried out in the presence of a solvent at a temperature of 60-80 °c and a slight negative pressure. The resulting mixed solution was distilled by distillation, and an excess amount of methyl isocyanate was distilled off from the top of the distillation column together with a part of the solvent, and then recovered for use. Carbaryl was refined in solution to obtain a pure product. Preparation of naphthyl chloroformate by chloroformate after dissolving 100kg of naphthol and 200kg of toluene, it is pumped to a reactor containing 600kg of toluene, stirred, cooled to below -10 ℃, stopped stirring, and about 224kg of phosgene is introduced, 4H through. The alkali was added dropwise, and the temperature was controlled below 0 ℃. About 2H, 400 ~ 500kg 20% Lye was dropped, so that the pH of the saline layer was 6, and the salt water was discharged, washing methyl naphthyl chloroformate 2 times, the General ester content of 14% ~ 15%. The synthesis temperature of Carbaryl is kept at 10~20 ℃, and 40% of methylamine is added dropwise at about 40min, then 20% of liquid alkali is added dropwise at about 10 ℃ for about 20min, and the mixture is stirred for 10min, drop into 30% hydrochloric acid 80kg, the measured pH value is 5~6. The product was separated, washed and dried. Preparation of methyloxycarbamoyl chloride methylcarbamoyl chloride was synthesized by the chloroformylation of methylamine. The liquid phase method and the gas phase method are commonly used in industry, and the gas phase method has a high yield and is convenient for continuity. The gas phase method is to heat methylamine to above 200 ℃, phosgene to above 150 ℃, and the two gases are mixed through a pipeline reactor at 240~300 ℃, and the reaction is completed instantaneously, it is then condensed to a liquid or recycled with pre-cooled chlorobenzene or carbon tetrachloride. The main process conditions are: the ratio of methyl amine and phosgene is 1:1.3 (volume ratio), the preheating temperature of methyl amine and phosgene is 220~240 ℃, and the reaction temperature is 280~300 ℃, the absorption temperature was 0-20 °c. Synthesis of carbaryl the sodium cresol is prepared from carbaryl and dilute alkali solution. When the temperature reaches 0~5 ℃, methyl carbamoyl chloride is added dropwise, when the pH value reaches 7.5~8.0, the reaction is to the end point, and the reaction time is about 30~40min. The finished product is obtained by centrifugation, washing and drying, and the content is more than 90%. Carbaryl synthesis can also be produced by solvent or solvent-free methods. |
category | pesticide |
toxicity grade | poisoning |
Acute toxicity | oral-rat LD50: 590 mg/kg; Skin-rabbit LD50: 2000 mg/kg |
stimulation data | Skin-rabbit 12 mg/24 h severe; eye-rabbit 500 mg/24 h mild |
explosive hazard characteristics | the container can be exploded in a sealed fire |
flammability hazard characteristics | toxic NOx gases from combustion |
storage and transportation characteristics | The warehouse is ventilated and dried at low temperature, separate storage of food additives |
extinguishing agent | foam, carbon dioxide, sand, water. |
Occupational Standard | TWA 5 mg/m3; Tel 10 mg/m3 |
toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
immediate life-threatening and health concentration | 100 mg/m3 |