25232-42-2

Usage

Definition

ChEBI: A macromolecule composed of repeating 1-ethylimidazole units.

Safety Profile

A poison by intravenous route. When heated to decomposition it emits toxic vapors of NOx.

Upstream product

• 288-32-4 1H-imidazole 
• 74-86-2 acetylene 
• 107-06-2 1,2-dichloro-ethane 
• 106-93-4 ethylene dibromide 
• 2768-02-7 (vinyl)trimethoxylsilane 
• 10464-67-2 1-(1H-imidazol-1-yl)ethyl acetate 
• 92952-84-6 2-(imidazol-1-yl)ethyl chloride 
• 108-05-4 vinyl acetate 
• 593-60-2 Vinyl bromide 

Downstream Products

• 45662-46-2 1-vinyl-2-hydroxymethylimidazole 
• 1026970-82-0 C₁₁H₁₀ClN₂OP 
• 34311-88-1 3-ethyl-1-vinyl-1H-imidazol-3-ium bromide 
• 19933-24-5 3-(thiophen-2-yl)-1H-pyrazole 
• 657394-65-5 1-vinyl-3-butylimidazolium chloride 
• 69767-96-0 1-vinylimidazole-2-carboxaldehyde 
• 73395-59-2 Mn(N-vinylimidazole)4Cl2 
• 97178-16-0 [Rh(CO)(1-vinylimidazole)(triphenylphosphine)2][BPh₄] 
• 97178-31-9 [Rh(CO)(1-vinylimidazole)(triphenylphosphine)2][ClO₄] 
• 223682-77-7 [(.eta6.-p-cymene)Ru(O-2-C₆H₄-CH=NC₆H₄-4-CH₃)(1-vinylimidazole)](ClO₄) 
• 1453193-88-8 C₁₁H₁₉N₂⁽¹⁺⁾*C₈H₇O₃S^(1-) 
• 1431471-16-7 C₂₇H₂₂N₅⁽¹⁺⁾*Br^(1-) 
• 1592601-58-5 1-vinyl-3-[4-methyl-1-(4-nitrophenyl)-1H-1,2,3-triazole]imidazolium bromide 
• 7098-07-9 N-Ethylimidazole 

Relevant academic research and scientific papers

Phosphine-Catalyzed Vinylation at Low Acetylene Pressure

The vinylation of various nucleophiles with acetylene at a maximum pressure of 1.5 bar is achieved by organocatalysis with easily accessible phosphines like tri-n-butylphosphine. A detailed mechanistic investigation by quantum-chemical and experimental methods supports a nucleophilic activation of acetylene by the phosphine catalyst. At 140 °C and typically 5 mol % catalyst loading, cyclic amides, oxazolidinones, ureas, unsaturated cyclic amines, and alcohols were successfully vinylated. Furthermore, the in situ generation of a vinyl phosphonium species can also be utilized in Wittig-type functionalization of aldehydes.

Highly Recoverable Pd(II) Catalysts for the Mizoroki-Heck Reaction Based on N-Heterocyclic Carbenes and Poly(benzyl ether) Dendrons

Two series of bis(imidazolylidene)palladium complexes of general formula [PdBr2(NHC)2] have been prepared. The molecular weight of the complexes was enlarged by bonding poly(benzyl ether) dendrons of increasing size (G0 to G3) at the nitrogen atom of the NHC ligands. Complexes 1-4 contain monodentate NHC ligands coordinated in a trans mode, whereas complexes 9-12 contain a chelating ethylene-bridged bis(NHC) ligand. The complexes were recovered from the product stream of a Mizoroki-Heck reaction by nanofiltration through thermally and chemically stable ceramic membranes. The recoverability is better for larger complexes and chelate ligands. In particular, chelate G3 complex 12 maintained a constant activity during the 13 recovery cycles performed, affording an accumulated turnover number (TON) of 13a€000. On average, around 99.5% of the metal is recovered in each recovery cycle, and contamination by palladium is only 3 mg per kg of product. Several models to explain the efficiency of the recovery are discussed.

Direct N- and C-vinylation with trimethoxyvinylsilane

Treatment of nucleobases, nucleosides, 5-membered N-heterocycles and terminal alkynes with trimethoxyvinylsilane in the presence of copper(II) acetate-TBAF system as catalyst affords the vinylation products.

METHOD OF PREPARING DIALKYLCARBONATES

The present invention relates to a process of preparing dialkylcarbonates, and particularly to an improved process of preparing dialkylcarbonates, which comprises performing a reaction between an alcohol compound and a chloroformate derivative in the presence of an imidazole compound, thereby enabling to prepare dialkylcarbonates with high yield in a mild condition without using toxic raw materials and to easily separate impurities.

Solvent-free copper/iron co-catalyzed N-arylation reactions of nitrogen-containing heterocycles with trimethoxysilanes in air

A solvent-free copper/iron-catalyzed N-arylation of nitrogen-containing heterocycles with trimethoxysilanes method for the formation of C-N bonds has been developed. In the presence of Cu, FeCl3, TBAF, and air, a variety of nitrogen-containing heterocycles including imidazoles and triazoles were coupled with aryltrimethoxysilanes and vinyltrimethoxysilane to afford the corresponding products in moderate to excellent yields. It is noteworthy that the reaction is conducted under solvent-free and relatively low Cu/FeCl3 loadings conditions.

METHOD OF PREPARING FLUORINATED ALKOXYTRIALKYLSILANES

The present invention relates to a process for preparing alkoxytrialkylsilane, and in particular to a process, wherein an imidazole compound is added as a HCl scavenger and a reaction promoter, thereby enhancing the yield of fluorinated alkoxytrialkylsilanes and reducing corrosion problem.

Organoinorganic composites based on tetraethoxysilane and nitrogen polybases

Hybrid organoinorganic composites insoluble in water and organic solvents were prepared by the hydrolysis of tetraethoxysilane in the presence of poly-1-vinylpyrazole, poly-1-vinylimidazole, and poly-4-vinylpyridine. The composition of the composites was determined by the nature of the polymeric nitrogen base and hydrolysis conditions. The composites synthesized showed high sorption activity in the extraction of the [PdCl4]2-, [PtCl6]2-, and [AuCl4]- ions from hydrochloric acid solutions. Nauka/Interperiodica 2007.

Synthesis of N-vinylazoles from vinyl acetate without using mercury catalysts

N-Vinyl-substituted pyrazole, 3(5)-methylpyrazole, imidazole, and 1,2,4-triazole were synthesized by addition of the corresponding azoles to vinyl acetate under conditions of phase-transfer catalysis, followed by pyrolysis of N-(1-acetoxyethyl)azoles thus formed at 350-400°C in the presence of water.

Separating material

The present invention provides a separating material producable by a) providing a solid substrate, having amino-functional groups coupled to the substrate surface, b) covalently coupling of the amino-functional groups with a thermally labile radical initiator, c) contacting the substrate surface with a solution of polymerizable monomers under conditions, where thermally initiated graft copolymerization of the monomers takes place, to form a structure of adjacent functional polymer chains on the surface of the substrate. The present invention further provides a method for the production of a separating material by a) providing a solid substrate, having amino-functional groups coupled to the substrate surface, b) covalently coupling of the amino-functional groups with a thermally labile radical initiator, c) contacting the substrate surface with a solution of polymerizable monomers under conditions, where thermally initiated graft copolymerization of the monomers takes place, to form a structure of adjacent functional polymer chains on the surface of the substrate.

Purification of alkenyl compounds

A process for purifying alkenyl compounds having a divalent or trivalent heteroatom in the à-position relative to the double bond by distillation comprises carrying out at least two distillations in which the purified alkenyl compounds are obtained from the gas phase by condensation, where the time between the first distillation after the synthesis of the alkenyl compounds and at least one further distillation is at least one day and the purified alkenyl compounds have an APHA color number of 30.