5709-29-5

Basic information

• Product Name: 1-Dodecyl-2-methyl-1H-imidazole
• Synonyms: 1-Dodecyl-2-methyl-1H-imidazole
• CAS NO: 5709-29-5
• Molecular Formula: C₁₆H₃₀N₂
• Molecular Weight: 0
• Mol File: 5709-29-5.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-Dodecyl-2-methyl-1H-imidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Dodecyl-2-methyl-1H-imidazole(5709-29-5)
• EPA Substance Registry System: 1-Dodecyl-2-methyl-1H-imidazole(5709-29-5)

Safety Data

• Hazardous Substances Data: 5709-29-5(Hazardous Substances Data)

Usage

Chemical Class

Imidazoles, which are five-membered heterocyclic compounds containing two nonadjacent nitrogen atoms.

Molecular Structure

1-Dodecyl-2-methyl-1H-imidazole consists of a dodecyl chain (C12H25) attached to a 2-methyl-1H-imidazole ring.

Industrial Applications

Used as a surfactant and corrosion inhibitor in various industries, such as personal care products, pharmaceuticals, and metalworking fluid formulations.

Surface Tension Reduction

High efficiency in reducing surface tension, enhancing wetting properties.

Emulsification and Dispersion

Effective as an emulsifier and dispersing agent due to its molecular structure.

Stable Emulsions and Foams

The presence of the dodecyl chain contributes to the formation of stable emulsions, foams, and microemulsions.

Versatility

A versatile chemical in various formulations due to its ability to form stable emulsions, foams, and microemulsions.

Additional Industries

Utilized in agriculture, oil and gas, and water treatment industries.

Performance and Stability

Plays a crucial role in improving the performance and stability of various formulations in industrial processes.

Upstream product

• 101442-94-8 1-dodecyl-2-methyl-2-imidazoline 
• 693-98-1 2-methylimidazole 
• 143-15-7 1-dodecylbromide 
• 1310-58-3 potassium hydroxide 

Downstream Products

• 81737-55-5 [α,α,α,α-meso-tetrakis(o-pivalamidophenyl)porphinato]iron(II)-mono(1-dodecyl-2-methylimidazole) complex 

Relevant articles and documents

Developing design tools for introducing and tuning structural order in ionic liquids

Ionic liquids (ILs) are receiving growing interest as highly tunable, multifunctional materials. Remarkably for liquids, they tend to display a high level of structural order. This structural order may even lead to the formation of mesophases such as liquid crystals (LCs). Imidazolium compounds are by far the most popular ILs, because they offer a widely versatile platform for property tuning. To investigate what is driving structural order in imidazolium-based ILs a series of asymmetrical 1-dodecyl-2-methyl-3-alkylimidazolium bromides, [C12C1Cnim][Br] withn= 0-12 have been synthesized, fully characterized and their structures and properties compared with the analogous 1-dodecyl-3-alkylimidazolium as well as the 1,2,3-triazolium bromides. The aim is to examine the influence of the replacement of the most acidic 2-H proton on the imidazolium head group by methylation on the properties and structure of ILs. For all compounds, except for compounds with butyl- and hexyl-chains as well as the protonated species, mesophase formation can be observed. Obviously, the simple presence of long alkyl chains such as dodecyl (a design concept frequently put forward in the literature) is not sufficient to support mesophase formation alone. Rather, for the formation of a liquid crystalline phase, a balance between attractive van der Waals forces, hydrogen bonds, and electrostatic interactions is required. Data from temperature-dependent small-angle X-ray scattering (SAXS) and polarizing optical microscopy (POM) suggest three different cation conformations for the studied [C12C1Cnim][Br]: cations with 0 ≤n≤ 4 exhibit a near-linear conformation; for 5 ≤n≤ 10 a V-shape is adopted, and forn= 11 or 12 a U-shape is found. We demonstrated that the structural possibility for an interdigitation of the long chains is an influential factor for the formation of a mesophase.

Synthesis of N-alkylated derivatives of imidazole as antibacterial agents

N-Alkylation of imidazole, 2-methylimidazole and 2-methyl-4-nitroimidazole have been carried out to achieve effective antibacterial agents. The products were then investigated for antibacterial activity against Escherichia coil, Staphylococcus aureus and Pseudomonas aeruginosa. Antibacterial effects of 1-alkylimidazole derivatives increase as the number of carbons in alkyl chain increases up to nine carbons. Also substitution of 2-methyl and 2-methyl-4-nitro groups on imidazole ring increases the antibacterial activity.

Process for preparing 1-alkylimidazoles

Imidazoles are alkylated at the 1-position by adding an alkyl halide a mixture comprising an imidazole, a non-reactive aromatic solvent and a base at temperature of from about 75° C. to about 115° C. and then maintaining the temperature for a period of time sufficient to produce the 1-alkylimidazole and then separating any inorganic material from the product.