| Identification | More | [Name]
Mefenpyr-diethyl | [CAS]
135590-91-9 | [Synonyms]
1-(2,4-Dichlorophenyl)-4,5-dihydro-5-methyl-1H-pyrazole-3,5-dicarboxylic acid diethyl ester
EMBARK
MEFENPYR-DIETHYL
1H-Pyrazole-3,5-dicarboxylic acid, 1-(2,4-dichlorophenyl)-4,5-dihydro-5-methyl-, diethyl ester
mefenpyr-diethyl (bsi, pa iso)
Herbicide Safener Mefenpyr-Diethyl
HOE-107892 | [EINECS(EC#)]
201-006-8 | [Molecular Formula]
C16H20Cl2N2O4 | [MDL Number]
MFCD01867434 | [Molecular Weight]
375.247 | [MOL File]
135590-91-9.mol |
| Chemical Properties | Back Directory | [Melting point ]
50-52° | [Boiling point ]
451.1±55.0 °C(Predicted) | [density ]
1.34±0.1 g/cm3(Predicted) | [vapor pressure ]
0-0.001Pa at 20-50℃ | [storage temp. ]
0-6°C | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
neat | [pka]
-5.89±0.70(Predicted) | [color ]
Off-White to Light Beige | [Water Solubility ]
Water: < 0.1 mg/mL (insoluble) | [InChI]
InChI=1S/C16H18Cl2N2O4/c1-4-23-14(21)12-9-16(3,15(22)24-5-2)20(19-12)13-7-6-10(17)8-11(13)18/h6-8H,4-5,9H2,1-3H3 | [InChIKey]
OPGCOAPTHCZZIW-UHFFFAOYSA-N | [SMILES]
N1(C2=CC=C(Cl)C=C2Cl)C(C)(C(OCC)=O)CC(C(OCC)=O)=N1 | [LogP]
4 at 25℃ and pH4-9 | [CAS DataBase Reference]
135590-91-9(CAS DataBase Reference) | [NIST Chemistry Reference]
Mefenpyr-diethyl(135590-91-9) | [EPA Substance Registry System]
135590-91-9(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
N | [Risk Statements ]
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment . | [Safety Statements ]
S60:This material and/or its container must be disposed of as hazardous waste .
S61:Avoid release to the environment. Refer to special instructions safety data sheet . | [RIDADR ]
UN 3077 | [WGK Germany ]
3 | [RTECS ]
UQ6473000 | [HS Code ]
2933.19.4300 | [HazardClass ]
9 | [PackingGroup ]
III | [Toxicity]
Log P (octanol/water): 3.83 (pH 6.3, 21°). LD50 in rats (mg/kg): >5000 orally, >4000 dermally; LC50 in carp (mg/l): 2.4 (Hacker) |
| Hazard Information | Back Directory | [Description]
Mefenpyr-diethyl is a foliar-acting safener of the pyrazoline chemical group, and after its absorption, the metabolization and detoxification of herbicides occur in treated plants. It is often used with fenoxaprop-P-ethyl and iodosulfuron for selective weed control in cereals. However, it does not have herbicidal activity. | [Uses]
Herbicide safener. | [Uses]
Mefenpyr-diethyl is used in herbicidal and herbicide-safener combinations as a resistant breaking solution for modern agriculture. | [Synthesis]
The general procedure for the synthesis of diethyl 1-(2,4-dichlorophenyl)-5-methyl-4,5-dihydro-1H-pyrazole-3,5-dicarboxylate from ethyl methacrylate and ethyl 2-chloro-2-(2-(2,4-dichlorophenyl)hydrazinylidene)acetate was as follows: 22.8 g of ethyl methacrylate and 14.8 g of 2-chloro-2-(2-(2,4-dichlorophenyl) hydrazinyl) ethyl acetate were mixed and heated to 50-60 °C. Over 30 minutes, 7.6 g of triethylamine was slowly added dropwise to the reaction mixture. Subsequently, the reaction temperature was raised to 70 °C and the reaction was continued with stirring for 2 hours. After completion of the reaction, the reaction mixture was allowed to cool to room temperature and the precipitate was isolated by filtration. The filtrate was carefully concentrated under reduced pressure to afford 18.1 g of the target product 1-(2,4-dichlorophenyl)-5-methyl-4,5-dihydro-1H-pyrazole-3,5-dicarboxylic acid diethyl ester. | [References]
[1] Patent: WO2017/92466, 2017, A1. Location in patent: Page/Page column 11 |
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