3',4',5'-trifluorobiphenyl-2-aMine

Base Information

• Chemical Name: 3',4',5'-trifluorobiphenyl-2-aMine
• CAS No.: 915416-45-4
• Molecular Formula: C12H8F3N
• Molecular Weight: 223.197
• Mol file: 915416-45-4.mol

Synonyms:2-(3,4,5-trifluorophenyl)aniline

Chemical Property of 3',4',5'-trifluorobiphenyl-2-aMine

Chemical Property:

• Boiling Point: 303.7±37.0 °C(Predicted)
• PKA: 2.17±0.10(Predicted)
• PSA: 26.02000
• Density: 1.315
• LogP: 3.93430
• Storage Temp.: 2-8°C(protect from light)
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

99.9% ^*data from raw suppliers

3'',4'',5''-Trifluoro-[1,1''-biphenyl]-2-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3'',4'',5''-Trifluoro-[1,1''-biphenyl]-2-amine is a building block used in various chemical synthesis.

Technology Process of 3',4',5'-trifluorobiphenyl-2-aMine

There total 23 articles about 3',4',5'-trifluorobiphenyl-2-aMine 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: 99.0%

o-chloroaniline (95-51-2) + 3,4,5-trifluorophenylboronic acid (143418-49-9) → 3’,4’,5’-trifluoro-[1,1’-biphenyl]-2-amine (915416-45-4)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium carbonate; palladium dichloride; In water; isopropyl alcohol; at 25 - 85 ℃; for 5.25h; Reagent/catalyst; Temperature; Inert atmosphere;

Reference yield: 98.0%

2-nitro-3',4',5'-trifluoro-1,1'-biphenyl (1056196-56-5) → 3’,4’,5’-trifluoro-[1,1’-biphenyl]-2-amine (915416-45-4)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In methanol; at 60 ℃; for 4h; under 11251.1 Torr; Autoclave;

DOI:10.1021/acs.oprd.9b00208

Reference yield: 97.0%

3,4,5-trifluorophenylboronic acid (143418-49-9) + 2-bromoaniline (615-36-1) → 3’,4’,5’-trifluoro-[1,1’-biphenyl]-2-amine (915416-45-4)

Guidance literature:

With tetrabutylammomium bromide; potassium carbonate; aniline; In toluene; at 110 ℃; for 5h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere;

upstream raw materials:

3,4,5-trifluoro-1-bromobenzene

o-chloroaniline

3,4,5-trifluorophenylmagnesium bromide

N-benzylidene-2-chloroaniline

Downstream raw materials:

(Py₃CH)Pd^II(3',4',5'-trifluoro-[1,1'-biphenyl]-2-yl)(I)

[(Py₃CH)Pd^IV(3',4',5'-trifluoro-[1,1'-biphenyl]-2-yl)(Cl)₂][OTf]

2-methyl-4-trifluoromethylthiazol-5-carboxylic acid (3',4',5'-trifluorobiphenyl-2-yl)amide

Refernces

• 1、 Abi Fayssal, Sandra,Buendia, Julien,Huc, Vincent,Labattut, Axel,Martini, Cyril,Naret, Timothée,Schulz, Emmanuelle. "Synthesis, Catalytic Activity and Comparative Leaching Studies of Calix[8]arene-Supported Pd-NHC Complexes for Suzuki-Miyaura Cross-Couplings". supporting information. p. 947 - 957. Retrieved 2022/02/05.
• 2、 Gallou, Fabrice,Li, Xiaohan,Lipshutz, Bruce H.,Takale, Balaram S.,Thakore, Ruchita R.. "High Turnover Pd/C Catalyst for Nitro Group Reductions in Water. One-Pot Sequences and Syntheses of Pharmaceutical Intermediates". supporting information. p. 8114 - 8118. Retrieved 2021/10/25.