2-Nitro-6-(trifluoromethyl)aniline

Base Information

• Chemical Name: 2-Nitro-6-(trifluoromethyl)aniline
• CAS No.: 24821-17-8
• Molecular Formula: C7H5 F3 N2 O2
• Molecular Weight: 206.124
• Hs Code.: 2921420090
• European Community (EC) Number: 639-438-8
• DSSTox Substance ID: DTXSID50443726
• Nikkaji Number: J722.309I
• Wikidata: Q82261666
• Mol file: 24821-17-8.mol

Synonyms:2-nitro-6-(trifluoromethyl)aniline;24821-17-8;2-Amino-3-nitrobenzotrifluoride;2-nitro-6-trifluoromethylaniline;SCHEMBL1768922;DTXSID50443726;2-nitro-6-trifluoromethyl aniline;CL8407;MFCD08532494;2-Amino-3-nitrobenzotrifluoride 99%;2-nitro-6-trifluoromethyl-phenylamine;AKOS015912862;AKOS015999907;SB78572;PS-10534;2-Nitro-6-(trifluoromethyl)aniline, 97%;Benzenamine, 2-nitro-6-(trifluoromethyl)-;EN300-127182;J-015687

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

Chemical Property:

• Vapor Pressure: 0.012mmHg at 25°C
• Melting Point: 48-52 °C
• Refractive Index: 1.525
• Boiling Point: 261.1°Cat760mmHg
• Flash Point: 111.7°C
• PSA: 71.84000
• Density: 1.503g/cm³
• LogP: 3.30020
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 206.03031189
• Heavy Atom Count: 14
• Complexity: 226

Purity/Quality:

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

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)[N+](=O)[O-])N)C(F)(F)F
• Uses: 2-Nitro-6-(trifluoromethyl)aniline is a versatile reactant used in the preparation of benzimidazoles by reductive heterocyclization with orthoesters using indium. Also used in one-pot preparation of quinoxalines via reductive coupling with 1,2-diketones using indium.

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

There total 6 articles about 2-Nitro-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: 90.0%

2-fluoro-1-nitro-3-(trifluoromethyl)benzene → 2-Nitro-6-(trifluoromethyl)aniline (24821-17-8)

Guidance literature:

With ammonia; In methanol; at 70 ℃; for 16h;

Reference yield: 30.0%

2-(trifluoromethyl)benzenamine (88-17-5) → 4-nitro-2-trifluoromethyl-aniline (121-01-7) + 2-Nitro-6-(trifluoromethyl)aniline (24821-17-8)

Guidance literature:

With 4-nitro-4-methyl-2,3,5,6-tetrabromo-2,5-cyclohexadien-1-one; In trifluoroacetic acid; for 3h; Ambient temperature;

DOI:10.1055/s-1989-27387

Reference yield:

3-trifluoromethylnitrobenzene (98-46-4) → 4-nitro-2-trifluoromethyl-aniline (121-01-7) + 2-Nitro-6-(trifluoromethyl)aniline (24821-17-8) + 4-trifluoromethyl-2-nitroaniline (400-98-6)

Guidance literature:

With O-Methylhydroxylamin; potassium tert-butylate; copper(l) chloride; In N,N-dimethyl-formamide; for 1h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Ambient temperature;

DOI:10.1021/jo951903r

upstream raw materials:

2-(trifluoromethyl)benzenamine

2-Nitro-6-trifluormethyl-benzamid

3-trifluoromethylnitrobenzene

3-nitrophthalic acid

Downstream raw materials:

4-bromo-2-nitro-6-trilfuoromethyl-phenylamine

2-methyl-4-(trifluoromethyl)-1H-benzo[d]imidazole

2-phenyl-4-(trifluoromethyl)-1H-benzo[d]imidazole

5-trifluoromethyl-2,3-diphenylquinoxaline

Refernces

• 1、 Seko, Shinzo,Miyake, Kunihito,Kavvamura, Norio. "A convenient copper-catalyzed direct animation of nitroarenes with 9-alkylhydroxylamines". . p. 1437 - 1444. Retrieved 2007/10/03.
• 2、 Lemaire, M.,Guy, A.,Boutin, P.,Guette, J. P.. "Direct Nitration of Anilines Using Nitrocyclohexadienones". . p. 761 - 763. Retrieved 2007/10/02.