65039-07-8

Usage

Uses

Used in Organic Synthesis:
1-Allyl-3-Methylimidazolium iodide is used as a reactant in organic synthesis for its ability to participate in a wide range of chemical reactions and processes. Its versatility and solubility in organic solvents make it a preferred choice for various synthetic applications.
Used in Catalysis:
In the field of catalysis, 1-Allyl-3-Methylimidazolium iodide is used as a catalyst or a catalyst precursor to enhance the efficiency and selectivity of chemical reactions. Its unique properties contribute to the development of novel catalytic systems for various industrial applications.
Used in Material Science:
1-Allyl-3-Methylimidazolium iodide is utilized in material science for the synthesis of functional materials and compounds. Its high thermal stability and unique properties make it a valuable component in the development of advanced materials with specific properties for various applications.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 1-Allyl-3-Methylimidazolium iodide is used as a building block for the synthesis of pharmaceutical compounds. Its unique properties and reactivity make it a promising candidate for the development of new drugs and therapeutic agents.
Used in Electrochemistry:
1-Allyl-3-Methylimidazolium iodide is employed in electrochemistry for its potential applications in the development of electrochemical devices and systems. Its properties make it suitable for use in areas such as energy storage, sensors, and electrocatalytic processes.
Used as an Ionic Liquid:
As an ionic liquid, 1-Allyl-3-Methylimidazolium iodide is used in various applications that require a non-volatile, thermally stable, and environmentally friendly solvent. Its unique properties make it a promising alternative to traditional volatile organic solvents in a wide range of industries.

Upstream product

• 31410-01-2 1-allylimidazole 
• 74-88-4 methyl iodide 
• 616-47-7 1-methyl-1H-imidazole 
• 556-56-9 allyl iodid 

Downstream Products

• 655249-87-9 1-allyl-3-methylimidazol-3-ium N-bis(trifluoromethanesulfonyl)imidate 

Relevant academic research and scientific papers

Synthesis and characterization of oligomeric and polymeric silver-imidazol-2-ylidene iodide complexes

Reaction of N,N′-dimethylimidazolium iodide with Ag2O in CH2Cl2 leads to the coordination polymer [Ag(carbene)2]2[Ag4I6] (2), which consists of the cation [Ag(carbene)2]+ and anionic infinite one-dimensional [Ag4I6] 2- chain. The cations and anionic chains are connected into two-dimensional network structure. Treatment of N-allyl-N′-methylimidazolium iodide with Ag2O yielded a tetranuclear N-heterocyclic carbene silver complex [Ag(carbene)2]2 [Ag2I4] (3). The polymeric [Ag(carbene)] [AgI2] (4) was isolated when the tetranuclear complex 3 was heated at 80 °C. The monocarbene complex 4 adopts infinite one-dimensional ribbon stair structure in which the silver atoms are held together by multiple iodide bridges and weak Ag?Ag interaction. The compounds have been fully characterized by elemental analysis, NMR spectroscopy, and X-ray crystallography.

Influence of Cation Size and Polarity on Charge Transport in Ionic Liquid Based Electrolytes

Imidazolium-based ionic liquids (ILs) with allyl and ether side chains were synthesized and characterized. Comprehensive structural and photoelectrochemical characterizations were performed, transport properties of ILs were also examined as electrolyte components in dye sensitized solar cells (DSSCs). The properties of synthesized materials and DSSC performances were compared with 1-propyl-3-methyl imidazolium iodide (PMII) and 1-allyl-3-ethyl imidazolium iodide (AEII) as reference ILs. Ionic conductivities, diffusion coefficients and charge transfer resistances of synthesized ionic liquids were investigated on DSSCs by Electrochemical Impedance Spectroscopy (EIS). The diffusion coefficient values of triiodide ions in different ionic liquid-based electrolytes were measured by the means of diffusion limited current density method and found to be 1.75×10?7 cm2 s?1 and 2.05×10?7 cm2 s?1 with corresponding photocurrent densities of 10.38 mAcm?2 and 12.13 mAcm?2 for the reference AEII and PMII based electrolytes, respectively. However, for the electrolytes of 1-(2-methoxyethyl)-3-allyl imidazolium iodide and 1-allyl-3-methyl imidazolium iodide ionic liquids, these values were found to be 0.86×10?7 cm2 s?1 and 0.57×10?7 cm2 s?1 with photocurrent densities of 9.53 mAcm?2 and 8.98 mAcm?2, respectively. Allyl and ether substituted imidazolium ILs exhibited promising results as potential alternative electrolyte materials for DSSCs.

Anion Analysis of Ionic Liquids and Ionic Liquid Purity Assessment by Ion Chromatography

The simultaneous determination of halide impurities (fluoride, chloride, bromide, and iodide) and ionic liquid (IL) anions (tetrafluoroborate, hexafluorophosphate, and triflimide) using ion chromatography was developed with a basic, non-gradient ion chromatography system. The non-gradient method uses the eluent Na2CO3/NaHCO3in water/acetonitrile (70:30 v:v) on the AS 22 column to enable a rapid and simultaneous analysis of different IL and halide anions within an acceptable run-time (22 min) and with good resolution R of larger than 2.4, a capacity k′ between 0.4 and 5.1, selectivities α between 1.3 and 2.1, and peak asymmetries Asof less than 1.5. Halide impurities below 1 ppm (1 mg·L–1of prepared sample solution) could be quantified. A range of ionic liquids with tetrafluoroborate [BF4]–, hexafluorophosphate [PF6]–, and bis(trifluoromethylsulfonyl)imide (triflimide) [NTf2]–anions combined with cations based on imidazole, pyridine, and tetrahydrothiophene could be analyzed for their anion purity. The IL-cations do not influence the chromatographic results. With the analysis of 18 ILs differing in their cation-anion combination we could prove the general applicability of the described method for the anion purity analysis of ionic liquids with respect to halide ions. The IL-anion purity of most ILs was above 98 wt %. The highest IL-anion purity was 99.8 wt %, implying anion impurities of only 0.2 wt %. The used halide anion from the synthesis route was the major anion impurity, yet with chloride also bromide and fluoride (potentially from hydrolysis of [BF4]–) were often detected. When iodide was used, at least chloride but sometimes also bromide and fluoride was present. However, even if the IL-anion content is above 99 wt %, it does not necessarily indicate an ionic liquid devoid of other impurities. From the IC analysis, one can also deduce a possible cation impurity if one takes into account the expected (calculated) IL-anion content. A matching experimental and theoretical IL-anion content excludes, a higher experimental content indicates the presence of residual KBF4, NH4PF6, or LiNTf2salt from the halide to IL-anion exchange.

Towards Safer Rocket Fuels: Hypergolic Imidazolylidene-Borane Compounds as Replacements for Hydrazine Derivatives

Currently, toxic and volatile hydrazine derivatives are still the main fuel choices for liquid bipropellants, especially in some traditional rocket propulsion systems. Therefore, the search for safer hypergolic fuels as replacements for hydrazine derivatives has been one of the most challenging tasks. In this study, six imidazolylidene-borane compounds with zwitterionic structure have been synthesized and characterized, and their hypergolic reactivity has been studied. As expected, these compounds exhibited fast spontaneous combustion upon contact with white fuming nitric acid (WFNA). Among them, compound 5 showed excellent integrated properties including wide liquid operating range (?70–160 °C), superior loading density (0.99 g cm?3), ultrafast ignition delay times with WFNA (15 ms), and high specific impulse (303.5 s), suggesting promising application potential as safer hypergolic fuels in liquid bipropellant formulations.