Product Name

  • Name

    Ethylene glycol diethyl ether

  • EINECS 211-076-1
  • CAS No. 629-14-1
  • Article Data32
  • CAS DataBase
  • Density 0.842 g/cm3
  • Solubility slightly soluble in water
  • Melting Point -74 °C
  • Formula C6H14O2
  • Boiling Point 119.4 °C at 760 mmHg
  • Molecular Weight 118.176
  • Flash Point 20.6 °C
  • Transport Information UN 1153
  • Appearance Clear colorless liquid
  • Safety 16-26-36
  • Risk Codes 10-37/38-41
  • Molecular Structure Molecular Structure of 629-14-1 (Ethylene glycol diethyl ether)
  • Hazard Symbols IrritantXi
  • Synonyms 1,2-Diethoxyethane;2-Ethoxyethyl ethyl ether;3,6-Dioxaoctane;Ethane, 1,2-diethoxy-;Diethyl cellosolve;Glycol diethyl ether;Hisolve EME;
  • PSA 18.46000
  • LogP 1.05940

Synthetic route

2-ethoxy-ethanol
110-80-5

2-ethoxy-ethanol

ethene
74-85-1

ethene

monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

Conditions
ConditionsYield
With sulfuric acid at 40 - 70℃; under 3000.3 Torr; for 3h; Autoclave; Inert atmosphere;74.6%
2-ethoxy-ethanol
110-80-5

2-ethoxy-ethanol

monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

Conditions
ConditionsYield
With sulfuric acid
With H-type ZSM-5(SiO2/Al2O3=280) at 180℃; for 3h;
With sulfuric acid
1-ethoxy-2-vinyloxy-ethane
18861-14-8

1-ethoxy-2-vinyloxy-ethane

monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

Conditions
ConditionsYield
With nickel Hydrogenation.von gasfoermigem oder in Alkoholen geloestem;
With nickel Hydrogenation.von gasfoermigem oder in Alkoholen geloestem;
2-chloroethyl ethyl ether
628-34-2

2-chloroethyl ethyl ether

sodium ethanolate
141-52-6

sodium ethanolate

monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

Conditions
ConditionsYield
With ethanol
1-ethoxy-2-trityloxy-ethane
4673-60-3

1-ethoxy-2-trityloxy-ethane

A

2-ethoxy-ethanol
110-80-5

2-ethoxy-ethanol

B

monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

C

triphenylmethane
519-73-3

triphenylmethane

D

acetaldehyde
75-07-0

acetaldehyde

Conditions
ConditionsYield
at 325 - 330℃;
ethyl chloromethyl ether
3188-13-4

ethyl chloromethyl ether

monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

Conditions
ConditionsYield
With copper
With tetrahydrofuran; magnesium
With tetrahydrofuran; sodium
With diethyl ether; sodium
Diazoethan
1117-96-0

Diazoethan

ethylene glycol
107-21-1

ethylene glycol

monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

ethoxymethylmagnesium chloride
4279-03-2

ethoxymethylmagnesium chloride

monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

Conditions
ConditionsYield
With benzyl bromide In tetrahydrofuran at -30℃;
2-methyl-1,3-dioxolane
497-26-7

2-methyl-1,3-dioxolane

A

ethanol
64-17-5

ethanol

B

monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

C

acetaldehyde
75-07-0

acetaldehyde

D

ethyl acetate
141-78-6

ethyl acetate

Conditions
ConditionsYield
With hydrogen; Ni-Cab-O-Sil at 300℃; Yield given. Yields of byproduct given;
2-methyl-1,3-dioxolane
497-26-7

2-methyl-1,3-dioxolane

A

2-ethoxy-ethanol
110-80-5

2-ethoxy-ethanol

B

ethanol
64-17-5

ethanol

C

ethane
74-84-0

ethane

D

monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

E

acetic acid
64-19-7

acetic acid

F

ethyl acetate
141-78-6

ethyl acetate

Conditions
ConditionsYield
With hydrogen; Pt-Cab-O-Sil at 300℃; Product distribution; Mechanism; var. of catalyst, temp.;
2-ethoxy-ethanol
110-80-5

2-ethoxy-ethanol

1-butyl-1-nitrosourea
869-01-2

1-butyl-1-nitrosourea

A

2-Butoxyethanol
111-76-2

2-Butoxyethanol

B

monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

C

1-(2-Ethoxyethoxy)butan
4413-13-2

1-(2-Ethoxyethoxy)butan

D

ethylene glycol sec-butyl ethyl ether
77078-19-4

ethylene glycol sec-butyl ethyl ether

Conditions
ConditionsYield
With sodium hydrogencarbonate for 24h; Ambient temperature; Further byproducts given;A 2.9 % Chromat.
B 0.9 % Chromat.
C 81.9 % Chromat.
D 12.6 % Chromat.
(E/Z)-1,2-dibromo-1,2-difluoroethylene
359-21-7

(E/Z)-1,2-dibromo-1,2-difluoroethylene

sodium 2-ethoxyethoxide
16993-83-2

sodium 2-ethoxyethoxide

A

3,6,9-trioxaundecane
112-36-7

3,6,9-trioxaundecane

B

monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

C

(E)-1,2-Dibromo-1-(2-ethoxy-ethoxy)-2-fluoro-ethene

(E)-1,2-Dibromo-1-(2-ethoxy-ethoxy)-2-fluoro-ethene

D

2-ethoxyethyl bromofluoroacetate

2-ethoxyethyl bromofluoroacetate

E

(E)-1-Bromo-2-(2-ethoxy-ethoxy)-1,2-difluoro-ethene

(E)-1-Bromo-2-(2-ethoxy-ethoxy)-1,2-difluoro-ethene

F

(Z)-1-Bromo-2-(2-ethoxy-ethoxy)-1,2-difluoro-ethene

(Z)-1-Bromo-2-(2-ethoxy-ethoxy)-1,2-difluoro-ethene

Conditions
ConditionsYield
In 2-ethoxy-ethanol at 30 - 40℃; Product distribution;
O,O'-diethyl dithiooxalate
54129-84-9

O,O'-diethyl dithiooxalate

monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

Conditions
ConditionsYield
With nickel In diethyl ether 1.) -15 deg C, 2.) -10 deg C, 2 min;23 % Chromat.
tetrahydrofuran
109-99-9

tetrahydrofuran

ethyl chloromethyl ether
3188-13-4

ethyl chloromethyl ether

magnesium

magnesium

monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

tetrahydrofuran
109-99-9

tetrahydrofuran

ethyl chloromethyl ether
3188-13-4

ethyl chloromethyl ether

sodium

sodium

monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

chloroethane
75-00-3

chloroethane

sodium compound of ethylene glycol-monoethyl ether

sodium compound of ethylene glycol-monoethyl ether

monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

1,1-bis-(2-ethoxy-ethoxy)-ethane
39114-77-7

1,1-bis-(2-ethoxy-ethoxy)-ethane

monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: platinized asbestos / 260 °C
2: nickel / Hydrogenation.von gasfoermigem oder in Alkoholen geloestem
View Scheme
3,6,9-trioxaundecane
112-36-7

3,6,9-trioxaundecane

A

1,4-dioxane
123-91-1

1,4-dioxane

B

diethyl ether
60-29-7

diethyl ether

C

monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

Conditions
ConditionsYield
With Cp*Si(1+)* B(C6F5)4(1-) In dichloromethane-d2 at -30℃; for 144h; Inert atmosphere;
2-ethoxy-ethanol
110-80-5

2-ethoxy-ethanol

ethanol
64-17-5

ethanol

monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

Conditions
ConditionsYield
With MCM-22 zeolite at 50℃; under 750.075 Torr; Reagent/catalyst; Pressure; Temperature;
2-ethoxy-ethanol
110-80-5

2-ethoxy-ethanol

diethyl ether
60-29-7

diethyl ether

monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

Conditions
ConditionsYield
With MCM-22 In 1,4-dioxane at 90℃; under 6750.68 Torr; Reagent/catalyst; Temperature; Pressure; Inert atmosphere;
With hydrogen-type Beta molecular sieve at 220℃; under 22502.3 Torr; Temperature; Pressure; Reagent/catalyst; Autoclave;
ethanol
64-17-5

ethanol

ethylene glycol
107-21-1

ethylene glycol

A

1,4-dioxane
123-91-1

1,4-dioxane

B

2-ethoxy-ethanol
110-80-5

2-ethoxy-ethanol

C

monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

Conditions
ConditionsYield
With HY zeolite In water at 209.84℃; under 2250.23 Torr; for 4h; Catalytic behavior; Time; Flow reactor; Inert atmosphere; Green chemistry;
2-ethoxy-ethanol
110-80-5

2-ethoxy-ethanol

diethyl ether
60-29-7

diethyl ether

A

1,4-dioxane
123-91-1

1,4-dioxane

B

monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

Conditions
ConditionsYield
With sulfonated styrene-divinylbenzene copolymer acidic cation exchange resin (D005) at 140℃; under 45004.5 Torr; Reagent/catalyst; Autoclave;
tantalum pentafluoride

tantalum pentafluoride

monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

[TaF4(κ2-1,2-diethoxyethane)2][Ta2F11]
1203465-01-3

[TaF4(κ2-1,2-diethoxyethane)2][Ta2F11]

Conditions
ConditionsYield
In dichloromethane a suspn. of TaF5 treated with ligand, stirred at room temp.; filtered, evapd. (vac.), crystd. from CH2Cl2/heptane at room temp.; elem. anal.;78%
benzoxazole
273-53-0

benzoxazole

monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

2-(1-(2-ethoxyethoxy)ethyl)benzo[d]oxazole

2-(1-(2-ethoxyethoxy)ethyl)benzo[d]oxazole

Conditions
ConditionsYield
With tert.-butylhydroperoxide; cobalt(II) carbonate In decane at 120℃; for 14h; Sealed tube; regioselective reaction;78%
With tert.-butylhydroperoxide In decane at 100℃; for 24h; Inert atmosphere;61%
monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

niobium pentachloride
10026-12-7

niobium pentachloride

NbCl4O(CH2CH3)CH2CH2O
1107601-61-5

NbCl4O(CH2CH3)CH2CH2O

Conditions
ConditionsYield
In dichloromethane (under Ar, Schlenk); suspn. of NbCl5 in CH2Cl2 treated with 1,2-diethoxyethane, stirred at room temp. for 30 min; filtered, layered with pentane, 12 h at -20°C; elem. anal.;77%
niobium pentafluoride

niobium pentafluoride

monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

[NbF4(κ2-1,2-diethoxyethane)2][NbF6]
1203464-93-0

[NbF4(κ2-1,2-diethoxyethane)2][NbF6]

Conditions
ConditionsYield
In dichloromethane a suspn. of NbF5 treated with ligand, stirred at room temp.; evapd. (vac.), crystd. from CH2Cl2/pentane at room temp.; elem. anal.;77%
monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

niobium pentabromide
13478-45-0

niobium pentabromide

NbBr4[OCH2CH2OEt]
1310341-75-3

NbBr4[OCH2CH2OEt]

Conditions
ConditionsYield
In dichloromethane byproducts: CH3CH2Br; (Ar); addn. of dme to a suspn. of Nb compd. in CH2Cl2, stirring for 1 h at room temp.; pptn. by addn. of pentane; elem. anal.;77%
In chloroform-d1 byproducts: CH3CH2Br; (Ar); react. dme and Nb compd. in CDCl3; detected by NMR;
i-Amyl alcohol
123-51-3

i-Amyl alcohol

monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

6-n-decyloxynaphthalene-2-carboxylic acid
122527-97-3

6-n-decyloxynaphthalene-2-carboxylic acid

1,2,3,4-tetrahydro-6-n-decyloxynaphthalene-2-carboxylic acid
137270-01-0

1,2,3,4-tetrahydro-6-n-decyloxynaphthalene-2-carboxylic acid

Conditions
ConditionsYield
With hydrogenchloride In ethanol; water75%
In ethanol; water
In ethanol; water
monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

(Z)-1,2-bis(phenylsulfonyl)ethene
963-15-5

(Z)-1,2-bis(phenylsulfonyl)ethene

A

C14H20O4S

C14H20O4S

B

C14H20O4S

C14H20O4S

Conditions
ConditionsYield
With Benzoylformic acid at 20℃; Sealed tube; Irradiation; diastereoselective reaction;A 75%
B 21%
5,10,15,20-tetra(2,4,6-trimethylphenyl)porphyrinate rhodium(II)
121393-39-3

5,10,15,20-tetra(2,4,6-trimethylphenyl)porphyrinate rhodium(II)

monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

(5,10,15,20-tetra(2,4,6-trimethylphenyl)porphyrinate)rhodium(III) methyl

(5,10,15,20-tetra(2,4,6-trimethylphenyl)porphyrinate)rhodium(III) methyl

Conditions
ConditionsYield
With PPh3; KOH; Ph4PBr In further solvent(s) under N2; in the dark; Rh compd. reacted with (MeCH2OCH2)2 in presence of PPh3 (1 equiv.), KOH (10 equiv.), H2O (50 equiv.) and Ph4PBr (0.1 equiv.) at 25°C for 10 min;74%
monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

tri-n-butyl(vinyl)tin
7486-35-3

tri-n-butyl(vinyl)tin

7-bromo-2-(3-fluoro-4-hydroxyphenyl)-1,3-benzoxazol-5-ol
544704-73-6

7-bromo-2-(3-fluoro-4-hydroxyphenyl)-1,3-benzoxazol-5-ol

prinaberel
524684-52-4

prinaberel

Conditions
ConditionsYield
trans-dichlorobis(tri-o-tolyl-phosphine)palladium(II)72%
monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

molybdenum(V) chloride
10241-05-1

molybdenum(V) chloride

MoCl4[κ2-ROCH2CH2OEt]

MoCl4[κ2-ROCH2CH2OEt]

Conditions
ConditionsYield
In dichloromethane at 20℃; Inert atmosphere;72%
niobium(V) iodide
13779-92-5

niobium(V) iodide

monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

[NbI4(κ1-OCH2CH2OEt))2
1310341-78-6

[NbI4(κ1-OCH2CH2OEt))2

Conditions
ConditionsYield
In dichloromethane byproducts: CH3CH2I; (Ar); addn. of dme to a suspn. of Nb compd. in CH2Cl2, stirring for 120 h at room temp.; pptn. by addn. of pentane; elem. anal.;61%
In chloroform-d1 byproducts: CH3CH2I; (Ar); react. dme and Nb compd. in CDCl3; detected by NMR;
monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

(5-fluoro-2-isocyanophenyl)(methyl)sulfane

(5-fluoro-2-isocyanophenyl)(methyl)sulfane

2-(1-(2-ethoxyethoxy)ethyl)-6-fluorobenzo[d]thiazole

2-(1-(2-ethoxyethoxy)ethyl)-6-fluorobenzo[d]thiazole

Conditions
ConditionsYield
With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile at 20℃; for 24h; Inert atmosphere; Irradiation; Green chemistry;60%
monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

tetramethyl titanium
2371-70-2

tetramethyl titanium

(CH3)4Ti(C2H5OC2H4OC2H5)

(CH3)4Ti(C2H5OC2H4OC2H5)

Conditions
ConditionsYield
In diethyl ether addn. of precooled 1,2-diethoxyethane to a soln. of Me4Ti in Et2O at -30°C; evapn. of solvent in vac. at -30°C;; dissolving residue in cold pentane, filtering; cooling to -78°C; crystn. after several days; decanting, drying at -30°C in vac.;;59.4%
monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

(η6-indenyl-1,3-(SiMe3)2)(η5-indenyl-1,3-(SiMe3)2)Zr
573982-92-0, 831174-19-7

(η6-indenyl-1,3-(SiMe3)2)(η5-indenyl-1,3-(SiMe3)2)Zr

(η6-indenyl-1,3-(SiMe3)2)(η5-indenyl-1,3-(SiMe3)2)Zr(1,2-diethoxyethane)
863313-34-2

(η6-indenyl-1,3-(SiMe3)2)(η5-indenyl-1,3-(SiMe3)2)Zr(1,2-diethoxyethane)

Conditions
ConditionsYield
In pentane ligand added to Zr complex in pentane at 23°C; NMR;58%
monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

(2-isocyanophenyl)(methyl)sulfane
175694-99-2

(2-isocyanophenyl)(methyl)sulfane

2-(1-(2-ethoxyethoxy)ethyl)benzo[d]thiazole

2-(1-(2-ethoxyethoxy)ethyl)benzo[d]thiazole

Conditions
ConditionsYield
With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile at 20℃; for 24h; Inert atmosphere; Irradiation; Green chemistry;54%
monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

4-methoxybenzoic acid
100-09-4

4-methoxybenzoic acid

A

ethoxymethyl 4-methoxybenzoate
1380825-76-2

ethoxymethyl 4-methoxybenzoate

B

1,2-diethoxyethyl 4-methoxybenzoate
1380825-77-3

1,2-diethoxyethyl 4-methoxybenzoate

Conditions
ConditionsYield
With copper(I) oxide; oxygen; potassium carbonate at 110℃; under 760.051 Torr; for 18h;A 43%
B 50%
monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

(2-isocyano-5-methylphenyl)(methyl)sulfane

(2-isocyano-5-methylphenyl)(methyl)sulfane

2-(1-(2-ethoxyethoxy)ethyl)-6-methylbenzo[d]thiazole

2-(1-(2-ethoxyethoxy)ethyl)-6-methylbenzo[d]thiazole

Conditions
ConditionsYield
With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile at 20℃; for 24h; Inert atmosphere; Irradiation; Green chemistry;50%
monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

(5-chloro-2-isocyanophenyl)(methyl)sulfane

(5-chloro-2-isocyanophenyl)(methyl)sulfane

6-chloro-2-(1-(2-ethoxyethoxy)ethyl)benzo[d]thiazole

6-chloro-2-(1-(2-ethoxyethoxy)ethyl)benzo[d]thiazole

Conditions
ConditionsYield
With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile at 20℃; for 24h; Inert atmosphere; Irradiation; Green chemistry;48%
benzoimidazole
51-17-2

benzoimidazole

monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

A

1-(1-(2-ethoxyethoxy)ethyl)-1H-benzo[d]imidazole
1224507-26-9

1-(1-(2-ethoxyethoxy)ethyl)-1H-benzo[d]imidazole

B

1-(1,2-diethoxyethyl)-1H-benzo[d]imidazole
1224507-27-0

1-(1,2-diethoxyethyl)-1H-benzo[d]imidazole

Conditions
ConditionsYield
With tert.-butylhydroperoxide; iron(III) chloride hexahydrate In decane; ethyl acetate at 80℃; for 3h; Inert atmosphere; Molecular sieve;A 46%
B 40%
monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

tungsten(VI) chloride
13283-01-7

tungsten(VI) chloride

A

[WCl5(κ1-OCH2CH2OEt)]

[WCl5(κ1-OCH2CH2OEt)]

B

[WCl4(κ2-EtOCH2CH2OEt)]

[WCl4(κ2-EtOCH2CH2OEt)]

Conditions
ConditionsYield
In dichloromethane at 24.84℃; for 24h;A 45%
B 9%
1,3-Benzothiazole
95-16-9

1,3-Benzothiazole

monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

A

2-(1-(2-ethoxyethoxy)ethyl)benzo[d]thiazole

2-(1-(2-ethoxyethoxy)ethyl)benzo[d]thiazole

B

C13H17NO2S

C13H17NO2S

Conditions
ConditionsYield
With tert.-butylhydroperoxide In decane at 100℃; for 24h; Inert atmosphere;A 45%
B 21%
monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

2-methyl-N-(2-(pyridin-2-yl)propan-2-yl)benzamide
1620193-47-6

2-methyl-N-(2-(pyridin-2-yl)propan-2-yl)benzamide

A

2-(1-(2-ethoxyethoxy)ethyl)-6-methyl-N-(2-(pyridin-2-yl)propan-2-yl)benzamide

2-(1-(2-ethoxyethoxy)ethyl)-6-methyl-N-(2-(pyridin-2-yl)propan-2-yl)benzamide

B

2-(1,2-diethoxyethyl)-6-methyl-N-(2-(pyridin-2-yl)propan-2-yl)benzamide

2-(1,2-diethoxyethyl)-6-methyl-N-(2-(pyridin-2-yl)propan-2-yl)benzamide

Conditions
ConditionsYield
With di-tert-butyl peroxide; bis(acetylacetonato)cobalt(II) at 140℃; for 12h; Schlenk technique; Inert atmosphere;A 36%
B 42%
perfluoropropylene
116-15-4

perfluoropropylene

monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

1,1,1,2,3,3,10,10,11,12,12,12-dodecafluoro-4,9-dimethyl-6-(1,1,2,3,3,3-hexafluoropropyl)-5,8-dioxadodecane
166166-63-8

1,1,1,2,3,3,10,10,11,12,12,12-dodecafluoro-4,9-dimethyl-6-(1,1,2,3,3,3-hexafluoropropyl)-5,8-dioxadodecane

Conditions
ConditionsYield
In acetone for 72h; Addition; UV-irradiation;41%
α-picoline
109-06-8

α-picoline

monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

A

2-(1-(2-ethoxyethoxy)ethyl)-6-methylpyridine

2-(1-(2-ethoxyethoxy)ethyl)-6-methylpyridine

B

2-(1,2-diethoxyethyl)-6-methylpyridine

2-(1,2-diethoxyethyl)-6-methylpyridine

Conditions
ConditionsYield
With di-tert-butyl peroxide; yttrium(III) trifluoromethanesulfonate at 120℃; for 24h; Sealed tube;A 33%
B 14%
triiron dodecarbonyl
17685-52-8

triiron dodecarbonyl

(μ-dithio)bis(tricarbonyliron)
14243-23-3

(μ-dithio)bis(tricarbonyliron)

monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

triethylamine
121-44-8

triethylamine

phenylmercury(II) chloride
100-56-1

phenylmercury(II) chloride

[(μ-SHg(phenyl))[Fe2(CO)6]2(μ4-S)]2[μ-SCH2(CH2OCH2)2CH2S-μ]

[(μ-SHg(phenyl))[Fe2(CO)6]2(μ4-S)]2[μ-SCH2(CH2OCH2)2CH2S-μ]

Conditions
ConditionsYield
In tetrahydrofuran N2; stirring Fe3(CO)12, CH3(CH2OCH2)2CH3, triethylamine in THF at room temp. for 45 min, adding (S2)Fe2(CO)6 to the resulting soln., stirring for 2 h at room temp., addn. of ClHgC6H5, stirring for 24 h; solvent removal under reduced pressure, chromy. (TLC, CH2Cl2/petroleum ether 2:1 vol.); elem. anal.;30%
triiron dodecarbonyl
17685-52-8

triiron dodecarbonyl

(μ-dithio)bis(tricarbonyliron)
14243-23-3

(μ-dithio)bis(tricarbonyliron)

monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

1,2-bis-(2-bromo-ethoxy)-ethane
31255-10-4

1,2-bis-(2-bromo-ethoxy)-ethane

triethylamine
121-44-8

triethylamine

[[Fe2(CO)6]2(μ4-S)]2[μ-SCH2(CH2OCH2)2CH2S-μ]2
681801-92-3

[[Fe2(CO)6]2(μ4-S)]2[μ-SCH2(CH2OCH2)2CH2S-μ]2

Conditions
ConditionsYield
In tetrahydrofuran N2; stirring Fe3(CO)12, CH3(CH2OCH2)2CH3, triethylamine in THF at room temp. for 45 min, adding (S2)Fe2(CO)6 to the resulting soln., stirring for 2 h at room temp., addn. of BrCH2(CH2OCH2)2CH2Br, stirring for 24 h; solvent removal under reduced pressure, chromy. (TLC, CH2Cl2/petroleum ether 2:1 vol.); elem. anal.;23%
triiron dodecarbonyl
17685-52-8

triiron dodecarbonyl

(μ-dithio)bis(tricarbonyliron)
14243-23-3

(μ-dithio)bis(tricarbonyliron)

monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

chloroacetic acid ethyl ester
105-39-5

chloroacetic acid ethyl ester

triethylamine
121-44-8

triethylamine

[(μ-SCH2COO(ethyl)[Fe2(CO)6]2(μ4-S)]2[μ-SCH2(CH2OCH2)2CH2S-μ]
681801-81-0

[(μ-SCH2COO(ethyl)[Fe2(CO)6]2(μ4-S)]2[μ-SCH2(CH2OCH2)2CH2S-μ]

Conditions
ConditionsYield
In tetrahydrofuran N2; stirring Fe3(CO)12, CH3(CH2OCH2)2CH3, triethylamine in THF at room temp. for 45 min, adding (S2)Fe2(CO)6 to the resulting soln., stirring for 2 h at room temp., addn. of ClCH2C(O)OC2H5, stirring for 24 h; solvent removal under reduced pressure, chromy. (TLC, CH2Cl2/petroleum ether 2:1 vol.); elem. anal.;20%
triiron dodecarbonyl
17685-52-8

triiron dodecarbonyl

(μ-dithio)bis(tricarbonyliron)
14243-23-3

(μ-dithio)bis(tricarbonyliron)

monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

1-bromo-2-{2-[2-(2-bromoethoxy)ethoxy]-ethoxy}ethane
31255-26-2

1-bromo-2-{2-[2-(2-bromoethoxy)ethoxy]-ethoxy}ethane

triethylamine
121-44-8

triethylamine

[[Fe2(CO)6]2(μ4-S)]2[μ-SCH2(CH2OCH2)2CH2S-μ][μ-SCH2(CH2OCH2)3CH2S-μ]
681801-97-8

[[Fe2(CO)6]2(μ4-S)]2[μ-SCH2(CH2OCH2)2CH2S-μ][μ-SCH2(CH2OCH2)3CH2S-μ]

Conditions
ConditionsYield
In tetrahydrofuran N2; stirring Fe3(CO)12, CH3(CH2OCH2)2CH3, triethylamine in THF at room temp. for 45 min, adding (S2)Fe2(CO)6 to the resulting soln., stirring for 2 h at room temp., addn. of BrCH2(CH2OCH2)3CH2Br, stirring for 24 h; solvent removal under reduced pressure, chromy. (TLC, CH2Cl2/petroleum ether 2:1 vol.); elem. anal.;19%
(5,10,15,20-tetra(2,4,6-trimethylphenyl)porphyrinato)rhodium(III) iodide
85990-32-5

(5,10,15,20-tetra(2,4,6-trimethylphenyl)porphyrinato)rhodium(III) iodide

monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

(5,10,15,20-tetra(2,4,6-trimethylphenyl)porphyrinate)rhodium(III) methyl

(5,10,15,20-tetra(2,4,6-trimethylphenyl)porphyrinate)rhodium(III) methyl

Conditions
ConditionsYield
With KOH In further solvent(s) reaction of rhodium compd. with diisopentyl ether in presence of 10 equiv. of KOH at 100°C for 1 d under N2;19%

1,2-Diethoxyethane Chemical Properties


IUPAC Name: 1,2-Diethoxyethane
CAS NO:629-14-1
Molecular Formula:C6H14O2
Molecular Weight:118.174160 g/mol
EINECS: 211-076-1
Index of Refraction: 1.391
Surface Tension: 23.8 dyne/cm
Density: 0.842 g/cm3
Flash Point: 20.6 °C
Enthalpy of Vaporization: 36.28 kJ/mol
Boiling Point: 119.4 °C at 760 mmHg
Vapour Pressure: 19.1 mmHg at 25 °C
Melting Point: -74 °C
Storage temp: Flammables area
Water Solubility: Slightly soluble
Appearance: a clear colorless liquid with a faint ether-like odor.
Synonyms of Ethylene glycol diethyl ether (CAS NO.629-14-1): 1,2-Ethanediol, diethyl ether ; 2-Ethoxyethyl ethyl ether ; Diethyl cellosolve ; Ethane, 1,2-diethoxy-

1,2-Diethoxyethane Uses

 Ethylene glycol diethyl ether (CAS NO.629-14-1) is used as solvents of nitrocellulose, rubber, resin,etc, as well as the reaction medium in organic synthesis.

1,2-Diethoxyethane Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 oral 2440mg/kg (2440mg/kg) BEHAVIORAL: GENERAL ANESTHETIC

GASTROINTESTINAL: OTHER CHANGES

KIDNEY, URETER, AND BLADDER: OTHER CHANGES
Journal of Industrial Hygiene and Toxicology. Vol. 23, Pg. 259, 1941.
rat LCLo inhalation 8000ppm/4H (8000ppm)   Journal of Industrial Hygiene and Toxicology. Vol. 31, Pg. 343, 1949.
rat LD50 oral 4390mg/kg (4390mg/kg) BEHAVIORAL: GENERAL ANESTHETIC

GASTROINTESTINAL: OTHER CHANGES

KIDNEY, URETER, AND BLADDER: OTHER CHANGES
Journal of Industrial Hygiene and Toxicology. Vol. 23, Pg. 259, 1941.

1,2-Diethoxyethane Consensus Reports

Reported in EPA TSCA Inventory. Glycol ether compounds are on the Community Right-To-Know List.

1,2-Diethoxyethane Safety Profile

Hazard Codes :IrritantXi
Risk Statements: 10-37/38-41
R10:Flammable. 
R37/38:Irritating to respiratory system and skin. 
R41:Risk of serious damage to the eyes.
Safety Statements: 16-26-36
S16:Keep away from sources of ignition. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing.
RIDADR: UN 1153 3/PG 2
WGK Germany: 2
RTECS :KI1225000
HazardClass: 3
PackingGroup: II
Moderately toxic by ingestion. Mildly toxic by inhalation. An experimental teratogen. Experimental reproductive effects. An eye irritant. An aprotic solvent. A very dangerous fire hazard when exposed to heat or flame; can react with oxidizing materials. To fight fire, use CO2, dry chemical.

1,2-Diethoxyethane Specification

 Ethylene glycol diethyl ether (CAS NO.629-14-1) can react with oxidizers. Ethylene glycol diethyl ether is incompatible with strong acids.It causes irritation of nose and throat. Contact with liquid irritates eyes but has little or no effect on skin. Ingestion causes irritation of mouth and stomach. Ethylene glycol diethyl ether (CAS NO.629-14-1) will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.

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