2-Phenyl-5-(trifluoromethyl)pyridine

Base Information

• Chemical Name: 2-Phenyl-5-(trifluoromethyl)pyridine
• CAS No.: 188527-56-2
• Molecular Formula: C12H8F3N
• Molecular Weight: 223.197
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID60459095
• Nikkaji Number: J1.567.401F
• Mol file: 188527-56-2.mol

Synonyms:2-phenyl-5-(trifluoromethyl)pyridine;188527-56-2;Pyridine, 2-phenyl-5-(trifluoromethyl)-;2-Phenyl-5-(trifluoromethyl)-pyridine;SCHEMBL3180184;phenyl-5-trifluoromethyl pyridine;DTXSID60459095;FKACHUDGNZNGGU-UHFFFAOYSA-N;AKOS015909423;A813235

Chemical Property of 2-Phenyl-5-(trifluoromethyl)pyridine

Chemical Property:

• Vapor Pressure: 0.0143mmHg at 25°C
• Refractive Index: 1.506
• Boiling Point: 266.4 °C at 760 mmHg
• Flash Point: 114.9 °C
• PSA: 12.89000
• Density: 1.23 g/cm³
• LogP: 3.76740
• Storage Temp.: 2-8°C
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 223.06088375
• Heavy Atom Count: 16
• Complexity: 221

Purity/Quality:

99% ^*data from raw suppliers

2-Phenyl-5-(trifluoromethyl)pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NC=C(C=C2)C(F)(F)F

Technology Process of 2-Phenyl-5-(trifluoromethyl)pyridine

There total 15 articles about 2-Phenyl-5-(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: 96.0%

2-chloro-5-trifluoromethylpyridine (52334-81-3) + phenylboronic acid (98-80-6) → 2-phenyl-5-(trifluoromethyl)pyridine (188527-56-2)

Guidance literature:

With palladium diacetate; potassium carbonate; nixantphos; In tetrahydrofuran; water; at 20 ℃; for 6h;

DOI:10.1039/c5ra19790b

Reference yield: 90.0%

2-chloro-5-trifluoromethylpyridine (52334-81-3) + phenylmagnesium bromide (100-58-3) → 2-phenyl-5-(trifluoromethyl)pyridine (188527-56-2)

Guidance literature:

With C₅₁H₆₄Cl₂CoN₄P₃Si₂; In tetrahydrofuran; at 50 ℃; for 48h; Inert atmosphere; Schlenk technique;

DOI:10.1039/c7dt04155a

Reference yield: 89.0%

2-(methylsulfonyl)-5-(trifluoromethyl)pyridine (178204-50-7) + phenylmagnesium bromide (100-58-3) → 2-phenyl-5-(trifluoromethyl)pyridine (188527-56-2)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 12h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.8b03918

upstream raw materials:

2-chloro-5-trifluoromethylpyridine

phenylboronic acid

sodium tetraphenyl borate

2-bromo-5-(trifluoromethyl)pyridine

Downstream raw materials:

[Pt(C₆H₃Me₂-3,5)2(2-phenyl-5-(trifluoromethyl)pyridine)(dmso)]

[Pt(C₆H₃Me₂-3,5)(2-phenyl-5-(trifluoromethyl)pyridine^(1-)(dmso)]

5-methyl-2-phenylpyridine

Refernces

• 1、 Clémancey, Martin,Cantat, Thibault,Blondin, Geneviève,Latour, Jean-Marc,Dorlet, Pierre,Lefèvre, Guillaume. "Structural Insights into the Nature of Fe0 and FeI Low-Valent Species Obtained upon the Reduction of Iron Salts by Aryl Grignard Reagents". . p. 3834 - 3848. Retrieved 2017.
• 2、 Huang, Binbin,Guo, Lin,Xia, Wujiong. "A facile and versatile electro-reductive system for hydrodefunctionalization under ambient conditions". supporting information. p. 2095 - 2103. Retrieved 2021/03/26.
• 3、 Blakemore, David C.,Cook, Xinlan A. F.,Moses, Ian B.,Pantaine, Lo?c R. E.,Sach, Neal W.,Shavnya, Andre,Willis, Michael C.. "Base-Activated Latent Heteroaromatic Sulfinates as Nucleophilic Coupling Partners in Palladium-Catalyzed Cross-Coupling Reactions". . p. 22461 - 22468. Retrieved 2021/09/09.