2-(2-bromophenyl)-1H-imidazole

Base Information

• Chemical Name: 2-(2-bromophenyl)-1H-imidazole
• CAS No.: 162356-38-9
• Molecular Formula: C9H7 Br N2
• Molecular Weight: 223.072
• Hs Code.: 2933998090
• DSSTox Substance ID: DTXSID20434909
• Wikidata: Q82249503
• Mol file: 162356-38-9.mol

Synonyms:2-(2-bromophenyl)-1H-imidazole;162356-38-9;2-(2-BROMOPHENYL)IMIDAZOLE;2-(2-BROMO-PHENYL)-1H-IMIDAZOLE;1H-IMIDAZOLE, 2-(2-BROMOPHENYL)-;MFCD08668745;(bromophenyl)imidazol;SCHEMBL1369295;DTXSID20434909;LMTCUTLBCVWIFS-UHFFFAOYSA-N;BCP14851;AKOS010993965;AB45841;DS-16405;SY012468;CS-0041996;FT-0754036;EN300-7388779;Z851790692

Chemical Property of 2-(2-bromophenyl)-1H-imidazole

Chemical Property:

• Boiling Point: 397.3±25.0 °C(Predicted)
• PKA: 12.41±0.12(Predicted)
• PSA: 28.68000
• Density: 1.565±0.06 g/cm3(Predicted)
• LogP: 2.83920
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 221.97926
• Heavy Atom Count: 12
• Complexity: 152

Purity/Quality:

99% ^*data from raw suppliers

2-(2-Bromo-phenyl)-1h-imidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C2=NC=CN2)Br

Technology Process of 2-(2-bromophenyl)-1H-imidazole

There total 2 articles about 2-(2-bromophenyl)-1H-imidazole 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: 74.0%

2-(2-bromophenyl)-4,5-dihydro-1H-imidazole (741662-26-0) → 2-(2-bromophenyl)-1H-imidazole (162356-38-9)

Guidance literature:

With [bis(acetoxy)iodo]benzene; potassium carbonate; In dimethyl sulfoxide; at 20 ℃; for 18h;

DOI:10.1021/acs.orglett.9b01231

Reference yield:

ortho-bromobenzaldehyde (6630-33-7) → 2-(2-bromophenyl)-1H-imidazole (162356-38-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tert-butyl alcohol / 0.5 h / 20 °C / Inert atmosphere

1.2: 3 h / 70 °C / Inert atmosphere

2.1: potassium carbonate; [bis(acetoxy)iodo]benzene / dimethyl sulfoxide / 18 h / 20 °C

With [bis(acetoxy)iodo]benzene; potassium carbonate; In dimethyl sulfoxide; tert-butyl alcohol;

DOI:10.1021/acs.orglett.9b01231

Reference yield: 95.0%

2-(2-bromophenyl)-1H-imidazole (162356-38-9) + methyl iodide (74-88-4) → 2-(2-bromophenyl)-1-methylimidazole (1351782-57-4)

Guidance literature:

2-(2-bromophenyl)-1H-imidazole; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

methyl iodide; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

DOI:10.1021/acs.orglett.9b01231

upstream raw materials:

ortho-bromobenzaldehyde

2-(2-bromophenyl)-4,5-dihydro-1H-imidazole

Downstream raw materials:

1-(4-Toluenesulfonyl)-2-(2-bromophenyl) imidazole

[2-(1-methyl-1H-imidazol-2-yl)phenyl]boronic acid

2-(2-bromophenyl)-1-methylimidazole

Refernces