4'-(Trifluoromethyl)-[1,1'-biphenyl]-4-amine

Base Information

• Chemical Name: 4'-(Trifluoromethyl)-[1,1'-biphenyl]-4-amine
• CAS No.: 57688-34-3
• Molecular Formula: C13H10F3N
• Molecular Weight: 237.224
• Hs Code.: 2921499090
• European Community (EC) Number: 673-269-0
• DSSTox Substance ID: DTXSID50382227
• Nikkaji Number: J1.704.556C
• Wikidata: Q82173536
• ChEMBL ID: CHEMBL242142
• Mol file: 57688-34-3.mol

Synonyms:57688-34-3;4'-(trifluoromethyl)-[1,1'-biphenyl]-4-amine;4-[4-(trifluoromethyl)phenyl]aniline;4'-trifluoromethylbiphenyl-4-ylamine;4'-trifluoromethyl-biphenyl-4-ylamine;[1,1'-biphenyl]-4-amine, 4'-(trifluoromethyl)-;CHEMBL242142;4'-(trifluoromethyl)-4-biphenylamine;4'-(trifluoromethyl)biphenyl-4-amine;4'-(Trifluoromethyl)-biphenyl-4-amine;4'-(Trifluoromethyl)-[1,1'-biphenyl]-4-amine, HCl;D0TN1F;YSWG587;SCHEMBL2655246;DTXSID50382227;BDBM50220175;MFCD03424687;AKOS004113695;4'-(trifluoromethyl) biphenyl-4-amine;FS-6517;4''-trifluoromethyl-biphenyl-4-ylamine;PD182359;BB 0222481;CS-0157576;FT-0640476;4'-(Trifluoromethyl)-1,1'-biphenyl-4-amine;4'-(trifluoromethyl)[1,1'-biphenyl]-4-amine;C78322;4'-trifluoromethylbiphenyl-4-ylamine, AldrichCPR;EN300-5576644;A831560;Z732776540

Chemical Property of 4'-(Trifluoromethyl)-[1,1'-biphenyl]-4-amine

Chemical Property:

• Boiling Point: 303.1 °C at 760 mmHg
• PKA: 3.90±0.10(Predicted)
• Flash Point: 134.6 °C
• PSA: 26.02000
• Density: 1.245g/cm³
• LogP: 4.53580
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 237.07653381
• Heavy Atom Count: 17
• Complexity: 236

Purity/Quality:

98%Min ^*data from raw suppliers

4'-Trifluoromethyl-biphenyl-4-ylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CC=C(C=C2)N)C(F)(F)F

Technology Process of 4'-(Trifluoromethyl)-[1,1'-biphenyl]-4-amine

There total 12 articles about 4'-(Trifluoromethyl)-[1,1'-biphenyl]-4-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: 95.0%

(4-aminophenyl)boronic acid hydrochloride (80460-73-7) + p-trifluoromethylphenyl bromide (402-43-7) → 4'-(trifluoromethyl)-[1,1'-biphenyl]-4-amine (57688-34-3)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In tetrahydrofuran; at 75 ℃; for 12h; Inert atmosphere; Reflux;

Reference yield: 95.0%

4-trifluoromethylphenylboronic acid (128796-39-4) + 4-chloro-aniline (106-47-8) → 4'-(trifluoromethyl)-[1,1'-biphenyl]-4-amine (57688-34-3)

Guidance literature:

With Pd(Cy*Phine)₂Cl₂ ; potassium hydroxide; In butan-1-ol; at 70 ℃; for 1.5h; Reagent/catalyst; Solvent; Temperature; Time; Catalytic behavior; Glovebox; Inert atmosphere; Schlenk technique;

DOI:10.1002/adsc.201600708

Reference yield: 94.0%

[4-(trifluoromethyl)phenyl](triphenylphosphine)gold(I) (1130440-65-1) + p-aminoiodobenzene (540-37-4) → 4'-(trifluoromethyl)-[1,1'-biphenyl]-4-amine (57688-34-3)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; water; at 20 ℃; for 12h;

DOI:10.1002/ejoc.201201720

upstream raw materials:

4-trifluoromethylphenylboronic acid

4-bromo-aniline

4-nitro-4’-(trifluoromethyl)biphenyl

p-trifluoromethylphenyl bromide

Downstream raw materials:

C₂₅H₂₀F₃NO₃

C₂₄H₁₈F₃NO₃

C₂₇H₂₃F₃N₂O₄

C₂₂H₁₆F₃NO₂

Refernces

• 1、 -. "GLYCOLATE OXIDASE INHIBITORS FOR THE TREATMENT OF DISEASE". Paragraph 00472; 00473; 001131; 001132. . Retrieved 2021/01/22.
• 2、 Liu, Jingru,Ma, Ruxin,Bi, Fangchao,Zhang, Fa,Hu, Chaoyu,Venter, Henrietta,Semple, Susan J.,Ma, Shutao. "Novel 5-methyl-2-phenylphenanthridium derivatives as FtsZ-targeting antibacterial agents from structural simplification of natural product sanguinarine". supporting information. p. 1825 - 1831. Retrieved 2018/04/16.