654058-04-5

Usage

Uses

Used in Organic Synthesis:
1,3-DIMETHYLIMIDAZOLIUM DIMETHYL PHOSPHATE is used as a catalyst and a solvent for the preparation of ethyl 2-cyano-3-phenylpropenoate from benzaldehyde and ethyl cyanoacetate via Knoevenagel condensation. This application takes advantage of its ability to facilitate chemical reactions, making it an important intermediate in the synthesis of various organic compounds.
Used in Pharmaceutical Industry:
As an important raw material and intermediate, 1,3-DIMETHYLIMIDAZOLIUM DIMETHYL PHOSPHATE plays a crucial role in the development and production of pharmaceuticals. Its unique properties allow it to be used in the synthesis of various drug compounds, contributing to the advancement of medicinal chemistry.
Used in Agrochemicals:
1,3-DIMETHYLIMIDAZOLIUM DIMETHYL PHOSPHATE is also utilized in the agrochemical industry, where it serves as a key component in the synthesis of various agrochemical products. Its versatility and reactivity make it an essential raw material in the development of effective and environmentally friendly agrochemicals.
Used in Dye Industry:
In the dye industry, 1,3-DIMETHYLIMIDAZOLIUM DIMETHYL PHOSPHATE is used as an intermediate for the synthesis of various dyes and pigments. Its unique properties enable the production of a wide range of colors and hues, making it a valuable component in the dye manufacturing process.
Used in Absorption Heat Pumps or Chillers:
1,3-DIMETHYLIMIDAZOLIUM DIMETHYL PHOSPHATE, when combined with water or mixtures of ethanol and methanol, exhibits properties that make it suitable for use as a working pair in industrial applications of absorption heat pumps or chillers. This application leverages its ability to absorb and release thermal energy, making it an efficient and environmentally friendly option for heating and cooling systems.
Used in Bioethanol Production:
1,3-DIMETHYLIMIDAZOLIUM DIMETHYL PHOSPHATE can be used in the production of bioethanol from sugarcane bagasse by enzymatic hydrolysis. This application highlights its potential in the renewable energy sector, contributing to the development of sustainable and eco-friendly fuel sources.

InChI:InChI=1/C5H9N2.C2H7O4P/c1-6-3-4-7(2)5-6;1-5-7(3,4)6-2/h3-5H,1-2H3;1-2H3,(H,3,4)/q+1;/p-1

Upstream product

• 616-47-7 1-methyl-1H-imidazole 
• 512-56-1 trimethyl phosphite 
• 693-98-1 2-methylimidazole 
• 121-45-9 phosphorous acid trimethyl ester 

Relevant academic research and scientific papers

Directed evolution of a formate dehydrogenase for increased tolerance to ionic liquids reveals a new site for increasing the stability

The formate dehydrogenase (FDH) from Candida boidinii is a well-known enzyme in biocatalysis for NADH regeneration. Nevertheless, it has low activity in a water-miscible ionic liquid (1,3-dimethylimidazolium dimethyl phosphate, [MMIm]- [Me2PO4]). In this work, this enzyme was subjected to directed evolution by using error-prone PCR, and a mutant (N187S/ T321S) displaying higher activity was obtained following selection based on the formazan-based colorimetric assay. The mutation N187S is responsible for improved activity both in aqueous solution and in [MMIm][Me2PO4], through an enhancement of the kcat value by a factor of 5.8. Fluorescence experiments performed in the presence of a quenching agent revealed that the mutant does not unfold in the presence of 50% (v/v) [MMIm][Me2PO4] whereas the wild-type enzyme does. Molecular modelling revealed that the mutation is located at the monomer- monomer interface and causes an increase in the pKa of residue E163 from 4.8 to 5.5. Calculation of the pKa of this residue in other microbial FDHs showed that thermostable FDHs have a highly basic glutamate at this position (pKa up to 6.2). We have identified a new site for improving FDH thermostability and tolerance to ionic liquids, and it is linked to the local charge of the enzymes in this class.

Probing the Physical Properties, Synthesis and Cellulose Dissolution Ability of Dialkyl Phosphate Ionic Liquids

We report the synthesis, characterization and cellulose dissolution properties of a series of ionic liquids bearing alkyl and hydroxyl-functionalized imidazolium and pyrrolidinium cations, and dialkyl phosphate anions. Ionic liquids that dissolve cellulose have anions that are excellent hydrogen bond acceptors. Based on this study, it is clear that the cation also plays a role. Cellulose dissolution was achieved in the imidazolium ionic liquids but not in the pyrrolidinium ionic liquids. Thermogravimetric analysis results show that most of the ILs are thermally stable up to 240 °C and thus are more suitable solvents for high temperature applications than most organic solvents. Imidazolium ILs are less viscous and slightly more thermally stable than the pyrrolidinium ILs of the same chain length.

Nanoscale disassembly and free radical reorganization of polydopamine in ionic liquids

Despite the growing scientific and technological relevance of polydopamine (PDA), a eumelanin-like adhesive material widely used for surface functionalization and coating, knowledge of its structural and physicochemical properties, including in particular the origin of paramagnetic behavior, is still far from being complete. Herein, we disclose the unique ability of ionic liquids (ILs) to disassemble PDA, either as a suspension or as a thin film, up to the nanoscale, and to establish specific interactions with the free radical centers exposed by deaggregation of potential investigative value. Immersion of PDA-coated glasses into four different ILs ([C1C1im][(CH3O)HPO2], [C1C1im]- [(CH3O)CH3PO2], [C1C1im][(CH3O)2PO2], [N1888][C18:1]) at room temperature caused the fast and virtually complete removal of the coating as determined by UV-visible spectroscopy and scanning electron microscopy (SEM). Transmission electron microscopy (TEM) analysis of the colored supernatants from PDA suspensions in ILs revealed the presence of nanostructures not exceeding 50 nm in diameter. Electron paramagnetic resonance (EPR) analysis indicated profound IL-dependent modifications in signal intensity, line-width, and g-factor values of PDA. These differences were interpreted in terms of a partial conversion of C-centered radicals into O-centered semiquinone-type components following destacking and interaction with the anion component in ILs. The discovery of ILs as a powerful tool to disassemble PDA under mild conditions provides a new entry both to detailed investigations of this biopolymer on the nanoscale and to mild removal of coatings from functionalized surfaces, greatly expanding the scope of PDA-based surface functionalization strategies.

Application of alkyl quaternary phosphonium salt ionic liquid in adipic acid synthesis of adiponitrile

The invention provides an application of alkyl quaternary phosphonium salt ionic liquid in adipic acid synthesis of adiponitrile. The alkyl quaternary phosphonium salt ionic liquid is prepared from alkyl quaternary phosphonium salt through alkylation reaction and a corresponding imidazole and phosphate one-step method, at a certain temperature, an ionic liquid catalyst, adipic acid and adiponitrile are added into a reaction kettle, excessive ammonia gas is introduced, reaction is performed for a certain period of time, and the product adiponitrile is obtained. The method for synthesizing the ionic liquid is simple, and the operation process is convenient. The prepared ionic liquid is not easy to volatilize, difficult to oxidize and easy to recycle; the ionic liquid has relatively high polarity and strong complexing power; anions and cations can be freely combined, and the structure is easy to control; and the ionic liquid is not flammable or combustible and has relatively high thermalstability.

A highly efficient and reusable catalyst for the synthesis of 4H-benzo[b]pyran derivatives

A series of substituted 4H-pyrans derivatives were synthesized by a one-pot, multi-component reaction of aromatic aldehydes, malononitrile, and pyrazolone derivatives or active methylene carbonyl compounds such as dimedone, in the presence of 1,3-dimethyl

A design of experiment approach for ionic liquid-based extraction of toxic components-minimized essential oil from Myristica fragrans houtt

The effect of the addition of ionic liquids (ILs) during the hydrodistillation of Myristica fragrans Houtt. (nutmeg) essential oil was studied. The essential oil of M. fragrans is characterized by the presence of terpenes, terpenoids, and of phenylpropanoids, such as methyl eugenol and safrole, that are regarded as genotoxic and carcinogenic. The aim of the work was to determine the best ionic liquid to improve the yield of the extraction of M. fragrans essential oil and decrease the extraction of toxic phenylpropanoids. Six ILs, namely 1,3-dimethylimidazolium chloride (1), 1,3-dimethylimidazolium dimethylphosphate (2), 1-(2-hydroxyethyl)-3-methylimidazolium chloride (3), 1-(2-hydroxyethyl)-3-methylimidazolium dimethylphosphate (4), 1-butyl-3-methylimidazolium chloride (5), and 1-butyl-3-methylimidazolium dimethylphosphate (6), were prepared by previously reported, innovative methods and then tested. An experimental design was used to optimize the extraction yield and to decrease the phenylpropanoids percentage using the synthesized ILs. The influence of the molarity of ILs was also studied. MODDE 12 software established 0.5 M 1-butyl-3-methylimidazolium chloride as the best co-solvent for the hydrodistillation of M. fragrans essential oil.

USE OF IONIC LIQUIDS IN COMPOSITIONS FOR GENERATING OXYGEN

The present invention is directed to the use of an ionic liquid as a dispersant or solvent and as a heat sink in a composition for generating oxygen, the composition further comprising at least one oxygen source formulation, and at least one metal oxide compound formulation, wherein the oxygen source formulation comprises a peroxide compound, the ionic liquid is in the liquid state at least in a temperature range from ?10° C. to +50° C., and the metal oxide compound formulation comprises a metal oxide compound which is an oxide of one single metal or of two or more different metals, said metal(s) being selected from the metals of groups 2 to 14 of the periodic table of the elements.

METHOD FOR GENERATING OXYGEN FROM COMPOSITIONS COMPRISING IONIC LIQUIDS

The present invention is directed to a method for generating oxygen comprising providing at least one oxygen source, providing at least one ionic liquid, providing at least one metal oxide compound, wherein the oxygen source is a peroxide compound, the ionic liquid is in the liquid state at least in the temperature range from ?10° C. to +50° C., and the metal oxide compound is an oxide of one single metal or of two or more different metals, said metal(s) being selected from the metals of groups 2 to 14 of the periodic table of the elements, and contacting the oxygen source, the ionic liquid, and the metal oxide compound.

Temperature effects on the viscosity and the wavelength-dependent refractive index of imidazolium-based ionic liquids with a phosphorus-containing anion

A systematic study on the viscosity and refractive index of 1-alkyl-3-methylimidazolium based ionic liquids (alkyl = methyl, butyl and hexyl) combined with three phosphorus containing anions, i.e. dimethylphosphate, methyl methylphosphonate and methylphosphonate, is reported. Experimental measurements account for temperature effects, while the refractive index is determined at multiple wavelengths in the visible and near infrared region. Despite the structural similarity of these anions, significant differences in the physical properties of the resulting ILs are identified, along with the clear trend of viscosity increase - and refractive index decrease - with increasing alkyl chain length on the cation. Ab initio theoretical calculations are carried out to support and rationalise the observed behaviour.

Dialkylimidazolium dimethyl phosphates as solvents and catalysts for the Knoevenagel condensation reaction

The reaction between benzaldehyde and ethyl cyanoacetate is investigated in 1,3-dialkylimidazolium salts as solvents. The impact of both ions in these ionic liquids on the yield of the condensation reaction product is examined. Potentiometric titrations a