Ethyl 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylate

Base Information

• Chemical Name: Ethyl 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylate
• CAS No.: 141573-95-7
• Molecular Formula: C8H10F2N2O2
• Molecular Weight: 204.176
• Hs Code.: 2933199090
• European Community (EC) Number: 619-510-5
• ChEMBL ID: CHEMBL4946484
• DSSTox Substance ID: DTXSID00469916
• Nikkaji Number: J2.749.131F
• Wikidata: Q72474371
• Mol file: 141573-95-7.mol

Synonyms:141573-95-7;ETHYL 3-(DIFLUOROMETHYL)-1-METHYL-1H-PYRAZOLE-4-CARBOXYLATE;ETHYL 3-(DIFLUOROMETHYL)-1-METHYLPYRAZOLE-4-CARBOXYLATE;3-Difluoromethyl-1-methylpyrazole-4-carboxylic Acid Ethyl Ester;MFCD12022341;3-Difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid ethyl ester;1H-Pyrazole-4-carboxylic acid, 3-(difluoromethyl)-1-methyl-, ethyl ester;EC 619-510-5;SCHEMBL19186;Ethyl 3-difluoromethyl-1-methyl-4-pyrazole carboxylate;CHEMBL4946484;Ethyl 3-(Difluoromethyl)-1-methyl-4-pyrazolecarboxylate;AMY6827;DTXSID00469916;Ethyl3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylate;AKOS015898080;DS-6921;SB85462;AC-27622;SY020256;CS-0042793;E1191;FT-0743703;NS00003810;EN300-219051;A851863;J-512394;Z1269167005;ethyl 3-difluoromethyl-1-methyl-1H-pyrazol-4-ylcarboxylate;Ethyl 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylate

Chemical Property of Ethyl 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylate

Chemical Property:

• Vapor Pressure: 0.002mmHg at 25°C
• Melting Point: 58-59 °C
• Refractive Index: 1.494
• Boiling Point: 288.448 °C at 760 mmHg
• PKA: -2.00±0.10(Predicted)
• Flash Point: 128.249 °C
• PSA: 44.12000
• Density: 1.307 g/cm³
• LogP: 1.53440
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• Water Solubility.: 4.63g/L at 22℃
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 204.07103389
• Heavy Atom Count: 14
• Complexity: 214

Purity/Quality:

99.9% ^*data from raw suppliers

Ethyl 3-(Difluoromethyl)-1-methylpyrazole-4-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CN(N=C1C(F)F)C
• Uses: 3-Difluoromethyl-1-methylpyrazole-4-carboxylic Acid Ethyl Ester is useful synthetic intermediate. It can be used to prepare 3-difluoromethylpyrazolecarboxamide fungicides.

Technology Process of Ethyl 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylate

There total 81 articles about Ethyl 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylate 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: 99.9%

ethyl 3-(difluoromethyl)-1H-pyrazole-4-carboxylate (151733-96-9) + dimethyl sulfate (77-78-1) → ethyl 5-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylate + ethyl 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylate (141573-95-7)

Guidance literature:

With tetramethlyammonium chloride; sodium hydroxide; In water; toluene; at 15 ℃; pH=10.8 - 11; Product distribution / selectivity;

Reference yield: 99.0%

(E/Z)-ethyl 2-(ethoxymethylene)-4,4-difluoro-3-oxobutanoate (176969-33-8) + methylhydrazine (60-34-4) → ethyl 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylate (141573-95-7)

Guidance literature:

In water; toluene; at 5 ℃; for 24h; Time;

Reference yield: 95.0%

(E/Z)-ethyl 2-(ethoxymethylene)-4,4-difluoro-3-oxobutanoate (176969-33-8) + methylhydrazine (60-34-4) → ethyl 5-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylate + ethyl 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylate (141573-95-7)

Guidance literature:

In 1,1,1,3,3-pentafluorobutane; at 0 ℃; for 3h; Product distribution / selectivity; Inert atmosphere;

upstream raw materials:

methylhydrazine

ethyl 3-(dichloromethyl)-1-methyl-1H-pyrazole-4-carboxylate

(Z)-2-(ethoxymethylene)-4,4-difluoro-3-oxobutanoic acid ethyl ester

(E/Z)-ethyl 2-(ethoxymethylene)-4,4-difluoro-3-oxobutanoate

Refernces

• 1、 Jaunzems, Janis,Braun, Max. "An atom-efficient route to ethyl 3-(difluoromethyl)-1-methyl-1 H-pyrazole-4-carboxylate (DFMMP)-A key building block for a novel fungicide family". . p. 1055 - 1059. Retrieved 2014.
• 2、 Min, Li-Jing,Zhai, Zhi-Wen,Shi, Yan-Xia,Han, Liang,Tan, Cheng-Xia,Weng, Jian-Quan,Li, Bao-Ju,Zhang, Yong-Gang,Liu, Xing-Hai. "Synthesis and biological activity of acyl thiourea containing difluoromethyl pyrazole motif". . p. 22 - 28. Retrieved 2020.
• 3、 -. "Synthesis and preparation method of 4-pyrazole ethyl formate". Paragraph 0037; 0039; 0043; 0045; 0049; 0051. . Retrieved 2021/03/13.
• 4、 -. "PRODUCING METHOD FOR 3-DIFLUOROMETHYLPYRAZOLE COMPOUND, PRODUCING METHOD FOR 3-DIFLUOROMETHYLPYRAZOLE-4-CARBOXYLIC ACID COMPOUND, AND PYRAZOLIDINE COMPOUND". Paragraph 0147-0184; 0190-0191. . Retrieved 2021/03/05.