4-(Trifluoromethyl)aniline

Base Information

• Chemical Name: 4-(Trifluoromethyl)aniline
• CAS No.: 455-14-1
• Molecular Formula: C7H6F3N
• Molecular Weight: 161.127
• Hs Code.: 29214300
• European Community (EC) Number: 207-236-5
• NSC Number: 10337
• UNII: RQJ623MB8G
• DSSTox Substance ID: DTXSID5060013
• Nikkaji Number: J59.714G
• Wikidata: Q27120406
• Metabolomics Workbench ID: 56392
• ChEMBL ID: CHEMBL1162294
• Mol file: 455-14-1.mol

Synonyms:4-trifluoromethylaniline;para-trifluoromethylaniline

Chemical Property of 4-(Trifluoromethyl)aniline

Chemical Property:

• Appearance/Colour: clear colorless to yellow liquid
• Vapor Pressure: 0.554mmHg at 25°C
• Melting Point: 3-8 °C
• Refractive Index: n20/D 1.483(lit.)
• Boiling Point: 190 °C at 760 mmHg
• PKA: 2.45(at 25℃)
• Flash Point: 86.7 °C
• PSA: 26.02000
• Density: 1.286 g/cm³
• LogP: 2.86880
• Storage Temp.: Refrigerator, Under Inert Atmosphere
• Sensitive.: Air Sensitive
• Water Solubility.: <0.1 g/100 mL
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 161.04523368
• Heavy Atom Count: 11
• Complexity: 124

Purity/Quality:

99.5%min. ^*data from raw suppliers

4-Aminobenzotrifluoride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T, N, Xi, Xn
• Hazard Codes: T,N,Xi,Xn
• Statements: 25-36-50/53-36/37/38-33-20/21/22
• Safety Statements: 26-45-60-61-36/37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(F)(F)F)N
• Uses: 4-Substituted aniline derivatives exert special hematotoxicity on the red blood cells and induce leukocytosis. 4-(Trifluoromethyl)aniline was used in the synthesis of 4-(trialkylmethyl)anilines. It was also used as a synthetic building block.

Technology Process of 4-(Trifluoromethyl)aniline

There total 89 articles about 4-(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: 66.0%

Togni's reagent II (887144-94-7) + aniline (62-53-3) → 4-trifluoromethylphenylamine (455-14-1) + 2-(trifluoromethyl)benzenamine (88-17-5)

Guidance literature:

With potassium carbonate; In acetonitrile; at 75 ℃; for 6h; Schlenk technique; Inert atmosphere;

DOI:10.1016/j.tetlet.2019.151538

Reference yield: 54.0%

iodotrifluoromethane (2314-97-8,263005-66-9) + aniline (62-53-3) → 4-trifluoromethylphenylamine (455-14-1) + 2-(trifluoromethyl)benzenamine (88-17-5)

Guidance literature:

With fac-tris(2-phenylpyridinato-N,C₂')iridium(III); potassium carbonate; In 1,2-dichloro-ethane; at 20 ℃; for 24h; regioselective reaction; Inert atmosphere; Schlenk technique; Irradiation;

DOI:10.1016/j.tetlet.2017.09.010

Reference yield: 44.0%

2,3,7,8-tetrafluoro-S-(trifluoromethyl)dibenzothiophenium trifluoromethanesulfonate + aniline (62-53-3) → 4-trifluoromethylphenylamine (455-14-1) + 2-(trifluoromethyl)benzenamine (88-17-5)

Guidance literature:

In N,N-dimethyl-formamide; at 30 ℃; for 3h; Inert atmosphere;

upstream raw materials:

p-nitrobenzotrifluoride

4-nitroso-1-(trifluoromethyl)benzene

4-(triethylsiloxy)-4-(trifluoromethyl)-2,5-cyclohexadien-1-one

Bromotrifluoromethane

Downstream raw materials:

2-((4-(trifluoromethyl)phenyl)carbamoyl)benzoic acid

N-(4-trifluoromethylphenyl)-2-oxyiminoacetamide

3-(4-(trifluoromethyl)phenyl)-2-thioxothiazolidin-4-one

2-amino-6-trifluoromethyl-1,3-benzothiazole

Refernces

• 1、 Pégot, Bruce,Macé, Yohan,Urban, Céline,Diter, Patrick,Blazejewski, Jean-Claude,Magnier, Emmanuel. "Ionic liquids as new media for electrophilic trifluoromethylation reactions". . p. 156 - 159. Retrieved 2012.
• 2、 Li, Xuewei,She, Wei,Wang, Jing,Li, Weizuo,Li, Guangming. "Highly efficient N-doped carbon supported FeSx-Fe2O3 catalyst for hydrogenation of nitroarenes via pyrolysis of sulfurized N,Fe-containing MOFs". . . Retrieved 2021/05/18.
• 3、 Zhao, Lixing,Hu, Chenyang,Cong, Xuefeng,Deng, Gongda,Liu, Liu Leo,Luo, Meiming,Zeng, Xiaoming. "Cyclic (Alkyl)(amino)carbene Ligand-Promoted Nitro Deoxygenative Hydroboration with Chromium Catalysis: Scope, Mechanism, and Applications". supporting information. p. 1618 - 1629. Retrieved 2021/01/25.