2-Bromo-1H-imidazole

Base Information

• Chemical Name: 2-Bromo-1H-imidazole
• CAS No.: 16681-56-4
• Molecular Formula: C3H3BrN2
• Molecular Weight: 146.974
• Hs Code.: 29332900
• European Community (EC) Number: 626-352-0
• DSSTox Substance ID: DTXSID40378316
• Nikkaji Number: J420.209K
• Wikidata: Q72457074
• ChEMBL ID: CHEMBL292042
• Mol file: 16681-56-4.mol

Synonyms:2-Bromo-1H-imidazole;16681-56-4;2-Bromoimidazole;1H-Imidazole, 2-bromo-;bromoimidazole;MFCD02179526;2-bromoimidazol;2-Bromo-1H-imidazole,;SCHEMBL68370;YSWG646;CHEMBL292042;2-Bromo-1H-imidazole, 97%;DTXSID40378316;AXHRGVJWDJDYPO-UHFFFAOYSA-N;BBL101643;STL555439;TD8110;AKOS005259951;CS-W007461;PB41160;PS-3309;2-AMINO-6-IODO-2-DEOXYGUANOSINE;AC-28883;BP-21300;SY021648;AM20080475;FT-0649118;EN300-91720;A810772

Chemical Property of 2-Bromo-1H-imidazole

Chemical Property:

• Vapor Pressure: 0.006mmHg at 25°C
• Melting Point: 174-182 °C
• Refractive Index: 1.602
• Boiling Point: 273.1 °C at 760 mmHg
• PKA: 11.23±0.10(Predicted)
• Flash Point: 119 °C
• PSA: 28.68000
• Density: 1.904 g/cm³
• LogP: 1.17220
• Storage Temp.: Keep Cold
• Water Solubility.: Slightly soluble in water.
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 145.94796
• Heavy Atom Count: 6
• Complexity: 48.1

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-41-37/38-22
• Safety Statements: 26-36/37/39-39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CN=C(N1)Br
• Uses: 2-Bromoimidazole is used as an organic chemical synthesis intermediate.

Technology Process of 2-Bromo-1H-imidazole

There total 5 articles about 2-Bromo-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: 91.0%

1H-imidazole (288-32-4) → 2-bromo-1H-imidazole (16681-56-4,151223-74-4)

Guidance literature:

With 1-butyl-3-methylpyridinium tribromide; at 20 ℃; for 0.0833333h;

DOI:10.1016/j.tetlet.2008.12.053

Reference yield:

2,5-dibromo-1(3)H-imidazole-4-carboxylic acid-(4-bromo-anilide) (502141-80-2) + hydrogen bromide (10035-10-6,12258-64-9) → 2-bromo-1H-imidazole (16681-56-4,151223-74-4) + 2,4-dibromo-1H-imidazole (64591-03-3) + 4-bromo-aniline (106-40-1)

Guidance literature:

at 150 ℃;

Reference yield:

2-bromo-N,N-dimethyl-1H-imidazole-1-sulfonamide (1239205-21-0) → 2-bromo-1H-imidazole (16681-56-4,151223-74-4)

Guidance literature:

2-bromo-N,N-dimethyl-1H-imidazole-1-sulfonamide; With water; hydrogen bromide; at 20 ℃; for 16h;

pH=8; Alkaline conditions;

upstream raw materials:

N-tritylimidazole

2,5-dibromo-1⁽³⁾H-imidazole-4-carboxylic acid-(4-bromo-anilide)

hydrogen bromide

1H-imidazole

Downstream raw materials:

2-bromo-1-[2-(4-chlorophenyl)ethyl]-1H-imidazole

2-bromo-1-[2-(4-fluorophenyl)ethyl]-1H-imidazole

1-benzyl-2-bromo-1H-imidazole

C₂₀H₂₆ClN₅O₃SSi

Refernces

• 1、 Himabindu, Vittam,Parvathaneni, Sai Prathima,Rao, Vaidya Jayathirtha. "PhI(OAc)2/NaX-mediated halogenation providing access to valuable synthons 3-haloindole derivatives". . p. 18889 - 18893. Retrieved 2018/11/27.
• 2、 -. "PTERIDINONES AS INHIBITORS OF POLO - LIKE KINASE". Page/Page column 129; 130. . Retrieved 2011/07/09.