4-hydroxybenzyl 2-(2-methoxyethoxy)ethyl ether
2-(2-methoxyethoxy)ethyl alcohol
Conditions | Yield |
---|---|
With iron(III) chloride Product distribution / selectivity; | 97% |
triethylene glucol monomethyl ether
A
2-(2-methoxyethoxy)ethyl alcohol
B
diethylene glycol dimethyl ether
Conditions | Yield |
---|---|
nickel; rhodium; palladium at 220℃; Product distribution / selectivity; | A 10% B 68% |
5%-palladium/activated carbon; nickel at 220℃; Product distribution / selectivity; | A 5% B 67% |
rhenium; nickel; palladium at 220℃; Product distribution / selectivity; | A 16% B 63% |
ethyl 2-(1-(1-imidazolylcarbonyloxy)-2-methylpropyl)-5-(4,5-dimethoxy-2-nitrobenzoyl)-2H-1,2,3-triazole-4-carboxylate
A
ethyl 2-(1-(2-(2-methoxyethoxy) ethoxycarbonyloxy)-2-methylpropyl)-5-(4,5-dimethoxy-2-nitrobenzoyl)-2H-1,2,3-triazole-4-carboxylate
B
2-(2-methoxyethoxy)ethyl alcohol
Conditions | Yield |
---|---|
A 52% B n/a |
Conditions | Yield |
---|---|
unter Druck; | |
With potassium hydroxide unter Druck; | |
unter Druck; | |
With potassium hydroxide unter Druck; |
2-(2-methoxyethoxy)ethyl alcohol
Conditions | Yield |
---|---|
With sulfuric acid at 32.5℃; Equilibrium constant; |
α-naphthol
OO-tert-butyl methoxyethoxyethyl monoperoxycarbonate
A
2-(2-methoxyethoxy)ethyl alcohol
D
tert-butyl alcohol
Conditions | Yield |
---|---|
In various solvent(s) at 120℃; for 6h; Further byproducts given; |
toluene-4-sulfonic acid 2-(2-methoxyethoxy)ethyl ester
A
1,4-dioxane
B
methanol
C
2-(2-methoxyethoxy)ethyl alcohol
Conditions | Yield |
---|---|
With ethanol; thiourea at 85℃; Rate constant; Mechanism; other 1,1-d2 substituted tosylates; other reagents, var. temp.; |
Conditions | Yield |
---|---|
With hydrogenchloride In 1,4-dioxane; water at 30℃; Rate constant; Kinetics; Thermodynamic data; ΔH(excit.), ΔS(excit.), var. temp.; |
OO-tert-butyl methoxyethoxyethyl monoperoxycarbonate
A
2-(2-methoxyethoxy)ethyl alcohol
B
methane
C
dicumene
D
acetone
E
tert-butyl alcohol
Conditions | Yield |
---|---|
With Isopropylbenzene at 130℃; for 42h; Product distribution; Kinetics; Rate constant; other temperature; other solvent; other time; in the presence of styrene; E(excit.); | A 1.98 g B 0.07 g C 1.95 g D 0.24 g E 2.24 g |
bis(methoxyethoxyethyl) peroxydicarbonate
A
2-(2-methoxyethoxy)ethyl alcohol
B
diethylene glycol dimethyl ether
C
carbon dioxide
D
Glycolaldehyde
Conditions | Yield |
---|---|
In benzene at 60℃; Rate constant; Kinetics; Mechanism; var. temp., also with inhibiting addition of styrene or α-naphthol, Eact; other peroxydicarbonates; |
Conditions | Yield |
---|---|
With nickel at 170 - 210℃; Hydrogenation.unter Druck; |
1,1-bis-[2-(2-methoxy-ethoxy)-ethoxy]-ethane
A
2-(2-methoxyethoxy)ethyl alcohol
B
diethylene glycol ethyl methyl ether
Conditions | Yield |
---|---|
at 170 - 210℃; under 51485.6 Torr; Hydrogenation; |
Conditions | Yield |
---|---|
With sodium methylate |
α-naphthol
OO-tert-butyl methoxyethoxyethyl monoperoxycarbonate
A
2-(2-methoxyethoxy)ethyl alcohol
B
methane
D
acetone
F
tert-butyl alcohol
Conditions | Yield |
---|---|
In various solvent(s) at 120℃; for 6h; Rate constant; Product distribution; decomposition with variation of additives and solvents; |
3-<2-(2-Methoxyethoxy)ethoxy>propen
2-(2-methoxyethoxy)ethyl alcohol
Conditions | Yield |
---|---|
With samarium diiodide; water; isopropylamine In tetrahydrofuran at 20℃; for 0.0166667h; |
methanol
diethylene glycol
A
1,4-dioxane
B
2-(2-methoxyethoxy)ethyl alcohol
C
diethylene glycol dimethyl ether
Conditions | Yield |
---|---|
With NAFION 1100 EW Polymer (H+ form) at 198 - 200℃; under 41890.1 Torr; for 5h; |
diethylene glycol dimethyl ether
A
methanol
B
formaldehyd
C
1,2-dimethoxyethane
D
methoxyethene
E
1-methoxy-2-ethoxyethane
F
2-(2-methoxyethoxy)ethyl alcohol
G
methane
H
Dimethyl ether
I
ethyl methyl ether
J
2-methoxy-ethanol
K
2-methoxyethyl vinyl ether
Conditions | Yield |
---|---|
at 163℃; Irradiation; Inert atmosphere; |
Conditions | Yield |
---|---|
Stage #1: 2-methoxy-ethanol With sodium hydride In tetrahydrofuran; mineral oil for 1h; Inert atmosphere; Cooling with ice; Stage #2: 2-chloro-ethanol In tetrahydrofuran; mineral oil at 20℃; for 1h; Inert atmosphere; Cooling with ice; | 3.12 g |
Conditions | Yield |
---|---|
With hydrogenchloride at 60 - 80℃; |
Conditions | Yield |
---|---|
With water at 80℃; for 24h; Equilibrium constant; Sealed tube; |
2-(2-methoxyethoxy)ethyl alcohol
methanesulfonyl chloride
methanesulfonic acid 2-(2-methoxyethoxy)ethyl ester
Conditions | Yield |
---|---|
With triethylamine In diethyl ether for 0.5h; | 100% |
With triethylamine In diethyl ether | 97% |
With triethylamine In dichloromethane at 20℃; for 3h; Cooling with ice; | 94% |
2-(2-methoxyethoxy)ethyl alcohol
p-toluenesulfonyl chloride
toluene-4-sulfonic acid 2-(2-methoxyethoxy)ethyl ester
Conditions | Yield |
---|---|
With pyridine at 0 - 20℃; for 2h; | 100% |
Stage #1: 2-(2-methoxyethoxy)ethyl alcohol; p-toluenesulfonyl chloride With dmap In dichloromethane at 20℃; Stage #2: With triethylamine In dichloromethane at 20℃; | 100% |
With sodium hydroxide In tetrahydrofuran; water at 20℃; Cooling with ice; | 99% |
2-(2-methoxyethoxy)ethyl alcohol
3,3,7,7-tetramethyl-2,8-dioxa-5-aza-1λ3-phosphabicyclo(3,3,0)octane
Conditions | Yield |
---|---|
In acetonitrile Addition; | 100% |
2-(2-methoxyethoxy)ethyl alcohol
Conditions | Yield |
---|---|
With pyridine; phosphorus trichloride In diethyl ether at 20℃; for 16h; Cooling with ice; | 100% |
With phosphorus trichloride In benzene for 2h; Heating; | 80% |
2-(2-methoxyethoxy)ethyl alcohol
7-hydroxy-6-methoxy-3-pivaloyloxymethyl-3,4-dihydroquinazolin-4-one
6-methoxy-7-(2-(2-methoxyethoxy)ethoxy)-3-((pivaloyloxy)methyl)-3,4-dihydroquinazolin-4-one
Conditions | Yield |
---|---|
With triphenylphosphine; diethylazodicarboxylate In dichloromethane at 0 - 20℃; for 1.5h; | 100% |
Conditions | Yield |
---|---|
Stage #1: N-Ethylimidazole; dimethyl sulfate at 0 - 20℃; Stage #2: 2-(2-methoxyethoxy)ethyl alcohol at 160℃; for 5h; | 100% |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In toluene for 72h; Reflux; Dean-Stark; | 100% |
2-(2-methoxyethoxy)ethyl alcohol
L-N-Boc-Ala
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In toluene at 20℃; Inert atmosphere; | 100% |
2-(2-methoxyethoxy)ethyl alcohol
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide at 20℃; Inert atmosphere; | 100% |
2-(2-methoxyethoxy)ethyl alcohol
p-toluenesulfonyl chloride
2-methoxy-ethyl p-toluenesulfonyloxy ester
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 18h; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
With sodium hydroxide In water at 60℃; | 99.8% |
2-(2-methoxyethoxy)ethyl alcohol
p-toluenesulfonyl chloride
2-<2-<2-<2-(benzyloxy)ethoxy>ethoxy>ethoxy>ethyl 4-methylbenzenesulfonate
Conditions | Yield |
---|---|
With sodium hydroxide In tetrahydrofuran; water at 20℃; for 15h; Cooling with ice; | 99.6% |
phosgene
2-(2-methoxyethoxy)ethyl alcohol
2-(2-methoxyethoxy)ethyl carbonochloridate
Conditions | Yield |
---|---|
at 3 - 5℃; for 3h; | 99% |
In toluene at 20℃; for 4h; | |
In benzene | |
In toluene at 0 - 20℃; Inert atmosphere; |
3,5-bis(prop-2-yn-1-yloxy) benzoic acid
2-(2-methoxyethoxy)ethyl alcohol
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran for 24h; | 99% |
2-(4-methoxybenzyloxy)-4-methylquinoline
2-(2-methoxyethoxy)ethyl alcohol
methyl trifluoromethanesulfonate
B
1,4-dimethylquinolin-2(1H)-one
C
4,4'-dimethoxydibenzyl ether
Conditions | Yield |
---|---|
With magnesium oxide In various solvent(s) at 0 - 20℃; | A 98% B n/a C n/a |
2-(2-methoxyethoxy)ethyl alcohol
Conditions | Yield |
---|---|
In α,α,α-trifluorotoluene at 120℃; for 0.333333h; Microwave irradiation; | 98% |
With magnesium oxide In α,α,α-trifluorotoluene at 80℃; for 24h; | 93% |
With magnesium oxide In α,α,α-trifluorotoluene at 83℃; for 24h; | 93% |
With magnesium oxide at 83℃; for 24h; Inert atmosphere; | 93% |
Conditions | Yield |
---|---|
With trifluorormethanesulfonic acid In 1,4-dioxane at 20℃; for 2.66667h; Molecular sieve; Inert atmosphere; | 98% |
With trifluorormethanesulfonic acid In 1,4-dioxane at 20℃; for 5h; Inert atmosphere; | 95% |
Conditions | Yield |
---|---|
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 2h; | 98% |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane for 1h; Reflux; Inert atmosphere; | 98% |
2-(2-methoxyethoxy)ethyl alcohol
1-chloro-2-(2-methoxyethoxy)ethane
Conditions | Yield |
---|---|
With pyridine; thionyl chloride In dichloromethane for 14h; Inert atmosphere; Reflux; | 97% |
With thionyl chloride In N,N-dimethyl-formamide at 28 - 60℃; for 3h; | 95.2% |
With pyridine; thionyl chloride In chloroform for 3h; Heating; | 92% |
2-(2-methoxyethoxy)ethyl alcohol
isocyanate de phenoxysulfonyle
Conditions | Yield |
---|---|
at 20℃; for 0.5h; | 97% |
2-(2-methoxyethoxy)ethyl alcohol
(2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,9-heptadecafluorononyl)oxirane
12,12,13,13,14,14,15,15,16,16,17,17,18,18,19,19,19-heptadecafluoro-2,5,8-trioxanonadecan-10-ol
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate at 100℃; for 10h; Inert atmosphere; regioselective reaction; | 97% |
Adipic acid
2-(2-methoxyethoxy)ethyl alcohol
Diethylene glycol monobutyl ether
Conditions | Yield |
---|---|
toluene-4-sulfonic acid In toluene at 118 - 145℃; for 6.5h; Heating / reflux; | 96.9% |
2-(2-methoxyethoxy)ethyl alcohol
acrylonitrile
3-(2-(2-methoxyethoxy)ethoxy)propanenitrile
Conditions | Yield |
---|---|
With potassium hydroxide at 0℃; for 2h; Michael addition; Inert atmosphere; | 96% |
With sodium hydroxide In water at 25℃; for 6h; Michael Addition; | 96% |
2-(2-methoxyethoxy)ethyl alcohol
2-(2-methoxyethoxy)acetic acid
Conditions | Yield |
---|---|
With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hydrogencarbonate; sodium carbonate at 20℃; for 2.5h; Electrochemical reaction; | 96% |
Stage #1: 2-(2-methoxyethoxy)ethyl alcohol With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; sodium carbonate at 20℃; for 2h; aq. buffer; Electroliysis; Stage #2: With Amberlite IR 120 for 0.5h; aq. buffer; | 96% |
With chromium(VI) oxide | |
With Jones reagent In acetone at 20℃; | |
With oxygen In water at 80℃; under 6000.6 Torr; for 20h; pH=11; Autoclave; |
2-(2-methoxyethoxy)ethyl alcohol
Conditions | Yield |
---|---|
With magnesium oxide In 1,2-dimethoxyethane at 20℃; for 2h; Inert atmosphere; | 96% |
2-(2-methoxyethoxy)ethyl alcohol
2-phenylquinoline-4-carbonyl chloride
Conditions | Yield |
---|---|
Schlenk technique; | 96% |
Conditions | Yield |
---|---|
With sodium hydrogensulfate monohydrate In dichloromethane at 150℃; for 0.416667h; Microwave irradiation; High pressure; | 96% |
2-(2-methoxyethoxy)ethyl alcohol
1-(chlorodimethylsilyl)-2,3,4,5-tetramethylcyclopenta-2,4-diene
[2-(2-Methoxy-ethoxy)-ethoxy]-dimethyl-(2,3,4,5-tetramethyl-cyclopenta-2,4-dienyl)-silane
Conditions | Yield |
---|---|
With pyridine In diethyl ether Ambient temperature; | 95% |
The Diethylene glycol monomethyl ether is an organic compound with the formula C5H12O3. The IUPAC name of this chemical is 2-(2-methoxyethoxy)ethanol. With the CAS registry number 111-77-3, it is also named as Ethanol, 2- (2-methoxyethoxy)-. The product's categories are Ethylene Glycols & Monofunctional Ethylene Glycols; Monofunctional Ethylene Glycols. Besides, it should be stored in a cool and ventilated place. It can be used where a solvent with a higher boiling pointermediate is required.
Physical properties about Diethylene glycol monomethyl ether are: (1)ACD/LogD (pH 5.5): -1.16; (2)ACD/LogD (pH 7.4): -1.16; (3)ACD/BCF (pH 5.5): 1; (4)ACD/BCF (pH 7.4): 1; (5)ACD/KOC (pH 5.5): 5.6; (6)ACD/KOC (pH 7.4): 5.6; (7)#H bond acceptors: 3; (8)#H bond donors: 1; (9)#Freely Rotating Bonds: 6; (10)Polar Surface Area: 38.69 Å2; (11)Index of Refraction: 1.412; (12)Molar Refractivity: 30.23 cm3; (13)Molar Volume: 121.3 cm3; (14)Polarizability: 11.98×10-24cm3; (15)Surface Tension: 31.4 dyne/cm; (16)Density: 0.99 g/cm3; (17)Flash Point: 83.9 °C; (18)Enthalpy of Vaporization: 50.07 kJ/mol; (19)Boiling Point: 194.1 °C at 760 mmHg; (20)Vapour Pressure: 0.118 mmHg at 25°C.
Uses of Diethylene glycol monomethyl ether: it can be used to 2-[2-(2-methoxy-ethoxy)-ethoxy]-cyclohexanol by heating. It will need reagent DDQ with reaction time of 12 hours. The yield is about 62%.
When you are using this chemical, please be cautious about it as the following:
This chemical is possible risk of harm to the unborn child. When you are using it, wear suitable protective clothing and gloves.
You can still convert the following datas into molecular structure:
(1)Canonical SMILES: COCCOCCO
(2)InChI: InChI=1S/C5H12O3/c1-7-4-5-8-3-2-6/h6H,2-5H2,1H3
(3)InChIKey: SBASXUCJHJRPEV-UHFFFAOYSA-N
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
guinea pig | LD50 | oral | 4160mg/kg (4160mg/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 | 2611mg/kg (2611mg/kg) | AUTONOMIC NERVOUS SYSTEM: OTHER (DIRECT) PARASYMPATHOMIMETIC BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: CYANOSIS | Gigiena Naselennykh Mest. Hygiene in Populated Places. Vol. 29, Pg. 37, 1990. |
mouse | LD50 | oral | 8222mg/kg (8222mg/kg) | AUTONOMIC NERVOUS SYSTEM: OTHER (DIRECT) PARASYMPATHOMIMETIC BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: CYANOSIS | Gigiena Naselennykh Mest. Hygiene in Populated Places. Vol. 29, Pg. 37, 1990. |
rabbit | LD50 | oral | 7190mg/kg (7190mg/kg) | National Technical Information Service. Vol. OTS0516797, | |
rabbit | LD50 | skin | 2500uL/kg (2.5mL/kg) | LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES KIDNEY, URETER, AND BLADDER: OTHER CHANGES GASTROINTESTINAL: OTHER CHANGES | National Technical Information Service. Vol. OTS0516797, |
rat | LC | inhalation | > 2gm/m3/1H (2000mg/m3) | National Technical Information Service. Vol. OTS0516703, | |
rat | LD50 | intraperitoneal | 2722mg/kg (2722mg/kg) | AUTONOMIC NERVOUS SYSTEM: OTHER (DIRECT) PARASYMPATHOMIMETIC BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: CYANOSIS | Gigiena Naselennykh Mest. Hygiene in Populated Places. Vol. 29, Pg. 37, 1990. |
rat | LD50 | oral | 4mL/kg (4mL/kg) | National Technical Information Service. Vol. OTS0520737, |
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