77262-40-9

Basic information

• Product Name: N-(2,2,2-Trifluoroethyl)pyridin-3-amine
• Synonyms: N-(2,2,2-Trifluoroethyl)pyridin-3-amine
• CAS NO: 77262-40-9
• Molecular Formula: C7H7F3N2
• Molecular Weight: 176.14
• Mol File: 77262-40-9.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 209.741°C at 760 mmHg
• Flash Point: 80.649°C
• Appearance: /
• Density: 1.305g/cm³
• Vapor Pressure: 0.2mmHg at 25°C
• Refractive Index: 1.49
• CAS DataBase Reference: N-(2,2,2-Trifluoroethyl)pyridin-3-amine(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2,2,2-Trifluoroethyl)pyridin-3-amine(77262-40-9)
• EPA Substance Registry System: N-(2,2,2-Trifluoroethyl)pyridin-3-amine(77262-40-9)

Safety Data

• Hazardous Substances Data: 77262-40-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C7H7F3N2/c8-7(9,10)5-12-6-2-1-3-11-4-6/h1-4,12H,5H2

Upstream product

• 626-60-8 3-Chloropyridine 
• 753-90-2 trifluoroethylamine 
• 626-55-1 3-Bromopyridine 
• 462-08-8 pyridin-3-ylamine 
• 76-05-1 trifluoroacetic acid 
• 14815-19-1 2,2,2-trifluoro-N-(pyridin-3-yl)acetamide 

Relevant articles and documents

Synthesis of tri(di)fluoroethylanilines via copper-catalyzed coupling reaction of tri(di)fluoroethylamine with (hetero)aromatic bromides

We have realized the first Ullmann type coupling reaction of tri(di)fluoroethylamine with (hetero)aromatic bromides, employing 5-20 mol% Cu2O and an oxalamide ligand [N-(2,4,6-trimethoxyphenyl)acetamide]. This efficient and practical method has

Palladium-Catalyzed Arylation of Fluoroalkylamines

We report the synthesis of fluorinated anilines by palladium-catalyzed coupling of fluoroalkylamines with aryl bromides and aryl chlorides. The products of these reactions are valuable because anilines typically require the presence of an electron-withdrawing substituent on nitrogen to suppress aerobic or metabolic oxidation, and the fluoroalkyl groups have steric properties and polarity distinct from those of more common electron-withdrawing amide and sulfonamide units. The fluoroalkylaniline products are unstable under typical conditions for C-N coupling reactions (heat and strong base). However, the reactions conducted with the weaker base KOPh, which has rarely been used in cross-coupling to form C-N bonds, occurred in high yield in the presence of a catalyst derived from commercially available AdBippyPhos and [Pd(allyl)Cl]2. Under these conditions, the reactions occur with low catalyst loadings (0.50 mol % for most substrates) and tolerate the presence of various functional groups that react with the strong bases that are typically used in Pd-catalyzed C-N cross-coupling reactions of aryl halides. The resting state of the catalyst is the phenoxide complex, (BippyPhosPd(Ar)OPh); due to the electron-withdrawing property of the fluoroalkyl substituent, the turnover-limiting step of the reaction is reductive elimination to form the C-N bond.

Synthesis of Three pyridines

The synthesis of o-, m, and p-pyridine by diborane/tetrahydrofuran reduction of the corresponding trifluoroacetamide is described.The yields were 52 percent, 83 percent, and 76 percent, respectively.The synthesis, in 53 percent yield, of 2,2,2-trifluoro-N-(4-pyridyl)acetamide is also described.