2,4-Dimethylimidazole

The 2,4-Dimethylimidazole with registry number of 930-62-1 is also called 2-Methyl-4-methylimidazole. The IUPAC name is 2,5-dimethyl-1H-imidazole. Its EINECS registry number is 213-221-4. In addition, the formula is C₅H₈N₂ and the molecular weight is 96.13042. It belongs to the classes of Imidazoles, Pyrroles, Pyrazoles, Pyrrolidines; Pharmacetical; Imidazoles; Imidaxoles. What's more, it is a kind of yellow to orange weak mass or viscous liquid.

Physical properties about this chemical are: (1)ACD/LogP: 0.09; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -2.32; (4)ACD/LogD (pH 7.4): -1.15; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1.52; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 17.82 Å²; (13)Index of Refraction: 1.519; (14)Molar Refractivity: 28.42 cm³; (15)Molar Volume: 93.5 cm³; (16)Polarizability: 11.26 ×10^-24cm³; (17)Surface Tension: 40.7 dyne/cm; (18)Density: 1.027 g/cm³; (19)Flash Point: 142.3 °C; (20)Enthalpy of Vaporization: 49.14 kJ/mol; (21)Boiling Point: 273.7 °C at 760 mmHg; (22)Vapour Pressure: 0.00945 mmHg at 25°C.

Preparation of 2,4-Dimethylimidazole: it can be prepared by 2,5-dimethyl-imidazole-1-carbonitrile. This reaction will need reagent 10percent aq. KOH and solvent methanol. The reaction time is 14 hours with ambient temperature. The yield is about 89%.

 

Uses of 2,4-Dimethylimidazole: it can react with acetyl chloride to get 1-acetyl-4,5-dimethylimidazole. This reaction will need reagent Et₃N and solvent tetrahydrofuran. The reaction time is 12 hours with reaction temperature of 0 °C and the yield is about 62%.

When you are using this chemical, please be cautious about it as the following:
It is harmful if swallowed and can cause burns. You should wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.). And in case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: n1cc(nc1C)C
(2)InChI: InChI=1/C5H8N2/c1-4-3-6-5(2)7-4/h3H,1-2H3,(H,6,7)
(3)InChIKey: LLPKQRMDOFYSGZ-UHFFFAOYAK

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LDLo	intraperitoneal	500mg/kg (500mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: TREMOR BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD	Veterinary and Human Toxicology. Vol. 41, Pg. 363, 1999.