6338-45-0

Usage

Uses

Used in Pharmaceutical Industry:
1,4-Dimethylimidazole is used as a raw material for the synthesis of various pharmaceuticals, contributing to the development of new drugs and improving the efficacy of existing ones.
Used in Dye Industry:
In the dye industry, 1,4-Dimethylimidazole is utilized as a precursor in the production of dyes, enhancing color properties and performance in various applications.
Used in Pesticide Industry:
As a component in the manufacturing of pesticides, 1,4-Dimethylimidazole aids in the development of more effective and safer agrochemicals for agricultural use.
Used in Epoxy Resin Industry:
1,4-Dimethylimidazole is used as a curing agent in the production of epoxy resins, which are essential for creating strong, durable coatings and adhesives.
Used in Polyurethane Coating and Adhesive Industry:
In this industry, 1,4-Dimethylimidazole functions as a catalyst, facilitating the production of polyurethane coatings and adhesives known for their excellent bonding and protective properties.
Used in Plastics Industry:
As a stabilizer in the production of certain plastics, 1,4-Dimethylimidazole helps to improve the longevity and performance of plastic materials.
Used in Metalworking Fluids Industry:
1,4-Dimethylimidazole is employed as a corrosion inhibitor in metalworking fluids, reducing wear and tear on machinery and extending the life of tools and equipment.

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

Relevant academic research and scientific papers

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.