2-(4-Bromophenyl)benzimidazole

Base Information

• Chemical Name: 2-(4-Bromophenyl)benzimidazole
• CAS No.: 2622-74-4
• Molecular Formula: C13H9BrN2
• Molecular Weight: 273.132
• Hs Code.: 2933990090
• NSC Number: 144032
• DSSTox Substance ID: DTXSID80301527
• Nikkaji Number: J2.113.413I
• Wikidata: Q72449214
• Mol file: 2622-74-4.mol

Synonyms:2-(4-bromophenyl)-1H-benzimidazole

Chemical Property of 2-(4-Bromophenyl)benzimidazole

Chemical Property:

• Vapor Pressure: 9.06E-08mmHg at 25°C
• Melting Point: 299 °C
• Refractive Index: 1.708
• Boiling Point: 435 °C at 760 mmHg
• PKA: 11.24±0.10(Predicted)
• Flash Point: 216.9 °C
• PSA: 28.68000
• Density: 1.546 g/cm³
• LogP: 3.99240
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 271.99491
• Heavy Atom Count: 16
• Complexity: 238

Purity/Quality:

98%, ^*data from raw suppliers

2-(4-Bromophenyl)benzimidazole >98.0%(HPLC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)NC(=N2)C3=CC=C(C=C3)Br

Technology Process of 2-(4-Bromophenyl)benzimidazole

There total 67 articles about 2-(4-Bromophenyl)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: 100.0%

4-bromo-benzaldehyde (1122-91-4) + 1,2-diamino-benzene (95-54-5) → 2-(4-bromophenyl)-1H-benzimidazole (2622-74-4)

Guidance literature:

With polyamine dendrimer with glycerol initiated polyepichlorohydrin; air; In ethanol; at 20 ℃; for 0.0333333h; Solvent; Temperature; Reagent/catalyst;

DOI:10.1016/j.tet.2019.130676

Reference yield: 96.0%

4-bromobenzenemethanol (873-75-6) + 1,2-diamino-benzene (95-54-5) → 2-(4-bromophenyl)-1H-benzimidazole (2622-74-4)

Guidance literature:

With coomassie brilliant blue (CBB) coated on n-propylamine functionalized W-ZnO nanoparticles; In ethanol; at 25 ℃; for 2h; UV-irradiation; Green chemistry;

DOI:10.1039/d0ra10843j

Reference yield: 96.0%

benzoimidazole (51-17-2,79351-71-6) + 1.4-dibromobenzene (106-37-6) → 2-(4-bromophenyl)-1H-benzimidazole (2622-74-4)

Guidance literature:

With C₁₄H₂₂B₁₀Cl₂CuN₂; potassium carbonate; In toluene; at 20 ℃; for 6h;

upstream raw materials:

4-bromo-benzaldehyde

1,2-diamino-benzene

4-Bromobenzoic acid

2-nitro-aniline

Downstream raw materials:

biphenyl

2-([1,1′-biphenyl]-4-yl)-1H-benzo[d]imidazole

2-(4-bromophenyl)-1-propylbenzimidazole

2-(4-phenylethynyl-phenyl)-1H-benzoimidazole

Refernces

• 1、 Dutta, Arghya,Mondal, John,Patra, Astam K.,Bhaumik, Asim. "Synthesis and temperature-induced morphological control in a hybrid porous iron-phosphonate nanomaterial and its excellent catalytic activity in the synthesis of benzimidazoles". . p. 13372 - 13378,7. Retrieved 2012.
• 2、 Parghi, Kalpesh D.,Jayaram, Radha V.. "Sequential oxidation and condensation of alcohols to benzimidazoles/ benzodiazepines by MoO3-SiO2 as a heterogeneous bifunctional catalyst". . p. 1205 - 1210. Retrieved 2010.
• 3、 Sadhukhan, Santu,Mondal, Swagata,Baire, Beeraiah. "An Unexpected Formation of 2-Arylbenzimidazoles from α,α-Diiodo-α’-acetoxyketones and o-Phenylenediamines". . . Retrieved 2022/03/01.
• 4、 Chang, Jian-Guo,Han, Yin-Feng,Jiao, Guo-Zheng,Li, Qun,Li, Yan-Wei,Nie, Kun,Wang, Chang-An,Zhang, Jian-Ping. "Tetrathienoanthracene-functionalized conjugated microporous polymers as an efficient, metal-free visible-light solid organocatalyst for heterogeneous photocatalysis". . p. 3799 - 3809. Retrieved 2021/06/18.