1-(4-bromobenzyl)-1H-imidazole

Base Information

• Chemical Name: 1-(4-bromobenzyl)-1H-imidazole
• CAS No.: 72459-46-2
• Molecular Formula: C10H9BrN2
• Molecular Weight: 237.099
• Hs Code.: 2933290090
• DSSTox Substance ID: DTXSID20388130
• Wikidata: Q82182879
• Pharos Ligand ID: AXYW8UNUGAKK
• ChEMBL ID: CHEMBL211207
• Mol file: 72459-46-2.mol

Synonyms:1-(4-bromobenzyl)-1H-imidazole;72459-46-2;1-(4-bromobenzyl)imidazole;1-[(4-bromophenyl)methyl]imidazole;CHEMBL211207;1H-Imidazole, 1-[(4-bromophenyl)methyl]-;1-[(4-bromophenyl)methyl]-1H-imidazole;D03VRC;SCHEMBL707075;1-(4Bromobenzyl)-1H-imidazole;DTXSID20388130;1-(4bromo-benzyl)-1H-imidazole;MZJSYLIOMLCYIS-UHFFFAOYSA-N;HMS1603K13;CS-D0078;XCA45946;BDBM50188088;MFCD06421442;STK951803;AKOS002272497;AM81202;SDCCGSBI-0138679.P001;DS-18012;PD178950;FT-0708507;EN300-7397659;A866259;J-503242;Z57842711

Chemical Property of 1-(4-bromobenzyl)-1H-imidazole

Chemical Property:

• Vapor Pressure: 2.2E-05mmHg at 25°C
• Melting Point: 75 °C
• Refractive Index: 1.623
• Boiling Point: 371.5 °C at 760 mmHg
• PKA: 6.72±0.10(Predicted)
• Flash Point: 178.4 °C
• PSA: 17.82000
• Density: 1.44 g/cm³
• LogP: 2.69390
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 235.99491
• Heavy Atom Count: 13
• Complexity: 155

Purity/Quality:

98%min ^*data from raw suppliers

1-(4-bromobenzyl)-1H-imidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CN2C=CN=C2)Br

Technology Process of 1-(4-bromobenzyl)-1H-imidazole

There total 2 articles about 1-(4-bromobenzyl)-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: 85.0%

1H-imidazole (288-32-4) + 1-bromomethyl-4-bromobenzene (589-15-1) → 1-bromo-4-(imidazol-1-ylmethyl)benzene (72459-46-2)

Guidance literature:

In dimethyl sulfoxide;

DOI:10.1039/b315842j

Reference yield:

→ 1-bromo-4-(imidazol-1-ylmethyl)benzene (72459-46-2)

Guidance literature:

Reference yield: 92.04%

1-bromo-4-(imidazol-1-ylmethyl)benzene (72459-46-2) + ethyl acrylate (140-88-5,9003-32-1) → ethyl (E)-3-[4-(imidazol-1-ylmethyl)phenyl]acrylate (78712-80-8)

Guidance literature:

With palladium diacetate; potassium carbonate; In toluene; at 110 ℃; for 6h;

upstream raw materials:

1H-imidazole

1-bromomethyl-4-bromobenzene

Downstream raw materials:

1-([1,1’-biphenyl]-4-ylmethyl)-1H-imidazole

3-(4-imidazol-1-ylmethylphenyl)-5-isobutyl-N-tert-butylthiophene-2-sulfonamide

1-(1-imidazolyl)-4-(imidazol-1-ylmethyl)benzene

MO 24

Refernces

• 1、 Walter, Isabell,Adam, Sebastian,Gentilini, Maria Virginia,Kany, Andreas M.,Brengel, Christian,Thomann, Andreas,Sparwasser, Tim,K?hnke, Jesko,Hartmann, Rolf W.. "Structure-Activity Relationship and Mode-Of-Action Studies Highlight 1-(4-Biphenylylmethyl)-1H-imidazole-Derived Small Molecules as Potent CYP121 Inhibitors". . p. 2786 - 2801. Retrieved 2021/06/27.
• 2、 Taylor, Nicholas J.,Emer, Enrico,Preshlock, Sean,Schedler, Michael,Tredwell, Matthew,Verhoog, Stefan,Mercier, Joel,Genicot, Christophe,Gouverneur, Véronique. "Derisking the Cu-Mediated 18F-Fluorination of Heterocyclic Positron Emission Tomography Radioligands". supporting information. p. 8267 - 8276. Retrieved 2017/06/27.