4-(Trifluoromethyl)-1H-imidazole

Base Information

• Chemical Name: 4-(Trifluoromethyl)-1H-imidazole
• CAS No.: 33468-69-8
• Molecular Formula: C4H3F3N2
• Molecular Weight: 136.076
• Hs Code.: 29349990
• European Community (EC) Number: 687-962-0
• DSSTox Substance ID: DTXSID30342920
• Nikkaji Number: J1.750.169K
• Wikidata: Q27451951
• ChEMBL ID: CHEMBL2324236
• Mol file: 33468-69-8.mol

Synonyms:4-(Trifluoromethyl)-1H-imidazole;33468-69-8;5-(trifluoromethyl)-1H-imidazole;4-Trifluoromethyl-1H-imidazole;4-Trifluoromethylimidazole;4(5)-(Trifluoromethyl)imidazole;1H-Imidazole, 4-(trifluoromethyl)-;MFCD08458860;4-(trifluoromethyl)-2h-1,2,3-triazole;4-(trifluoromethyl)imidazole;1267573-04-5;Imidazole, 4-trifluoromethyl-;5-trifluoromethylimidazole;4-trifluoromethyl-imidazole;4-Trifluoromethyl Imidazole;SCHEMBL392820;5-trifluoromethyl-1H-imidazole;CHEMBL2324236;DTXSID30342920;2,6-Dichloronicotinicacidethylester;4-(Trifluoromethyl)-1H-imidazole #;BBL101841;STL555638;AKOS007930860;AKOS026744050;AC-6896;CS-W003523;PS-9116;SB13890;SY024388;A5963;AM20090510;BB 0261689;FT-0650135;T2928;4-(Trifluoromethyl)-1H-imidazole, AldrichCPR;EN300-43390;J-019202;J-513905;Q27451951;Z440623534;1DQ

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

Chemical Property:

• Vapor Pressure: 0.134mmHg at 25°C
• Melting Point: 149-150 °C
• Refractive Index: 1.416
• Boiling Point: 224.7 °C at 760 mmHg
• PKA: 10.29±0.10(Predicted)
• Flash Point: 89.7 °C
• PSA: 28.68000
• Density: 1.44 g/cm³
• LogP: 1.42850
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 136.02483259
• Heavy Atom Count: 9
• Complexity: 101

Purity/Quality:

99% ^*data from raw suppliers

4-Trifluoromethyl-1H-imidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22-36/37/38-40
• Safety Statements: 26-36/37-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(NC=N1)C(F)(F)F
• Uses: 4-Trifluoromethyl-1H-imidazole acts as an inhibitor of sweet almond β-glucosidase. It is used as a reagent used in the synthesis of 3-substituted 2-aminopyridines via displacement of 3-fluoro-2-nitropyridine.

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

There total 13 articles about 4-(Trifluoromethyl)-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: 42.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 1,1,1-trifluoro-3-(dimethylhydrazono)-2-propanone (111269-38-6) → 4-(trifluoromethyl)-1H-imidazole (33468-69-8)

Guidance literature:

With ammonium acetate; In acetic acid; at 80 ℃; for 18h;

DOI:10.3987/COM-03-9725

Reference yield: 32.0%

1H-imidazole (288-32-4) + iodotrifluoromethane (2314-97-8,263005-66-9) → 4-(trifluoromethyl)-1H-imidazole (33468-69-8) + 2-(trifluoromethyl)imidazole (66675-22-7)

Guidance literature:

In methanol; for 168h; Ambient temperature; Irradiation;

DOI:10.1021/jo00136a010

Reference yield: 32.0%

1H-imidazole (288-32-4) + iodotrifluoromethane (2314-97-8,263005-66-9) → 2,4-bis(trifluoromethyl)-1H-imidazole (81654-07-1) + 4-(trifluoromethyl)-1H-imidazole (33468-69-8) + 2-(trifluoromethyl)imidazole (66675-22-7)

Guidance literature:

In methanol; for 168h; Product distribution; Mechanism; Ambient temperature; Irradiation; var. perfluoroalkyl iodides; other imidazoles;

DOI:10.1021/jo00136a010

upstream raw materials:

1H-imidazole

iodotrifluoromethane

acetamide

3-bromo-1,1,1-trifluoroacetone

Downstream raw materials:

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

1-[1-(4-fluorophenyl)-5-isopropylpyrazol-4-yl]-3-[4-(trifluoromethyl)-imidazol-1-yl]pyrrolidin-2-one trifluoroacetate

Refernces

• 1、 -. "HETEROCYCLIC MODULATORS OF LIPID SYNTHESIS AND COMBINATIONS THEREOF". Page/Page column 250. . Retrieved 2015/07/07.
• 2、 -. "ORGANIC COMPOUNDS". Page/Page column 127-128. . Retrieved 2008/12/06.