-PENCYCURON
Pencycuron
CAS: 66063-05-6
Molecular Formula: C19H21ClN2O
-PENCYCURON - Names and Identifiers
| Name | Pencycuron |
| Synonyms | MONCEREN PENCYCURON Pencycuron -PENCYCURON BAY NTN 19701 MONCEREN (TM) 1-(p-chlorobenzyl)-1-cyclopentyl-3-phenylurea 1-(4-CHLOROBENZYL)-1-CYCLOPENTYL-3-PHENYLUREA [(Chlorophenyl)-methyl]-N-cyclopentyl-N'-phenylurea n-((4-chlorophenyl)methyl)-n-cyclopentyl-n'-phenyl-ure N-[(4-CHLOROPHENYL)METHYL]-N-CYCLOPENTYL-N'-PHENYLUREA |
| CAS | 66063-05-6 |
| EINECS | 266-096-3 |
| InChI | InChI=1/C19H21ClN2O/c20-16-12-10-15(11-13-16)14-22(18-8-4-5-9-18)19(23)21-17-6-2-1-3-7-17/h1-3,6-7,10-13,18H,4-5,8-9,14H2,(H,21,23) |
-PENCYCURON - Physico-chemical Properties
| Molecular Formula | C19H21ClN2O |
| Molar Mass | 328.84 |
| Density | 1.1257 (rough estimate) |
| Melting Point | 130～135℃ |
| Boling Point | 528.5±42.0 °C(Predicted) |
| Flash Point | 273.4°C |
| Water Solubility | 0.3 mg l-1 (20 °C) |
| Solubility | Chloroform (Slightly), Methanol (Slightly, Sonicated) |
| Vapor Presure | 5 x 10-10 Pa (20 °C) |
| Appearance | neat |
| Color | White to Off-White |
| BRN | 2154416 |
| pKa | 14.80±0.70(Predicted) |
| Storage Condition | Sealed in dry,2-8°C |
| Refractive Index | 1.5790 (estimate) |
| Physical and Chemical Properties | Pure white crystals, m. P. 129.5 °c (125~132 °c), vapor pressure <10-8Pa (20 °c). Soluble in methylene chloride; Slightly soluble in toluene; Insoluble in water. The chemical properties are stable. The hydrolysis half-life is 280d at pH 4, 22 years at pH 7, and 17 years at pH 9. |
| Use | Urea fungicides, no systemic, good treatment and sustained activity, against the disease caused by the fungus has a special role. For rice, wheat, potato, vegetables, ornamental plants. Such as control of rice sheath blight, with 25% wettable powder foliar spray, the dosage of 0.15~0.25/hm2. For the prevention and treatment of potato black nevus disease, with 1. 0.5/tuber seed dressing without bleaching powder. For the prevention and control of sanguis film leather bacteria, with 150 ~ 250g active ingredients/hm2 spray 2 times. |
-PENCYCURON - Risk and Safety
| UN IDs | UN3002 (liquid phenylurea) |
| WGK Germany | 2 |
| RTECS | YS6440000 |
-PENCYCURON - Reference Information
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| fungicide | , wanyeling, pentacyclic, is a new type of phenyl urea non-systemic fungicide, by the joint development of special pesticides in Japan and Germany Bayer Pharmaceutical, the related patent numbers are BE 856922(1988),DE 2732257(1978), which have the characteristics of long protective effect and long duration of efficacy, and have specific activity against diseases caused by Rhizoctonia, low toxicity to mammals, harmless to the environment, highly safe for users. Valeron is particularly effective against economically important crop diseases caused by Rhizoctonia solani. The medicament is easy to adhere to the surface of plant tissues and is easily absorbed by the hyphae of Rhizoctonia solani. It has a strong inhibitory effect on the growth of mycelium, resulting in morphological disorders in the development of hyphae. Can be used for the prevention and control of various crops caused by Rhizoctonia solani disease and species-borne diseases such as rice on the zagulis thin film grass, beet leaf rot and root rot, potato Rhizoctonia solani, rice sheath blight, vernescentis stem rot, potato black nevus, etc., because the drug is ineffective against other soil parasites such as rot fungi and Fusarium, it is recommended to work with other fungicides, the drug was used as a mixture of pesticides.|
| solubility | in water 0. 3mg/L, dichloromethane 200 ~ 500g/L, n-hexane 0. 1~1. 0g/L, isopropanol in 2~5g/L, toluene 20~50g/L. Kow 48000(70 degrees C). 25 C under normal conditions, the hydrolysis of DT50 was pH4 280 days, pH7 22 years, pH9 17 years. |
| toxicity | Acute oral LD50>5g/kg in rats, mice and dogs, and> 1g/kg in cats. Rat and Mouse acute percutaneous LD50(24 hours)> 2g/kg, no irritation to the skin and eyes, no teratogenic, mutagenic effect, highly safe for users. Rats acute inhalation LC50(4 hours) >0.27mg/L Air (aerosol). No effect of two years feeding test dose: male rats 50 mg/kg feed, female rats 500 mg/kg feed, female and male mice 500 mg/kg feed. The ADI for a human is 0.02mg/kg body weight. Fish poisoning LC50(96 hours): Carp 8.8mg/L, gumpy5 ~ 10mg/L, rainbow trout> 690mg/L. Quail LD50> 2g/kg. Non-toxic to bees, LD50 (oral and contact)>100 μg/Head of bees. Earthworm LC50(14 days)>1000 mg/kg. Daphnia LC50(48 hours) 0.27~0.67mg/L. rat acute oral LD50>5000mg/kg, acute percutaneous LD50>2000mg/kg (24h). Rats fed for 2 years no effect dose: Male 50mg/kg, female 500mg/kg. Teratogenic and mutagenic phenomena were not found in animal experiments. Carp lc508.8 mg/L (96H). |
| metabolism and residue | in the animal body, most of the Amuron drug is absorbed and excreted from the feces, residues in tissues decrease with time; In plants, the radioactivity is mainly the parent compound, the metabolites are trace, and the residues in rice are quite low, residues were mainly concentrated in chaff and rice sugar, and residues in brown rice were mostly below the measurable limit (0. 01mg/kg). According to the dosage of Japan, potato, tomato and cucumber were tested in the field, and the residues were less than 0. 01mg/kg. The half-life of the agent in the soil is 40 to 70 days under anaerobic conditions and 18 to 27 days under aerobic conditions. Under natural light, the agent is rapidly decomposed in water and the soil surface, the product is carbon dioxide, and the metabolism in the soil is a microbial reaction under anaerobic and aerobic conditions. |
| Use | urea fungicide, no systemic, good therapeutic and sustained activity, it has a special effect on the disease caused by the fungus. For rice, wheat, potato, vegetables, ornamental plants. Such as control of rice sheath blight, with 25% wettable powder foliar spray, the dosage of 0.15~0.25/hm2. For the prevention and treatment of potato black nevus disease, with 1. 0.5/tuber seed dressing without bleaching powder. For the prevention and control of sanguis film leather bacteria, with 150 ~ 250g active ingredients/hm2 spray 2 times. The urea fungicide, without systemic absorption, has good therapeutic and sustained activity, and has a special effect on the disease caused by the fungus. For rice, wheat, potato, vegetables, ornamental plants. Such as control of rice sheath blight, with 25% wettable powder foliar spray, the dosage of 0.15~0.25/hm2. For the prevention and treatment of potato black nevus disease, with 1. 0.5/tuber seed dressing without bleaching powder. For the prevention and control of sanguis film leather bacteria, with 150 ~ 250g active ingredients/hm2 spray 2 times. |
| production method | preparation of phenyl isocyanate by isocyanate method using chlorobenzene as solvent, phosgene was introduced, and then phosgene was passed at room temperature, adding aniline chlorobenzene solution Dropwise, the reaction temperature is lower than 40 deg C, 1H drop. The temperature was raised at 130 ° C. And refluxed for 3H, and the reaction process was continued with phosgene, so that the total amount of phosgene and aniline reached 3:1(mol). After the reaction, the reaction was slightly cooled, and nitrogen was passed through at 90~100 ° C. To drive away the HCl generated by the reaction and unreacted COCl2. Then, 20% of the mass of the reaction solution was added as a solvent at a high temperature, followed by distillation under reduced pressure, phenyl isocyanate was distilled off with a yield of 97% and a purity of> 95%. Preparation of N-p-chlorobenzyl-N-cyclopentylamine 30g(95%,0.2mol) of p-chlorobenzylamine and 18.3g (99%,0.22mol) of cyclopentanone, of ethanol, 3Raney Ni was added into the 500mL autoclave, the autoclave was sealed, the temperature was set at 40 ℃, the H2 gas pressure was 3MPa, the stirring was started, the temperature and hydrogen pressure were maintained, and after 8 hours of reaction, the catalyst was filtered, recovered and applied, the filtrate was dissolved to a vacuum degree of 0.09MPa to obtain 34.5g of product, with a yield of 88% and a content of 94.0%. Synthesis of penturon penturon was synthesized by reacting phenyl isocyanate with 4-chlorobenzylcyclopentylamine at 50 °c for 7H. Penturon was synthesized by the reaction of aniline with N-(4-chlorobenzyl)-N-cyclopentylcarbamoyl chloride. |
| category | pesticide |
| toxicity grade | low toxicity |
| Acute toxicity | oral-rat LD50: 5000 mg/kg; Oral-mouse LD50: 5000 mg/kg |
| flammability hazard characteristics | toxic nitrogen oxides and chloride 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 |
Last Update：2024-04-09 20:52:54
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