4-bromo-2-nitro-1H-imidazole

Base Information

• Chemical Name: 4-bromo-2-nitro-1H-imidazole
• CAS No.: 121816-84-0
• Molecular Formula: C3H2BrN3O2
• Molecular Weight: 191.972
• Hs Code.: 2933290090
• European Community (EC) Number: 875-135-9
• DSSTox Substance ID: DTXSID00559321
• Wikidata: Q82441999
• Mol file: 121816-84-0.mol

Synonyms:4-bromo-2-nitro-1H-imidazole;121816-84-0;5-bromo-2-nitro-1H-imidazole;1H-Imidazole, 5-bromo-2-nitro-;MFCD09028957;bromonitroimidazole;SCHEMBL3955049;DTXSID00559321;AKOS006290313;AKOS025394263;AKOS032947466;PB48715;AS-46764;SY259981;CS-0054329;F10417;A804792

Chemical Property of 4-bromo-2-nitro-1H-imidazole

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: >230 °C (decomp)
• Refractive Index: 1.664
• Boiling Point: 427.802 °C at 760 mmHg
• PKA: 6.53±0.10(Predicted)
• Flash Point: 212.528 °C
• PSA: 74.50000
• Density: 2.157 g/cm³
• LogP: 1.60360
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 190.93304
• Heavy Atom Count: 9
• Complexity: 125

Purity/Quality:

98% ^*data from raw suppliers

4-Bromo-2-nitro-1H-imidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(NC(=N1)[N+](=O)[O-])Br

Technology Process of 4-bromo-2-nitro-1H-imidazole

There total 2 articles about 4-bromo-2-nitro-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: 67.5%

4-bromo-2-nitro-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole → 4-bromo-2-nitro-1H-imidazole (121816-84-0)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 24h;

Reference yield:

4-bromo-1-(triphenylmethyl)-1H-imidazole (87941-55-7) → triphenylmethyl alcohol (76-84-6) + 4-bromo-2-nitro-1H-imidazole (121816-84-0) + 4,5'-Dibromo-2'-nitro-1H,3'H-[2,4']biimidazolyl (121816-85-1)

Guidance literature:

With hydrogenchloride; n-butyllithium; propyl nitrate; Yield given. Multistep reaction; 1) hexane, THF, 0 deg C, 1 h; 2) 20 deg C, 2 h; 3) MeOH;

Reference yield: 37.0%

4-bromo-2-nitro-1H-imidazole (121816-84-0) + dimethyl sulfate (77-78-1) → 4-bromo-1-methyl-2-nitroimidazole (121816-79-3) + 4,5'-Dibromo-3'-methyl-2'-nitro-1H,3'H-[2,4']biimidazolyl (121816-86-2)

Guidance literature:

With potassium carbonate; In acetone; for 0.5h; Yields of byproduct given; Heating;

upstream raw materials:

4-bromo-1-(triphenylmethyl)-1H-imidazole

Downstream raw materials:

4-bromo-1-methyl-2-nitroimidazole

4,5'-Dibromo-3'-methyl-2'-nitro-1H,3'H-[2,4']biimidazolyl