4-(Trifluoromethyl)pyridine

Base Information

• Chemical Name: 4-(Trifluoromethyl)pyridine
• CAS No.: 3796-24-5
• Molecular Formula: C6H4F3N
• Molecular Weight: 147.1
• Hs Code.: 29333990
• European Community (EC) Number: 626-602-9
• DSSTox Substance ID: DTXSID70191398
• Nikkaji Number: J478.421I
• Wikidata: Q72512637
• Mol file: 3796-24-5.mol

Synonyms:4-(Trifluoromethyl)pyridine;3796-24-5;4-trifluoromethylpyridine;Pyridine, 4-(trifluoromethyl)-;Pyridine, 4-trifluoromethyl-;4-trifluoromethyl-pyridine;MFCD00153289;SCHEMBL173641;DTXSID70191398;4-(Trifluoromethyl)pyridine, 97%;BCP33646;BBL102307;FD2067;STL556106;AKOS005063349;CS-W018219;PS-8934;SB52535;A6450;AM20051126;FT-0616943;EN300-78484;A823952;Q-101466;4-Trifluoromethylpyridine

Chemical Property of 4-(Trifluoromethyl)pyridine

Chemical Property:

• Appearance/Colour: colorless liquid
• Vapor Pressure: 0.00104mmHg at 25°C
• Refractive Index: n20/D 1.417(lit.)
• Boiling Point: 141.7 °C at 760 mmHg
• PKA: 2.92±0.10(Predicted)
• Flash Point: 39.5 °C
• PSA: 12.89000
• Density: 1.266 g/cm³
• LogP: 2.10040
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 147.02958362
• Heavy Atom Count: 10
• Complexity: 104

Purity/Quality:

99% ^*data from raw suppliers

4-(Trifluoromethyl)pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xi
• Hazard Codes: F,Xi
• Statements: 11-36/37/38
• Safety Statements: 16-26-36-37/60

MSDS Files:

Useful:

• Canonical SMILES: C1=CN=CC=C1C(F)(F)F
• Uses: 4-(Trifluoromethyl)pyridine may be used in the following:Preparation of (trifluoromethyl)pyridyllithiums, via metalation reaction.Synthesis of metal-organic frameworks (MOFs).Synthesis of methiodide salts.

Technology Process of 4-(Trifluoromethyl)pyridine

There total 30 articles about 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: 93.0%

1-oxido-4-(trifluoromethyl)pyridin-1-ium (22253-59-4) → 4-trifluoromethylpyridine (3796-24-5)

Guidance literature:

With phenylsilane; 3-Methyl-1-phenyl-2-phospholene 1-oxide; In acetonitrile; for 16h; chemoselective reaction; Irradiation;

DOI:10.1002/cphc.202100108

Reference yield: 91.0%

4-iodopyridine (15854-87-2) + trifluoromethanesulfonic acid diphenyl(trifluoromethyl)sulfonium salt (147531-11-1) → 4-trifluoromethylpyridine (3796-24-5)

Guidance literature:

With copper; In N,N-dimethyl-formamide; at 60 ℃; for 11h;

DOI:10.1002/anie.201006823

Reference yield: 80.0%

pyridine-4-carboxylic acid (55-22-1) → 4-trifluoromethylpyridine (3796-24-5)

Guidance literature:

With F₆Mo; at 170 - 190 ℃; for 40h;

upstream raw materials:

pyridine

Bromotrifluoromethane

iodotrifluoromethane

pyridine-4-carboxylic acid

Downstream raw materials:

picoline

1-benzyl-4-trifluoromethyl-pyridinium chloride

1-benzyl-4-(trifluoromethyl)-1,2,3,6-tetrahydropyridine

2-(p-tolyl)-4-(trifluoromethyl)pyridine

Refernces

• 1、 Demonti, Luca,Mézailles, Nicolas,Nebra, Noel,Saffon-Merceron, Nathalie. "Cross-Coupling through Ag(I)/Ag(III) Redox Manifold". . p. 15396 - 15405. Retrieved 2021/10/12.
• 2、 Mayer, Robert J.,Hampel, Nathalie,Ofial, Armin R.. "Lewis Acidic Boranes, Lewis Bases, and Equilibrium Constants: A Reliable Scaffold for a Quantitative Lewis Acidity/Basicity Scale". supporting information. p. 4070 - 4080. Retrieved 2021/01/29.