174899-66-2 | 1-Butyl-3-methylimidazolium trifluoromethansulfonate

CAS:174899-66-2 | 1-Butyl-3-methylimidazolium trifluoromethansulfonate,Description

Synthesis Analysis

The synthesis of 1-Butyl-3-methylimidazolium trifluoromethanesulfonate involves the combination of the 1-butyl-3-methylimidazolium cation with various anions. The process often employs electronic structure methods to calculate properties related to the size, shape, and dipole moment of individual ions (Jin et al., 2008).

Molecular Structure Analysis

Molecular dynamics simulations have been used to investigate the structure and dynamics of this ionic liquid. These studies help in characterizing a number of structural and dynamic features, providing insights into the molecular arrangements and interactions within the liquid (Liu & Maginn, 2011).

Chemical Reactions and Properties

This compound has been employed in various chemical reactions due to its unique properties. For instance, it has been used as a solvent in the Friedel–Crafts benzoylation of activated aromatic compounds (Tran et al., 2014 ).

Physical Properties Analysis

Studies have reported detailed physical properties of this ionic liquid, including phase-transition temperatures, densities, refractive indices, surface tensions, and solvatochromic polarities (Jin et al., 2008; Safarov et al., 2019).

Chemical Properties Analysis

The chemical properties of 1-Butyl-3-methylimidazolium trifluoromethanesulfonate, such as its reactivity and interaction with various substances, have been studied. For example, its interaction with ethanol and its effects on the physicochemical properties of the mixtures have been explored through molecular dynamics simulations (Alcalde et al., 2016).

Scientific Research Applications

1. Thermophysical Properties Research

• Application Summary: This compound is used in the study of thermophysical properties of mixtures involving ionic liquids. It is mixed with ethyl acetate or 1-butanol, and the densities, speeds of sound, and viscosities of these mixtures are measured.
• Methods of Application: The measurements are conducted over the entire range of mole fractions at temperatures ranging from 298.15 to 323.15 K and at 0.1 MPa pressure using an Anton Paar density and sound velocity meter DSA 5000M and a Lovis microviscometer 2000M.
• Results: The excess molar volumes, viscosity deviations, and the isentropic compressibility deviations are calculated using the experimental data. The variations in these values with changes in mole fraction and temperature are interpreted in terms of ion–dipole interactions and structural effects on mixing of the ionic liquid and solvents.

2. Nano-Aluminum Oxide Surface Study

• Application Summary: This ionic liquid is used to study the interactions between the ionic liquid and nano-aluminum oxide surfaces.
• Methods of Application: The thickness of the ionic liquid interfacial layer on the aluminum oxide is adjusted by controlling the number of washes with ethanol. The structures of both the cations and anions of the ionic liquid are studied using high-pressure infrared spectroscopy.
• Results: The local structures of both the cations and anions of the ionic liquid are disturbed under high pressures. The bands due to C-H stretching motions display remarkable blue-shifts in frequency as the pressure of the composites is increased to 0.4 GPa.

3. Synthesis of Oligosaccharides

• Application Summary: This compound is used as a glycosylation promoter in the synthesis of oligosaccharides from thiophenyl and trichloroacetimidate glycoside donors.

4. Extraction of Aromatic Organic Compounds

• Application Summary: This ionic liquid is used as a solvent for the extraction of sulfur and nitrogen containing aromatic organic compounds from aliphatic hydrocarbons.

5. Preparation of Ion-Conductive Polymeric Membranes

• Application Summary: This compound is used as a reagent in the preparation of ion-conductive polymeric membranes.

6. Synthesis of Polymer Electrolytes

• Application Summary: This ionic liquid is used as a dopant in the synthesis of poly (ethyl methacrylate) based polymer electrolytes to increase the ionic conductivity.

7. Diels-Alder Reaction

• Application Summary: This ionic liquid can be used as an alternative to lithium perchlorate-diethyl ether mixture in the Diels-Alder reaction.

8. Extraction of Aromatic Organic Compounds

• Application Summary: This ionic liquid is used as a solvent for the extraction of sulfur and nitrogen containing aromatic organic compounds from aliphatic hydrocarbons.

9. Thermophysical Properties Research

• Application Summary: This compound is used in the study of thermophysical properties of mixtures involving ionic liquids. It is mixed with ethyl acetate or 1-butanol, and the densities, speeds of sound, and viscosities of these mixtures are measured.
• Methods of Application: The measurements are conducted over the entire range of mole fractions at temperatures ranging from 298.15 to 323.15 K and at 0.1 MPa pressure using an Anton Paar density and sound velocity meter DSA 5000M and a Lovis microviscometer 2000M.
• Results: The excess molar volumes, viscosity deviations, and the isentropic compressibility deviations are calculated using the experimental data. The variations in these values with changes in mole fraction and temperature are interpreted in terms of ion–dipole interactions and structural effects on mixing of the ionic liquid and solvents.

Safety And Hazards

1-Butyl-3-methylimidazolium trifluoromethanesulfonate is considered hazardous by the 2012 OSHA Hazard Communication Standard (29 CFR 1910.1200). It has acute oral toxicity, acute dermal toxicity, can cause skin irritation, serious eye irritation, and specific target organ toxicity (single exposure) with the target organ being the respiratory system. It is advised to avoid contact with skin and eyes, and avoid inhalation of vapor or mist.

Future Directions

1-Butyl-3-methylimidazolium trifluoromethanesulfonate can be used as a solvent for the extraction of sulfur and nitrogen-containing aromatic organic compounds from aliphatic hydrocarbons. It can also be used as a reagent in the preparation of ion-conductive polymeric membranes.

More Information