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525200

Sigma-Aldrich

Ethylene glycol diacetate

99%

Synonym(s):

1,2-Diacetoxyethane, Ethylene diacetate, Glycol diacetate

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About This Item

Linear Formula:
CH3COOCH2CH2OCOCH3
CAS Number:
Molecular Weight:
146.14
Beilstein:
1762308
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor density

5.04 (vs air)

Quality Level

vapor pressure

0.2 mmHg ( 20 °C)

Assay

99%

autoignition temp.

899 °F

expl. lim.

1.6 %, 135 °F
8.4 %, 154 °F

refractive index

n20/D 1.415 (lit.)

bp

186-187 °C (lit.)

mp

−41 °C (lit.)

density

1.104 g/mL at 20 °C (lit.)

functional group

ester

SMILES string

CC(=O)OCCOC(C)=O

InChI

1S/C6H10O4/c1-5(7)9-3-4-10-6(2)8/h3-4H2,1-2H3

InChI key

JTXMVXSTHSMVQF-UHFFFAOYSA-N

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General description

Ethylene glycol diacetate (EGDA) is an acetic acid ester of ethylene glycol. It is widely used as a hardener for silicates. The predicted values of the torsion angles and bond angles are found to be in agreement with the crystal structure data on the benzoate derivatives of ethylene glycol. EGDA can be prepared from ethylene glycol and acetic acid, via esterification in the presence of supported ionic liquids (catalyst). It is a substitute of glyceryl triacetate for the industrial manufacture of tobacco.

Application

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).

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

181.4 °F - closed cup

Flash Point(C)

83 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Conformational Studies on Oligomethylene Glycol Derivatives III. Ethylene Glycol Diacetate.
Sundararajan PR, et al.
Canadian Journal of Chemistry, 53(23), 3557-3562 (1975)
The toxic compounds and leaching characteristics of spent foundry sands.
Ji S, et al.
Water, Air, and Soil Pollution, 132(3-4), 347- 364 (2001)
Study on the esterification for ethylene glycol diacetate using supported ionic liquids as catalyst: Catalysts preparation, characterization, and reaction kinetics, process.
Yang J, et al.
Chemical Engineering Journal, 280, 147-157 (2015)
Baeyer?Villiger Oxidation of Cyclohexanone in Aqueous Medium with In Situ Generation of Peracid Catalyzed by Perhydrolase CLEA.
Chavez G, et al.
Topics in Catalysis, 57(5), 349-355 (2014)
Xiaoman Zhao et al.
Ultrasonics sonochemistry, 31, 506-511 (2016-03-12)
The present work explores the best conditions for the enzymatic synthesis of poly (ethylene glutarate) for the first time. The start-up materials are the liquids; diethyl glutarate and ethylene glycol diacetate, without the need of addition of extra solvent. The

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