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2224-15-9

Basic Information
CAS No.: 2224-15-9
Name: Ethylene glycol diglycidyl ether
Article Data: 12
Cas Database
Molecular Structure:
Molecular Structure of 2224-15-9 (Ethylene glycol diglycidyl ether)
Formula: C8H14O4
Molecular Weight: 174.197
Synonyms: Ethylene glycol diglycidyl ether;1,2-Bis(2,3-epoxypropoxy)ethane;1,2-Bis(glycidyloxy)ethane;2,2'-(1,2-Ethanediylbis(oxymethylene))bisoxirane;Diglycidylethylene glycol;Glycol diglycidyl ether;Oxirane, 2,2'-(1,2-ethanediylbis(oxymethylene))bis-;2,2'-(Ethylenebis(oxymethylene))bisoxirane;Ethylene glycol bis(2,3-epoxypropyl) ether;
EINECS: 218-746-2
Density: 1.178 g/cm3
Melting Point: N/A
Boiling Point: 266.774 °C at 760 mmHg
Flash Point: 123.633 °C
Solubility: N/A
Appearance: Clear yellow liquid
Hazard Symbols: IrritantXi
Risk Codes: 38
Safety: 26-36/37/39
Transport Information: UN 2810
PSA: 43.52000
LogP: -0.18280
Synthetic route
107-21-1

ethylene glycol

106-89-8

epichlorohydrin

2224-15-9

ethylene glycol diglycidyl ether

Conditions
ConditionsYield
With tetrabutyl-ammonium chloride; water; sodium hydroxide at 40℃; for 0.75h;89%
With fluoroboric acid; trifluorormethanesulfonic acid; boron trifluoride at 40 - 65℃; for 5h; Temperature; Reagent/catalyst; Sonication; Inert atmosphere; Molecular sieve; Large scale;55.7%
With potassium hydroxide; benzyltrioctylammonium chloride at 40℃; for 0.75h;54%
13078-45-0

1,10-Dichloro-4,7-dioxa-2,9-decanediol

2224-15-9

ethylene glycol diglycidyl ether

Conditions
ConditionsYield
With sodium hydroxide Dehydrochlorination;40 g
2224-15-9

ethylene glycol diglycidyl ether

7580-85-0

tert-butyl glycidyl ether

C14H28O6

Conditions
ConditionsYield
With boron trifluoride diethyl etherate at 80℃; for 3h;99.3%
2224-15-9

ethylene glycol diglycidyl ether

134918-67-5

Ethyl 1H,1H-perfluorooctanoxyacetate

57-14-7

1,1-dimethylhydrazine

N,N,N',N'-Tetramethyl-4,7-dioxa-2,9-dihydroxy-1,10-decanediamine-N,N'-bis<(1H,1H-perfluorooctanoxyacetyl)imide>

Conditions
ConditionsYield
In methanol Heating;99%
2224-15-9

ethylene glycol diglycidyl ether

26131-32-8

methyl 2,4,4,5,7,7,8,8,9,9,9-undecafluoro-2,5-bis(trifluoromethyl)-3,6-dioxanonanoate

57-14-7

1,1-dimethylhydrazine

N,N,N',N'-Tetramethyl-4,7-dioxa-2,9-dihydroxy-1,10-decanediamine-N,N'-bis<(perfluoro-2,5-dimethyl-3,6-dioxanonanoyl)imide>

Conditions
ConditionsYield
In methanol Heating;96%
2224-15-9

ethylene glycol diglycidyl ether

133609-46-8

Methyl perfluoro-2,5,8,11-tetramethyl-3,6,9,12-tetraoxapentadecanoate

57-14-7

1,1-dimethylhydrazine

N,N,N',N'-Tetramethyl-4,7-dioxa-2,9-dihydroxy-1,10-decanediamine-N,N'-bis<(perfluoro-2,5,8,11-tetramethyl-3,6,9,12-tetraoxapentadecanoyl)imide>

Conditions
ConditionsYield
In methanol Heating;96%
2224-15-9

ethylene glycol diglycidyl ether

124-38-9

carbon dioxide

4-((2-((2-oxo-1,3-dioxolan-4-yl)methoxy)ethoxy)methyl)-1,3-dioxolan-2-one

Conditions
ConditionsYield
With tetrabutylammomium bromide at 110℃; under 7500.75 Torr; for 3h;94%
With C42H44N8O6Zn(2+)*2Cl(1-) In neat (no solvent) at 100℃; under 750.075 Torr; for 24h; Kinetics; Pressure; Temperature; Autoclave;94.5%
With C44H20AlCl9N4; bis(triphenylphosphine)iminium chloride In neat (no solvent) at 120℃; under 22502.3 Torr; for 1h; Autoclave;
2224-15-9

ethylene glycol diglycidyl ether

39187-47-8

Methyl perfluoro-2,5,8-trimethyl-3,6,9-trioxadodecanoate

57-14-7

1,1-dimethylhydrazine

N,N,N',N'-Tetramethyl-4,7-dioxa-2,9-dihydroxy-1,10-decanediamine-N,N'-bis<(perfluoro-2,5,8-trimethyl-3,6,9-trioxadodecanoyl)imide>

Conditions
ConditionsYield
In methanol Heating;94%
2224-15-9

ethylene glycol diglycidyl ether

110-09-8

diethylene glycol mono(tert-butyl)ether

C16H32O7

Conditions
ConditionsYield
With Amberlyst-15 resin at 70℃; for 5h;93.2%
2224-15-9

ethylene glycol diglycidyl ether

13140-34-6

methyl undecafluoro-2-methyl-3-oxahexanoate

57-14-7

1,1-dimethylhydrazine

N,N,N',N'-Tetramethyl-4,7-dioxa-2,9-dihydroxy-1,10-decanediamine-N,N'-bis<(perfluoro-2-methyl-3-oxahexanoyl)imide>

Conditions
ConditionsYield
In methanol Heating;92%
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13078-45-0
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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The Bis(1,2-epoxypropylether)ethanediol, with the CAS registry number 2224-15-9, is also known as Oxirane,2,2'-[1,2-ethanediylbis(oxymethylene)]bis-. It belongs to the product categories of Epoxy Diluents; Oxiranes; Simple 3-Membered Ring Compounds; Epoxide Monomers; Monomers; Polymer Science. Its EINECS number is 218-746-2. This chemical's molecular formula is C8H14O4 and molecular weight is 174.19. What's more, its systematic name is 2,2'-[1,2-Ethanediylbis(oxymethylene)]dioxirane. Its classification codes are: (1)Mutation data; (2)Skin / Eye Irritant; (3)TSCA Flag T [Subject to the Section 4 test rule under TSCA]. This chemical mixed with bisphenol A type epoxy resin can be used as low viscosity composite, impregnation liquid, adhesive and resin modifier.

Physical properties of Bis(1,2-epoxypropylether)ethanediol are: (1)ACD/LogP: -0.304; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.30; (4)ACD/LogD (pH 7.4): -0.30; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 16.29; (8)ACD/KOC (pH 7.4): 16.29; (9)#H bond acceptors: 4; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 7; (12)Polar Surface Area: 43.52 Å2; (13)Index of Refraction: 1.476; (14)Molar Refractivity: 41.752 cm3; (15)Molar Volume: 147.899 cm3; (16)Polarizability: 16.552×10-24cm3; (17)Surface Tension: 45.83 dyne/cm; (18)Density: 1.178 g/cm3; (19)Flash Point: 123.633 °C; (20)Enthalpy of Vaporization: 48.442 kJ/mol; (21)Boiling Point: 266.774 °C at 760 mmHg; (22)Vapour Pressure: 0.014 mmHg at 25°C.

Preparation of Bis(1,2-epoxypropylether)ethanediol: this chemical can be prepared by chloromethyl-oxirane and at the temperature of 40 °C. This reaction will need reagent KOH with the reaction time of 45 min. This reaction will also need catalyst trioctylbenzylammonium chloride. The yield is about 54%.

Bis(1,2-epoxypropylether)ethanediol can be prepared by chloromethyl-oxirane and at the temperature of 40 °C

Uses of Bis(1,2-epoxypropylether)ethanediol: it can be used to produce 1,4-dioxa-8,12-diaza-cyclopentadecane-6,14-diol by heating. It will need reagent NaH and solvent H2O. The yield is about 82%.

Bis(1,2-epoxypropylether)ethanediol can be used to produce 1,4-dioxa-8,12-diaza-cyclopentadecane-6,14-diol by heating

When you are using this chemical, please be cautious about it as the following:
It is irritating to skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: O(CC1OC1)CCOCC2OC2
(2)Std. InChI: InChI=1S/C8H14O4/c1(9-3-7-5-11-7)2-10-4-8-6-12-8/h7-8H,1-6H2
(3)Std. InChIKey: AOBIOSPNXBMOAT-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 460mg/kg (460mg/kg)   "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 775, 1986.
rat LD50 oral 2500uL/kg (2.5mL/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ATAXIA

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
National Technical Information Service. Vol. OTS0571709.

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