2-Methyl-4-trifluoromethylimidazole Chemical Properties

Melting point:

179-180 °C

Boiling point:

249 °C

Density 

1.355

Flash point:

105 °C

storage temp. 

Sealed in dry,Room Temperature

form 

solid

pka

10.84±0.10(Predicted)

InChI

InChI=1S/C5H5F3N2/c1-3-9-2-4(10-3)5(6,7)8/h2H,1H3,(H,9,10)

InChIKey

UTUSYSDVLOWRJA-UHFFFAOYSA-N

SMILES

C1(C)NC(C(F)(F)F)=CN=1

Safety Information

Hazard Codes 

T

Risk Statements 

25

Safety Statements 

45

RIDADR 

UN 2811 6.1 / PGIII

HazardClass 

IRRITANT

HS Code 

2933998090

2-Methyl-4-trifluoromethylimidazole Usage And Synthesis

Synthesis

General procedure for the synthesis of 2-methyl-4-trifluoromethylimidazole from acetaldehyde and trifluoromethanesulfonic acid: to a 10 mL sealed tube was added a mixture of acetaldehyde (296 μL, 5.29 mmol), 3,3,3-trifluoro-2-oxopropanal (Compound 16.1, 1.0 g, 7.9 mmol) and 25% ammonium hydroxide solution (0.8 mL) in methanol (5 mL) Solution. The reaction mixture was stirred at 0°C for 3 hours, followed by continued stirring at room temperature overnight. After completion of the reaction, the mixture was concentrated under reduced pressure and the residue was diluted with water (50 mL). The aqueous phase was extracted with ethyl acetate (3 x 20 mL), the organic phases were combined, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The crude product was purified by column chromatography to give 430 mg (54% yield) of 2-methyl-4-trifluoromethylimidazole as a light yellow solid.

References

[1] Patent: WO2014/8197, 2014, A1. Location in patent: Page/Page column 89
[2] Patent: WO2015/95767, 2015, A1. Location in patent: Page/Page column 104

2-Methyl-4-trifluoromethylimidazole(33468-67-6)Related Product Information

• Methyl acetate
• Bensulfuron methyl
• Trifluoromethanesulfonic acid
• 2-(Trifluoromethyl)benzoic acid
• Methyl acrylate
• Imidazole
• 1-Methylimidazole
• METSULFURON METHYL
• Methylparaben
• 2-Aminobenzotrifluoride
• 3-(Trifluoromethyl)benzaldehyde
• 2-Methylimidazole
• N-(Trimethylsilyl)imidazole
• Kresoxim-methyl
• Thiophanate-methyl
• Methyl
• Methyl bromide
• Parathion-methyl