3-(Trifluoromethyl)aniline

Base Information

• Chemical Name: 3-(Trifluoromethyl)aniline
• CAS No.: 98-16-8
• Molecular Formula: C7H6F3N
• Molecular Weight: 161.127
• Hs Code.: H2NC6H4CF3 MOL WT. 161.13
• European Community (EC) Number: 202-643-4
• NSC Number: 4540
• UN Number: 2948
• UNII: Z1RWM538YN
• DSSTox Substance ID: DTXSID9024512
• Nikkaji Number: J54.405A
• Wikipedia: 3-(Trifluoromethyl)aniline
• Wikidata: Q424934
• ChEMBL ID: CHEMBL1162293
• Mol file: 98-16-8.mol

Synonyms:3-aminobenzotrifluoride;3-trifluoromethylaniline;m-aminobenzotrifluoride

Chemical Property of 3-(Trifluoromethyl)aniline

Chemical Property:

• Appearance/Colour: Clear light yellow liquid
• Vapor Pressure: 0.3 mm Hg ( 20 °C)
• Melting Point: 5 °C
• Refractive Index: 1.480
• Boiling Point: 187 °C at 760 mmHg
• PKA: 3.49(at 25℃)
• Flash Point: 85 °C
• PSA: 26.02000
• Density: 1.286 g/cm³
• LogP: 2.86880
• Storage Temp.: Store below +30°C.
• Solubility.: 5 g/L (20°C)
• Water Solubility.: 5 g/L (20 ºC)
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 161.04523368
• Heavy Atom Count: 11
• Complexity: 132
• Transport DOT Label: Poison

Purity/Quality:

98% ^*data from raw suppliers

3-Aminobenzotrifluoride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,T,T+,Xn
• Hazard Codes: Xi,T,T+,Xn
• Statements: 36/37/38-33-23-21/22-26-24-22-20/21/22
• Safety Statements: 26-36-45-36/37/39-28A

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aromatic
• Canonical SMILES: C1=CC(=CC(=C1)N)C(F)(F)F

Technology Process of 3-(Trifluoromethyl)aniline

There total 45 articles about 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: 100.0%

3-trifluoromethylnitrobenzene (98-46-4) → 3-trifluoromethylaniline (98-16-8)

Guidance literature:

With hydrogenchloride; ammonium chloride; zinc; In ethanol; at 15 - 20 ℃; for 0.166667h; Irradiation;

DOI:10.1016/j.tetlet.2005.06.126

Reference yield: 96.0%

m-trifluoromethylphenyl iodide (401-81-0) → 3-trifluoromethylaniline (98-16-8)

Guidance literature:

With copper(I) oxide; ammonium hydroxide; C₁₇H₁₄N₂O₃; potassium hydroxide; In ethanol; at 60 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.7b00901

Reference yield: 95.0%

3-bromo-1-trifluoromethylbenzene (401-78-5) → 3-trifluoromethylaniline (98-16-8)

Guidance literature:

With ammonium hydroxide; L-2-O-methyl-chiro-inositol; copper(II) acetate monohydrate; In 1-methyl-pyrrolidin-2-one; at 110 ℃; for 12h;

DOI:10.1055/s-0039-1690707

upstream raw materials:

3-trifluoromethylnitrobenzene

2-[3-(trifluoromethyl)phenyl]-1H-isoindole-1,3(2H)-dione

1-chloro-2-(trifluoromethyl)benzene

diisobutylamine

Downstream raw materials:

2-amino N-[3-(trifluoromethyl)phenyl]benzamide

3-[3-(trifluoromethyl)phenyl]aminocyclohex-2-en-1-one

ethyl 1,6-dihydro-6-oxo-2-(3-trifluoromethylanilino)-5-pyrimidinecarboxylate

3-{[3-(trifluoromethyl)phenyl]azamethylene}benzo[d]azolidin-2-one

Refernces

• 1、 Zubar, Viktoriia,Dewanji, Abhishek,Rueping, Magnus. "Chemoselective Hydrogenation of Nitroarenes Using an Air-Stable Base-Metal Catalyst". supporting information. p. 2742 - 2747. Retrieved 2021/05/05.
• 2、 Dai, Xingchao,He, Dongcheng,Li, Teng,Shi, Feng,Wang, Hongli,Wang, Tao,Wang, Xinzhi. "Efficient hydrogenation catalyst designing via preferential adsorption sites construction towards active copper". . p. 397 - 406. Retrieved 2021/07/21.