5-nitro-2-(trifluoromethyl)-1H-benzimidazole

Base Information

• Chemical Name: 5-nitro-2-(trifluoromethyl)-1H-benzimidazole
• CAS No.: 327-19-5
• Molecular Formula: C8H4F3N3O2
• Molecular Weight: 231.1315
• Hs Code.: 2933990090
• European Community (EC) Number: 673-618-7
• DSSTox Substance ID: DTXSID50186363
• Nikkaji Number: J582.061H
• Mol file: 327-19-5.mol

Synonyms:327-19-5;5-nitro-2-(trifluoromethyl)-1H-benzimidazole;6-nitro-2-(trifluoromethyl)-1h-benzimidazole;5-Nitro-2-trifluoromethylbenzimidazole;5-nitro-2-trifluoromethyl-1h-benzoimidazole;5-nitro-2-(trifluoromethyl)-1h-benzo[d]imidazole;5-Nitro-2-(trifluoromethyl)benzimidazole;Benzimidazole, 5-nitro-2-(trifluoromethyl)-;6-Nitro-2-trifluoromethyl-1H-benzoimidazole;5-nitro-2-(trifluoromethyl)-1H-1,3-benzodiazole;6-Nitro-2-(trifluoromethyl)-1H-benzo[d]imidazole;C8H4F3N3O2;1H-Benzimidazole, 5-nitro-2-(trifluoromethyl)-;SCHEMBL5423878;DTXSID50186363;2-trifluromethyl-5-nitrobenzimidazole;MFCD00453585;STK365925;2-trifluoromethyl-5-nitrobenzimidazole;AKOS000540968;AKOS001216795;AS-5600;NCGC00332258-01;BP-10543;LS-33110;A5775;CS-0079603;FT-0631957;2-(Trifluoromethyl)-5-nitro-1H-benzimidazole;EN300-24061;AB01326510-02;AF-407/34872021;J-018859;Z168876624

Chemical Property of 5-nitro-2-(trifluoromethyl)-1H-benzimidazole

Chemical Property:

• Vapor Pressure: 0.00755mmHg at 25°C
• Melting Point: 154-156 °C
• Refractive Index: 1.434
• Boiling Point: 363.2 °C at 760 mmHg
• Flash Point: 173.5 °C
• PSA: 74.50000
• Density: 1.645 g/cm³
• LogP: 3.01310
• Storage Temp.: 2-8°C
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 231.02556087
• Heavy Atom Count: 16
• Complexity: 291

Purity/Quality:

98%min ^*data from raw suppliers

5-Nitro-2-(trifluoromethyl)-1H-benzimidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1[N+](=O)[O-])NC(=N2)C(F)(F)F

Technology Process of 5-nitro-2-(trifluoromethyl)-1H-benzimidazole

There total 10 articles about 5-nitro-2-(trifluoromethyl)-1H-benzimidazole 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: 99.0%

4-Nitrophenylene-1,2-diamine (99-56-9) + trifluoroacetic acid (76-05-1) → 5-nitro-2-(trifluoromethyl)-1H-benzo[d]imidazole (327-19-5)

Guidance literature:

at 70 ℃; for 16h;

DOI:10.1016/j.tetlet.2012.09.069

Reference yield: 95.0%

N-(2-amino-5-nitro-phenyl)-2,2,2-trifluoro-acetamide → 5-nitro-2-(trifluoromethyl)-1H-benzo[d]imidazole (327-19-5)

Guidance literature:

With Montmorillonite K₁₀; In tetrahydrofuran; for 0.0333333h; Irradiation;

DOI:10.1016/S0040-4020(00)00992-3

Reference yield: 94.0%

N-(2-amino-4-nitro-phenyl)-2,2,2-trifluoro-acetamide (849435-68-3) → 6‐nitro‐2‐trifluoromethyl‐1H-benzimidazole (327-19-5)

Guidance literature:

With acetic acid; at 60 ℃;

DOI:10.1055/s-2004-837203

upstream raw materials:

2-Trifluoromethylbenzimidazole

4-Nitrophenylene-1,2-diamine

trifluoroacetic acid

1,1,1,5,5,5-hexafluoroacetylacetone

Downstream raw materials:

2-(trifluoromethyl)-1H-benzo[d]imidazole-5-amine

5-acetamido-2-(trifluoromethyl)benzimidazole

imidazo<4,5-f>quinoline

Refernces

• 1、 Lane. "-". . p. 534,537. Retrieved 1955.
• 2、 Zhou, Yanmei,Shen, Guanshuo,Sui, Yuebo,Zhou, Haifeng. "Fe(OTf)3-catalyzed practical synthesis of 2-trifluoromethylarylimidazoles from o-arylenediamines and hexafluoroacetylacetone". supporting information. p. 3396 - 3399. Retrieved 2016/07/11.