4-Chloro-3-(trifluoromethyl)aniline

Base Information

• Chemical Name: 4-Chloro-3-(trifluoromethyl)aniline
• CAS No.: 320-51-4
• Molecular Formula: C7H5ClF3N
• Molecular Weight: 195.572
• Hs Code.: 29214300
• European Community (EC) Number: 206-277-6
• NSC Number: 61405
• UNII: 000N5814MR
• DSSTox Substance ID: DTXSID7059804
• Nikkaji Number: J149.965C
• Wikidata: Q27126565
• Metabolomics Workbench ID: 60497
• Mol file: 320-51-4.mol

Synonyms:4-Chloro-3-(trifluoromethyl)aniline;320-51-4;5-Amino-2-chlorobenzotrifluoride;3-(Trifluoromethyl)-4-chloroaniline;2-Chloro-5-aminobenzotrifluoride;4-Chloro-alpha,alpha,alpha-trifluoro-m-toluidine;Benzenamine, 4-chloro-3-(trifluoromethyl)-;2-chloro-5-aminebenzotrifluoride;ACBT;4-Chloro-3-trifluoromethylaniline;4-chloro-3-(trifluoromethyl)benzenamine;6-Chloro-3-aminobenzotrifluoride;Aniline, 4-chloro-3-(trifluoromethyl)-;MFCD00007846;4-Chloro-3-(trifluoromethyl) aniline;4-Chloro-3-trifluoromethyl-phenylamine;CCRIS 2815;EINECS 206-277-6;NSC 61405;UNII-000N5814MR;CHEBI:59245;m-Toluidine, 4-chloro-alpha,alpha,alpha-trifluoro-;NSC-61405;000N5814MR;m-Toluidine, 4-chloro-.alpha.,.alpha.,.alpha.-trifluoro-;4-Amino-1-chloro-2-(trifluoromethyl)benzene;NSC61405;3-AMINO-6-CHLOROBENZOTRIFLUORIDE;Hydromorphone 3-Sulfate;Epitope ID:131789;SCHEMBL203216;DTXSID7059804;3-triflouromethyl-4-chloroanilin;ASPDJZINBYYZRU-UHFFFAOYSA-;4-chloro-5-trifluoromethylaniline;3-Trifluoromethyl-4-chloroaniline;5-amino-2-chloro-benzotrifluoride;5-Amino-2-chlorobenzo trifluoride;HMS1648N05;3-trifluoromethyl-4-chloro aniline;3-trifluoromethyl-4-chloro-aniline;4-chloro-3-trifluoromethyl aniline;4-chloro-3-trifluoromethyl-aniline;BCP09443;p-chloro-m-(trifluoromethyl)aniline;4-chloro-3 (trifluoromethyl)aniline;4-chloro-3-trifluoro methyl aniline;4-chloro-3-trifluoromethylbenzenamine;BBL018123;PC1070;STK902087;4-chloro-3-(trifluoromethyl)-aniline;4-Chloro-3-trifluoromethylphenylamine;AKOS000120459;CS-O-06316;CS-W019997;PS-8279;4-Chloro-3-(trifluoromethyl)benzeneamine;AC-25037;Benzenamine, 4-chloro-3-trifluoromethyl-;4-chloro-3-(trifluoromethyl)benzene amine;4-Chloro-3-(trifluoromethyl)aniline, 99%;LS-188122;A5768;AM20060297;BB 0218491;FT-0601470;FT-0652265;EN300-20471;(4-CHLORO-3-TRIFLUOROMETHYLPHENYL)AMINE;W-106863;Q27126565;F2108-0227;Z104478336;4-CHLORO-.ALPHA.,.ALPHA.,.ALPHA.-TRIFLUORO-M-TOLUIDINE

Chemical Property of 4-Chloro-3-(trifluoromethyl)aniline

Chemical Property:

• Appearance/Colour: White to pinkish crystalline powder
• Vapor Pressure: 0.658mmHg at 25°C
• Melting Point: 34-38 °C(lit.)
• Refractive Index: 1.423
• Boiling Point: 242.8 °C at 760 mmHg
• PKA: 2.74±0.10(Predicted)
• Flash Point: >110 °C
• PSA: 26.02000
• Density: 1.425 g/cm³
• LogP: 3.52220
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.5
• 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

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

Safty Information:

• Pictogram(s): Xi, T
• Hazard Codes: Xi,T,Xn
• Statements: 36/37/38-23/24/25-22-36/38-20/21/22
• Safety Statements: 22-24/25-45-36-26-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1N)C(F)(F)F)Cl

Technology Process of 4-Chloro-3-(trifluoromethyl)aniline

There total 14 articles about 4-Chloro-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: 98.0%

4-chloro-3-(trifluoromethyl)nitrobenzene (777-37-7) → 4-chloro-3-trifluoromethyl-aniline (320-51-4)

Guidance literature:

With sodium tetrahydroborate; TPGS-750-M; In tetrahydrofuran; water; at 20 ℃; for 1h; Reagent/catalyst; Catalytic behavior;

DOI:10.1039/c7gc02991h

Reference yield: 94.0%

3-trifluoromethylaniline (98-16-8) → 4-chloro-3-trifluoromethyl-aniline (320-51-4)

Guidance literature:

With copper dichloride; 1-hexyl-3-methylimidazol-1-ium chloride; at 40 ℃; for 8h; regioselective reaction;

DOI:10.3762/bjoc.8.84

Reference yield: 84.0%

1,4-dichloro-2-trifluoromethylbenzene (320-50-3) → 4-chloro-3-trifluoromethyl-aniline (320-51-4)

Guidance literature:

With ammonium hydroxide; potassium phosphate; copper(l) iodide; N¹,N²-bis(5-methyl-[1,1'-biphenyl]-2-yl)oxalamide; In water; dimethyl sulfoxide; at 110 ℃; for 24h; Inert atmosphere;

DOI:10.1021/acs.orglett.5b03230

upstream raw materials:

4-chloro-3-(trifluoromethyl)nitrobenzene

cloflucarban

1-chloro-2-(trifluoromethyl)benzene

4-chloropicolinamide

Downstream raw materials:

1-(4-chloro-3-(trifluoromethyl)phenyl)-3-(4-chloro-3-(trifluoromethyl)phenyl)urea

1-(4-chloro-3-(trifluoromethyl)phenyl)-3-(3,4-dichlorophenyl)urea

3-[(Z)-4-Chloro-3-trifluoromethyl-phenylimino]-1,3-dihydro-indol-2-one

2-Amino-4,5-dimethyl-1-(4-chlor-3-trifluormethyl-phenyl)-pyrrol-3-carbonitril

Refernces

• 1、 Yazdanbakhsh, Mohammad R.,Mahmoodi, Nosrat O.,Dabiry, Shahram. "Preparation and characterization of diazenyl quinolin-8-ol with trifluoromethyl substituents". . p. 192 - 194. Retrieved 2006.
• 2、 Aepuru, Radhamanohar,Bustamante, Tatiana M.,Campos, Cristian H.,Mangalaraja, Ramalinga Viswanathan,Shanmugaraj, Krishnamoorthy,Torres, Cecilia C.,de León, J. N. Díaz. "Noble metal nanoparticles supported on titanate nanotubes as catalysts for selective hydrogenation of nitroarenes". . . Retrieved 2021/09/22.
• 3、 Elhampour, Ali,Nanadegani, Zahra Soleimani,Nemati, Firouzeh,Rangraz, Yalda. "Cobalt oxide NPs immobilized on environmentally benign biological macromolecule-derived N-doped mesoporous carbon as an efficient catalyst for hydrogenation of nitroarenes". . . Retrieved 2020/09/15.