654058-04-5

Basic information

• Product Name: 1,3-DIMETHYLIMIDAZOLIUM DIMETHYL PHOSPHATE
• Synonyms: ECOENG 1111P;1,3-DIMETHYLIMIDAZOLIUM DIMETHYL PHOSPHATE;1,3-Dimethyl-1H-imidazolium dimethylphosphate;1,3-Dimethylimidiazolium dimethyl phosphate;1,3-Dimethylimidazolium dimethyl phosphate >=98.0% (HPLC);DMIM(MeO)2PO2
• CAS NO: 654058-04-5
• Molecular Formula: C7H15N2O4P
• Molecular Weight: 222.18
• EINECS: 200-100-5
• Product Categories: Imidazolium Compounds;Imidazolium Salts (Ionic Liquids);Ionic Liquids;Synthetic Organic Chemistry;Chemical Synthesis;Imidazolium;Ionic Liquids
• Mol File: 654058-04-5.mol
• Article Data: 15

Chemical Properties

• Melting Point: <-65℃
• Appearance: /
• Density: 1.277
• Refractive Index: n20/D 1.486
• Storage Temp.: Store below +30°C.
• Water Solubility: Insoluble in water.
• CAS DataBase Reference: 1,3-DIMETHYLIMIDAZOLIUM DIMETHYL PHOSPHATE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-DIMETHYLIMIDAZOLIUM DIMETHYL PHOSPHATE(654058-04-5)
• EPA Substance Registry System: 1,3-DIMETHYLIMIDAZOLIUM DIMETHYL PHOSPHATE(654058-04-5)

Safety Data

• Hazard Codes: C
• Statements: 22-34-36/37/38
• Safety Statements: 26-36/37/39-45-37
• RIDADR: UN 3265 8/PG 2
• WGK Germany: 3
• Hazardous Substances Data: 654058-04-5(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 654058-04-5 differently. You can refer to the following data:
1. It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuffs. ionic liquid 1,3-dimethylimidazolium dimethylphosphate ([MMIM][DMP]) + water/ethanol/methanol mixtures exhibit properties which render them suitable as candidates for working pairs in industrial applications of absorption heat pumps or chillers.
2. 1,3-Dimethylimidazolium dimethyl phosphate ([MMIM][DMP]) can be used as a catalyst and a solvent for the preparation of ethyl 2-cyano-3-phenylpropenoate from benzaldehyde and ethyl cyanoacetate via Knoevenagel condensation. It can also be used to produce bioethanol from sugarcane bagasse by enzymatic hydrolysis.

General Description

1,3-Dimethylimidazolium dimethyl phosphate is an imidazolium-based phosphoric ionic liquid that can be prepared by reacting 1-methylimidazole with trimethyl phosphate. The pretreatment of sugarcane bagasse with [MMIM][DMP] yields glucose and xylose via enzymatic saccharification.

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

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

Relevant articles and documents

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.

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.

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

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.