Mefenpyr-diethyl

Base Information

• Chemical Name: Mefenpyr-diethyl
• CAS No.: 135590-91-9
• Molecular Formula: C16H18Cl2N2O4
• Molecular Weight: 373.236
• Hs Code.: 2933199090
• European Community (EC) Number: 603-923-2
• UNII: RHH2Z9715C
• DSSTox Substance ID: DTXSID6037564
• Nikkaji Number: J1.597.315C
• Wikidata: Q1916946
• ChEMBL ID: CHEMBL1895160
• Mol file: 135590-91-9.mol

Synonyms:Mefenpyr-diethyl;135590-91-9;Diethyl 1-(2,4-dichlorophenyl)-5-methyl-4,5-dihydro-1H-pyrazole-3,5-dicarboxylate;Mefenpyr-diethyl [ISO];Diethyl 1-(2,4-dichlorophenyl)-5-methyl-4H-pyrazole-3,5-dicarboxylate;UNII-RHH2Z9715C;RHH2Z9715C;DTXSID6037564;1-(2,4-Dichlorophenyl)-4,5-dihydro-5-methyl-1H-pyrazole-3,5-dicarboxylic diethyl ester;EC 603-923-2;1H-Pyrazole-3,5-dicarboxylic acid, 1-(2,4-dichlorophenyl)-4,5-dihydro-5-methyl-, diethyl ester;C16H18Cl2N2O4;HOE-107892;1-(2,4-Dichlorophenyl)-4,5-dihydro-5-methyl-1H-pyrazole-3,5-dicarboxylic acid diethyl ester;SCHEMBL23722;MEFENPYR-DIETHYL [MI];CHEMBL1895160;DTXCID4017564;1-(3,4-Dic;OPGCOAPTHCZZIW-UHFFFAOYSA-N;(R)-homo-beta-alaninehydrochloride;Tox21_304023;C16-H18-Cl2-N2-O4;HOE107892;MFCD09753375;AKOS015900312;AKOS025244076;HOE 107892;Diethyl1-(2,4-dichlorophenyl)-5-methyl-4,5-dihydro-1H-pyrazole-3,5-dicarboxylate;NCGC00163723-01;NCGC00356957-01;AC-18020;AS-17450;HY-136376;CAS-135590-91-9;CS-0128852;FT-0688140;M2604;O11717;A886990;EN300-18709620;J-006728;Mefenpyr-diethyl, PESTANAL(R), analytical standard;Q1916946;Z2941370749;diethyl 1-(2,4-dichlorophenyl)-5-methyl-2-pyrazoline-3,5-dicarboxylate;Diethyl 1-(3,4-Dichlorophenyl)-5-methyl-2-pyrazoline-3,5-dicarboxylate;3,5-diethyl 1-(2,4-dichlorophenyl)-5-methyl-4,5-dihydro-1H-pyrazole-3,5-dicarboxylate;diethyl (5R)-1-(2,4-dichlorophenyl)-5-methyl-4H-pyrazole-3,5-dicarboxylate;Diethyl (RS)-1-(2,4-dichlorophenyl)-5-methyl-2-pyrazoline-3,5-dicarboxilate;diethyl (rs)-1-(2,4-dichlorophenyl)-5-methyl-2-pyrazoline-3,5-dicarboxylate;Diethyl -1-(2,4-dichlorophenyl)-4,5-dihyfro-5-methyl-1H-pyrazole-3,5-dicarboxilate;diethyl 1-(2,4-dichlorophenyl)-4,5-dihydro-5-methyl-1H-pyrazole-3,5-dicarboxylate;1-(2,4-Dichlorophenyl)-4,5-dihydro-5-methyl-1H-pyrazole-3,5-dicarboxylic acid 3,5-diethyl ester

Chemical Property of Mefenpyr-diethyl

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 50-52°
• Refractive Index: 1.576
• Boiling Point: 451.089 °C at 760 mmHg
• PKA: -5.89±0.70(Predicted)
• Flash Point: 226.611 °C
• PSA: 68.20000
• Density: 1.345 g/cm³
• LogP: 2.94500
• Storage Temp.: 0-6°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 372.0643624
• Heavy Atom Count: 24
• Complexity: 528

Purity/Quality:

99% ^*data from raw suppliers

Mefenpyr-diethyl >98.0%(HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): N
• Hazard Codes: N
• Statements: 51/53
• Safety Statements: 60-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=NN(C(C1)(C)C(=O)OCC)C2=C(C=C(C=C2)Cl)Cl
• Uses: Herbicide safener. Mefenpyr-diethyl is used in herbicidal and herbicide-safener combinations as a resistant breaking solution for modern agriculture.

Technology Process of Mefenpyr-diethyl

There total 5 articles about Mefenpyr-diethyl which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 78.0%

ethyl 2-[2-(2,4-dichlorophenyl)hydrazin-1-ylidene]acetate (1016169-48-4) + methyl methacrylate (97-63-2,9003-42-3) → mefenpyr-diethyl (135590-91-9)

Guidance literature:

With tert.-butylhydroperoxide; iodine; In water; N,N-dimethyl-formamide; at 80 ℃; for 4h; Temperature; Reagent/catalyst; Solvent;

Reference yield:

methyl methacrylate (97-63-2,9003-42-3) + ethyl chloro[(2,4-dichlorophenyl)hydrazono]acetate (27143-12-0) → mefenpyr-diethyl (135590-91-9)

Guidance literature:

With triethylamine; at 50 - 70 ℃; for 2h;

Reference yield:

2,4-Dichloroaniline (554-00-7,51908-09-9) → mefenpyr-diethyl (135590-91-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: hydrogenchloride / water / 2 h / -10 - 0 °C

1.2: 0.5 h / -10 - 0 °C

2.1: sodium hydrogencarbonate; water / 4 h / 30 - 35 °C / pH 7

3.1: potassium hydrogencarbonate; hydroquinone / water / 10 h / 60 - 65 °C

With hydrogenchloride; water; sodium hydrogencarbonate; potassium hydrogencarbonate; hydroquinone; In water;

upstream raw materials:

methyl methacrylate

ethyl chloro[(2,4-dichlorophenyl)hydrazono]acetate

ethyl 2-[2-(2,4-dichlorophenyl)hydrazin-1-ylidene]acetate

2,4-Dichloroaniline

Refernces

• 1、 -. "Synthesis method of mefenpyr-diethyl". Paragraph 0024; 0045-0068. . Retrieved 2019/07/29.
• 2、 -. "Process for the preparation of 1-phenylpyrazoline-3-carboxylic acid derivatives". . . Retrieved 2008/06/13.