652134-09-3

Basic information

• Product Name: 1-ALLYL-3-ETHYLIMIDAZOLIUM BROMIDE
• Synonyms: 1-ALLYL-3-ETHYLIMIDAZOLIUM BROMIDE;AEIMBr;1-ethyl-3-prop-2-enyl-1,2-dihydroimidazol-1-ium,bromide
• CAS NO: 652134-09-3
• Molecular Formula: C8H13BrN2
• Molecular Weight: 217.11
• Mol File: 652134-09-3.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-ALLYL-3-ETHYLIMIDAZOLIUM BROMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-ALLYL-3-ETHYLIMIDAZOLIUM BROMIDE(652134-09-3)
• EPA Substance Registry System: 1-ALLYL-3-ETHYLIMIDAZOLIUM BROMIDE(652134-09-3)

Safety Data

• Hazardous Substances Data: 652134-09-3(Hazardous Substances Data)

Usage

Type of Compound

Ionic liquid

Contains

Bromide ion

Usage

Solvent in various chemical reactions and processes

Physical and Chemical Properties

a. High thermal stability
b. Low vapor pressure
c. Non-flammability

Advantages

Safer and more environmentally friendly compared to traditional solvents

Applications

a. Catalysis
b. Electrochemistry
c. Organic synthesis

Potential Fields

a. Pharmaceuticals
b. Materials science
c. Energy storage

Tunable Properties

Versatile tool for optimizing reaction conditions and improving process efficiency

Upstream product

• 74-96-4 ethyl bromide 
• 31410-01-2 1-allylimidazole 
• 7098-07-9 N-Ethylimidazole 
• 106-95-6 allyl bromide 

Relevant articles and documents

Pd(II) complexes of N-allyl substituted N-heterocyclic carbenes

The unsymmetrically substituted imidazolium salt 1-ethyl-3-allyl- imidazolium bromide 1 was synthesized by treatment of imidazole with one equivalent each of n-butyl lithium and ethyl bromide followed by treatment with one equivalent of allyl bromide. The symmetrically substituted derivatives 1,3-diallyl-imidazolium bromide 2 and 1,3-bis(3-methyl-2-butenyl)-imidazolium bromide 3 were obtained from imidazole and two equivalents of allyl bromide or 4-bromo-2-methyl-2-butenyl bromide, respectively, in the presence of sodium hydrogencarbonate as a base. The imidazolium bromides 1-3 react with Pd(OAc)2 to afford the palladium(II) dicarbene complexes trans-[PdBr2(L)2] (L = 1-ethyl-3-allyl-imidazolin-2- ylidene, 4; L= 1,3-diallyl-imidazolin-2-ylidene, 5; L= 1,3-di(3-methyl-2- butenyl)imidazolin-2-ylidene, 6) by in situ deprotonation of the imidazolium salts. The X-ray structure analyses of 4-6 show all three complexes to be mononuclear with palladium(II) coordinated in a square-planar fashion by two carbene and two bromo ligands.

NHC-silver(I) complexes as chemical nucleases; Synthesis, crystal structures, and antibacterial studies

A series of N-heterocyclic carbene (NHC) precursors, 1-methoxylethyl-3- allylimidazolium hexafluorophosphate (1), 1-ethyl-3-allylimidazolium hexafluorophosphate (2), and 1-pentyl-3-allylimidazolium hexafluorophosphate (3) were synthesized. These salts were treated with Ag2O to afford their corresponding mononuclear Ag(I)-NHC complexes, namely 1-methoxylethyl-3- allylimidazolium silver(I) hexafluorophosphate (4), 1-ethyl-3-allylimidazolium silver(I) hexafluorophosphate (5), and 1-pentyl-3-allylimidazolium silver(I) hexafluorophosphate (6), respectively. These compounds were characterized by physicochemical and spectroscopy techniques. Compounds 4 and 5 were structurally characterized by single crystal X-ray diffraction, and their stability in solution was investigated and found to be acceptable for the antibacterial studies. These new NHC precursors and their respective Ag-NHC complexes were screened for their antibacterial activities against Staphylococcus aureus (ATCC 12600) and Escherichia coli (ATCC 25922). Compounds 1-3 showed no inhibition, whereas 4-6 inhibited the growth of these bacteria. The nuclease activities of the reported compounds against plasmid DNA and RNA were assessed by gel electrophoresis, and the results indicate that complexes 5 and 6 can degrade both DNA and RNA in the absence of an oxidant.