2-Ethoxyethyl acetate

Base Information

• Chemical Name: 2-Ethoxyethyl acetate
• CAS No.: 111-15-9
• Molecular Formula: C6H12O3
• Molecular Weight: 132.159
• Hs Code.: 2915.35
• European Community (EC) Number: 203-839-2
• ICSC Number: 0364
• NSC Number: 8658
• UN Number: 1172
• UNII: DG1O0Z7390
• DSSTox Substance ID: DTXSID9021928
• Nikkaji Number: J2.885A
• Wikipedia: 2-Ethoxyethyl_acetate
• Wikidata: Q209376
• ChEMBL ID: CHEMBL1427293
• Mol file: 111-15-9.mol

Synonyms:2-ethoxyethylacetate (EGEEA);ethoxyethyl acetate;ethylene glycol monoethyl ether acetate;ethylglycol acetate

Chemical Property of 2-Ethoxyethyl acetate

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 2 mm Hg ( 20 °C)
• Melting Point: -61 °C
• Refractive Index: n20/D 1.406(lit.)
• Boiling Point: 156.1 °C at 760 mmHg
• Flash Point: 50.6 °C
• PSA: 35.53000
• Density: 0.961 g/cm³
• LogP: 0.58600
• Storage Temp.: Flammables area
• Solubility.: H2O: solubleabout 6 parts
• Water Solubility.: 230 g/L (20 ºC)
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 132.078644241
• Heavy Atom Count: 9
• Complexity: 80.4
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

2-Ethoxyethyl acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 60-61-20/21/22-10
• Safety Statements: 53-45

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Solvents -> Glycol Ethers (E Series)
• Canonical SMILES: CCOCCOC(=O)C
• Recent ClinicalTrials: Measures for the Prevention of Surgical Site Infection
• Inhalation Risk: A harmful contamination of the air will be reached rather slowly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The vapour is mildly irritating to the eyes. The substance may cause effects on the blood at high levels. This may result in lesions of blood cells and kidney impairment. The substance may cause effects on the central nervous system. Exposure far above the OEL could cause unconsciousness.
• Effects of Long Term Exposure: The substance defats the skin, which may cause dryness or cracking. The substance may have effects on the blood. This may result in lesions of blood cells, anaemia and kidney impairment. May cause toxicity to human reproduction or development.
• Description: Ethylene glycol monoethyl ether acetate (also known as 2-Ethoxyethyl Acetate) belongs to the family of glycol ethers that are commonly used in paints and cleaners, e. g. for cellulose nitrate paints. Its properties can also be exploited in coatings for brushing on, dip coating and spraying, and for stove enamels. 2-Ethoxyethyl acetate is also used as a liquid pesticide product1. It is used as a solvent dissolve resin, leather, ink, for the formulation of paints, lacquers and varnishes for industrial use. It is also used to study the field evaluation of a passive badge for measuring the level of 2-ethoxyethyl acetate. It is also used to study the field evaluation of a passive badge. Another application for 2-Ethylhexyl Acetate is as an additive in cleaners and paint removers.
• Physical properties: Colorless liquid with a faint, pleasant odor. Experimentally determined detection and recognition odor threshold concentrations were 300 μg/m3 (60 ppbv) and 700 μg/m3 (130 ppbv), respectively (Hellman and Small, 1974). Nagata and Takeuchi (1990) reported an odor threshold concentration of 49 ppbv.
• Uses: In the coatings industry, especially in the semiconductor industry; solvent for nitrocellulose and some resins 2-Ethoxyethyl acetate is used as a solvent dissolve resin, leather, ink, for the formulation of paints, lacquers and varnishes for industrial use. It is also used to study the field evaluation of a passive badge for measuring 2-ethoxyethyl acetate. Solvent for nitrocellulose, oils, and resins; retards “blushing” in lacquers, varnish removers, wood stains, textiles, and leather.

Technology Process of 2-Ethoxyethyl acetate

There total 18 articles about 2-Ethoxyethyl acetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

2-ethoxy-ethanol (110-80-5) + vinyl acetate (108-05-4,9003-20-7) → 2-ethoxyethyl acetate (111-15-9)

Guidance literature:

With dilithium tetra(tert-butyl)zincate; In toluene; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.tetlet.2016.03.096

Reference yield: 82.0%

1-ethoxy-2-methoxymethoxy-ethane (90325-45-4) + ethyl acetate (141-78-6) → 2-ethoxyethyl acetate (111-15-9)

Guidance literature:

With indium (III) iodide; for 17h; Heating;

DOI:10.1039/b104055n

Reference yield: 78.0%

ethyl acetate (141-78-6) + 2-(2-ethoxy-ethoxy)-tetrahydro-pyran → 2-ethoxyethyl acetate (111-15-9)

Guidance literature:

With indium (III) iodide; for 12h; Heating;

DOI:10.1039/b100014b DOI:10.1039/b104055n

upstream raw materials:

2-ethoxy-ethanol

Ketene

Acetyl bromide

benzyl cellosolve

Downstream raw materials:

2-ethoxyethyl 3-phenylpropanoate

1,2-ethanediol acetate formate

ethylene glycol diacetate

formic acid ethyl ester

Refernces

• 1、 -. "A process for the preparation of acetate". Paragraph 0054; 0055; 0056; 0057. . Retrieved 2017/01/26.
• 2、 Ranu, Brindaban C.,Hajra, Alakananda. "Highly selective one-pot conversion of THP and MOM ethers to acetates by indium triiodide-catalysed deprotection and subsequent transesterification by ethyl acetate". . p. 2262 - 2265. Retrieved 2007/10/03.