3-methylphenyln-methylcarbamate
m-tolyl methylcarbamate
CAS: 1129-41-5
Molecular Formula: C9H11NO2
3-methylphenyln-methylcarbamate - Names and Identifiers
| Name | m-tolyl methylcarbamate |
| Synonyms | MTMC Tsumacide Metolcarb TSUMACIDE OFUNACK M Metholcarb M-TOLYL METHYLCARBAMATE m-tolyl methylcarbamate 3-Tolyl methylcarbamate 3-tolyl-n-methylcarbamate 3-Tolyl N-methylcarbamate m-Tolyl-N-methylcarbamate 3-methylphenylmethylcarbamate 3-Methylphenyl Methylcarbamate methyl(3-methylphenyl)carbamate 3-methylphenyln-methylcarbamate 3-Methylphenyl-N-methylcarbamate 3-Methylphenyl N-methylcarbamate 3-Methylphenyl-N-methyl carbamate |
| CAS | 1129-41-5 |
| EINECS | 214-446-0 |
| InChI | InChI=1/C9H11NO2/c1-7-4-3-5-8(6-7)10(2)9(11)12/h3-6H,1-2H3,(H,11,12)/p-1 |
3-methylphenyln-methylcarbamate - Physico-chemical Properties
| Molecular Formula | C9H11NO2 |
| Molar Mass | 165.19 |
| Density | 1.1603 (rough estimate) |
| Melting Point | 74-77°C |
| Boling Point | 293.03°C (rough estimate) |
| Flash Point | >100°C |
| Water Solubility | 2600 mg l-1 (30 °C) |
| Vapor Presure | 0.145 Pa (20 °C) |
| pKa | 12.38±0.46(Predicted) |
| Storage Condition | 0-6°C |
| Refractive Index | 1.5270 (estimate) |
| Physical and Chemical Properties | Pure white crystals. m. P. 76-77 ℃, B. P. 180 ℃, flash point 145 ℃, relative density 1.2, vapor pressure 36.796 (95 ℃),120 ℃, 24H decomposition rate> 4%. Soluble in acetone, ethanol, chloroform, slightly soluble in benzene, toluene, water solubility of 2300mg/L (30 degrees C), alkaline substances easily decomposed. |
| Use | Belongs to high efficiency, low toxicity, low residue pesticides, mainly used in rice, cotton, fruit trees, vegetables and other crops |
3-methylphenyln-methylcarbamate - Risk and Safety
| Risk Codes | R22 - Harmful if swallowed R51/53 - Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. |
| Safety Description | S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. S60 - This material and its container must be disposed of as hazardous waste. |
| UN IDs | 2757 |
| RTECS | FC8050000 |
| Hazard Class | 6.1(b) |
| Packing Group | III |
3-methylphenyln-methylcarbamate - Upstream Downstream Industry
| Raw Materials | Sodium hydroxide Hydrochloric acid Methylamine |
3-methylphenyln-methylcarbamate - Reference Information
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| toxicity | Acute oral LD50 of the original drug in rats was 498-580mg/kg, the acute oral LD50 in mice was 268mg/kg. The acute percutaneous LD50 in rats was 6000mg/kg. The LC50 of acute inhalation in rats was 475mg/m3. The non-effective dose for rats was 15mg/kg per day. Carp LC50 22.2mg/L (48h). Toxic to bees. |
| Use | has good Contact killing and fumigation effect, strong knock-down ability, and the sustained effect period is 3 ~ 4d, the rice planthopper had a rapid control effect. 30~37g/25% with 100 m2 wettable powder, spray with 15 ~ of water, or direct spray with g of powder. In addition, it can also be used to control cotton aphid, cotton bollworm, tea aphids, tea small green leaf hopper, rice leaf roller, citrus rust tick and so on. belongs to high efficiency, low toxicity, low residue insecticide, mainly used for rice, cotton, fruit trees, vegetables and other crops mainly used for the control of rice leaf hopper, planthopper, Methomyl is a fast acting carbamate insecticide against Rice planthopper and rice leaf hopper. It is mainly used for the control of rice planthopper, rice leaf hopper, F-thrips and sinonovacula, etc. It also has certain control effect on rice leaf roller, citrus rust tick, cotton red bollworm, aphids, etc. |
| production method | there are cold method and heat method. 1. M-toluene chloroformate method (cold method) preparation of M-Methyl phenyl chloroformate phosgene was introduced into toluene at low temperature, and m-cresol was slowly added. Sodium hydroxide solution was added dropwise at -20 °c to control the dropping rate and keep the temperature not higher than 0 °c. Adjust the pressure in the kettle to be slightly negative, and after adding alkali, make the feed liquid alkaline. Stirring was continued, and then hydrochloric acid was added to adjust the pH to 3, and an appropriate amount of water was added to wash off the sodium chloride formed in the reaction. The mixture was allowed to stand and layered, and the salt water was discharged. Process conditions: ingredient ratio of m-cresol: Phosgene: alkali = 1:1.1:1.6,NaOH concentration of 20%, reaction temperature of 0 ℃. Preparation of M-Methyl phenyl chloroformate, Dropwise added to an excess of aqueous methylamine at a temperature of about -10 °c, while Dropwise adding 20% sodium hydroxide solution to control the temperature below 0 °c. After completion of the reaction, it was diluted with water, centrifuged and filtered, washed with water and dried. The m-cresol was directly reacted with phosgene at 100-110 ℃ under the action of catalyst, and the content of M-methyl chloroformate was 96%. The catalyst used can be recycled repeatedly. M-tolyl chloroformate is aminated with monomethylamine in toluene at 60 °c without water washing and desolvation. The characteristics of the process is to reduce the amount of sewage, and reduce labor intensity, improve the environment. The original drug is a white or reddish powdery solid. Formulated as 2 or 3% powder, 20% or 30% emulsifiable concentrate, 25% or 50% wettable powder. Raw material consumption quota: m-cresol (≥ 90%)760kg/t, methylamine (40%)690kg/t, toluene 290kg/t, phosgene (75%)870kg/t, caustic soda (30%)3120kg/t, hydrochloric acid (37%)250kg/t. synthesis of M-tolyl chloroformate by chloroformate method using toluene as solvent and cooling to about -10 ℃, phosgene was bubbled into toluene for absorption, the temperature does not exceed 0 ° C., the amount of m-cresol is added to the phosgene absorption liquid, cooling, stirring, dropwise addition of sodium hydroxide acid, and decomposition of excess phosgene. The ratio of m-cresol, phosgene and sodium hydroxide is 1:1.1:1.6 (mol), and the ratio of m-cresol to toluene is 1:1.3 (mass ratio). The reaction solution was post-treated and the solvent was recovered to obtain m-tolyl chloroformate. Synthesis of methacryl M-toluene chloroformate was added to the pre-cooled monomethylamine solution, and sodium hydroxide solution was added dropwise at the same time. The reaction temperature was controlled below 0 ℃, and it was post-treated by filtration, washing and drying, immediate access to methacryl. Carbamoyl chloride method m-cresol into the solvent, add methyl carbamoyl chloride Dropwise, after a few hours of reaction, stirring and heating, nitrogen to drive off hydrogen chloride, after filtering, washing, drying and other post-treatment, the product was prepared. The isocyanate method can be carried out in an inert solvent (benzene, toluene), using tertiary amine (such as triethylamine) as a catalyst, methyl isocyanate excess, control the reaction temperature, can be synthesized. |
| category | pesticide |
| toxicity grade | high toxicity |
| Acute toxicity | oral-rat LD50: 268 mg/kg; Oral-mouse LD50: 109 mg/kg |
| flammability hazard characteristics | toxic NOx gases from combustion |
| 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 |
| Occupational Standard | SEL 0.5 mg/m3 |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 15:16:44
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