3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline Chemical Properties

Melting point:

124-126°C

Boiling point:

372.14℃[at 101 325 Pa]

Density 

1.35

vapor pressure 

0Pa at 25℃

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

powder to crystal

color 

White to Light gray to Light yellow

Water Solubility 

228.6mg/L at 25℃

InChI

InChI=1S/C11H10F3N3/c1-7-5-17(6-16-7)10-3-8(11(12,13)14)2-9(15)4-10/h2-6H,15H2,1H3

InChIKey

WWTGXYAJVXKEKL-UHFFFAOYSA-N

SMILES

C1(N2C=C(C)N=C2)C=C(N)C=C(C(F)(F)F)C=1

LogP

2.42

CAS DataBase Reference

641571-11-1(CAS DataBase Reference)

Safety Information

Risk Statements 

41

Safety Statements 

26-39

RIDADR 

2811

HazardClass 

6.1

PackingGroup 

Ⅲ

HS Code 

2933299090

3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline Usage And Synthesis

Description

3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline is a pharmaceutical intermediate component used in the preparation of Nilotinib for the treatment of a variety of leukaemias, including chronic myeloid leukaemia (CML).

Chemical Properties

3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline is a white to light grey to light yellow powder to crystals with a melting point of 130 °C.

Uses

Intermediate in the preparation of Nilotinib.

Application

3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline is an arylimidazole derivative. This compound includes multiple functional groups: aniline, methyl, and imidazole. Hence, the compound is readily available for further functionalization. This building block can typically synthesize homoleptic imidazole-type iridium (Ir) triplet emitters as a blue phosphorescent emitter in OLED. The iridium organometallic complex is formed by coordinating the imidazole and the aryl group to the iridium metal center. The trifluoromethyl group, with a strong electron-withdrawing effect, increases the energy gap between the highest occupied molecular orbital and the lowest unoccupied molecular orbital (HOMO-LUMO), hence enabling a blue shift in the photoluminescent emission[1].

References

[1] Qiang Wei. “Small-Molecule Emitters with High Quantum Efficiency: Mechanisms, Structures, and Applications in OLED Devices.” Advanced Optical Materials 6 20 (2018).

3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline(641571-11-1)Related Product Information

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