2-Chloro-6-(trifluoromethyl)aniline

Base Information

• Chemical Name: 2-Chloro-6-(trifluoromethyl)aniline
• CAS No.: 433-94-3
• Molecular Formula: C7H5ClF3N
• Molecular Weight: 195.572
• Hs Code.: 2921420090
• European Community (EC) Number: 207-091-8
• DSSTox Substance ID: DTXSID30195817
• Nikkaji Number: J153.393B
• Wikidata: Q72460131
• Mol file: 433-94-3.mol

Synonyms:2-Chloro-6-(trifluoromethyl)aniline;433-94-3;2-Amino-3-chlorobenzotrifluoride;2-Chloro-6-trifluoromethylaniline;MFCD00272565;benzenamine, 2-chloro-6-(trifluoromethyl)-;EINECS 207-091-8;2-chloranyl-6-(trifluoromethyl)aniline;SCHEMBL1000973;DTXSID30195817;AKOS000121361;AM62303;CS-W002595;AS-30442;SY022855;FT-0611051;EN300-16627;A824775;A826263;A872706;Z56347231

Chemical Property of 2-Chloro-6-(trifluoromethyl)aniline

Chemical Property:

• Vapor Pressure: 0.451mmHg at 25°C
• Refractive Index: 1.5
• Boiling Point: 213.2 °C at 760 mmHg
• PKA: -0.48±0.10(Predicted)
• Flash Point: 82.7 °C
• PSA: 26.02000
• Density: 1.425 g/cm³
• LogP: 3.52220
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 195.0062613
• Heavy Atom Count: 12
• Complexity: 159

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Chloro-6-(trifluoromethyl)aniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38-65
• Safety Statements: 26-36/37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)Cl)N)C(F)(F)F
• Uses: 2-Chloro-6-(trifluoromethyl)aniline is a molecular determinant for the selective inhibition of cyclooxygenase-2 by lumiracoxib.

Technology Process of 2-Chloro-6-(trifluoromethyl)aniline

There total 10 articles about 2-Chloro-6-(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: 76.0%

N-(2-chloro-6-trifluoromethyl-phenyl)-phthalimide (361-17-1) → 2-chloro-6-(trifluoromethyl)benzenamine (433-94-3)

Guidance literature:

With hydrazine; In water; for 2h; Heating;

DOI:10.1021/jm00164a061

Reference yield: 21.0%

Bromotrifluoromethane (75-63-8) + o-chloroaniline (95-51-2) → 2-chloro-6-(trifluoromethyl)benzenamine (433-94-3) + 2-chloro-4-(trifluoromethyl)aniline (39885-50-2) + 2-(trifluoromethyl)benzenamine (88-17-5)

Guidance literature:

With α-picoline; sodium metabisulfite; sulfur dioxide; zinc; In N,N-dimethyl-formamide; at 50 ℃; for 4h; under 2250.2 - 3750.3 Torr;

Reference yield: 21.0%

Bromotrifluoromethane (75-63-8) + 4-chloro-aniline (106-47-8) → 2-chloro-6-(trifluoromethyl)benzenamine (433-94-3) + 2-chloro-4-(trifluoromethyl)aniline (39885-50-2)

Guidance literature:

With sulfur dioxide; zinc; In N,N-dimethyl-formamide; for 2h; under 2250.2 - 3750.3 Torr; Ambient temperature;

DOI:10.1039/c39870001701

upstream raw materials:

N-(2-chloro-6-trifluoromethyl-phenyl)-phthalimide

Bromotrifluoromethane

4-chloro-aniline

o-chloroaniline

Downstream raw materials:

1-(2-Chloro-6-trifluoromethyl-phenyl)-3-pyridin-4-yl-urea

2-chloro-6-trifluoromethylbenzenesulfonyl chloride

2-chloro-4-(1,1,1,2,3,3,3-heptafluoropropan-2-yl)-6-(trifluoromethyl)aniline

C₁₄H₈Cl₂F₃NO₂

Refernces

• 1、 Kino, Tatsuhito,Nagase, Yu,Ohtsuka, Yuhki,Yamamoto, Kyoko,Uraguchi, Daisuke,Tokuhisa, Kenji,Yamakawa, Tetsu. "Trifluoromethylation of various aromatic compounds by CF3I in the presence of Fe(II) compound, H2O2 and dimethylsulfoxide". experimental part. p. 98 - 105. Retrieved 2010/03/03.
• 2、 Tordeux, Marc,Langlois, Bernard,Wakselman, Claude. "Reactions of Trifluoromethyl Bromide and Related Halides: Part 10. Perfluoroalkylation of Aromatic Compounds induced by Sulphur Dioxide Radical Anion Precursors". . p. 2293 - 2299. Retrieved 2007/10/02.