N-Phenyl-3-(trifluoromethyl)aniline

Base Information

• Chemical Name: N-Phenyl-3-(trifluoromethyl)aniline
• CAS No.: 101-23-5
• Molecular Formula: C13H10F3N
• Molecular Weight: 237.224
• Hs Code.: 2921420090
• European Community (EC) Number: 202-926-2
• NSC Number: 50453
• UNII: Q5XF8B8FGT
• DSSTox Substance ID: DTXSID30143616
• Nikkaji Number: J37.750C
• Wikidata: Q83007578
• Mol file: 101-23-5.mol

Synonyms:N-Phenyl-3-(trifluoromethyl)aniline;101-23-5;m-Trifluoromethyldiphenylamine;Benzenamine, N-phenyl-3-(trifluoromethyl)-;3-(Trifluoromethyl)diphenylamine;N-Phenyl-alpha,alpha,alpha-trifluoro-m-toluidine;3-Trifluoromethyl diphenylamine;EINECS 202-926-2;NSC 50453;Q5XF8B8FGT;BRN 1214959;C13H10F3N;3-(Trifluoromethyl)-N-phenylaniline;NSC-50453;Benzenamine, N-phenyl-3-(trifluoromethyl)- (9CI);m-Toluidine, alpha,alpha,alpha-trifluoro-N-phenyl-;m-Toluidine, N-phenyl-alpha,alpha,alpha-trifluoro-;NSC50453;Benzenamine,N-phenyl-3-(trifluoromethyl)-;UNII-Q5XF8B8FGT;3-trifluoromethylphenylaniline;3-trifluoromethylphenyl aniline;SCHEMBL7347670;DTXSID30143616;N-phenyl-3-(trifluormethyl)anilin;C13-H10-F3-N;MFCD00017998;AKOS015914215;DS-6459;LS-154412;CS-0156099;O12030;m-Toluidine,.alpha.,.alpha.-trifluoro-N-phenyl-;A800356;N-(3-TRIFLUOROMETHYLPHENYL)-N-PHENYLAMINE;J-523750

Chemical Property of N-Phenyl-3-(trifluoromethyl)aniline

Chemical Property:

• Vapor Pressure: 0.00176mmHg at 25°C
• Refractive Index: 1.5655 (589.3 nm 25℃)
• Boiling Point: 293.1 °C at 760 mmHg
• PKA: -0.36±0.30(Predicted)
• Flash Point: 131.1 °C
• PSA: 12.03000
• Density: 1.255 g/cm³
• LogP: 4.52200
• Storage Temp.: 2-8°C(protect from light)
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 237.07653381
• Heavy Atom Count: 17
• Complexity: 233

Purity/Quality:

HPLC≥95% ^*data from raw suppliers

N-Phenyl-3-(trifluoromethyl)aniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NC2=CC=CC(=C2)C(F)(F)F
• Uses: N-Phenyl-3-(trifluoromethyl)aniline can be used as fungicides.

Technology Process of N-Phenyl-3-(trifluoromethyl)aniline

There total 20 articles about N-Phenyl-3-(trifluoromethyl)aniline 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%

→ N-(3-trifluoromethylphenyl)aniline (101-23-5)

Guidance literature:

Reference yield: 97.0%

flufenamic acid (530-78-9) → N-(3-trifluoromethylphenyl)aniline (101-23-5)

Guidance literature:

With triethylsilane; palladium diacetate; 2,2-dimethylpropanoic anhydride; 1,4-di(diphenylphosphino)-butane; In toluene; at 160 ℃; for 15h; chemoselective reaction;

DOI:10.1039/c9sc00892f

Reference yield: 96.0%

3-chlorotrifluoromethylbenzene (98-15-7) + aniline (62-53-3) → N-(3-trifluoromethylphenyl)aniline (101-23-5)

Guidance literature:

With potassium hydroxide; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; XPhos; In water; at 110 ℃; for 3h;

DOI:10.1021/ja035483w

upstream raw materials:

bromobenzene

N-acetyl-3-trifluoromethylbenzenamine

N-Phenyl-N-(3-trifluoromethyl-phenyl)-benzamide

3-chlorotrifluoromethylbenzene

Downstream raw materials:

2-(trifluoromethyl)-10H-phenothiazine

4-trifluoromethyl-10H-phenothiazine

C₁₄H₉ClF₃NO

3-trifluoromethyl-N,N-diphenylaniline

Refernces

• 1、 Yoshida, Yuto,Otsuka, Shinya,Nogi, Keisuke,Yorimitsu, Hideki. "Palladium-catalyzed amination of aryl sulfoxides". . p. 1134 - 1137. Retrieved 2018.
• 2、 Gonela, Uma Maheshwar,Ablordeppey, Seth Y.. "Copper-catalyzed, ceric ammonium nitrate mediated N-arylation of amines". supporting information. p. 2861 - 2864. Retrieved 2019/02/17.
• 3、 Mao, Jianyou,Zhang, Jiadi,Zhang, Shuguang,Walsh, Patrick J.. "NIXANTPHOS: A highly active ligand for palladium catalyzed Buchwald-Hartwig amination of unactivated aryl chlorides". supporting information. p. 8690 - 8696. Retrieved 2018/07/13.