1-(3-Fluorophenyl)imidazole

Base Information

• Chemical Name: 1-(3-Fluorophenyl)imidazole
• CAS No.: 25372-42-3
• Molecular Formula: C₉H₇FN₂
• Molecular Weight: 162.166
• Hs Code.: 2933290090
• European Community (EC) Number: 670-457-4
• DSSTox Substance ID: DTXSID10372088
• Wikidata: Q82159674
• ChEMBL ID: CHEMBL1650270
• Mol file: 25372-42-3.mol

Synonyms:1-(3-fluorophenyl)imidazole;25372-42-3;1-(3-fluorophenyl)-1H-imidazole;1H-Imidazole,1-(3-fluorophenyl)-;SCHEMBL870900;CHEMBL1650270;DTXSID10372088;MFCD00060486;AKOS006229581;FS-1039;1-(3-fluorophenyl)imidazole, AldrichCPR;CS-0316304;FT-0605629;A817831

Chemical Property of 1-(3-Fluorophenyl)imidazole

Chemical Property:

• Vapor Pressure: 0.00614mmHg at 25°C
• Melting Point: 281.3 °C at 760 mmHg
• Refractive Index: 1.574
• Boiling Point: 80 °C
• PKA: 5.27±0.10(Predicted)
• Flash Point: 123.9 °C
• PSA: 17.82000
• Density: 1.16 g/cm³
• LogP: 2.01140
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 162.05932639
• Heavy Atom Count: 12
• Complexity: 152

Purity/Quality:

98%min ^*data from raw suppliers

1-(3-Fluorophenyl)imidazole ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)F)N2C=CN=C2

Technology Process of 1-(3-Fluorophenyl)imidazole

There total 3 articles about 1-(3-Fluorophenyl)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: 87.0%

1H-imidazole (288-32-4) + 1-Fluoro-3-iodobenzene (1121-86-4) → 1-(3-fluorophenyl)-1H-imidazole (25372-42-3)

Guidance literature:

With copper(I) oxide; potassium hydroxide; In dimethyl sulfoxide; at 110 ℃; for 24h; Inert atmosphere;

DOI:10.1021/acs.organomet.1c00509

Reference yield: 20.0%

m-fluorophenyl-1 mercapto-2 imidazole (17452-26-5) → 1-(3-fluorophenyl)-1H-imidazole (25372-42-3)

Guidance literature:

With nitric acid;

Reference yield:

1H-imidazole (288-32-4) + 3-fluorobromobenzene (1073-06-9) → 1-(3-fluorophenyl)-1H-imidazole (25372-42-3)

Guidance literature:

With copper(I) oxide; caesium carbonate; In acetonitrile; Solvent; Inert atmosphere; Schlenk technique; Sealed tube; Heating;

DOI:10.1039/d1dt02677a

upstream raw materials:

m-fluorophenyl-1 mercapto-2 imidazole

1H-imidazole

1-Fluoro-3-iodobenzene

3-fluorobromobenzene

Refernces

• 1、 Davies, David L.,Singh, Kuldip,Tamosiunaite, Neringa. "Steric effects on acetate-assisted cyclometallation ofmeta-substitutedN-phenyl andN-benzyl imidazolium salts at [MCl2Cp*]2(M = Ir, Rh)". . p. 13505 - 13515. Retrieved 2021/10/12.
• 2、 Elguero, Jose,Estopa, Carmen,Ilavsky, Dusan. "Recherches dans la serie des azoles. CI. Determination par RMN-19F des parametres ?1 et ?0R des azoles N-substitues". . p. 4237 - 4252. Retrieved 2007/10/02.