Ethylene glycol diacetate supplier

Name
Ethylene glycol diacetate
EINECS 203-881-1
CAS No. 111-55-7
Article Data142
CAS DataBase
Density 1.086 g/cm³
Solubility 160 g/L (20 ºC) in water
Melting Point -41 ºC
Formula C₆H₁₀O₄
Boiling Point 190.9 ºC at 760 mmHg
Molecular Weight 146.143
Flash Point 82.8 ºC
Transport Information
Appearance clear liquid
Safety 26-36-24/25-22
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi,Xn
Synonyms 1,2-Ethanediol,diacetate (9CI);Ethylene glycol, diacetate (6CI,8CI);1,2-Diacetoxyethane;1,2-Ethanediyl diacetate;Aptex Donor H-plus;Ethanediol diacetate;Ethyleneacetate;Ethylene diacetate;Ethylene diethanoate;Glycol diacetate;NSC 8853;Novaset NH;Novaset NH Medium Hardener;
PSA 52.60000
LogP 0.11260

Synthetic route

: 107-21-1
ethylene glycol

: 64-19-7
acetic acid

: 111-55-7
ethylene glycol diacetate

Conditions

Conditions	Yield
zirconium(IV) oxide at 180℃; for 2h; in autoclave;	100%
With 1-(3-sulfonic acid)propylimidazole bisulfate ([Ps-im]HSO4) supported silica In cyclohexane at 150℃; under 760.051 Torr; for 5h; Pressure; Temperature; Time;	99.61%
With sulfonated charcoal In benzene for 5h; Heating;	95%

: 108-24-7
acetic anhydride

: 107-21-1
ethylene glycol

: 111-55-7
ethylene glycol diacetate

Conditions

Conditions	Yield
With H-Y zeolite at 60℃; for 2h;	100%
With sodium hydroxide for 0.0194444h; microwave irradiation;	99%
With SiO2-supported Co(II) Salen complex catalyst at 50℃; for 0.833333h;	99%

: 79-20-9
acetic acid methyl ester

: 111-55-7
ethylene glycol diacetate

Conditions

Conditions	Yield
With carbon monoxide; hydrogen; acetic acid; methyl iodide at 176℃; under 15001.5 - 61506.2 Torr; for 7.5h; Reagent/catalyst; Autoclave; Inert atmosphere;
With carbon monoxide; hydrogen; acetic acid; methyl iodide at 176℃; under 15001.5 - 54005.4 Torr; for 8h; Reagent/catalyst; Autoclave; Inert atmosphere;
With carbon monoxide; hydrogen; acetic acid; methyl iodide at 175℃; under 1500.15 - 54755.5 Torr; for 8h; Reagent/catalyst; Autoclave; Inert atmosphere;

: 79-20-9
acetic acid methyl ester

: 64-19-7
acetic acid

: 74-88-4
methyl iodide

: 111-55-7
ethylene glycol diacetate

Conditions

Conditions	Yield
With carbon monoxide; hydrogen at 173℃; under 51005.1 Torr; for 8h; Temperature; Pressure; Inert atmosphere; Autoclave; Industrial scale;
With carbon monoxide; hydrogen at 177℃; under 56255.6 Torr; for 7.5h; Temperature; Pressure; Inert atmosphere; Autoclave; Industrial scale;

...Expand

: 112-60-7
Tetraethylene glycol

: 64-19-7
acetic acid

: 111-55-7
ethylene glycol diacetate

Conditions

Conditions	Yield
With H+-mont In neat (no solvent) at 160℃; for 2h; Reagent/catalyst; Time;	89 %Chromat.

: 127-09-3
sodium acetate

: 107-06-2
1,2-dichloro-ethane

: 111-55-7
ethylene glycol diacetate

Conditions

Conditions	Yield
tetrabutyl phosphonium bromide at 150℃; under 20 Torr; g.l.p.t.c.;	55%
With iron(II) sulfate at 200 - 240℃;
With pyridine at 175℃; auch in Gegenwart von aliphatischen Aminen;

: 143314-17-4
1-ethyl-3-methylimidazolium acetate

: 107-06-2
1,2-dichloro-ethane

A: 111-55-7
ethylene glycol diacetate

B: 65039-09-0
1-ethyl-3-methyl-1H-imidazol-3-ium chloride

Conditions

Conditions	Yield
at 70℃; for 3h; Inert atmosphere;	A 90% B n/a

...Expand

: 143314-17-4
1-ethyl-3-methylimidazolium acetate

: 106-93-4
ethylene dibromide

A: 111-55-7
ethylene glycol diacetate

B: 65039-08-9
3-ethyl-1-methyl-1H-imidazol-3-ium bromide

Conditions

Conditions	Yield
at 20℃; for 3h; Inert atmosphere;	A 90% B n/a

...Expand

: 79-20-9
acetic acid methyl ester

: 201230-82-2
carbon monoxide

: 64-19-7
acetic acid

: 74-88-4
methyl iodide

: 111-55-7
ethylene glycol diacetate

Conditions

Conditions	Yield
With hydrogen at 200℃; under 15001.5 - 75007.5 Torr; for 10h; Temperature; Reagent/catalyst; Pressure; Autoclave;

...Expand

: 201230-82-2
carbon monoxide

: 30345-49-4
tetra-n-butylphosphonium acetate

A: 79-20-9
acetic acid methyl ester

B: 542-59-6
2-hydroxyethyl acetate

C: 111-55-7
ethylene glycol diacetate

D: 107-21-1
ethylene glycol

Conditions

Conditions	Yield
With hydrogen; ruthenium(IV) oxide at 220℃; under 326800 Torr; Yield given. Further byproducts given. Yields of byproduct given;

...Expand

: 107-21-1
ethylene glycol

: 141-78-6
ethyl acetate

A: 542-59-6
2-hydroxyethyl acetate

B: 111-55-7
ethylene glycol diacetate

Conditions

Conditions	Yield
sodium hydrogen sulfate In hexane at 50℃; for 5h;	A 78% B 3%
sodium hydrogen sulfate; silica gel In hexane at 50℃; for 5h;	A 78 % Chromat. B 3 % Chromat.

...Expand

: 123-91-1
1,4-dioxane

: 108-24-7
acetic anhydride

: 111-55-7
ethylene glycol diacetate

Conditions

Conditions	Yield
With aminosulfonic acid In acetic acid at 60℃; for 4h;	86%

: 107-21-1
ethylene glycol

: 75-36-5
acetyl chloride

: 111-55-7
ethylene glycol diacetate

Conditions

Conditions	Yield
With zinc(II) oxide at 20℃; for 0.133333h;	91%
With ZnAl2O4 nanoparticles at 20℃; for 0.466667h; Neat (no solvent);	90%
With pyridine In diethyl ether	63%

: 108-22-5
Isopropenyl acetate

: 107-21-1
ethylene glycol

: 111-55-7
ethylene glycol diacetate

Conditions

Conditions	Yield
With iodine at 85 - 90℃; for 0.166667h;	91%
With sulfuric acid

: 201230-82-2
carbon monoxide

: 64-19-7
acetic acid

A: 79-20-9
acetic acid methyl ester

B: 111-55-7
ethylene glycol diacetate

Conditions

Conditions	Yield
With dodecacarbonyl-triangulo-triruthenium; hydrogen at 260℃; under 258400 Torr; for 2h;	A 139 mmol B 1.58 mmol

...Expand

: 4362-23-6
2-methylene-1,3-dioxolane

: 64-19-7
acetic acid

: 111-55-7
ethylene glycol diacetate

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 4h; Acetylation;	87.3%

: 74-84-0
ethane

: 2570-63-0
thallium(III) acetate

: 64-19-7
acetic acid

: 111-55-7
ethylene glycol diacetate

Conditions

Conditions	Yield
at 180℃; under 26618.1 Torr; for 3h;	43 %Spectr.

...Expand

: 74-85-1
ethene

A: 624-73-7
1,2-Diiodoethane

B: 627-10-1
2-iodoethyl acetate

C: 111-55-7
ethylene glycol diacetate

Conditions

Conditions	Yield
With iodine In acetic acid at 140℃; under 14710.2 Torr; for 1.5h; Yield given. Yields of byproduct given;

...Expand

: 143-24-8
Tetraethylene glycol dimethyl ether

: 108-24-7
acetic anhydride

: 111-55-7
ethylene glycol diacetate

Conditions

Conditions	Yield
With zinc(II) triflate at 130℃; for 24h; Reagent/catalyst;	88%

: 1445-45-0
Trimethyl orthoacetate

: 107-21-1
ethylene glycol

: 111-55-7
ethylene glycol diacetate

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In dichloromethane at 20℃; for 4h;

: 201230-82-2
carbon monoxide

: 64-19-7
acetic acid

A: 79-20-9
acetic acid methyl ester

B: 542-59-6
2-hydroxyethyl acetate

C: 111-55-7
ethylene glycol diacetate

D: 141-78-6
ethyl acetate

Conditions

Conditions	Yield
With caesium(1+); hydrogen; acetylacetonatodicarbonylrhodium(l); ruthenium acetylacetonate at 230℃; under 760000 Torr; Yield given. Further byproducts given. Yields of byproduct given;

...Expand

: 74-85-1
ethene

: 64-19-7
acetic acid

A: 108-05-4
vinyl acetate

B: 542-59-6
2-hydroxyethyl acetate

C: 111-55-7
ethylene glycol diacetate

Conditions

Conditions	Yield
With Pd(MeCN)2Cl(NO2) at 25℃; under 2068.6 Torr; for 4h; Product distribution; various catalysts, times, additives, O2 atmosphere, with 18O containing complex;	A 20% B 50% C 7%

...Expand

: 74-85-1
ethene

: 64-19-7
acetic acid

A: 624-73-7
1,2-Diiodoethane

B: 627-10-1
2-iodoethyl acetate

C: 111-55-7
ethylene glycol diacetate

Conditions

Conditions	Yield
With iodine at 140℃; under 14710.2 Torr; for 1.5h; Yield given. Yields of byproduct given;

...Expand

: 107-21-1
ethylene glycol

: 64-19-7
acetic acid

A: 542-59-6
2-hydroxyethyl acetate

B: 111-55-7
ethylene glycol diacetate

Conditions

Conditions	Yield
at 130℃; for 3h; Product distribution / selectivity;	A 44% B n/a
With Ag(1+)2H(1+)PW12O40(3-)=AgH2PW12O40 at 120℃; for 0.25h; Autoclave; Green chemistry;

...Expand

: 108-24-7
acetic anhydride

poly(ethylene glycol): poly(ethylene glycol)

: 111-55-7
ethylene glycol diacetate

Conditions

Conditions	Yield
With zinc(II) triflate at 150℃; for 24h; Reagent/catalyst; Temperature;	19%

: 107-21-1
ethylene glycol

: 75-36-5
acetyl chloride

A: 542-59-6
2-hydroxyethyl acetate

B: 111-55-7
ethylene glycol diacetate

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran at 25℃; for 24h;

...Expand

: 59-97-2
tolazoline hydrochloride

: 64-19-7
acetic acid

A: 103-82-2
phenylacetic acid

B: 111-55-7
ethylene glycol diacetate

C: N-nitroso-2-imidazolinyl phenyl ketoxime

D: 28481-53-0
2-hydroxyethyl 2-phenylacetate

Conditions

Conditions	Yield
With sodium nitrite at 25℃; for 1h; Further byproducts.;	A 30% B 9% C 19% D 9%

...Expand

: 111-55-7
ethylene glycol diacetate

: 81-07-2
saccharin

: 23302-99-0
2-(2-acetoxy-ethyl)-1,1-dioxo-1,2-dihydro-1λ6-benzo[d]isothiazol-3-one

Conditions

Conditions	Yield
With hafnium(IV) trifluoromethanesulfonate at 120℃; for 14h; Sealed tube;	100%

: 111-55-7
ethylene glycol diacetate

: 640-61-9
N-methyl-p-toluenesulfonylamide

: 59724-91-3
1-acetoxy-2-[methyl-(toluene-4-sulfonyl)-amino]-ethane

Conditions

Conditions	Yield
With hafnium(IV) trifluoromethanesulfonate at 120℃; for 14h; Reagent/catalyst; Temperature;	95%

: 111-55-7
ethylene glycol diacetate

: 703-12-8
4-bromo-N-methylbenzenesulphonamide

: C11H14BrNO4S

Conditions

Conditions	Yield
With hafnium(IV) trifluoromethanesulfonate at 120℃; for 14h; Sealed tube;	93%

: 1184-85-6
N-methylmethane sulphonamide

: 111-55-7
ethylene glycol diacetate

: C6H13NO4S

Conditions

Conditions	Yield
With hafnium(IV) trifluoromethanesulfonate at 120℃; for 14h; Sealed tube;	92%

: 111-55-7
ethylene glycol diacetate

: 62-53-3
aniline

A: 103-69-5
N-ethyl-N-phenylamine

B: 91-66-7
N,N-diethylaniline

Conditions

Conditions	Yield
With tris(2,4-pentanedionato)ruthenium(III); hydrogen; bis(trifluoromethanesulfonyl)amide; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] In tetrahydrofuran at 150℃; under 45004.5 Torr; for 18h; Kinetics; Temperature; Autoclave;	A 12% B 86%
With tris(2,4-pentanedionato)ruthenium(III); hydrogen; bis(trifluoromethanesulfonyl)amide; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] In tetrahydrofuran at 130℃; under 45004.5 Torr; for 18h; Kinetics;	A 83% B 9%

...Expand

: 111-55-7
ethylene glycol diacetate

: 70-55-3
toluene-4-sulfonamide

: C10H13NO4S

Conditions

Conditions	Yield
With hafnium(IV) trifluoromethanesulfonate at 120℃; for 14h; Sealed tube;	85%

: 111-55-7
ethylene glycol diacetate

: 506-59-2
N,N-dimethylammonium chloride

: 109-94-4
formic acid ethyl ester

: ethyleneglycoldi(3-N,N-dimethylaminopropyl)acrylate

Conditions

Conditions	Yield
Stage #1: ethylene glycol diacetate; formic acid ethyl ester With sodium t-butanolate In toluene at 20℃; Stage #2: N,N-dimethylammonium chloride In toluene for 2h;	84%
Stage #1: ethylene glycol diacetate; formic acid ethyl ester With sodium t-butanolate In toluene at 20℃; Stage #2: N,N-dimethylammonium chloride In toluene for 2h;	84%

...Expand

: 111-55-7
ethylene glycol diacetate

: 156-43-4
4-Ethoxyaniline

: 62-44-2
4-ethoxyacetanilide

Conditions

Conditions	Yield
sodium methylate In ethylene glycol at 120 - 125℃; for 3h; Conversion of starting material;	75%

: 110-89-4
piperidine

: 111-55-7
ethylene glycol diacetate

: 109-94-4
formic acid ethyl ester

: ethylene glycol bis(3-(N-piperidyl)acrylate)

Conditions

Conditions	Yield
Stage #1: ethylene glycol diacetate; formic acid ethyl ester With sodium t-butanolate In toluene at 20℃; Stage #2: piperidine In toluene for 2h;	74.7%
Stage #1: ethylene glycol diacetate; formic acid ethyl ester With sodium t-butanolate In toluene at 20℃; Stage #2: piperidine In toluene for 2h;	74.7%

...Expand

: 111-55-7
ethylene glycol diacetate

: 109-89-7
diethylamine

: 109-94-4
formic acid ethyl ester

: ethylene glycol bis(3-(N,N-diethylamino)acrylate)

Conditions

Conditions	Yield
Stage #1: ethylene glycol diacetate; formic acid ethyl ester With sodium t-butanolate In toluene at 20℃; Stage #2: diethylamine In toluene for 2h;	70.6%
Stage #1: ethylene glycol diacetate; formic acid ethyl ester With sodium t-butanolate In toluene at 20℃; Stage #2: diethylamine In toluene for 2h;	70.6%

...Expand

: 928-96-1
(Z)-3-Hexen-1-ol

: 111-55-7
ethylene glycol diacetate

: 3681-71-8
(Z)-3-Hexenyl acetate

Conditions

Conditions	Yield
With Candida antarctica lipase B immobilized on a macroporous acrylic resin at 40℃; for 19h; Temperature; Green chemistry; Enzymatic reaction;	70%

: 111-55-7
ethylene glycol diacetate

: 108-05-4
vinyl acetate

Conditions

Conditions	Yield
With acetic anhydride; benzenesulfonic acid at 140℃; under 1875.19 Torr; for 0.75h; Inert atmosphere;	65.05%
With acetic anhydride; benzenesulfonic acid at 142℃; under 3000.3 Torr; for 0.75h; Inert atmosphere;	64.47%
With acetic anhydride; benzenesulfonic acid at 143℃; under 3000.3 Torr; for 0.666667h; Inert atmosphere;	64.57%

Ethylene glycol diacetate Consensus Reports

Reported in EPA TSCA Inventory.

Ethylene glycol diacetate Specification

The Ethylene glycol diacetate, with the CAS registry number 111-55-7, is also known as Ethylene diacetate. It belongs to the product category of Organics. Its EINECS registry number is 203-881-1. This chemical's molecular formula is C₆H₁₀O₄ and molecular weight is 146.14. What's more, both its IUPAC name and systematic name are the same which is called 2-Acetyloxyethyl acetate.

Physical properties about Ethylene glycol diacetate are: (1)# of Rule of 5 Violations: 0; (2)#H bond acceptors: 4; (3)#H bond donors: 0; (4)#Freely Rotating Bonds: 5; (5)Polar Surface Area: 52.6 Å²; (6)Index of Refraction: 1.41; (7)Molar Refractivity: 33.39 cm³; (8)Molar Volume: 134.5 cm³; (9)Surface Tension: 32.1 dyne/cm; (10)Density: 1.086 g/cm³; (11)Flash Point: 82.8 °C; (12)Enthalpy of Vaporization: 42.71 kJ/mol; (13)Boiling Point: 190.9 °C at 760 mmHg; (14)Vapour Pressure: 0.529 mmHg at 25 °C.

Preparation of Ethylene glycol diacetate: this chemical can be prepared by Acetic acid anhydride with Ethane-1,2-diol. This reaction needs reagent montmorillonite KSF and solvent CHCl₃ at temperature of 62 °C. The reaction time is 2 hours. The yield is 76 %.

Ethylene glycol diacetate can be prepared by Acetic acid anhydride with Ethane-1,2-diol.

Uses of Ethylene glycol diacetate: (1) it is used as solvent, it also can be used in organic synthesis; (2) it is used to produce other chemicals. For example, it can be used to produce 1-Acetoxy-2-chloro-ethane. The reaction occurs with reagent HCl at temperature of 30-50 °C.

Ethylene glycol diacetate can be used to produce 1-Acetoxy-2-chloro-ethane.

When you are dealing with this chemical, you should be very careful. This chemical is inflammation to the skin, eyes and respiratory system or other mucous membranes. Therefore, you should avoid contacting with skin, eyes and wear suitable protective clothing. The gas can not be breathed. And in case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: CC(=O)OCCOC(=O)C
(2) InChI: InChI=1S/C6H10O4/c1-5(7)9-3-4-10-6(2)8/h3-4H2,1-2H3
(3) InChIKey: JTXMVXSTHSMVQF-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
guinea pig	LD50	oral	4940mg/kg (4940mg/kg)	BEHAVIORAL: GENERAL ANESTHETIC GASTROINTESTINAL: OTHER CHANGES KIDNEY, URETER, AND BLADDER: OTHER CHANGES	Journal of Industrial Hygiene and Toxicology. Vol. 23, Pg. 259, 1941.
mouse	LD50	intraperitoneal	1190mg/kg (1190mg/kg)		Journal of Pharmacology and Experimental Therapeutics. Vol. 90, Pg. 338, 1947.
rabbit	LD50	skin	8480uL/kg (8.48mL/kg)		Union Carbide Data Sheet. Vol. 6/6/1969,
rat	LD50	oral	6850mg/kg (6850mg/kg)		Union Carbide Data Sheet. Vol. 6/6/1969,

Product Name

Ethylene glycol diacetate

Synthetic route

Ethylene glycol diacetate Consensus Reports

Ethylene glycol diacetate Specification

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