ethyl 3-(trifluoromethyl)-1H-pyrazole-5-carboxylate

Base Information

• Chemical Name: ethyl 3-(trifluoromethyl)-1H-pyrazole-5-carboxylate
• CAS No.: 129768-30-5
• Molecular Formula: C₇H₇F₃N₂O₂
• Molecular Weight: 208.14
• Hs Code.: 2933199090
• DSSTox Substance ID: DTXSID40369426
• Nikkaji Number: J3.591.081F
• Wikidata: Q82156497
• Mol file: 129768-30-5.mol

Synonyms:129768-30-5;ethyl 3-(trifluoromethyl)-1H-pyrazole-5-carboxylate;5-TRIFLUOROMETHYL-2H-PYRAZOLE-3-CARBOXYLIC ACID ETHYL ESTER;ethyl 3-(trifluoromethyl)pyrazole-5-carboxylate;ethyl 5-(trifluoromethyl)-1H-pyrazole-3-carboxylate;MFCD04111238;ethyl 5-(trifluoromethyl)-2H-pyrazole-3-carboxylate;1H-Pyrazole-3-carboxylic acid, 5-(trifluoromethyl)-, ethyl ester;ERBIUMCARBONATE;Maybridge3_005242;Ethyl3-(Trifluoromethyl)pyrazole-5-carboxylate;SCHEMBL5064411;SCHEMBL14955814;DTXSID40369426;HMS1445O06;AMY27592;STK351591;AKOS005070824;AB17531;IDI1_016629;AC-29634;SY039105;CS-0089749;ethyl 5-trifluoromethylpyrazole-3-carboxylate;FT-0680543;J3.591.081F;EN300-231244;Y10423;6Z-0604;A805974;Ethyl 3-trifluoromethyl-1H-pyrazole-5-carboxylate;ethyl 3-(trifluoromethyl)-1H-pyrazol-5-carboxylate;J-520820;5-Trifluoromethyl-1H-pyrazole-3-carboxylic acid ethyl ester;1H-Pyrazole-3-carboxylicacid,5-(trifluoromethyl)-,ethyl ester;5-(trifluoromethyl)-2H-pyrazole-3-carboxylic acid ethyl ester;3-(TRIFLUOROMETHYL)-1H-PYRAZOLE-5-CARBOXYLIC ACID ETHYL ESTER;5-(trifluoromethyl)-1H-pyrazole-3-carboxylic acid ethyl ester;Ethyl 3-(Trifluoromethyl)pyrazole-5-carboxylate

Chemical Property of ethyl 3-(trifluoromethyl)-1H-pyrazole-5-carboxylate

Chemical Property:

• Melting Point: 95 °C
• Boiling Point: 288.5 °C at 760 mmHg
• PKA: 7.60±0.10(Predicted)
• Flash Point: 128.3 °C
• PSA: 54.98000
• Density: 1.397 g/cm³
• LogP: 1.60520
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Slightly soluble in water.
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 208.04596196
• Heavy Atom Count: 14
• Complexity: 220

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl3-(Trifluoromethyl)-1H-pyrazole-5-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=NNC(=C1)C(F)(F)F

Technology Process of ethyl 3-(trifluoromethyl)-1H-pyrazole-5-carboxylate

There total 7 articles about ethyl 3-(trifluoromethyl)-1H-pyrazole-5-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: 99.0%

2,2,2-trifluorodiazoethane (371-67-5) + propynoic acid ethyl ester (623-47-2) → 5-trifluoromethyl-2H-pyrazole-3-carboxylic acid ethyl ester (129768-30-5,948551-04-0)

Guidance literature:

In chloroform; at 90 ℃; for 0.166667h; under 10343.2 Torr; Temperature;

DOI:10.1002/ejoc.201700992

Reference yield: 99.0%

trifluoroethylamine (753-90-2) + propynoic acid ethyl ester (623-47-2) → 5-trifluoromethyl-2H-pyrazole-3-carboxylic acid ethyl ester (129768-30-5,948551-04-0)

Guidance literature:

trifluoroethylamine; With tert.-butylnitrite; acetic acid; In dichloromethane; at 60 ℃; for 0.0833333h; Flow reactor;

propynoic acid ethyl ester; In dichloromethane; at 90 ℃; for 0.166667h; Flow reactor;

DOI:10.1002/anie.201704529

Reference yield: 94.0%

2,2,2-trifluroethylamine hydrochloride (373-88-6) + propynoic acid ethyl ester (623-47-2) → 5-trifluoromethyl-2H-pyrazole-3-carboxylic acid ethyl ester (129768-30-5,948551-04-0)

Guidance literature:

2,2,2-trifluroethylamine hydrochloride; With sodium nitrite; In water; toluene; at 0 ℃; for 0.5h;

propynoic acid ethyl ester; In water; toluene; at 20 ℃; for 1h; Temperature;

upstream raw materials:

2-bromo-acrylic acid ethyl ester

Trifluoroacetyltriphenylsilane 2,4,6-triisopropylbenzenesulfonylhydrazone

2,2,2-trifluorodiazoethane

propynoic acid ethyl ester

Downstream raw materials:

1-methyl-3-(trifluoromethyl)pyrazole-5-carboxylic acid

1-methyl-N-[4-( 1-piperidinylsulfonyl)phenyl]-3-(trifluoromethyl)-1H-pyrazole-5-carboxamide

3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid

1-(2,2-difluoroethyl)-3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid

Refernces

• 1、 Britton, Joshua,Jamison, Timothy F.. "Synthesis of Celecoxib, Mavacoxib, SC-560, Fluxapyroxad, and Bixafen Enabled by Continuous Flow Reaction Modules". . p. 6566 - 6574. Retrieved 2017/12/02.
• 2、 Britton, Joshua,Jamison, Timothy F.. "A Unified Continuous Flow Assembly-Line Synthesis of Highly Substituted Pyrazoles and Pyrazolines". supporting information. p. 8823 - 8827. Retrieved 2017/07/17.