Conditions | Yield |
---|---|
With sulfuric acid at 40 - 70℃; under 3000.3 Torr; for 3h; Autoclave; Inert atmosphere; | 74.6% |
Conditions | Yield |
---|---|
With sulfuric acid | |
With H-type ZSM-5(SiO2/Al2O3=280) at 180℃; for 3h; | |
With sulfuric acid |
1-ethoxy-2-vinyloxy-ethane
monoethylene glycol diethyl ether
Conditions | Yield |
---|---|
With nickel Hydrogenation.von gasfoermigem oder in Alkoholen geloestem; | |
With nickel Hydrogenation.von gasfoermigem oder in Alkoholen geloestem; |
2-chloroethyl ethyl ether
sodium ethanolate
monoethylene glycol diethyl ether
Conditions | Yield |
---|---|
With ethanol |
1-ethoxy-2-trityloxy-ethane
A
2-ethoxy-ethanol
B
monoethylene glycol diethyl ether
C
triphenylmethane
D
acetaldehyde
Conditions | Yield |
---|---|
at 325 - 330℃; |
Conditions | Yield |
---|---|
With copper | |
With tetrahydrofuran; magnesium | |
With tetrahydrofuran; sodium | |
With diethyl ether; sodium |
Conditions | Yield |
---|---|
With benzyl bromide In tetrahydrofuran at -30℃; |
2-methyl-1,3-dioxolane
A
ethanol
B
monoethylene glycol diethyl ether
C
acetaldehyde
D
ethyl acetate
Conditions | Yield |
---|---|
With hydrogen; Ni-Cab-O-Sil at 300℃; Yield given. Yields of byproduct given; |
2-methyl-1,3-dioxolane
A
2-ethoxy-ethanol
B
ethanol
C
ethane
D
monoethylene glycol diethyl ether
E
acetic acid
F
ethyl acetate
Conditions | Yield |
---|---|
With hydrogen; Pt-Cab-O-Sil at 300℃; Product distribution; Mechanism; var. of catalyst, temp.; |
2-ethoxy-ethanol
1-butyl-1-nitrosourea
A
2-Butoxyethanol
B
monoethylene glycol diethyl ether
C
1-(2-Ethoxyethoxy)butan
D
ethylene glycol sec-butyl ethyl ether
Conditions | Yield |
---|---|
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
sodium 2-ethoxyethoxide
A
3,6,9-trioxaundecane
B
monoethylene glycol diethyl ether
Conditions | Yield |
---|---|
In 2-ethoxy-ethanol at 30 - 40℃; Product distribution; |
O,O'-diethyl dithiooxalate
monoethylene glycol diethyl ether
Conditions | Yield |
---|---|
With nickel In diethyl ether 1.) -15 deg C, 2.) -10 deg C, 2 min; | 23 % Chromat. |
tetrahydrofuran
ethyl chloromethyl ether
monoethylene glycol diethyl ether
tetrahydrofuran
ethyl chloromethyl ether
monoethylene glycol diethyl ether
1,1-bis-(2-ethoxy-ethoxy)-ethane
monoethylene glycol diethyl ether
Conditions | Yield |
---|---|
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
A
1,4-dioxane
B
diethyl ether
C
monoethylene glycol diethyl ether
Conditions | Yield |
---|---|
With Cp*Si(1+)* B(C6F5)4(1-) In dichloromethane-d2 at -30℃; for 144h; Inert atmosphere; |
Conditions | Yield |
---|---|
With MCM-22 zeolite at 50℃; under 750.075 Torr; Reagent/catalyst; Pressure; Temperature; |
Conditions | Yield |
---|---|
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
ethylene glycol
A
1,4-dioxane
B
2-ethoxy-ethanol
C
monoethylene glycol diethyl ether
Conditions | Yield |
---|---|
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
diethyl ether
A
1,4-dioxane
B
monoethylene glycol diethyl ether
Conditions | Yield |
---|---|
With sulfonated styrene-divinylbenzene copolymer acidic cation exchange resin (D005) at 140℃; under 45004.5 Torr; Reagent/catalyst; Autoclave; |
monoethylene glycol diethyl ether
[TaF4(κ2-1,2-diethoxyethane)2][Ta2F11]
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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
niobium pentachloride
NbCl4O(CH2CH3)CH2CH2O
Conditions | Yield |
---|---|
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% |
monoethylene glycol diethyl ether
[NbF4(κ2-1,2-diethoxyethane)2][NbF6]
Conditions | Yield |
---|---|
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
niobium pentabromide
NbBr4[OCH2CH2OEt]
Conditions | Yield |
---|---|
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
monoethylene glycol diethyl ether
6-n-decyloxynaphthalene-2-carboxylic acid
1,2,3,4-tetrahydro-6-n-decyloxynaphthalene-2-carboxylic acid
Conditions | Yield |
---|---|
With hydrogenchloride In ethanol; water | 75% |
In ethanol; water | |
In ethanol; water |
Conditions | Yield |
---|---|
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)
monoethylene glycol diethyl ether
Conditions | Yield |
---|---|
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
tri-n-butyl(vinyl)tin
7-bromo-2-(3-fluoro-4-hydroxyphenyl)-1,3-benzoxazol-5-ol
prinaberel
Conditions | Yield |
---|---|
trans-dichlorobis(tri-o-tolyl-phosphine)palladium(II) | 72% |
Conditions | Yield |
---|---|
In dichloromethane at 20℃; Inert atmosphere; | 72% |
niobium(V) iodide
monoethylene glycol diethyl ether
[NbI4(κ1-OCH2CH2OEt))2
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile at 20℃; for 24h; Inert atmosphere; Irradiation; Green chemistry; | 60% |
Conditions | Yield |
---|---|
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
(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)
Conditions | Yield |
---|---|
In pentane ligand added to Zr complex in pentane at 23°C; NMR; | 58% |
monoethylene glycol diethyl ether
(2-isocyanophenyl)(methyl)sulfane
Conditions | Yield |
---|---|
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
4-methoxybenzoic acid
A
ethoxymethyl 4-methoxybenzoate
B
1,2-diethoxyethyl 4-methoxybenzoate
Conditions | Yield |
---|---|
With copper(I) oxide; oxygen; potassium carbonate at 110℃; under 760.051 Torr; for 18h; | A 43% B 50% |
monoethylene glycol diethyl ether
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile at 20℃; for 24h; Inert atmosphere; Irradiation; Green chemistry; | 48% |
benzoimidazole
monoethylene glycol diethyl ether
A
1-(1-(2-ethoxyethoxy)ethyl)-1H-benzo[d]imidazole
B
1-(1,2-diethoxyethyl)-1H-benzo[d]imidazole
Conditions | Yield |
---|---|
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
tungsten(VI) chloride
Conditions | Yield |
---|---|
In dichloromethane at 24.84℃; for 24h; | A 45% B 9% |
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide In decane at 100℃; for 24h; Inert atmosphere; | A 45% B 21% |
monoethylene glycol diethyl ether
2-methyl-N-(2-(pyridin-2-yl)propan-2-yl)benzamide
Conditions | Yield |
---|---|
With di-tert-butyl peroxide; bis(acetylacetonato)cobalt(II) at 140℃; for 12h; Schlenk technique; Inert atmosphere; | A 36% B 42% |
perfluoropropylene
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
Conditions | Yield |
---|---|
In acetone for 72h; Addition; UV-irradiation; | 41% |
Conditions | Yield |
---|---|
With di-tert-butyl peroxide; yttrium(III) trifluoromethanesulfonate at 120℃; for 24h; Sealed tube; | A 33% B 14% |
triiron dodecarbonyl
(μ-dithio)bis(tricarbonyliron)
monoethylene glycol diethyl ether
triethylamine
phenylmercury(II) chloride
Conditions | Yield |
---|---|
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
(μ-dithio)bis(tricarbonyliron)
monoethylene glycol diethyl ether
1,2-bis-(2-bromo-ethoxy)-ethane
triethylamine
[[Fe2(CO)6]2(μ4-S)]2[μ-SCH2(CH2OCH2)2CH2S-μ]2
Conditions | Yield |
---|---|
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
(μ-dithio)bis(tricarbonyliron)
monoethylene glycol diethyl ether
chloroacetic acid ethyl ester
triethylamine
[(μ-SCH2COO(ethyl)[Fe2(CO)6]2(μ4-S)]2[μ-SCH2(CH2OCH2)2CH2S-μ]
Conditions | Yield |
---|---|
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
(μ-dithio)bis(tricarbonyliron)
monoethylene glycol diethyl ether
1-bromo-2-{2-[2-(2-bromoethoxy)ethoxy]-ethoxy}ethane
triethylamine
[[Fe2(CO)6]2(μ4-S)]2[μ-SCH2(CH2OCH2)2CH2S-μ][μ-SCH2(CH2OCH2)3CH2S-μ]
Conditions | Yield |
---|---|
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
monoethylene glycol diethyl ether
Conditions | Yield |
---|---|
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% |
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-
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.
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. |
Reported in EPA TSCA Inventory. Glycol ether compounds are on the Community Right-To-Know List.
Hazard Codes :Xi
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.
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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