121091-30-3

Basic information

• Product Name: 1,3-DIMETHYLIMIDAZOLIUM TRIFLUOROMETHANESULFONATE
• Synonyms: 1,3-DIMETHYL-IMIDAZOLIUM TRIFLUORMETHASULFONATE;1,3-DIMETHYLIMIDAZOLIUM TRIFLUOROMETHANESULFONATE;1,3-DIMETHYLIMIDAZOLIUM TRIFLUOROMETHYLSULFONATE;[C1MIm]TfS
• CAS NO: 121091-30-3
• Molecular Formula: CF₃O₃S*C₅H₉N₂
• Molecular Weight: 246.21
• Mol File: 121091-30-3.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,3-DIMETHYLIMIDAZOLIUM TRIFLUOROMETHANESULFONATE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-DIMETHYLIMIDAZOLIUM TRIFLUOROMETHANESULFONATE(121091-30-3)
• EPA Substance Registry System: 1,3-DIMETHYLIMIDAZOLIUM TRIFLUOROMETHANESULFONATE(121091-30-3)

Safety Data

• Hazardous Substances Data: 121091-30-3(Hazardous Substances Data)

Usage

Uses

Used in Electrochemistry:
1,3-Dimethylimidazolium trifluoromethanesulfonate is used as a conductive material for its ability to enhance the efficiency of electrochemical processes. Its high thermal stability contributes to its performance in this application.
Used in Organic Synthesis:
As a catalyst, 1,3-Dimethylimidazolium trifluoromethanesulfonate is utilized in organic synthesis to accelerate chemical reactions, improving the overall yield and efficiency of the synthesis process.
Used in the Extraction of Aromatic Hydrocarbons:
1,3-Dimethylimidazolium trifluoromethanesulfonate is studied for its potential use as a solvent in the extraction of aromatic hydrocarbons, where its solubility properties can be advantageous in separating these compounds from mixtures.
Used in Antimicrobial Applications:
Due to its antimicrobial properties, 1,3-Dimethylimidazolium trifluoromethanesulfonate can be employed in various applications where the control of microbial growth is necessary, such as in the medical, food, and water treatment industries.
Used in Chemical Research:
In the field of chemical research, 1,3-Dimethylimidazolium trifluoromethanesulfonate serves as a subject of study for understanding its properties and exploring new applications, including its potential as a solvent and catalyst in various chemical processes.

InChI:InChI=1/C5H9N2.CHF3O3S/c1-6-3-4-7(2)5-6;2-1(3,4)8(5,6)7/h3-5H,1-2H3;(H,5,6,7)/q+1;/p-1

Upstream product

• 616-47-7 1-methyl-1H-imidazole 
• 3970-21-6 2-Methoxyethoxymethyl chloride 
• 333-27-7 methyl trifluoromethanesulfonate 
• 38542-94-8 CF₃O₃S^(1-)*H⁽¹⁺⁾*H₃N 
• 4333-62-4 1,3-dimethylimidazolim iodide 

Downstream Products

• 486-25-9 9-fluorenone 
• 746-47-4 tetrabenzo[5.5]fulvalene 
• 6596-81-2 1,3-dimethylimidazole-2-thione 
• 70-55-3 toluene-4-sulfonamide 
• 121091-37-0 C₁₂H₁₃N₃S 
• 74-85-1 ethene 

Relevant articles and documents

Synthesis of ionic liquids equipped with 2-methoxyethoxymethyl/methoxymethyl groups using a simple microreactor system

A simple microreactor system has been utilized for the continuous flow synthesis of novel ionic liquids having a (2-methoxyethoxy)methyl or methoxymethyl substituent. Conversion rates of N-bases and tributylphosphine in the microreactor system are faster than those in the batch system because of less diffusion distance in the tube reactor. This method allows us to prepare ionic liquids in efficient yields with high purity.

A convenient synthesis of triflate anion ionic liquids and their properties

A solvent- and halogen-free synthesis of high purity triflate ionic liquids via direct alkylation of organic bases (amines, phosphines or heterocyclic compounds) with methyl and ethyl trifluoromethanesulfonate (methyl and ethyl triflate) has been developed. Cheap and non-toxic dimethyl and diethyl carbonate serve as source for the methyl and ethyl groups in the preparation of methyl and ethyl triflate by this invented process. The properties of ionic liquids containing the triflate anion are determined and discussed.

N-Heterocyclic Carbene Catalyzed Photoenolization/Diels–Alder Reaction of Acid Fluorides

The combination of light activation and N-heterocyclic carbene (NHC) organocatalysis has enabled the use of acid fluorides as substrates in a UVA-light-mediated photochemical transformation previously observed only with aromatic aldehydes and ketones. Stoichiometric studies and TD-DFT calculations support a mechanism involving the photoactivation of an ortho-toluoyl azolium intermediate, which exhibits “ketone-like” photochemical reactivity under UVA irradiation. Using this photo-NHC catalysis approach, a novel photoenolization/Diels–Alder (PEDA) process was developed that leads to diverse isochroman-1-one derivatives.

A simple halide-to-anion exchange method for heteroaromatic salts and ionic liquids

A broad and simple method permitted halide ions in quaternary heteroaromatic and ammonium salts to be exchanged for a variety of anions using an anion exchange resin (A- form) in non-aqueous media. The anion loading of the AER (OH- form) was examined using two different anion sources, acids or ammonium salts, and changing the polarity of the solvents. The AER (A- form) method in organic solvents was then applied to several quaternary heteroaromatic salts and ILs, and the anion exchange proceeded in excellent to quantitative yields, concomitantly removing halide impurities. Relying on the hydrophobicity of the targeted ion pair for the counteranion swap, organic solvents with variable polarity were used, such as CH3OH, CH3CN and the dipolar nonhydroxylic solvent mixture CH3CN:CH2Cl 2 (3:7) and the anion exchange was equally successful with both lipophilic cations and anions.

Imidazolium ionic liquids: A simple anion exchange protocol

An efficient and simple protocol was developed to obtain quantitative iodide or bromide exchange for a broad range of anions in imidazolium ionic liquids. Selected anions were loaded in an anion exchange resin using two different procedures and were then used to provide a pure convenient ion pair. The Royal Society of Chemistry 2009.

METHOD FOR PRODUCING ONIUM SALTS COMPRISING ALKYL ANIONS OR ARYL SULFONATE ANIONS OR ALKYL ANIONS OR ARYL CARBOXYLATE ANIONS HAVING A LOW HALIDE CONTENT

The invention relates to a method for producing onium salts comprising alkyl anions or aryl sulfonate anions or alkyl carboxylate anions or acryl carboxylate anions by reacting an onium halide with an alkyl silyl ester or trialkyl silyl ester of an alkyl sulfonic acid or aryl sulfonic acid or an alkyl carboxylic acid or aryl carboxylic acid or the anhydrides thereof.

THE CHELETROPIC FRAGMENTATION OF HYPERVALENT THREE-MEMBERED THIAHETEROCYCLIC INTERMEDIATES

Lithio-imidazolium salts 10, generated in-situ from N'N-dimethylimidazolium salts 9, readily undergo sulfonylation with sulfur dioxide, sulfines, N-sulfinylamines, and thiirane.The resulting zwitterionic species 4 fragment thermally to yield the corresponding imidazolium thione 5 with the hypervalent three-membered thiaheterocyclic intermediates 3 connecting 4 and 5 on the reaction surface.The non-linear cheletropic fragmentation of these relatively stable hypervalent sulfuranes appears to be general for this class of compounds (3 or 4), and the experimental results are in accord with theoretical considerations.