Introduction：Basic information about Mepronil CAS 55814-41-0, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Mepronil Basic information
| Product Name: | Mepronil |
| Synonyms: | 2-methyl-n-(3-(1-methylethoxy)phenyl)-benzamid;MEPRONIL PESTANAL;2-METHYL-N-(3-PROPAN-2-YLOXYPHENYL)-BENZAMIDE;2-methyl-n-(3-(1-methylethoxy)phenyl)benzamide;3'-Isopropoxy-2-methylbenzanilide;b1-2459;Benzamide, 2-methyl-N-(3-(1-methylethoxy)phenyl)-;kco-1 |
| CAS: | 55814-41-0 |
| MF: | C17H19NO2 |
| MW: | 269.34 |
| EINECS: | |
| Product Categories: | FUNGICIDE |
| Mol File: | 55814-41-0.mol |
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Mepronil Chemical Properties
| Melting point | 84-89°C |
| Boiling point | 412.48°C (rough estimate) |
| density | 1.0483 (rough estimate) |
| vapor pressure | 5.6 x 10-5 Pa (20 °C) |
| refractive index | 1.5400 (estimate) |
| storage temp. | 0-6°C |
| solubility | Chloroform (Slightly), DMSO (Slightly), Methanol (Very Slightly) |
| Water Solubility | 12 mg l-1(20 °C) |
| pka | 13.10±0.70(Predicted) |
| color | White |
| BRN | 2381749 |
| Major Application | agriculture
environmental |
| InChI | 1S/C17H19NO2/c1-12(2)20-15-9-6-8-14(11-15)18-17(19)16-10-5-4-7-13(16)3/h4-12H,1-3H3,(H,18,19) |
| InChIKey | BCTQJXQXJVLSIG-UHFFFAOYSA-N |
| SMILES | CC(C)Oc1cccc(NC(=O)c2ccccc2C)c1 |
| CAS DataBase Reference | 55814-41-0(CAS DataBase Reference) |
| NIST Chemistry Reference | Mepronil(55814-41-0) |
| EPA Substance Registry System | Mepronil (55814-41-0) |
Safety Information
| WGK Germany | 2 |
| RTECS | CV5581700 |
| HS Code | 29242990 |
| Storage Class | 11 - Combustible Solids |
| Toxicity | LD50 oral in rabbit: > 10gm/kg |
Mepronil Usage And Synthesis
| Uses | Mepronil is used to control Basidiomycetes diseases in rice,cereals, potatoes, vegetables, sugar beet, fruit, vines, tobacco, turf grassand other crops. |
| Uses | Mepronil is an benzanilide based fungicide found in the raw materials of herbal medicine. |
| Definition | ChEBI: A member of the class of benzamides, obtained by formal condensation of the carboxy group of 2-methylbenzoic acid with the amino group of 3-(ispropyloxy)aniline. A fungicide used to control diseases caused by Basidomycetes including Rhizoctonia |
| Metabolic pathway | Mepronil is an analogue of flutolanil containing a 2-methyl group asopposed to the 2-trifluoromethyl group. The compounds have the samemode of action and are metabolised via similar routes except that themethyl group of mepronil provides an extra site for metabolic attack.The compound is metabolised by dealkylation and hydroxylation atboth the methyl and isopropyl groups and by aryl hydroxylation. Somehydrolysis occurs in plants and animals. |
| Degradation | Mepronil is stable to light, heat and air and in solution over a pH range of3-10. It is hydrolysed under strongly alkaline conditions (PM). Mepronilon a silica gel surface exposed to sunlight between September andDecember (Japan) was 66% degraded with an estimated half-life of 36days. This could be shortened by the addition of the photosensitiser xanthone(Yumita and Yamamoto, 1982). Irradiation of an aqueous solutionwith UV light at 30 °C afforded 32% degradation in 80 hours. 14C-Anilineand 14C-carbonyl labelling was used in these experiments. Carbonyl labelafforded marpally more metabolites, indicating that some amide bondcleavage occurred. Twelve photo-products were identified and fourunknowns were detected. Aqueous photolysis afforded somewhat fewerproducts than the surface irradiation. Hydroxylation occurred initially atfour positions in the molecule and these were followed by further oxidation,hydrolysis, cyclisation or cleavage. The products are shown inScheme 1. The major products (5-10%) of surface photolysis were compounds2, 3 and 4 and on aqueous photolysis were 6 and 13 with anunknown derived only from carbonyl labelling. |
Mepronil Preparation Products And Raw materials
| Raw materials | 3-Aminophenol-->2-Bromopropane-->o-Toluic acid-->o-Toluoyl chloride-->m-Aminophenyl isopropyl ether |
