Pyrazinecarboxylic acid, 2,2,2-trifluoroethyl ester

Base Information

• Chemical Name: Pyrazinecarboxylic acid, 2,2,2-trifluoroethyl ester
• CAS No.: 139244-46-5
• Molecular Formula: C7H5F3N2O2
• Molecular Weight: 206.122
• DSSTox Substance ID: DTXSID40160975
• Nikkaji Number: J477.922C
• Wikidata: Q83029335
• ChEMBL ID: CHEMBL19568
• Mol file: 139244-46-5.mol

Synonyms:2,2,2-Trifluoroethyl pyrazinoate;Pyrazinecarboxylic acid, 2,2,2-trifluoroethyl ester;139244-46-5;BRN 5334238;2,2,2-trifluoroethyl pyrazine-2-carboxylate;CHEMBL19568;SCHEMBL5791227;DTXSID40160975;ULSGTKAIZYJJHM-UHFFFAOYSA-N

Chemical Property of Pyrazinecarboxylic acid, 2,2,2-trifluoroethyl ester

Chemical Property:

• Vapor Pressure: 0.124mmHg at 25°C
• Boiling Point: 218.7°Cat760mmHg
• Flash Point: 86.1°C
• Density: 1.405g/cm³
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 206.03031189
• Heavy Atom Count: 14
• Complexity: 208

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(C=N1)C(=O)OCC(F)(F)F

Technology Process of Pyrazinecarboxylic acid, 2,2,2-trifluoroethyl ester

There total 3 articles about Pyrazinecarboxylic acid, 2,2,2-trifluoroethyl ester 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: 79.0%

pyrazinoyl chloride (19847-10-0) + 2,2,2-trifluoroethanol (75-89-8) → 2,2,2-trifluoroethyl pyrazinoate (139244-46-5)

Guidance literature:

With pyridine; In dichloromethane; 1.) 0 deg C, 1 h, 2.) RT, overnight;

DOI:10.1021/jm00085a007

Reference yield: 78.0%

2-pyrazylcarboxylic acid (98-97-5) + 2,2,2-trifluoroethanol (75-89-8) → 2,2,2-trifluoroethyl pyrazinoate (139244-46-5)

Guidance literature:

With dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃;

DOI:10.1016/S0040-4020(98)00129-X

Reference yield:

2-pyrazylcarboxylic acid (98-97-5) → 2,2,2-trifluoroethyl pyrazinoate (139244-46-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / thionyl chloride / benzene / 2 h / Heating

2: 79 percent / pyridine / CH₂Cl₂ / 1.) 0 deg C, 1 h, 2.) RT, overnight

With pyridine; thionyl chloride; In dichloromethane; benzene;

DOI:10.1021/jm00085a007

upstream raw materials:

pyrazinoyl chloride

2,2,2-trifluoroethanol

2-pyrazylcarboxylic acid

Refernces

• 1、 Cynamon, Michael H.,Klemens, Sally P.,Chou, Tso-Sheng,Gimi, Rayomand H.,Welch, John T.. "Antimycobacterial Activity of a Series of Pyrazinoic Acid Esters". . p. 1212 - 1215. Retrieved 2007/10/02.