2-Fluoro-4-trifluoromethyl-pyridine

Base Information

• Chemical Name: 2-Fluoro-4-trifluoromethyl-pyridine
• CAS No.: 118078-66-3
• Molecular Formula: C₆H₃F₄N
• Molecular Weight: 165.09
• Hs Code.: 2933399090
• European Community (EC) Number: 687-071-7
• DSSTox Substance ID: DTXSID20457178
• Nikkaji Number: J2.077.064C
• Wikidata: Q72477570
• Mol file: 118078-66-3.mol

Synonyms:2-Fluoro-4-trifluoromethyl-pyridine;pyridine, 2-fluoro-4-(trifluoromethyl)-;

Chemical Property of 2-Fluoro-4-trifluoromethyl-pyridine

Chemical Property:

• Vapor Pressure: 5.48mmHg at 25°C
• Refractive Index: 1.402
• Boiling Point: 147.936 °C at 760 mmHg
• PKA: -2.79±0.10(Predicted)
• Flash Point: 43.271 °C
• PSA: 12.89000
• Density: 1.371 g/cm³
• LogP: 2.23950
• Storage Temp.: Refrigerated.
• Water Solubility.: Miscible with water, alcohol, acetonitrile and N,N-dimethylformamide
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 165.02016175
• Heavy Atom Count: 11
• Complexity: 133

Purity/Quality:

99% ^*data from raw suppliers

2-Fluoro-4-(trifluoromethyl)pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,T
• Statements: 10-25-36/37/38
• Safety Statements: 26-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(C=C1C(F)(F)F)F
• Uses: Reactant for: Preparation of aminopyridines via amination reactions Catalytic ligand for: ? Regioselective preparation of tetramethylbiphenyls via aerobic oxidative coupling of xylene catalyzed by palladium 2-Fluoro-4-(trifluoromethyl)pyridine acts as a reactant in the preparation of aminopyridines through amination reactions. It is also used as a catalytic ligand for regioselective preparation of tetramethylbiphenyls through aerobic oxidative coupling of xylene catalyzed by palladium.

Technology Process of 2-Fluoro-4-trifluoromethyl-pyridine

There total 2 articles about 2-Fluoro-4-trifluoromethyl-pyridine 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:

dimesityl(trifluoromethyl)sulfonium trifluoromethanesulfonate (1895006-01-5) + 4-bromo-2-fluoropyridine (128071-98-7) → 2-fluoro-4-(trifluoromethyl) Pyridine (118078-66-3)

Guidance literature:

With dilithium tetrabromocuprate; 1,1,1,3,3,3-hexamethyl-2-(trimethylsilyl)-2-trisilanol; Ir(2-(2,4-difluorophenyl)-5-fluoropyridine)₂(4,4'-di(trifluoromethyl)-2,2'-bipyridyl)PF₆; sodium carbonate; In acetone; at 35 ℃; Irradiation;

DOI:10.1126/science.aat4133

Reference yield:

Cu(2+)*2C2F3O4S(1-) + 2-fluoro-4-iodopyridine (22282-70-8) → 2-fluoro-4-(trifluoromethyl) Pyridine (118078-66-3)

Guidance literature:

With copper; In N,N-dimethyl-formamide; at 20 ℃; for 3h; Reagent/catalyst; Inert atmosphere;

DOI:10.1039/c6ra09011g

Reference yield: 86.0%

pyrrolidine (123-75-1) + 2-fluoro-4-(trifluoromethyl) Pyridine (118078-66-3) → 2-pyrrolidino-4-trifluoromethylpyridine (753454-54-5)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1016/j.tetlet.2004.06.132

upstream raw materials:

2-fluoro-4-iodopyridine

dimesityl(trifluoromethyl)sulfonium trifluoromethanesulfonate

4-bromo-2-fluoropyridine

Downstream raw materials:

2-pyrrolidino-4-trifluoromethylpyridine

(5,8-difluoroquinazolin-4-yl){2-[3-methyl-4-(4-trifluoromethylpyridin-2-yloxy)phenyl]ethyl}amine

5-nitro-6-{2-[4-(4-trifluoromethylpyridin-2-yloxy)phenyl]ethoxy}pyrimidin-4-ylamine

(4S,6S)-4-(2-Fluoro-5-((4-(trifluoromethyl)pyridin-2-yl)oxy)phenyl)-4-(fluoromethyl)-6-(trifluoromethyl)-5,6-dihydro-4H-1,3-oxazin-2-amine

Refernces

• 1、 Zhao, Gang,Wu, Hao,Xiao, Zhiwei,Chen, Qing-Yun,Liu, Chao. "Trifluoromethylation of haloarenes with a new trifluoro-methylating reagent Cu(O2CCF2SO2F)2". . p. 50250 - 50254. Retrieved 2016/06/15.