6338-45-0

Basic information

• Product Name: 1,4-DIMETHYLIMIDAZOLE
• Synonyms: 1,4-DIMETHYLIMIDAZOLE;4-diMethyl-1H-iMidazole;N,4-Dimethylimidazole;NSC 40745
• CAS NO: 6338-45-0
• Molecular Formula: C₅H₈N₂
• Molecular Weight: 96.13042
• Mol File: 6338-45-0.mol
• Article Data: 2

Chemical Properties

• Melting Point: 25.8°C
• Boiling Point: 199.05°C
• Flash Point: 84.8 °C
• Appearance: /
• Density: 0.9960
• Vapor Pressure: 0.203mmHg at 25°C
• Refractive Index: 1.5000 (estimate)
• Storage Temp.: 2-8°C
• PKA: 7.51±0.61(Predicted)
• CAS DataBase Reference: 1,4-DIMETHYLIMIDAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-DIMETHYLIMIDAZOLE(6338-45-0)
• EPA Substance Registry System: 1,4-DIMETHYLIMIDAZOLE(6338-45-0)

Safety Data

• Hazardous Substances Data: 6338-45-0(Hazardous Substances Data)

Usage

General Description

1,4-Dimethylimidazole is a chemical compound with the molecular formula C5H8N2. It is a colorless to pale yellow liquid with a distinct odor, and it is commonly used as a raw material in the production of various chemicals, including pharmaceuticals, dyes, and pesticides. 1,4-Dimethylimidazole is also used as a curing agent in epoxy resins and as a catalyst in the production of polyurethane coatings and adhesives. Additionally, it is utilized as a stabilizer in the production of certain plastics and as a corrosion inhibitor in metalworking fluids. While 1,4-Dimethylimidazole has a wide range of industrial applications, it is important to handle and store it with care due to its potential health hazards and flammability.

InChI:InChI=1/C5H8N2/c1-5-3-7(2)4-6-5/h3-4H,1-2H3

Upstream product

• 694-31-5 1,5-dimethyl-1H-pyrazole 
• 694-48-4 1,3-dimethyl-1H-pyrazole 

Downstream Products

• 235426-30-9 2-bromo-1,4-dimethyl-1H-imidazole 
• 912471-63-7 1,4-dimethyl-2-phenylsulfanyl-1H-imidazole 
• 95740-71-9 (1,4-dimethylimidazole)(tetra-m-tolylporphyrinato)oxoiron(IV) 
• 59608-81-0 1,4-Dimethyl-2-hydroxymethyl-imidazol 
• 912471-65-9 1,4-dimethyl-2-phenylsulfanyl-5-(10-tritylsulfanyl-decyl)-1H-imidazole 
• 7664-41-7 ammonia 
• 64-19-7 acetic acid 
• 74-89-5 methylamine 
• 861325-16-8 5-bromo-1,4-dimethyl-1H-imidazole 
• 850429-58-2 2,5-dibromo-1,4-dimethyl-1H-imidazole 
• 930-62-1 2,4-Dimethylimidazole 

Relevant articles and documents

Photochemistry of Phenyl-Substituted 1-Methylpyrazoles

Direct irradiation of 1-methyl-4-phenylpyrazole (2) in methanol results in regiospecific phototransposition to 1-methyl-4-phenylimidazole (4) and in photocleavage to (E)/(Z)-3-(N-methylamino)-2-phenylpropenenitrile (5) and (E)/(Z)-2-(N-methylaimno)-1-phenylethenyl isocyanide (6). Deuterium labeling confirms that the phototransposition occurs via the P4 permutation pathway. Separate experiments show that 5 and 6 undergo (Z) → (E) isomerization and photocyclization to imidazole 4. Quantum yields for these reactions show that the sequence 2 → 6 → 4 is a major pathway for the P4 phototransposition of 2 → 4. Isocyanides were also detected as intermediates in the P4 phototransposition of a variety of other pyrazoles confirming the generality of this pathway in pyrazole photochemistry. Direct irradiation of 1-methyl-5-phenylpyrazole (3) resulted in the formation of 1-methyl-5-phenylimidazole (7), 1-methyl-2-phenylimidazole (8), and 1-methyl-4-phenylimidazole (4). Deuterium labeling revealed that these products were formed by P4, P6, and P7 permutation pathways, respectively. (E)/(Z)-3-(N-methylamino)-3-phenylpropenenitrile (9) and (E)/(Z)-2-(N-methylamino)-2-phenylethenyl isocyanide (10) photocleavage products were also formed in this reaction. Irradiation of 3 in furan solvent did not result in phototransposition but led to the formation of endo and exo adducts formed by Diels-Alder reaction of furan with 4-phenyl-5-methyl-1,5-diazabicyclo[2.1.0]pent-2-ene. This constitutes the first direct evidence for the formation of a 1,5-diazabicyclo[2.1.0]hex-2-ene from photolysis of a pyrazole and is consistent with the electrocyclic ring closure - heteroatom migration mechanism suggested for the P6 and P7 phototranspositions.