4-Chloro-2-(trifluoromethyl)aniline

Base Information

• Chemical Name: 4-Chloro-2-(trifluoromethyl)aniline
• CAS No.: 445-03-4
• Molecular Formula: C7H5ClF3N
• Molecular Weight: 195.572
• Hs Code.: 29214300
• European Community (EC) Number: 207-151-3
• DSSTox Substance ID: DTXSID6060000
• Nikkaji Number: J1.533D
• Wikidata: Q72434337
• Mol file: 445-03-4.mol

Synonyms:4-chloro-2-(trifluoromethyl)aniline

Chemical Property of 4-Chloro-2-(trifluoromethyl)aniline

Chemical Property:

• Appearance/Colour: Clear yellow liquid
• Vapor Pressure: 0.0145mmHg at 25°C
• Melting Point: 8.8 °C
• Refractive Index: n20/D 1.507(lit.)
• Boiling Point: 213.2 °C at 760 mmHg
• PKA: 0.83±0.10(Predicted)
• Flash Point: 82.7 °C
• PSA: 26.02000
• Density: 1.425 g/cm³
• LogP: 3.52220
• Storage Temp.: 0-6°C
• XLogP3: 2.1
• 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% ^*data from raw suppliers

2-Amino-5-chlorobenzotrifluoride >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-33-36/37/38-41-22
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Cl)C(F)(F)F)N
• Uses: 4-Chloro-2-(trifluoromethyl)aniline was used in the synthesis of 2-amino-5-chloro 3-(trifluoromethyl)benzenethiol. 2-Amino-5-chlorobenzotrifluoride is a biologically active compound and useful building block. It can be transformed into a variety of valuable fluorine-containing molecules and heterocyclic compounds.

Technology Process of 4-Chloro-2-(trifluoromethyl)aniline

There total 18 articles about 4-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: 96.0%

Togni's reagent II (887144-94-7) + 4-chloro-aniline (106-47-8) → 4-chloro-2-(trifluoromethyl)aniline (445-03-4)

Guidance literature:

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

DOI:10.1016/j.tetlet.2019.151538

Reference yield: 90.0%

2-(trifluoromethyl)benzenamine (88-17-5) → 4-chloro-2-(trifluoromethyl)aniline (445-03-4)

Guidance literature:

With copper dichloride; 1-hexyl-3-methylimidazol-1-ium chloride; at 40 ℃; for 6h; regioselective reaction;

DOI:10.3762/bjoc.8.84

Reference yield: 90.0%

→ 4-chloro-2-(trifluoromethyl)aniline (445-03-4)

Guidance literature:

With 1-acetoxy-1,2-benziodoxol-3-one; potassium acetate; In acetonitrile; at 80 ℃; for 13h;

upstream raw materials:

5-chloro-2-nitrotrifluoromethylbenzene

N-(4-chloro-2-trifluoromethyl-phenyl)-phthalimide

4-nitro-3-(trifluoromethyl)benzeneamine

2-(trifluoromethyl)benzenamine

Downstream raw materials:

5-methyl-oxazolidine-3-carboxylic acid (4-chloro-2-trifluoromethyl-phenylcarbamoyl)-amide

N-ethoxalyl-4-chloro-2-trifluoromethylaniline

2-(trifluoromethyl)benzenamine

CF₃(C₆H₃Cl)NC(CH₃)(C₅H₃N)C(CH₃)N(C₆H₃Cl)CF₃

Refernces

• 1、 Chen, Xiaoyu,Ding, Licheng,Li, Linlin,Li, Jingya,Zou, Dapeng,Wu, Yangjie,Wu, Yusheng. "Transition metal-free direct C–H trifluoromethyltion of (hetero)arenes with Togni's reagent". supporting information. . Retrieved 2019/12/30.
• 2、 Li, Yang,Neumann, Helfried,Beller, Matthias. "Ruthenium-Catalyzed Site-Selective Trifluoromethylations and (Per)Fluoroalkylations of Anilines and Indoles". supporting information. p. 6784 - 6788. Retrieved 2020/05/18.