54300-24-2

Usage

InChI:InChI=1/C2H7NO.C2H4O2/c3-1-2-4;1-2(3)4/h4H,1-3H2;1H3,(H,3,4)

Upstream product

• 141-43-5 ethanolamine 
• 64-19-7 acetic acid 

Downstream Products

• 122-98-5 2-Anilinoethanol 
• 77627-63-5 2-N-(β-hydroxyethylamino)-4-phenylthiazole 
• 98484-42-5 2-(2-hydroxyethylamino)-4-methylthiazole 
• 57639-14-2 4,5-diphenyl-2-(2-hydroxyethylamino)thiazole 

Relevant academic research and scientific papers

Does the ethanolammonium acetate ionic liquid mix homogeneously with molecular solvents?

In order to study micro-structural heterogeneities in the solutions of ionic liquids (ILs), ethanolammonium acetate (EOAA) IL has been synthesized and 1H NMR spectra of its binary solutions, namely EOAA/DMSO and EOAA/n-butanol, have been measured at 298.15 K. Then the concentration-dependent chemical shifts δ (-CH3, EOAA), δ (-CH3, DMSO) and δ (-CH3, n-butanol) have been correlated separately using the local composition (LC) model. The results indicated that self-association of EOAA played the leading role within EOAA-rich region in mixtures. However with the molecular solvents increasing, the interactions between EOAA and solvents gradually predominated. Moreover the comparisons between DMSO and n-butanol have demonstrated that DMSO could break the network of IL more easily, indicating that the influence of DMSO on the properties of EOAA should be more obvious, which was consistent with experimental results of viscosity and conductivity. Furthermore the maximum difference between the local and the bulk appeared at x(EOAA) ≈ 0.5 for both systems, which reflected remarkable nonideality of mixtures at this concentration.

Synthesis of renewable alkylated naphthalenes with benzaldehyde and angelica lactone

Herein, we report a new route for the synthesis of renewable alkylated naphthalenes (ANs) with benzaldehyde and angelica lactone, two platform compounds that can be derived from lignocellulose.

Binary Mixture of Double Protic Ionic Liquid: Density, Viscosity, Refractive Index, Surface Tension, and Derivative Properties

This work presents density (ρ), dynamic viscosity (η), refractive index (nD), and surface tension (γ) experimental data for three pure protic ionic liquids: 2-hydroxyethylammonium acetate ([2-HEA][Ac]), bis(2-hydroxyethyl)ammonium acetate ([BHEA][Ac]), and bis(2 hydroxyethyl)ammonium butyric ([BHEA][Bu]), along with experimental data for two binary systems, as follows: ([2-HEA][Ac] + [BHEA][Ac]) and ([2-HEA][Ac] + [BHEA][Bu]), at a temperature range ofT= 278.15 to 343.15 K and atmospheric pressure (101.3 kPa). For the ([2-HEA][Ac] + [BHEA][Ac]) binary system, excess volume and refractive index deviation values are negative, while for the ([2-HEA][Ac] + [BHEA][Bu]) binary system are positive. For the first, there is a volume contraction, with higher probability of ion interactions. For the latter system, an expansive trend and lower ion interactions were found when compared to the ([2-HEA][Ac] + [BHEA][Ac]) system. Viscosity deviations values show a negative behavior for both binary systems studied. These results could indicate the predominance of dispersive forces. Furthermore, for the [2-HEA][Ac] + [BHEA][Ac] system, surface tension deviation values are positive. On the other hand, for the [2-HEA][Ac] + [BHEA][Bu] system this derivative property are negative. From these results, the [2-HEA][Ac] + [BHEA][Ac] binary system could be characterized by presenting prevalent dispersion forces and an unequal distribution of the mixture components between the bulk and interface.

Cytotoxicity of protic ionic liquids towards the HaCat cell line derived from human skin

In this work we have investigated the toxicity of 10 PILs, consisting of ethyl-, ethanol-, diethanol- and triethanolammonium cations paired with nitrate, formate, acetate and glycolate anions. Their toxicity was quantified by the EC50 values of each of these PILs towards HaCat cells, which are derived from human skin cells. Additional salts and solvents were used for comparison including DMSO, choline chloride, potassium nitrate, sodium acetate and ethanol to distinguish if the toxicity changes were due to ionicity, short chain amphiphilic behaviour, or specific ion effects. The toxicity followed the general trend of choline chloride acetate containing PILs DMSO sodium acetate ethanol nitrate containing PILs or salt. Ethanolammonium acetate and ethylammonium acetate were identified as having the lowest toxicities of the PILs, being slightly more toxic than choline chloride or DMSO. Overall the toxicity was found to be highly dependent on the cation and anion combination, with the anion having a stronger affect. It was evident that the PILs can be tailored to vary their toxicities, and this is expected to be dependent on which cell lines are used.

The hydrophilic ionic liquid at room temperature and its use

PROBLEM TO BE SOLVED: To provide a novel ionic liquid that is liquid at a room temperature and is hydrophilic, particularly water-soluble, and use thereof.SOLUTION: This invention provides a hydrophilic room-temperature ionic liquid including a cation and an anion, the cation being a quaternary ammonium cation of the formula (I), and the anion being a carboxylate anion, where R represents a 1-5C straight-chain or branched-chain alkylene group, and n represents an integer of 1-3.

Hydroxyl alkyl ammonium ionic liquid assisted green and one-pot regioselective access to functionalized pyrazolodihydropyridine core and their pharmacological evaluation

Herein our team explored a promising synthetic trail to Functionalized pyrazolodihydropyridine core using hydroxyl alkyl ammonium ionic liquid via one-pot fusion of 3-methyl-1-phenyl-1H-pyrazole-5-amine, different heterocyclic aldehydes and 1, 3-Cyclic diones. The aimed compounds were obtained by Domino-Knoevenagel condensation and Michael addition followed by cyclization. The reaction transformation involves the formation of two C–C and one C–N bond formation. The perspective of the present work is selectively approached to Functionalized pyrazolodihydropyridine core excluding other potential parallel reactions under environmentally benign reaction condition. The present protocol show features such as the low E-factor, ambiphilic behavior of ionic liquid during reaction transformation, scale-up to a multigram scale, reusability of the ionic liquid, mild reaction condition, and produce water as a byproduct. All newly derived compounds were evaluated for their in vitro biological activities. In preliminary biological studies compound, 4c showed better potency than the standard drug ampicillin against Gram-negative bacteria (E. coli); the compound 4i exhibited outstanding activity against S. aeruginosa which is far better than ampicillin, chloramphenicol, and ciprofloxacin. The compound 4m was found more potent against C. albicans, than that of griseofulvin and show equipotency to nystatin whereas, in preliminary antitubercular screening, compound 4o was exhibited more potency than rifampicin. Noteworthy compounds 4f and 4i were found most active in antiproliferative screening.

Micelle Formation of Protic Ionic Liquids in Aqueous Solution

The ionic liquids potentialities to organize themselves in aqueous solution and produce aggregates were analyzed through the conductivity technique and after using a new mathematical model based on stochastic theories, to indicate the linearity change moment; it was possible to analyze the presence of these aggregates. It earns interest at science of colloids and interfacial chemistry due to the recognized ability of certain surfactant ionic liquids to reduce the surface tension of aqueous solutions and to aggregate in the form of micelles, even at low concentrations, allowing their use as stabilizing or destabilizing agents in homogeneous polymerization in water/oil emulsions. Within this context, this work aims to verify the possible micellar properties of the ionic liquids. Critical micellar concentration values for ions ammonium alkyl carboxylates were obtained. It was also shown that the CMC is directly related to the lipophilic groups of the cation and entropic factors.

Synthesis of high-density aviation fuels with methyl benzaldehyde and cyclohexanone

A new two-step process was developed for the synthesis of high-density jet fuel range tricyclic alkanes with methyl benzaldehydes and cyclohexanone which can be derived from lignocellulose. In the first step, C14 oxygenates (i.e. 2-(2-methylbenzylidene)cyclohexanone or 2-(4-methylbenzylidene)cyclohexanone) were obtained by the solvent-free aldol condensation of 2-methyl benzaldehyde (or 4-methyl benzaldehyde) and cyclohexanone. Among the investigated catalysts, the EAOAc ionic liquid (a renewable catalyst which was prepared with ethanolamine and acetic acid) exhibited the highest activity and good stability for this reaction. Over it, high carbon yields (～85%) of C14 oxygenates were achieved under mild reaction conditions (353 K, 6 h). In the second step, the C14 oxygenates were selectively converted into 1-methyldodecahydro-1H-fluorene and 3-methyldodecahydro-1H-fluorene by the aqueous phase hydrodeoxygenation (APHDO) over a commercial Pd/C catalyst. According to our measurement, the 1-methyldodecahydro-1H-fluorene and 3-methyldodecahydro-1H-fluorene as obtained have high densities (0.99 g mL-1 and 0.96 g mL-1, respectively, at 298 K). As a potential application, they can be used as additives to improve the volumetric heat values of the current bio-jet fuels.

Method for catalytically preparing benzo chromene derivatives by aid of acidic ionic liquid

The invention discloses a method for catalytically preparing benzo chromene derivatives by the aid of acidic ionic liquid. The method includes adding aldehydes derivatives R1CHO, beta-naphthol or alpha-naphthol, methyl sulfonyl acetonitrile and ionic liquid catalysts into solvents and carrying out stirring reaction; filtering reaction products after the reaction is completely carried out so as toobtain coarse products; washing and drying the coarse products to obtain the 2-amine-3-methanesulfonyl-4H-benzo chromene derivatives which are target products. The method has the advantages that the 2-amine-3-methanesulfonyl-4H-benzo chromene derivatives can be prepared by the aid of technologies of the method, reaction conditions are mild, the method is short in reaction time and high in productivity, separation and purification can be facilitated, the yield can reach 90% at least, and substituent groups are easy to expand; catalysis is carried out by the aid of the acidic ionic liquid, and accordingly the method is free of pollution and is environmentally friendly; the catalysts can be reused, the method is suitable for industrial application, and the like.

Method of using ionic liquid to catalytically prepare pyrazolo[1,2-b]phthalazinone derivative

The invention discloses a method of using an ionic liquid to catalytically prepare pyrazolo[1,2-b]phthalazinone derivative. The method comprises: adding an aldehyde derivative shown as formula I, a compound shown as formula II, phthalylhydrazine, and an ionic liquid catalyst into a solvent, stirring at 0-80 DEG C in the nitrogen atmosphere for 1-15 h to obtain a reacted liquid; the reacted liquidis post-treated to obtain pyrazolo[1,2-b]phthalazinone derivative shown as formula III. The method herein has mild reaction conditions, convenient to operate, good in reaction selectivity, short in reaction time, good in separating and purifying convenience and good in yield, and its substituent group are easy to extend; ionic liquid catalysis is utilized, so that the method has the advantages ofgood dissolution, zero pollution, good environmental friendliness, catalyst reuse and the like, and is a promising synthetic method.