| Identification | More | [Name]
2,4-Dimethylimidazole | [CAS]
930-62-1 | [Synonyms]
2,4-DIMETHYL-1H-IMIDAZOLE
2,4-DIMETHYLIMIDAZOLE
TIMTEC-BB SBB004378
2,4-dimethyl
2,4-Dimethylimidazole,97%
2,4-Dimethylimidazole, tech., 90%
1H-Imidazole, 2,4-dimethyl-
2,4-Dimethylimidazole,90%, tech.
2,5-Dimethyl-1H-imidazole | [EINECS(EC#)]
213-221-4 | [Molecular Formula]
C5H8N2 | [MDL Number]
MFCD00022365 | [Molecular Weight]
96.13 | [MOL File]
930-62-1.mol |
| Chemical Properties | Back Directory | [Appearance]
yellow to orange weak mass or viscous liquid | [Melting point ]
85-87 °C | [Boiling point ]
266 °C (733 mmHg) | [density ]
0.9678 (rough estimate) | [refractive index ]
1.5000 (estimate) | [Fp ]
266°C/733mm | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
Weak Mass or Viscous Liquid | [pka]
8.36(at 25℃) | [color ]
Yellow to orange | [Water Solubility ]
Soluble in water. | [BRN ]
1639 | [InChI]
InChI=1S/C5H8N2/c1-4-3-6-5(2)7-4/h3H,1-2H3,(H,6,7) | [InChIKey]
LLPKQRMDOFYSGZ-UHFFFAOYSA-N | [SMILES]
C1(C)NC(C)=CN=1 | [CAS DataBase Reference]
930-62-1(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
C | [Risk Statements ]
R34:Causes burns.
R22:Harmful if swallowed. | [Safety Statements ]
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [RIDADR ]
3263 | [RTECS ]
NI4839712 | [HazardClass ]
8 | [PackingGroup ]
Ⅲ | [HS Code ]
29332990 |
| Hazard Information | Back Directory | [Chemical Properties]
yellow to orange weak mass or viscous liquid | [Uses]
It is employed as a curing agent of epoxy resins. It is also widely used in the bonding, coating, capsulation of epoxy resins, or used for composite materials. It is also employed as medical raw material or used in organic synthesis. | [Synthesis Reference(s)]
Tetrahedron Letters, 12, p. 2205, 1971 DOI: 10.1016/S0040-4039(01)96820-0 | [Synthesis]
The general procedure for the synthesis of 2,4-dimethylimidazole from the compound (CAS:52726-31-5) was as follows: in a 16 mL reaction flask equipped with a PTFE/silicone septum and a nitrogen bubbler device, N-benzylbenzimidazole (208.1 mg, 1.0 mmol), dry Pd/C catalyst (10 wt%, 20 mg), and THF ( 5 mL). Triethylsilane (320 μL, 2.0 mmol) was slowly added to the reaction mixture under nitrogen protection, followed by continuous stirring for 14 h at room temperature. Upon completion of the reaction, the reaction mixture was filtered using a 0.45 μm PTFE syringe filter and the filtrate was concentrated under reduced pressure to remove the solvent. The resulting residue was purified by column chromatography (eluent: 0 to 10% methanol/dichloromethane gradient) to afford the target product benzimidazole as a colorless solid (117.6 mg, 0.996 mmol, 99% yield). It is worth noting that the reaction typically suffers from an induction period of 5 to 30 min, which can be observed as reaction initiation by the apparent release of gas from the reaction mixture (i.e., the bubbling phenomenon). In addition, the use of a dry Pd/C catalyst is essential for this reaction, with wet Pd/C leading to a significant reduction in the reaction yield or no reaction at all. | [References]
[1] Tetrahedron Letters, 2015, vol. 56, # 21, p. 2688 - 2690 |
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