3'-Trifluoromethylbiphenyl-2-ylamine

Base Information

• Chemical Name: 3'-Trifluoromethylbiphenyl-2-ylamine
• CAS No.: 365-06-0
• Molecular Formula: C₁₃H₁₀F₃N
• Molecular Weight: 237.224
• Hs Code.: 2921490090
• European Community (EC) Number: 673-287-9
• Nikkaji Number: J3.471.000G
• Mol file: 365-06-0.mol

Synonyms:365-06-0;3'-Trifluoromethylbiphenyl-2-ylamine;3'-(trifluoromethyl)-[1,1'-biphenyl]-2-amine;2-[3-(trifluoromethyl)phenyl]aniline;2-[3-Ttrifluoromethyl)phenyl]aniline;3'-(Trifluoromethyl)[1,1'-biphenyl]-2-amine;3'-Trifluoromethyl-biphenyl-2-amine;3'-(Trifluoromethyl)biphenyl-2-amine;SCHEMBL398678;FTJLIEDZSSPJHW-UHFFFAOYSA-N;MFCD03424654;AKOS000125066;BS-28087;BB 0222443;CS-0156687;FT-0632046;C78166;A823276

Chemical Property of 3'-Trifluoromethylbiphenyl-2-ylamine

Chemical Property:

• Boiling Point: 314.7 °C at 760 mmHg
• Flash Point: 140.2 °C
• PSA: 26.02000
• Density: 1.245 g/cm³
• LogP: 4.53580
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 237.07653381
• Heavy Atom Count: 17
• Complexity: 252

Purity/Quality:

98%min ^*data from raw suppliers

3'-(Trifluoromethyl)-[1,1'-biphenyl]-2-amine hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3'-Trifluoromethylbiphenyl-2-ylamine

There total 10 articles about 3'-Trifluoromethylbiphenyl-2-ylamine 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: 91.0%

(meta-(trifluoromethyl)phenyl)boronic acid (1423-26-3) + 2-bromoaniline (615-36-1) → 3'-(trifluoromethyl)[1,1'-biphenyl]-2-amine (365-06-0)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In ethanol; water; toluene; at 95 ℃; for 16h; Inert atmosphere;

DOI:10.1021/jo9002536

Reference yield: 80.0%

m-trifluoromethylphenyl iodide (401-81-0) + 2-bromoaniline (615-36-1) → 3'-(trifluoromethyl)[1,1'-biphenyl]-2-amine (365-06-0)

Guidance literature:

m-trifluoromethylphenyl iodide; With TurboGrignard; In tetrahydrofuran; at -20 ℃; for 1h; Inert atmosphere;

With lithium chlorozincate; In tetrahydrofuran; Inert atmosphere;

2-bromoaniline; With bis(dibenzylideneacetone)-palladium⁽⁰⁾; ruphos; In tetrahydrofuran; at 25 ℃; for 0.166667h; Inert atmosphere;

DOI:10.1021/ol1007026

Reference yield: 79.0%

2-iodo-N-(phenylmethylene)-benzenamine (15111-14-5) + C13H19F3O3Ti → 3'-(trifluoromethyl)[1,1'-biphenyl]-2-amine (365-06-0)

Guidance literature:

2-iodo-N-(phenylmethylene)-benzenamine; C₁₃H₁₉F₃O₃Ti; With TurboGrignard; In tetrahydrofuran; at -40 - 0 ℃; for 2.66667h; Inert atmosphere;

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; oxygen; cobalt(II) chloride; In tetrahydrofuran; at 0 ℃; Reagent/catalyst; Temperature;

DOI:10.1021/acs.joc.5b01787

upstream raw materials:

2'-nitro-3-trifluoromethylbiphenyl

water

(meta-(trifluoromethyl)phenyl)boronic acid

2-bromoaniline

Downstream raw materials:

2-((((3'-(trifluoromethyl)-[1,1'-biphenyl]-2-yl)imino)methylene)amino)benzonitrile

3-(trifluoromethyl)-9H-carbazole

N-(5-(trifluoromethyl)-[1,1′-biphenyl]-2-yl)picolinamide

(E)-2'-(1,2-diphenylethenyl)-5'-(trifluoromethyl)[1,1'-biphenyl]-2-amine

Refernces

• 1、 Li, Wenguang,Chen, Wenqi,Zhou, Bang,Xu, Yankun,Deng, Guobo,Liang, Yun,Yang, Yuan. "NBE-Controlled Palladium-Catalyzed Interannular Selective C-H Silylation: Access to Divergent Silicon-Containing 1,1′-Biaryl-2-Acetamides". supporting information. p. 2718 - 2722. Retrieved 2019/04/16.
• 2、 Ling, Peng-Xiang,Chen, Kai,Shi, Bing-Feng. "Palladium-catalyzed interannular meta-C-H arylation". supporting information. p. 2166 - 2169. Retrieved 2017/02/19.