Ethylene glycol diacetate

Base Information

• Chemical Name: Ethylene glycol diacetate
• CAS No.: 111-55-7
• Molecular Formula: C6H10O4
• Molecular Weight: 146.143
• Hs Code.: 29153900
• European Community (EC) Number: 203-881-1,937-889-8
• NSC Number: 8853
• UN Number: 1993
• UNII: 9E5JC3Q7WJ
• DSSTox Substance ID: DTXSID0026880
• Nikkaji Number: J10.596A
• Wikidata: Q27272433
• ChEMBL ID: CHEMBL3186227
• Mol file: 111-55-7.mol

Synonyms:ETHYLENE GLYCOL DIACETATE;111-55-7;1,2-Diacetoxyethane;Glycol diacetate;Ethylene diacetate;1,2-Ethanediol diacetate;Ethanediol diacetate;1,2-Ethanediol, diacetate;2-acetyloxyethyl acetate;Ethylene glycol, diacetate;Ethylene diethanoate;Aptex Donor H-plus;Ethylene acetate;Ethylene di(acetate);ethane-1,2-diyl diacetate;NSC 8853;EGDA;HSDB 430;EINECS 203-881-1;UNII-9E5JC3Q7WJ;BRN 1762308;9E5JC3Q7WJ;AI3-08223;1,2-Ethanediol 1,2-diacetate;DTXSID0026880;1,2-Ethanediol, 1,2-diacetate;NSC-8853;EC 203-881-1;4-02-00-00217 (Beilstein Handbook Reference);DTXCID606880;Ethylene diacetin;27252-83-1;CAS-111-55-7;ethyleneglycoldiacetate;ETHYLENE GLYCOL DIDEUTEROACETYL ESTER;Ethylene gycol diacetate;2-(Acetyloxy)ethyl acetate;etileno dietanoato;Novaset NH;acetato de etileno;CH3C(O)OCH2CH2OC(O)CH3;diacetato de glicol;diacetato de etileno;1 2-Diacetoxyethane;diacetato de Etanodiol;ethyleneglycol diacetate;EGY (CHRIS Code);Diactate d'thylne glycol;1 2-Ethanediyl diacetate;1,2-Etanodiol, diacetato;Novaset NH Medium Hardener;SCHEMBL64593;WLN: 1VO2OV1;ETHYL GLYCOL DIACETATE;2-(Acetyloxy)ethyl acetate #;ETHYLENE-GLYCOL DIACETATE;CHEMBL3186227;Ethylene glycol diacetate, 99%;1,2-Etanodiol, 1,2-diacetato;12-Ethanediol diacetate (9CI);1,2-ETHANEDIOL,DIACETATE;NSC8853;DIACETATE, 1,2-ETHANEDIYL;(C2-H4-O)mult-C4-H6-O3;Tox21_202083;Tox21_303428;Ethylene glycol diacetate (6CI8CI);MFCD00008718;AKOS015913751;ETHYLENE GLYCOL DIACETATE [MI];ETHYLENE GLYCOL DIACETATE [HSDB];NCGC00249162-01;NCGC00257469-01;NCGC00259632-01;LS-68534;E0109;FT-0626327;F71164;A852259;J-002597;Q27272433;glicol de etileno, diacetato, 1,2-Diacetoxietano, 1,2-diacetato de etanodiil

Chemical Property of Ethylene glycol diacetate

Chemical Property:

• Appearance/Colour: clear liquid
• Vapor Pressure: 0.2 mm Hg ( 20 °C)
• Melting Point: -41 ºC
• Refractive Index: n20/D 1.431(lit.)
• Boiling Point: 190.9 ºC at 760 mmHg
• Flash Point: 82.8 ºC
• PSA: 52.60000
• Density: 1.086 g/cm³
• LogP: 0.11260
• Storage Temp.: 2-8°C
• Solubility.: 160g/l
• Water Solubility.: 160 g/L (20 ºC)
• XLogP3: 0
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 146.05790880
• Heavy Atom Count: 10
• Complexity: 114
• Transport DOT Label: Combustible Liquid

Purity/Quality:

99% ^*data from raw suppliers

Ethylene Glycol Diacetate >97.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xn,Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25-22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Ethylene Glycols
• Canonical SMILES: CC(=O)OCCOC(=O)C
• Uses: Solvent for oils, cellulose esters, explosives, etc. EGDA imparts excellent flow properties in baking lacquers and enamels and where thermoplastic acrylic resins are used. It is also a good solvent for cellulosic coatings and can be used in some ink systems such as screen inks. It has found use as a perfume fixative, and has reported applications in waterborne adhesives. Ethylene glycol diacetate may be used as an acyl donor for the in situ generation of peracetic acid, during the chemoenzymatic synthesis of caprolactone. It may be employed as a precursor for the enzymatic synthesis of poly (ethylene glutarate).

Technology Process of Ethylene glycol diacetate

There total 72 articles about Ethylene glycol diacetate 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: 90.0%

1-ethyl-3-methylimidazolium acetate (143314-17-4) + ethylene dibromide (106-93-4) → ethylene glycol diacetate (111-55-7,27252-83-1) + 3-ethyl-1-methyl-1H-imidazol-3-ium bromide (65039-08-9)

Guidance literature:

at 20 ℃; for 3h; Inert atmosphere;

Reference yield: 44.0%

ethylene glycol (107-21-1) + acetic acid (64-19-7,77671-22-8) → 2-hydroxyethyl acetate (542-59-6) + ethylene glycol diacetate (111-55-7,27252-83-1)

Guidance literature:

at 130 ℃; for 3h; Product distribution / selectivity;

Reference yield: 29.0%

di-μ-tetrachlorobis(ethylene)dipalladium + acetic acid (64-19-7,77671-22-8) → 2-hydroxyethyl acetate (542-59-6) + ethylidene diacetate (542-10-9) + ethylene glycol diacetate (111-55-7,27252-83-1) + ethylene glycol (107-21-1)

Guidance literature:

With sodium nitrate; water;

upstream raw materials:

oxirane

acetic anhydride

acetic acid

1,4-dioxane

Downstream raw materials:

acetic acid methyl ester

2-hydroxyethyl acetate

vinyl acetate

2-chloro-1-acetoxyethane

Refernces

• 1、 Liotta et al.. "-". . p. 2417. Retrieved 1974.
• 2、 Enthaler, Stephan. "Zinc-catalyzed depolymerization of polyethers to produce valuable building blocks". . p. 850 - 859. Retrieved 2014.
• 3、 Whyman, Robin. "Selective Production of C2-Oxygenate Esters from Synthesis Gas using Mixed Metal Homogeneous Catalysts". . p. 1439 - 1441. Retrieved 1983.
• 4、 Zhou, Quan-Quan,Zou, You-Quan,Ben-David, Yehoshoa,Milstein, David. "A Reversible Liquid-to-Liquid Organic Hydrogen Carrier System Based on Ethylene Glycol and Ethanol". . p. 15487 - 15490. Retrieved 2020/10/02.
• 5、 Maeno, Zen,Yamada, Shota,Mitsudome, Takato,Mizugaki, Tomoo,Jitsukawa, Koichiro. "Effective management of polyethers through depolymerization to symmetric and unsymmetric glycol diesters using a proton-exchanged montmorillonite catalyst". supporting information. p. 2612 - 2619. Retrieved 2017/07/17.