1-Ethyl-3-methylimidazolium Trifluoroacetate

• CAS: 174899-65-1
• Catalog Number: ACM174899651-2
• Category: Main Products
• Molecular Weight: 224.18
• Molecular Formula: C8H11F3N2O2
• Synonyms: EMIMTFA
• IUPAC Name: 1-ethyl-3-methylimidazol-3-ium;2,2,2-trifluoroacetate
• Canonical SMILES: CCN1C=C[N+](=C1)C.C(=O)(C(F)(F)F)[O-]
• InChI: InChI=1S/C6H11N2.C2HF3O2/c1-3-8-5-4-7(2)6-8;3-2(4,5)1(6)7/h4-6H,3H2,1-2H3;(H,6,7)/q+1;/p-1
• InChI Key: JOKVYNJKBRLDAT-UHFFFAOYSA-M
• Melting Point: -9 °C
• Density: 1.31 g/cm³ (25 °C)
• Appearance: Colorless to Light yellow clear liquid
• Application: intermediate
• Storage: Store under inert gas
• Chemical Formula: [EMIM]TFA
• Complexity: 151
• Condition To Avoid: Hygroscopic
• Covalently-Bonded Unit Count: 2
• Exact Mass: 224.077262g/mol
• Formal Charge: 0
• Hazard Statements: H315 : Causes skin irritation.H319 : Causes serious eye irritation.
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Heavy Atom Count: 15
• MDL Number: MFCD08458492
• Monoisotopic Mass: 224.077262g/mol
• Precautionary Statements: P264 : Wash skin thoroughly after handling.P280 : Wear protective gloves/ eye protection/ face protection.P337 + P313 : If eye irritation persists: Get medical advice/ attention.P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.P302 + P352 : IF ON SKIN: Wash with plenty of soap and water.P332 + P313 : If skin irritation occurs: Get medical advice/ attention.P362 : Take off contaminated clothing and wash before reuse.
• Refractive Index: 1.44
• Rotatable Bond Count: 1
• Signal Word: Warning
• Specific Gravity: 1.29
• Viscosity: 28.7 cP (25 °C)

Case Study

Phase Behavior of Carbon Dioxide in Ionic Liquids such as 1-Ethyl-3-methylimidazolium Trifluoroacetate

Shiflett, Mark B.,et al. Journal of Chemical & Engineering Data, 2009, 54(1), 108-114.

The solubility of carbon dioxide (CO2) in the ionic liquids 1-ethyl-3-methylimidazolium acetate ([emim][Ac]) and 1-ethyl-3-methylimidazolium trifluoroacetate ([emim][TFA]), along with a mixture maintaining a mole ratio of 49.98 ([emim][Ac]) to 50.02 ([emim][TFA]), was investigated using a gravimetric microbalance. This was conducted at three temperatures (298.1, 323.1, and 348.1 K) and pressures reaching approximately 2 MPa.
Key Findings
· The [emim][Ac] demonstrated a strong, reversible chemical absorption of CO2, exhibiting distinctive phase behavior characterized by an asymmetrical solubility with respect to CO2 concentration.
· In contrast, [emim][TFA] displayed only physical absorption of CO2. The substantial solubility observed between CO2 and [emim][Ac] diminishes significantly when the acetate anion's methyl group (CH3-COO-) is substituted with a fluorinated methyl group (CF3-COO-), as the CF3 group withdraws electron density, decreasing the Lewis basicity of the anion and subsequently lowering CO2 solubility and the formation of chemical complexes.
· The ionic liquid mixture containing equal moles of [emim][Ac] and [emim][TFA] exhibited both chemical and physical absorption effects, with CO2 solubility accurately predicted at a fixed pressure using either a molar average of the pure component solubilities or a linear isobaric model from the ternary phase diagram. Additionally, binary pressure-temperature (PTx) data at 298.1 K was analyzed using an equation-of-state (EOS) model, yielding reasonable predictions for higher temperatures and the ternary system.

(1-Ethyl-3-Methylimidazolium Trifluoroacetate + Triethanolamine) Binary Mixture System for NO2 Absorption

Liu, Baoyou, et al. Molecules, 2021, 26(22), 6953.

The study investigated the NO2 viscosity and absorption capacity of binary blends of 1-ethyl-3-methylidazolium trifluoroacetate ([EMIM][TFA]) and triethanolamine (TEA) at atmospheric pressure, across a temperature range of 303.15-343.15 K and various mole fractions of [EMIM][TFA]. The results indicate that the ([EMIM][TFA] + TEA) blends hold significant promise as alternative absorbents for industrial denitrification due to their effective absorption properties and low viscosity.
Key Findings
· The dependence of [EMIM][TFA] mole fraction on viscosity and absorption capacity was demonstrated.
· Introducing a small amount of [EMIM][TFA] to TEA resulted in a rapid decrease in both viscosity and absorption capacity of the blends. Nonetheless, further increases in [EMIM][TFA] beyond a certain point did not notably reduce viscosity or absorption.
· Additionally, temperature did not markedly influence viscosity and absorption capacity compared to the mole fraction of the solution.
· The optimal blend viscosity and absorption capacity were achieved at a [EMIM][TFA] mole fraction of 0.58 with results of 35.51 mPa·s viscosity and 0.7927 g·g-1 absorption capacity.
· After six cycles of absorption and desorption testing at 303.15 K the ([EMIM][TFA] + TEA) blend showed slightly decreased absorption but increased desorption.

Custom Q&A

What is the molecular formula of 1-ethyl-3-methylimidazolium trifluoroacetate?

The molecular formula is C8H11F3N2O2.

What is the molecular weight of 1-ethyl-3-methylimidazolium trifluoroacetate?

The molecular weight is 224.18 g/mol.

What are the synonyms for 1-ethyl-3-methylimidazolium trifluoroacetate?

The synonyms include 1-ETHYL-3-METHYLIMIDAZOLIUM TRIFLUOROACETATE, 174899-65-1, MFCD08458492, and 1-ethyl-3-methylimidazol-3-ium;2,2,2-trifluoroacetate.

What are the component compounds of 1-ethyl-3-methylimidazolium trifluoroacetate?

The component compounds are 1-Ethyl-3-methylimidazolium (CID 174076) and Trifluoroacetic Acid (CID 6422).

What is the IUPAC name of 1-ethyl-3-methylimidazolium trifluoroacetate?

The IUPAC name is 1-ethyl-3-methylimidazol-3-ium;2,2,2-trifluoroacetate.

What is the InChI of 1-ethyl-3-methylimidazolium trifluoroacetate?

The InChI is InChI=1S/C6H11N2.C2HF3O2/c1-3-8-5-4-7(2)6-8;3-2(4,5)1(6)7/h4-6H,3H2,1-2H3;(H,6,7)/q+1;/p-1.

What is the InChIKey of 1-ethyl-3-methylimidazolium trifluoroacetate?

The InChIKey is JOKVYNJKBRLDAT-UHFFFAOYSA-M.

What is the canonical SMILES of 1-ethyl-3-methylimidazolium trifluoroacetate?

The canonical SMILES is CCN1C=C[N+](=C1)C.C(=O)(C(F)(F)F)[O-].

What is the CAS number of 1-ethyl-3-methylimidazolium trifluoroacetate?

The CAS number is 174899-65-1.

What is the European Community (EC) number of 1-ethyl-3-methylimidazolium trifluoroacetate?

The EC number is 801-288-8.