Chlorotoluron
Chlortoluron
CAS: 15545-48-9
Molecular Formula: C10H13ClN2O
Chlorotoluron - Names and Identifiers
| Name | Chlortoluron |
| Synonyms | Tolurex tolurex Dicuran Chlortokem DICURAN(R) Chlortoluron chlorotoluron 3-(3-chloro-p-tolyl)-1,1-dimethylurea 3-(3-chloro-p-tolyl)-1,1-dimethyl-ure 3-(3-chloro-4-methylphenyl)-1,1-dimethylurea 3-(3-Chloro-4-methylphenyl)-N,N-dimethylurea N'-(3-chloro-4-methylphenyl)-N,N-dimethylurea N'-(3-Chloro-4-methylphenyl)-N,N-dimethylurea 3-(3-chloro-4-methylphenyl)-1,1-dimethyl-urea n-(3-chloro-4-methylphenyl)-n',n'-dimethylurea N-(3-Chloro-4-methylphenyl)-N',N'-dimethylurea 3-(3-chlor-4-methylphenyl)-1,1-dimethylharnstoff N-(3-Chloro-4-methylphenyl)-N',N'- dimethyl urea |
| CAS | 15545-48-9 |
| EINECS | 239-592-2 |
| InChI | InChI=1/C10H13ClN2O/c1-7-4-5-8(6-9(7)11)12-10(14)13(2)3/h4-6H,1-3H3,(H,12,14) |
Chlorotoluron - Physico-chemical Properties
| Molecular Formula | C10H13ClN2O |
| Molar Mass | 212.68 |
| Density | 1.2426 (rough estimate) |
| Melting Point | 148.3° |
| Boling Point | 367.8±42.0 °C(Predicted) |
| Flash Point | 2°C |
| Water Solubility | 70.43mg/L(20 ºC) |
| Vapor Presure | 1.33E-05mmHg at 25°C |
| Appearance | neat |
| Merck | 13,2191 |
| BRN | 2647688 |
| pKa | 14.43±0.70(Predicted) |
| Storage Condition | APPROX 4°C |
| Refractive Index | 1.6000 (estimate) |
| Physical and Chemical Properties | Pure white needle-like crystals. m.p.147 ~ 148 ℃, vapor pressure 4.79 × 10-6Pa (20 ℃), solubility in 4.3 ML acetone, benzene, dichloromethane were 5g, 2.4g and g, the solubility in water was 10mg/L. Stable at room temperature, acid-base decomposition at high temperature. The half-life in soil is about 30d. |
| Use | A contact herbicide used to control graminaceous weeds and broad-leaved weeds in cereal fields |
Chlorotoluron - Risk and Safety
| Risk Codes | R40 - Limited evidence of a carcinogenic effect R50/53 - Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. R63 - Possible risk of harm to the unborn child R36 - Irritating to the eyes R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R11 - Highly Flammable |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37 - Wear suitable protective clothing and gloves. S46 - If swallowed, seek medical advice immediately and show this container or label. 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. S16 - Keep away from sources of ignition. |
| UN IDs | UN 3077 |
| WGK Germany | 3 |
| RTECS | YS7230000 |
Chlorotoluron - Upstream Downstream Industry
| Raw Materials | 4-Nitrotoluene Dimethylamine |
Chlorotoluron - Nature
Open Data Verified Data
The Pure product was white needle-like crystals. Melting point 147~148 °c, vapor pressure (20 °c) 4.79 x 10-6Pa. Solubility at 20 °c (g/kg): acetone 50, benzene 24, methylene chloride 43. The solubility in water was 10 mg/L. Stable at room temperature, high temperature in case of acid-base decomposition, soil half-life of about 30d.
Last Update：2024-01-02 23:10:35
Chlorotoluron - Preparation Method
Open Data Verified Data
p-nitrotoluene was prepared by chlorination, reduction, esterification and addition reaction. First, P-nitrotoluene is reacted with chlorine in the presence of ferric chloride and iodine to obtain 3-chloro-4-methylnitrobenzene with Raney nickel as catalyst, the catalytic hydrogenation reaction was carried out with hydrogen gas to obtain 3 monochloro-4-methylaniline. This material reacts with phosgene to give 3 monochloro-4-tolyl isocyanate. Finally, chloro-4-methylphenyl isocyanate was added to dimethylamine to give chloromuron. Chlorosulfuron can also be synthesized by reacting dimethylamine with phosgene to form N,N-dimethylformyl chloride and then with 3-monochloro-4-methylnitrobenzene and carbon monoxide. Alternatively, under a suitable catalyst and a certain pressure, 3-monochloro-4-methylnitrobenzene reacts with carbon monoxide to generate 3-chloro-4-methylisocyanate, and then reacts with dimethylamine.
Last Update：2022-01-01 10:12:43
Chlorotoluron - Use
Open Data Verified Data
green wheat can replace urea herbicide, with absorption, contact killing effect, broad spectrum of killing grass, strong selectivity, long application period, can be from pre-emergence to seedling stage, it is mainly used to control dicotyledonous and monocotyledon weeds in the wheat field, such as Weibiao, Poa pratensis L. It has the effect of increasing the yield of wheat. It can also be used to control weeds in corn, cotton, sorghum, grains, peanuts and other crops.
Last Update：2022-01-01 10:12:43
Chlorotoluron - Safety
Open Data Verified Data
rat oral LD50>lOOOOmg/kg, mouse 1620~2056mg/kg. Rat percutaneous LD50 >2000mg/kg. After 90 days of feeding, the No effect dose was 53mg/kg in rats and 23mg/kg in dogs. The LC50 of rainbow trout was 30mg/L( 48h), low toxicity to birds and safe to bees.
Last Update：2022-01-01 10:12:44
Chlorotoluron - Reference Information
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| Herbicide | Chlorotoluron is a selective absorption and conduction urea herbicide. The pure product is colorless and odorless crystals. The raw powder is a yellowish-brown block solid, insoluble in water, stable at room temperature, not easy to burn and explode, non-corrosive, and can be decomposed by strong alkali and strong acid. Low toxicity to birds and fish, non-toxic to bees. Mainly absorbed by the root system of weeds, and has a foliar contact effect. It is an inhibitor of electron transport of weed photosynthesis, which makes weeds starve and die. Three days after application, weeds began to show symptoms of poisoning, leaves faded, leaf tips and heart leaves lost green one after another, about 10 days the whole plant dried up and died, and the active period in the soil was more than 70 days. Mainly used in wheat, barley, corn, sorghum, cotton, peanuts, soybeans, tobacco, highland barley and other dry field crops to prevent and control wheat Niang, bluegrass, wild oats, chickellum, cattle chickellum, passerine, Setaria, Matang, Artemisia sow, Goose not eating grass, wolf handle grass, Polygonum ospermus, Willow thorn Polygonum, barnyard grass, amaranth, amaranth, pursla, quinoa, Xang, Borna, etc., Cyperaceae and most broadleaf weeds, it also has some effects on vulgaris and hard grasses, but it is not effective for weeds such as Tian Xuanhua, Polygonum, Citrus chinensis, Jujing, Zhuzhan, and Mallow. Green Mailon can be mixed with grass-killing pill, butachlor, bentazine, and dicamba to expand the grass-killing spectrum. When the soil humidity is large, it is beneficial to exert the efficacy of the medicine. For example, through drought, watering should be applied before applying the medicine. The low temperature below 0 ℃ is not conducive to the exertion of drug effect, and it is also easy to cause drug damage. Rape, broad beans; sorghum, millet, peas, vegetables, alfalfa are sensitive to chlorotoluron and are strictly prohibited from being used on these crops. Do not re-spray or leak when spraying, so as not to affect the efficacy or cause harm. apply garlic before seedling after planting, you can use chlorotoluron, isoproterone, acetochlor, nongstiit, dahili, shitianbu and other chemicals. Spray 300 grams of 25% chlorotoluron wettable powder per mu, which can control annual gramineous weeds and broadleaf weeds such as cattle chickweed, Kanmai Niang. Chlorotolon has a long efficacy and good effect, but the safety of large-scale application is poor. When the dosage is high, it has an impact on the yield of garlic. Frequent use has an impact on the later rice. The reduction and the mixed use of Gol can improve safety. |
| method of use | 1. wheat field use: 250-300g of 25% wettable powder or 150g of 25% chlorotolon wettable powder plus 150 ml of 50% zeoton emulsifiable concentrate per mu before emergence, 50kg of water, and evenly spray the soil surface. Or mix 20kg of fine fluvo-aquic soil to spread the soil surface evenly. Before the 3-leaf stage after emergence, 200-250g of 25% wettable powder is used per mu, and 50kg of water is evenly sprayed and spread on the soil surface. Wheat seedlings cannot be used after the 3-leaf stage, which is prone to phytotoxicity. 2. cotton field use: 250 grams of 25% wettable powder per mu after sowing and before emergence, and 35 kilograms of water are evenly sprayed on the soil surface. 3. Use in corn, sorghum and soybean fields: apply pesticide after sowing and before emergence, or at the 4-5 leaf stage of corn, use 200-300g of 25% wettable powder per mu, and spray 50kg of water evenly on the soil surface. |
| precautions | 1. chlorotolon has poor water solubility. when using, wettable powder should be stirred with a small amount of water, and then diluted with water. when applying, the soil should be kept moist, which is beneficial to the efficacy. 2. Long residual time in the soil, slow decomposition, after the crop is not suitable for rape, broad beans; sorghum, millet, peas, vegetables, alfalfa and other plant sensitive crops, so as not to cause phytotoxicity. 3. the spray appliance should be cleaned after use. |
| toxicity | acute oral LD50>10000 mg/kg in rats and 1620~2056 mg/kg in mice. Acute percutaneous LD50>2000mg/kg in rats. After feeding for 90 days, the non-effective dose was 53mg/kg for rats and 23mg/kg for dogs. The LC50 for rainbow trout was 30mg/L (48h). Low toxicity to birds. Safe for bees. |
| use | is mainly used to control grass grasses and broad-leaved annual weeds in wheat fields, spray water with 25% wettable powder 38~45g/100m2, and apply pesticide at seedling stage. It can also be used for weed control of corn, cotton, sorghum, grains, peanuts and other crops. ℃ It is a contact herbicide, used to control gramineous weeds and a variety of broad-leaved weeds in grain fields It is a contact herbicide, used for weeding in grain fields Green wheat The croon can replace urea-type wheat field herbicides, has the effect of internal absorption and contact killing, has a wide herbicidal spectrum, strong selectivity, and a long application period, which can be from the pre-bud to the seedling stage, it is mainly used to control dicotyledonous and monocotyledonous weeds in wheat fields, such as kanmai Niang, bluegrass, chickweed, polygonum quinoa, etc. It can increase the yield of wheat. |
| Production method | It is obtained by chlorination, reduction, esterification, and addition using p-nitrotoluene as raw material. 1. Chlorination Reacts p-nitrotoluene with chlorine under ferric chloride and iodine. 2. The reduction of 3-chloro-4-methylnitrobenzene is obtained by catalytic hydrogenation reaction with Raney nickel as catalyst and hydrogen. 3. The esterification of 3-chloro-4-methylaniline reacts with phosgene to obtain 3-chloro-4-toluene isocyanate. 4. Addition process conditions: isocyanate: dimethylamine = 1:1.05-1.1. Dimethylamine is obtained by reacting with 3-chloro-4-toluene isocyanate. In addition, there is a carbon disulfide process to avoid the use of highly toxic phosgene. Raw material consumption quota: 3-chlorine -4-methylaniline (90%)650 kg/t, carbon disulfide (98%)690 kg/t, dimethylamine (33%)750 kg/t, hydrogen peroxide (30%)2600 kg/t. the chlorination of p-nitrotoluene by isocyanate method uses FeCl3 (or SbCl3) as catalyst, the chlorination temperature is 75~85 ℃, and the chlorination agent can use chlorine gas. Catalytic hydrogenation of 2-chloro-4-nitrotoluene produced by reduction produces 3-chloro-4-methylaniline. The catalyst can be Ni-A1 (Pb/C or Pt/C), etc. The solvent can be 3-chloro-4-methylaniline (I. e. product), the reaction pressure is 3.42~3.92MPa, the reaction period is 125min, the temperature is 100~160 ℃, the conversion rate is 99%, the product yield is 98%, and the catalyst can be used continuously for 10 times. Esterification of 3-chloro-4-methylaniline reacts with phosgene to produce 3-chloro-4-methylphenyl isocyanate. The esterification reaction uses toluene (or chlorobenzene) as the solvent. During intermittent operation, the amine temperature is added at -5~10 ℃, and then the temperature is raised to 70~80 ℃, and the ester content is raised to 110~120 ℃ after passing the standard, and hydrogen chloride, phosgene and part of the solvent are removed; during continuous esterification, the first stage is room temperature, the second stage (80±5)℃, the third stage (90±5)℃, and the fourth stage (110±5)℃, the contact time is 85~90min (based on the residence time of phosgene in the tower), the raw material ratio is 2:1, and the amine content is 10%. %% addition of 3-chloro-4-methylphenylisocyanate and dimethylamine to produce chlorotoluron. Using water as solvent, the reaction temperature is 20~30 ℃, the reaction time is 2h, the ester-amine ratio is 1:1, and the product yield is 95%. Carbamoyl chloride dimethylamine reacts with phosgene to form N, N-dimethylformyl chloride, and then reacts with 3-chloro-4-methylaniline to form chlorotolon. Catalytic method Under a suitable catalyst and a certain pressure, 3-chloro-4-methylnitrobenzene reacts with carbon monoxide to generate 3-chloro-4-methylisocyanate, and then reacts with dimethylamine to generate chlorotoluron. |
| category | pesticide |
| toxicity classification | low toxicity |
| acute toxicity | oral administration-rat LD50: 5800 mg/kg; Inhalation-rat LC50: 1300 mg/m3 |
| flammability hazard characteristics | Combustion produces toxic nitrogen oxides and chloride gases |
| 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 |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 20:52:54
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Product Name: Chlortoluon Visit Supplier Webpage Request for quotationCAS: 15545-48-9
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
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Raw Materials for Chlorotoluron