542-59-6

Basic information

• Product Name: 2-HYDROXYETHYL ACETATE
• Synonyms: 1,2-Ethanediol,monoacetate;1,2-ethanediolmonoacetate;2-Acetoxyethanol;2-Hydroxyethyl ester of acetic acid;2-Hydroxyethylester kyseliny octove;2-hydroxyethylesterkyselinyoctove;beta-Hydroxyethyl acetate;Glycol, monoacetate
• CAS NO: 542-59-6
• Molecular Formula: C₄H₈O₃
• Molecular Weight: 104.1
• EINECS: 208-821-8
• Product Categories: Ethylene Glycols & Monofunctional Ethylene Glycols;Monofunctional Ethylene Glycols
• Mol File: 542-59-6.mol
• Article Data: 64

Chemical Properties

• Boiling Point: 182°C
• Flash Point: 102°C
• Appearance: /
• Density: 1,11 g/cm3
• Vapor Pressure: 0.227mmHg at 25°C
• Refractive Index: n20/D 1.42(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 14.16±0.10(Predicted)
• Water Solubility: Completely miscible in water
• Merck: 14,3801
• CAS DataBase Reference: 2-HYDROXYETHYL ACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-HYDROXYETHYL ACETATE(542-59-6)
• EPA Substance Registry System: 2-HYDROXYETHYL ACETATE(542-59-6)

Safety Data

• Hazard Codes: T
• Statements: 36/37/38-65-63-48/23/24/25-60-46-45
• Safety Statements: 26-36/37/39-45-23-53
• RTECS: KW7175000
• Hazardous Substances Data: 542-59-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-HYDROXYETHYL ACETATE is used as a solvent for various pharmaceutical applications, such as the production of nitrocellulose, cellulose acetate, and camphor. Its solubility in multiple solvents makes it a versatile option for dissolving different types of compounds in the pharmaceutical sector.
Used in Cosmetics Industry:
2-HYDROXYETHYL ACETATE is used as a solvent in the cosmetics industry for the formulation of various cosmetic products. Its ability to dissolve a wide range of substances allows for the creation of stable and effective formulations.
Used in Paint and Coating Industry:
2-HYDROXYETHYL ACETATE is used as a solvent in the paint and coating industry to help dissolve and mix various components, such as resins and pigments, to create a uniform and consistent product.
Used in Adhesive Industry:
2-HYDROXYETHYL ACETATE is used as a solvent in the adhesive industry to facilitate the mixing and application of adhesive formulations. Its solubility properties enable it to dissolve various adhesive components, improving the overall performance of the final product.
Used in Printing Industry:
2-HYDROXYETHYL ACETATE is used as a solvent in the printing industry for the preparation of inks and other printing materials. Its ability to dissolve a wide range of substances makes it suitable for use in various printing applications.
Used in Flavor and Fragrance Industry:
2-HYDROXYETHYL ACETATE is used as a solvent in the flavor and fragrance industry to dissolve and stabilize various aromatic compounds, enhancing the overall scent and flavor profiles of products.

Air & Water Reactions

Water soluble.

Reactivity Profile

2-HYDROXYETHYL ACETATE can react with oxidizing materials.

Fire Hazard

2-HYDROXYETHYL ACETATE is combustible.

Purification Methods

Dry the ester over K2CO3 (not CaCl2), and distil it. [Davis & Ross J Chem Soc 3061 1950, rate of hydrolysis: Davis & Ross J Chem Soc 2706 1951, Beilstein 2 H 141, 2 I 66, 2 II 154, 2 III 303, 2 IV 214.]

InChI:InChI=1/C4H8O3/c1-4(6)7-3-2-5/h5H,2-3H2,1H3

Upstream product

• 64-17-5 ethanol 
• 111-55-7 ethylene glycol diacetate 
• 107-21-1 ethylene glycol 
• 64-19-7 acetic acid 
• 127-08-2 potassium acetate 
• 106-93-4 ethylene dibromide 
• 1120-64-5 2-methyl-4,5-dihydro-1,3-oxazole 
• 96-49-1 [1,3]-dioxolan-2-one 
• 2916-31-6 2,2-dimethyl-1,3-dioxolane 
• 712-74-3 1,2,4,5-tetracyanobenzene 
• 19798-71-1 2-methyl-2-methoxy-1,3-dioxolane 
• 6135-54-2 2-tert-Butyl-2-methyl-1,3-dioxolane 
• 75-89-8 2,2,2-trifluoroethanol 
• 132381-82-9 5-tert-Butyl-1,2,4-Benzenetricarbonitrile 

Downstream Products

• 111-55-7 ethylene glycol diacetate 
• 107-21-1 ethylene glycol 
• 22613-51-0 1-acetoxy-2-stearoyloxy-ethane 
• 84-65-1 9,10-phenanthrenequinone 
• 112607-88-2 Acetic acid 2-(anthracen-9-yloxy)-ethyl ester 
• 42772-85-0 2-hydroxyethyl 4-methylbenzenesulfonate 
• 19859-09-7 Ethylenglycolacetattosylat 
• 187794-94-1 4-[4-(2-methoxyphenyl)piperazin-1-ylmethyl]-4-methyl-2-(3-pyridyl)-2-imidazolin-5-one 
• 1243164-95-5 methyl 2-(2-acetoxyethoxy)-4-fluorobenzoate 
• 1349701-29-6 C₁₄H₂₄O₆ 
• 75128-73-3 2-acetylamino-9-(2-acetoxyethoxymethyl)purine-6-one 
• 477741-29-0 C₃₅H₅₃N₉O₁₁ 
• 109-86-4 2-methoxy-ethanol 
• 141-78-6 ethyl acetate 

Relevant articles and documents

Evidence for the HOOO- anion in the ozonation of 1,3-dioxolanes: Hemiortho esters as the primary products

Low-temperature ozonation (-78 °C) of 2-methyl-1,3-dioxolane (1a) in acetone-d6, methyl acetate, and tert-butyl methyl ether produced both the corresponding acetal hydrotrioxide (3a, ROOOH) and the hemiortho ester (2a, ROH) in molar ratio 1:5. Both intermediates were fully characterized by 1H, 13C, and 17O NMR spectroscopy, and they both decomposed to the corresponding hydroxy ester at higher temperatures. The mechanism involving the HOOO- anion formed by the abstraction of the hydride ion by ozone to form an ion pair, R+ -OOOH, with its subsequent collapse to either the corresponding hemiortho ester (ROH) or the acetal hydrotrioxide (ROOOH) was proposed. This mechanism is supported by the PISA/B3LYP/6-311++G(3df,3pd) calculations. Copyright

The Mechanism of Formation of Ethylene Glycol Monoacetate from Ethylene in the System MeCO2H + LiNO3 + Pd(OAc)2

A 17O n.m.r. study has shown that formation of ethylene glycol monoacetate from ethylene in acetic acid solution containing LiNO3 and Pd(OAc)2 is accompanied by oxygen atom transfer from the oxidant to the carbonyl group of the product.

Poly(Ethylene Glycol) Dimethacrylates with Cleavable Ketal Sites: Precursors for Cleavable PEG-Hydrogels

The authors introduce poly(ethylene glycol) (PEG) based macromonomers containing acid-labile ketal moieties as well as terminal methacrylate units that are amenable to radical polymerization. The synthesis of PEGs of different molecular weights (ranging from 2000 to 13 000 g mol?1 with polydispersities 1H NMR kinetic studies in deuterated phosphate buffer. Hydrogels containing 0, 5, or 10 wt% of PEG-ketal-DMA and 100, 95, or 90 wt% of PEG-DMA, respectively, are synthesized and disintegration of the gels is investigated in buffer at different pH values. Visible disintegration of the gels appears at pH 5 for hydrogels containing PEG-ketal-DMA, whereas no visible degradation is observed at all at neutral pH or for PEG hydrogels without PEG-ketal-DMA. (Figure presented.).

Catalytic Hydrogenation of Thioesters, Thiocarbamates, and Thioamides

Direct hydrogenation of thioesters with H2 provides a facile and waste-free method to access alcohols and thiols. However, no report of this reaction is documented, possibly because of the incompatibility of the generated thiol with typical hydrogenation catalysts. Here, we report an efficient and selective hydrogenation of thioesters. The reaction is catalyzed by an acridine-based ruthenium complex without additives. Various thioesters were fully hydrogenated to the corresponding alcohols and thiols with excellent tolerance for amide, ester, and carboxylic acid groups. Thiocarbamates and thioamides also undergo hydrogenation under similar conditions, substantially extending the application of hydrogenation of organosulfur compounds.

A Reversible Liquid-to-Liquid Organic Hydrogen Carrier System Based on Ethylene Glycol and Ethanol

Liquid organic hydrogen carriers (LOHCs) are powerful systems for the efficient unloading and loading molecular hydrogen. Herein, a liquid-to-liquid organic hydrogen carrier system based on reversible dehydrogenative coupling of ethylene glycol (EG) with ethanol catalysed by ruthenium pincer complexes is reported. Noticeable advantages of the current LOHC system is that both reactants (hydrogen-rich components) and the produced esters (hydrogen-lean components) are liquids at room temperature, and the dehydrogenation process can be performed under solvent and base-free conditions. Moreover, the hydrogenation reaction proceeds under low hydrogen pressure (5 bar), and the LOHC system has a relatively high theoretical gravimetric hydrogen storage capacity (HSC>5.0 wt %), presenting an attractive hydrogen storage system.

THIAZOLIDINONE COMPOUNDS AND USE THEREOF

A pharmaceutical composition containing a compound of Formula (I) for treating an opioid receptor-associated condition. Also disclosed is a method for treating an opioid receptor-associated condition using such a compound. Further disclosed are two sets of thiazolidinone compounds of formula (I): (i) compounds each having an enantiomeric excess greater than 90% and (ii) compounds each being substituted with deuterium.

Synthesis of Mannosylglycerate Derivatives as Immunostimulating Agents

Mannosylglycerate (MG) is a compatible solute extracted from some red algae and bacteria. Thanks to its ability to protect proteins and stabilise enzymes, MG has been widely studied for its uses against neurodegenerative diseases, and also in biotechnology. More recently, its immunostimulating properties against chronic lymphocytic leukaemia have been investigated. In this paper, we report the synthesis of MG derivatives, and a preliminary biological study on their capacity to behave as immunostimulating agents. We investigated their toxicity against peripheral blood mononuclear cells from healthy donors and their ability to increase the phagocytosis of opsonised bacteria by polynuclear neutrophils. This resulted in the discovery of two new molecules as potential immunostimulating agents.

Synthesis of acid-sensitive connection unit and its use in DNA sequencing

The invention discloses a synthesis method of an acid sensitive connection unit, and a use of the acid sensitive connection unit in DNA sequencing. The structural formula of the acid sensitive connection unit is shown in the specification. In the structural formula, R is NH2 or N3, m is an integer from 0 to 44, and n is an integer from 0 to 44; R1 and R2 respectively represent an aliphatic alkyl group, or R1 and R2 respectively represent an aromatic derivative, or R1 is a phenyl group, a naphthyl group, a phenyl derivative or a naphthyl derivative, and R2 is an aliphatic alkyl group or hydrogen; or R2 is a phenyl group, naphthyl group, a phenyl derivative or a naphthyl derivative, R1 is an aliphatic alkyl group or hydrogen, or R1 and R2 form a cyclohexyl group, a cyclopentyl group or a cyclobutyl group. A reversible terminal obtained through connecting the acid sensitive connection unit with nucleotide and fluorescein can be used in DNA sequencing-by-synthesis. The reversible terminal can be used in the DNA sequencing; and raw materials required by the synthesis method are simple and can be easily obtained, and the synthesis process is a routine chemical reaction, so the method can realize large scale popularization use.

CYCLIC ORTHO ESTER FUEL ADDITIVE

The invention relates to liquid hydrocarbons containing cyclic ortho esters as dehydrating dehydrating icing inhibitors and to methods of using the compounds. The liquid hydrocarbons include fuels such aviation fuels, lubricants, hydraulic fluids and hydrocarbon solvents.

Conformational characteristics and configurational properties of poly(ethylene succinate) and poly(butylene succinate) and structure-property-function relationships of representative biodegradable polyesters

Conformational characteristics and configurational properties of synthetic biodegradable polyesters, poly(ethylene succinate) and poly(butylene succinate), have been investigated by NMR experiments and molecular orbital calculations on their model compounds and the rotational isomeric state calculations for the two aliphatic polyesters. The results have been related to their crystal structures and thermal properties and compared with those obtained previously for poly((R)-3-hydroxybutyrate) and poly(lactic acid) to elucidate structureeproperty relationships of the representative biodegradable polyesters. In addition, selective affinities to degradative enzymes of the four polyesters have been satisfactorily explained in terms of their conformational characteristics and interactions with the depolymerases.