Product Name

  • Name

    DIETHYLENGLYKOL-DIGLYCIDYLETHER

  • EINECS
  • CAS No. 4206-61-5
  • Article Data8
  • CAS DataBase
  • Density 1.165g/cm3
  • Solubility
  • Melting Point
  • Formula C10H18 O5
  • Boiling Point 313°Cat760mmHg
  • Molecular Weight 218.25
  • Flash Point 127.3°C
  • Transport Information
  • Appearance
  • Safety Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes. See also GLYCOL ETHERS.
  • Risk Codes 19
  • Molecular Structure Molecular Structure of 4206-61-5 (DIETHYLENGLYKOL-DIGLYCIDYLETHER)
  • Hazard Symbols
  • Synonyms Ether,bis[2-(2,3-epoxypropoxy)ethyl] (6CI,7CI,8CI); 4,7,10-Trioxatridecane,1,2:12,13-diepoxy-; Diethylene glycol bis-glycidyl ether; Diethylene glycoldiglycidyl ether; Diglycidyl diethyleneglycol ether; NSC 517936
  • PSA 52.75000
  • LogP -0.16620

Synthetic route

bis(allyloxy)diethylene glycol
57947-82-7

bis(allyloxy)diethylene glycol

diethylene glycol diglycidyl ether
4206-61-5

diethylene glycol diglycidyl ether

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0 - 20℃; for 24h; Inert atmosphere;98%
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 20℃; for 24h;
epichlorohydrin
106-89-8

epichlorohydrin

diethylene glycol
111-46-6

diethylene glycol

diethylene glycol diglycidyl ether
4206-61-5

diethylene glycol diglycidyl ether

Conditions
ConditionsYield
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate at 40℃; for 0.75h;68%
With sodium hydroxide; tetrabutyl-ammonium chloride In water at 40℃; for 0.75h;33.7%
Stage #1: diethylene glycol
Stage #2: epichlorohydrin
diethylene glycol diglycidyl ether
4206-61-5

diethylene glycol diglycidyl ether

ethane-1,2-dithiol
540-63-6

ethane-1,2-dithiol

C12H24O5S2
1273318-55-0

C12H24O5S2

Conditions
ConditionsYield
With N-benzyl-trimethylammonium hydroxide at 25℃; for 0.5h; Neat (no solvent); regiospecific reaction;94%
diethylene glycol diglycidyl ether
4206-61-5

diethylene glycol diglycidyl ether

1,13-dihydrazino-4,7,10-trioxatridecane-2,12-diol

1,13-dihydrazino-4,7,10-trioxatridecane-2,12-diol

Conditions
ConditionsYield
With hydrazine hydrate In chloroform at 10℃; for 60h;86%
diethylene glycol diglycidyl ether
4206-61-5

diethylene glycol diglycidyl ether

hexan-1-amine
111-26-2

hexan-1-amine

1-Hexylamino-3-{2-[2-(3-hexylamino-2-hydroxy-propoxy)-ethoxy]-ethoxy}-propan-2-ol
92237-83-7

1-Hexylamino-3-{2-[2-(3-hexylamino-2-hydroxy-propoxy)-ethoxy]-ethoxy}-propan-2-ol

Conditions
ConditionsYield
at 120℃; for 4h;85%
diethylene glycol diglycidyl ether
4206-61-5

diethylene glycol diglycidyl ether

phenyl isocyanate
103-71-9

phenyl isocyanate

1,9-bis(3-phenyloxazolidin-2-on-5-yl)-2,5,8-trioxanonane

1,9-bis(3-phenyloxazolidin-2-on-5-yl)-2,5,8-trioxanonane

Conditions
ConditionsYield
Stage #1: diethylene glycol diglycidyl ether With Tributylphosphine oxide; lithium bromide In toluene for 2h; Heating;
Stage #2: phenyl isocyanate In toluene for 18h; Heating; Further stages.;
83%
diethylene glycol diglycidyl ether
4206-61-5

diethylene glycol diglycidyl ether

C10H20N6O5

C10H20N6O5

Conditions
ConditionsYield
With sodium azide; ammonium chloride In methanol; water at 80℃; for 24h;83%
With sodium azide In methanol; water at 80℃;
diethylene glycol diglycidyl ether
4206-61-5

diethylene glycol diglycidyl ether

n-butyl isocyanide
111-36-4

n-butyl isocyanide

1,9-bis(3-butyloxazolidin-2-on-5-yl)-2,5,8-trioxanonane

1,9-bis(3-butyloxazolidin-2-on-5-yl)-2,5,8-trioxanonane

Conditions
ConditionsYield
Stage #1: diethylene glycol diglycidyl ether With Tributylphosphine oxide; lithium bromide In toluene for 2h; Heating;
Stage #2: n-butyl isocyanide In toluene for 21h; Heating; Further stages.;
80%
carbon disulfide
75-15-0

carbon disulfide

diethylene glycol diglycidyl ether
4206-61-5

diethylene glycol diglycidyl ether

1,9-bis(oxathiolane-2-thione-5-yl)-2,5,8-trioxanonane

1,9-bis(oxathiolane-2-thione-5-yl)-2,5,8-trioxanonane

Conditions
ConditionsYield
Stage #1: diethylene glycol diglycidyl ether With lithium bromide In dichloromethane for 2h; Heating;
Stage #2: carbon disulfide In dichloromethane for 16h; Heating; Further stages.;
79%
carbon disulfide
75-15-0

carbon disulfide

diethylene glycol diglycidyl ether
4206-61-5

diethylene glycol diglycidyl ether

phenyl isocyanate
103-71-9

phenyl isocyanate

5-(9-oxathiolan-2-thione-2,5,8-trioxanonan-5-yl)-3-phenyloxazolidin-2-one

5-(9-oxathiolan-2-thione-2,5,8-trioxanonan-5-yl)-3-phenyloxazolidin-2-one

Conditions
ConditionsYield
Stage #1: diethylene glycol diglycidyl ether With lithium bromide In tetrahydrofuran for 0.5h; Inert atmosphere; Reflux;
Stage #2: phenyl isocyanate In tetrahydrofuran Inert atmosphere; Reflux;
Stage #3: carbon disulfide In tetrahydrofuran at 20℃; for 10h; Inert atmosphere;
73%
diethylene glycol diglycidyl ether
4206-61-5

diethylene glycol diglycidyl ether

1-dodecyl alcohol
112-53-8

1-dodecyl alcohol

2-<(dodecyloxy)methyl>-12-hydroxy-13-crown-4

2-<(dodecyloxy)methyl>-12-hydroxy-13-crown-4

Conditions
ConditionsYield
With lithium at 60℃; for 20h;72%
diethylene glycol diglycidyl ether
4206-61-5

diethylene glycol diglycidyl ether

methylamine
74-89-5

methylamine

1-{2-[2-(2-Hydroxy-3-methylamino-propoxy)-ethoxy]-ethoxy}-3-methylamino-propan-2-ol
344336-10-3

1-{2-[2-(2-Hydroxy-3-methylamino-propoxy)-ethoxy]-ethoxy}-3-methylamino-propan-2-ol

Conditions
ConditionsYield
for 50h; Ambient temperature;71%
diethylene glycol diglycidyl ether
4206-61-5

diethylene glycol diglycidyl ether

ethylamine
75-04-7

ethylamine

Bistetraethylene glycol
92237-86-0

Bistetraethylene glycol

Conditions
ConditionsYield
In water for 50h; Ambient temperature;70%
carbon disulfide
75-15-0

carbon disulfide

diethylene glycol diglycidyl ether
4206-61-5

diethylene glycol diglycidyl ether

Cyclohexyl isocyanate
3173-53-3

Cyclohexyl isocyanate

5-(6-oxathiolan-2-thione-2,5,8-trioxanonan-5-yl)-3-cyclohexyloxazolidin-2-one

5-(6-oxathiolan-2-thione-2,5,8-trioxanonan-5-yl)-3-cyclohexyloxazolidin-2-one

Conditions
ConditionsYield
Stage #1: diethylene glycol diglycidyl ether With lithium bromide In tetrahydrofuran for 0.5h; Inert atmosphere; Reflux;
Stage #2: Cyclohexyl isocyanate In tetrahydrofuran Inert atmosphere; Reflux;
Stage #3: carbon disulfide In tetrahydrofuran at 20℃; for 13h; Inert atmosphere;
70%
diethylene glycol diglycidyl ether
4206-61-5

diethylene glycol diglycidyl ether

phenyl isocyanate
103-71-9

phenyl isocyanate

5-(9-oxiran-2,5,8-trioxanonan-5-yl)-3-phenyloxazolidin-2-one

5-(9-oxiran-2,5,8-trioxanonan-5-yl)-3-phenyloxazolidin-2-one

Conditions
ConditionsYield
Stage #1: diethylene glycol diglycidyl ether With lithium bromide In tetrahydrofuran for 0.5h; Inert atmosphere; Reflux;
Stage #2: phenyl isocyanate In tetrahydrofuran for 8h; Inert atmosphere; Reflux;
68%
carbon disulfide
75-15-0

carbon disulfide

diethylene glycol diglycidyl ether
4206-61-5

diethylene glycol diglycidyl ether

5-[9-oxiran-2,5,8-trioxanonan]-1,3-oxathiolane-2-thione

5-[9-oxiran-2,5,8-trioxanonan]-1,3-oxathiolane-2-thione

Conditions
ConditionsYield
With lithium bromide In dichloromethane for 8h; Inert atmosphere; Reflux; regioselective reaction;67%
diethylene glycol diglycidyl ether
4206-61-5

diethylene glycol diglycidyl ether

Cyclohexyl isocyanate
3173-53-3

Cyclohexyl isocyanate

5-(9-oxiran-2,5,8-trioxanonan-5-yl)-3-cyclohexyloxazolidin-2-one

5-(9-oxiran-2,5,8-trioxanonan-5-yl)-3-cyclohexyloxazolidin-2-one

Conditions
ConditionsYield
Stage #1: diethylene glycol diglycidyl ether With lithium bromide In tetrahydrofuran for 0.5h; Inert atmosphere; Reflux;
Stage #2: Cyclohexyl isocyanate In tetrahydrofuran for 12h; Inert atmosphere; Reflux;
65%
Propyl isocyanate
110-78-1

Propyl isocyanate

diethylene glycol diglycidyl ether
4206-61-5

diethylene glycol diglycidyl ether

5-(9-oxiran-2,5,8-trioxanonan-5-yl)-3-propyloxazolidin-2-one

5-(9-oxiran-2,5,8-trioxanonan-5-yl)-3-propyloxazolidin-2-one

Conditions
ConditionsYield
Stage #1: diethylene glycol diglycidyl ether With lithium bromide In tetrahydrofuran for 0.5h; Inert atmosphere; Reflux;
Stage #2: Propyl isocyanate In tetrahydrofuran for 12h; Inert atmosphere; Reflux;
60%
carbon disulfide
75-15-0

carbon disulfide

Propyl isocyanate
110-78-1

Propyl isocyanate

diethylene glycol diglycidyl ether
4206-61-5

diethylene glycol diglycidyl ether

5-(6-oxathiolan-2-thione-2,5,8-trioxanonan-5-yl)-3-propyloxazolidin-2-one

5-(6-oxathiolan-2-thione-2,5,8-trioxanonan-5-yl)-3-propyloxazolidin-2-one

Conditions
ConditionsYield
Stage #1: diethylene glycol diglycidyl ether With lithium bromide In tetrahydrofuran for 0.5h; Inert atmosphere; Reflux;
Stage #2: Propyl isocyanate In tetrahydrofuran Inert atmosphere; Reflux;
Stage #3: carbon disulfide In tetrahydrofuran at 20℃; for 15h; Inert atmosphere;
60%
Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

diethylene glycol diglycidyl ether
4206-61-5

diethylene glycol diglycidyl ether

2-(tetrahydrofurfuryl)-12-hydroxy-13-crown-4

2-(tetrahydrofurfuryl)-12-hydroxy-13-crown-4

Conditions
ConditionsYield
With lithium In tert-butyl alcohol at 60℃; for 30h;59%
diethylene glycol diglycidyl ether
4206-61-5

diethylene glycol diglycidyl ether

9,13-dihydroxy-1,4,7-trioxa-11-thiacyclotetradecane
100228-56-6

9,13-dihydroxy-1,4,7-trioxa-11-thiacyclotetradecane

Conditions
ConditionsYield
With sodium hydrogensulfide In water at 60℃; for 0.5h;58%
diethylene glycol diglycidyl ether
4206-61-5

diethylene glycol diglycidyl ether

1,11-dimercapto-3,6,9-trioxaundecane
2781-02-4

1,11-dimercapto-3,6,9-trioxaundecane

C18H36O8S2

C18H36O8S2

Conditions
ConditionsYield
With potassium carbonate In methanol at 65℃; for 3h;51.8%
diethylene glycol diglycidyl ether
4206-61-5

diethylene glycol diglycidyl ether

SEC-BUTYLAMINE
33966-50-6

SEC-BUTYLAMINE

11-sec-Butyl-1,4,7-trioxa-11-aza-cyclotetradecane-9,13-diol
90655-84-8

11-sec-Butyl-1,4,7-trioxa-11-aza-cyclotetradecane-9,13-diol

Conditions
ConditionsYield
In methanol at 55℃; for 7h;49%
diethylene glycol diglycidyl ether
4206-61-5

diethylene glycol diglycidyl ether

aniline
62-53-3

aniline

11-Phenyl-1,4,7-trioxa-11-aza-cyclotetradecane-9,13-diol
90655-87-1

11-Phenyl-1,4,7-trioxa-11-aza-cyclotetradecane-9,13-diol

Conditions
ConditionsYield
In methanol for 100h; Ambient temperature;48%
diethylene glycol diglycidyl ether
4206-61-5

diethylene glycol diglycidyl ether

carbon dioxide
124-38-9

carbon dioxide

C12H18O9
116146-29-3

C12H18O9

Conditions
ConditionsYield
With choline iodide In ethanol at 85℃; under 7500.75 Torr; for 6h; Solvent;46%
2,3-dichlorotetrahydrofuran
3511-19-1

2,3-dichlorotetrahydrofuran

diethylene glycol diglycidyl ether
4206-61-5

diethylene glycol diglycidyl ether

1,15-di(3-chloro-2-tetrahydrofuryl)-3,13-dichloro-1,5,8,11,15-pentaoxapentadecane
137675-80-0

1,15-di(3-chloro-2-tetrahydrofuryl)-3,13-dichloro-1,5,8,11,15-pentaoxapentadecane

Conditions
ConditionsYield
With zinc(II) chloride In tetrachloromethane at 40℃; for 1h;45.5%
diethylene glycol diglycidyl ether
4206-61-5

diethylene glycol diglycidyl ether

1-aminodecane
2016-57-1

1-aminodecane

11-Decyl-9,13-dihydroxy-1,4,7-trioxa-11-azacyclotetradecane
90655-86-0

11-Decyl-9,13-dihydroxy-1,4,7-trioxa-11-azacyclotetradecane

Conditions
ConditionsYield
In methanol for 50h; Ambient temperature;43%
diethylene glycol diglycidyl ether
4206-61-5

diethylene glycol diglycidyl ether

bis(2-mercaptoethyl)ether
2150-02-9

bis(2-mercaptoethyl)ether

C14H28O6S2

C14H28O6S2

Conditions
ConditionsYield
With sodium carbonate In methanol at 65℃; for 3h;42%
diethylene glycol diglycidyl ether
4206-61-5

diethylene glycol diglycidyl ether

diaza[12]crown-4
294-92-8

diaza[12]crown-4

A

3,13,23,33-tetrahydroxy-5,8,11,18,25,28,31,38,43,48-decaoxa-1,15,21,35-tetraazatricyclo<33.33.5.51,35>pentacontane
119017-30-0

3,13,23,33-tetrahydroxy-5,8,11,18,25,28,31,38,43,48-decaoxa-1,15,21,35-tetraazatricyclo<33.33.5.51,35>pentacontane

B

meso-3,13-dihydroxy-5,8,11,18,23-pentaoxa-1,15-diazabicyclo<13.5.5>pentacosane
173396-16-2

meso-3,13-dihydroxy-5,8,11,18,23-pentaoxa-1,15-diazabicyclo<13.5.5>pentacosane

Conditions
ConditionsYield
In tetrahydrofuran; ethanol for 10h; Heating;A 6%
B 41%
In tetrahydrofuran; ethanol for 10h; Heating;
diethylene glycol diglycidyl ether
4206-61-5

diethylene glycol diglycidyl ether

ethylamine
75-04-7

ethylamine

11-Ethyl-1,4,7-trioxa-11-aza-cyclotetradecane-9,13-diol
90655-79-1

11-Ethyl-1,4,7-trioxa-11-aza-cyclotetradecane-9,13-diol

Conditions
ConditionsYield
In methanol; water for 50h; Ambient temperature;38%

Diethylene glycol bis-glycidyl ether Chemical Properties

Chemical Name: Diethylenglykol-diglycidylether
IUPAC NAME: 2-[2-[2-(Oxiran-2-ylmethoxy)ethoxy]ethoxymethyl]oxirane
CAS No.: 4206-61-5
EINECS: 224-122-0
RTECS: KN2330000
Molecular Formula: C10H18O5
Molecular Weight: 218.25 g/mol
Density: 1.165 g/cm3 
Flash Point: 127.3 °C
Boiling Point: 313 °C at 760 mmHg
Following is the structure of Diethylene glycol bis-glycidyl ether (4206-61-5):


The chemical synonymous of Diethylene glycol bis-glycidyl ether (4206-61-5) are Diethylenglykol-diglycidylether ; 2,2’-(Oxybis(2,1-ethanediyloxymethylene))bis-oxiran ; 2,2’-(Oxybis(2,1-ethanediyloxymethylene))bisoxirane ;  Diglycidyldiethyleneglycolether ;  2,2'-[Oxybis(ethyleneoxymethylene)]bisoxirane ; Diglycidyl diglycol

Diethylene glycol bis-glycidyl ether Toxicity Data With Reference

1.    

cyt-rat-ipr 100 mg/kg

    BJPCAL    British Journal of Pharmacology and Chemotherapy. 6 (1951),235.

Diethylene glycol bis-glycidyl ether Consensus Reports

Glycol ether compounds are on the Community Right-To-Know List.

Diethylene glycol bis-glycidyl ether Safety Profile

Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes. See also GLYCOL ETHERS.

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