5-Chloro-2-(trifluoromethyl)aniline

Base Information

• Chemical Name: 5-Chloro-2-(trifluoromethyl)aniline
• CAS No.: 445-14-7
• Molecular Formula: C7H5ClF3N
• Molecular Weight: 195.572
• Hs Code.: 2921420090
• European Community (EC) Number: 207-153-4
• DSSTox Substance ID: DTXSID00196199
• Nikkaji Number: J153.397E
• Wikidata: Q72434329
• Mol file: 445-14-7.mol

Synonyms:445-14-7;2-AMINO-4-CHLOROBENZOTRIFLUORIDE;5-Chloro-2-(trifluoromethyl)aniline;5-Chloro-2-trifluoromethylaniline;Benzenamine, 5-chloro-2-(trifluoromethyl)-;EINECS 207-153-4;5-Chloro-2-trifluoromethyl-phenylamine;2-(Trifluoromethyl)-5-chloroaniline;SCHEMBL721823;DTXSID00196199;CL8451;MFCD08282771;5-Chloro-a,a,a-trifluoro-o-toluidine;AKOS006289606;AC-3735;AM61982;CS-W021557;DS-0872;5-chloro-2-(trifluoromethyl)benzenamine;A7071;FT-0647718;EN300-156434;J-517336;Z1198177180

Chemical Property of 5-Chloro-2-(trifluoromethyl)aniline

Chemical Property:

• Vapor Pressure: 0.0743mmHg at 25°C
• Refractive Index: 1.5
• Boiling Point: 228.229 °C at 760 mmHg
• PKA: 0.41±0.10(Predicted)
• Flash Point: 91.83 °C
• PSA: 26.02000
• Density: 1.426 g/cm³
• LogP: 3.52220
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• 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:

99% ^*data from raw suppliers

2-Amino-4-chlorobenzotrifluoride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Cl)N)C(F)(F)F
• Uses: 2-Amino-4-chlorobenzotrifluoride is a potent activator of the histone acetyltransferase (HAT) of p300.

Technology Process of 5-Chloro-2-(trifluoromethyl)aniline

There total 7 articles about 5-Chloro-2-(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: 73.0%

5-chloro-2-trifluoromethylnitrobenzene (25889-38-7) → 5-chloro-2-(trifluoromethyl)aniline (445-14-7)

Guidance literature:

With hydrogenchloride; iron; ammonium chloride; In water; isopropyl alcohol; Reflux;

DOI:10.1021/acs.joc.9b03011

Reference yield: 12.0%

Bromotrifluoromethane (75-63-8) + 3-chloro-aniline (108-42-9) → 5-chloro-2-(trifluoromethyl)aniline (445-14-7) + 3-chloro-4-(trifluoromethyl)aniline (445-13-6) + 3-chloro-2-(trifluoromethyl)aniline (432-21-3)

Guidance literature:

With α-picoline; sodium metabisulfite; sulfur dioxide; zinc; In N,N-dimethyl-formamide; at 65 ℃; for 3h; under 2250.2 - 3750.3 Torr;

Reference yield:

N-(5-chloro-2-(trifluoromethyl)phenyl)picolinamide → 5-chloro-2-(trifluoromethyl)aniline (445-14-7)

Guidance literature:

With hydrogenchloride; In ethanol; at 100 ℃; for 12h;

DOI:10.1002/cctc.201701596

upstream raw materials:

N-(5-chloro-2-trifluoromethyl-phenyl)-phthalimide

Bromotrifluoromethane

3-chloro-aniline

V⁽⁶⁴⁷⁾U₀₃₇₀

Downstream raw materials:

N-(5-chloro-2-(trifluoromethyl)phenyl)acetamide

2-bromo-4-chloro-1-(trifluoromethyl)benzene

1-[5-chloro-2-(trifluoromethyl)phenyl]-3-[(4-methyl-1,2,3-thiadiazol-5-yl)carbonyl]urea

C₉H₃Cl₂F₆N

Refernces

• 1、 Xu, Jun,Cheng, Ke,Shen, Chao,Bai, Renren,Xie, Yuanyuan,Zhang, Pengfei. "Coordinating Activation Strategy-Induced Selective C?H Trifluoromethylation of Anilines". . p. 965 - 970. Retrieved 2018/02/12.