Conditions | Yield |
---|---|
With 1,2-dimethyl-1H-imidazole at 0 - 20℃; for 1h; Product distribution / selectivity; | 98.1% |
With 1-methyl-1H-imidazole at 0 - 20℃; for 1h; | 97.4% |
With 1-methyl-1H-imidazole In bis-2-propyl carbonate at 0 - 20℃; for 1h; | 97.6% |
Conditions | Yield |
---|---|
With dicobalt octacarbonyl at 180℃; for 1h; chemoselective reaction; | 98% |
With Novozyme 435 at 60℃; for 24h; Green chemistry; Enzymatic reaction; | 90.3% |
With lanthanum(III) chloride; calcium chloride; sodium hydroxide at 90℃; for 12h; Reagent/catalyst; Molecular sieve; Glovebox; | 51.47% |
3-Methyl-4-phenyl-4H-pyridine-1-carboxylic acid ethyl ester
A
3-methyl-4-phenyl-pyridine
B
ethyl methyl carbonate
Conditions | Yield |
---|---|
With sodium methylate In methanol at 18℃; anodic oxidation (graphite-rod electrodes), 6 F/mol passed through the solution; | A 90% B n/a |
Conditions | Yield |
---|---|
With Zeolitic imidazole framework (ZIF)-67 at 100℃; for 24h; Reagent/catalyst; Concentration; | 83.39% |
With Mg/Fe oxide calcined at 400°C at 100℃; for 1.5h; Catalytic behavior; Reagent/catalyst; Temperature; | 66% |
With Zn(2-methylimidazolate)2 at 100℃; for 3h; Reagent/catalyst; Temperature; Time; | 65.7% |
ethanol
carbonic acid dimethyl ester
A
ethyl methyl carbonate
B
Diethyl carbonate
Conditions | Yield |
---|---|
With sodium methylate In methanol at 69 - 120℃; for 6h; Reflux; | A n/a B 73% |
With silica-alumina at 78℃; under 760.051 Torr; for 2h; pH=11; Reagent/catalyst; Temperature; | A 63.9% B n/a |
With 15percentMgO-5percentMgCl-2percentLa2CO3 supported on Al2O3-SiO2 at 200℃; under 760.051 Torr; Reagent/catalyst; Temperature; | A 57.37% B n/a |
ethanol
methyl N-hydroxycarbamate
A
ethyl methyl carbonate
B
carbonic acid dimethyl ester
Conditions | Yield |
---|---|
With lead dioxide In dichloromethane at 40℃; for 0.166667h; | A 14.3% B 70% |
With lead dioxide at 40℃; for 0.166667h; Product distribution; reaction at -10 deg C; other alcohols, water; oxidation of alkyl N-hydroxycarbamates in the presence of alcohols; competitive alcoholysis; effect of the nature of alkyl group, alcohol reactivity, temperature on the product ratio; | A 14.3% B 70% |
methanol
ethyl N-hydroxylcarbamate
A
ethyl methyl carbonate
B
Diethyl carbonate
Conditions | Yield |
---|---|
With lead dioxide In dichloromethane at 40℃; for 0.166667h; | A 25.1% B 66.3% |
1-ethoxycarbonyl-4-phenyl-1,4-dihydropyridine
A
p-phenylpyridine
B
ethyl methyl carbonate
Conditions | Yield |
---|---|
With sodium methylate In methanol at 18℃; anodic oxidation (graphite-rod electrodes), 6 F/mol passed through the solution; | A 65% B n/a |
2-Methyl-4-phenyl-4H-pyridine-1-carboxylic acid ethyl ester
A
2-methyl-4-phenylpyridine
B
ethyl methyl carbonate
Conditions | Yield |
---|---|
With sodium methylate In methanol at 18℃; anodic oxidation (graphite-rod electrodes); | A 60% B n/a |
diethyl dibromomalonate
cyclohexene
A
ethyl methyl carbonate
B
7,7-dibromonorcarane
Conditions | Yield |
---|---|
With sodium methylate at 0℃; | A n/a B 60% |
With sodium methylate at 0℃; Mechanism; reactions under var. conditions; | A n/a B 60% |
Conditions | Yield |
---|---|
Stage #1: carbon dioxide With 1-butyl-3-methyl-1H-imidazol-3-iumhydrogencarbonate at 25℃; under 760.051 Torr; for 6h; Stage #2: ethanol; methyl iodide at 25℃; under 760.051 Torr; for 12h; | 57.6% |
ethyl acetate
carbonic acid dimethyl ester
A
acetic acid methyl ester
B
ethyl methyl carbonate
C
Diethyl carbonate
Conditions | Yield |
---|---|
lithium methanolate at 77℃; for 3h; Product distribution / selectivity; | A n/a B 50% C n/a |
lithium amide at 78℃; for 4h; Product distribution / selectivity; | A n/a B 50% C n/a |
lithium methanolate at 78℃; for 3h; Product distribution / selectivity; | A n/a B 50% C n/a |
lithium amide at 77℃; for 4h; Product distribution / selectivity; | A n/a B 47% C n/a |
acetic acid methyl ester
Diethyl carbonate
A
ethyl methyl carbonate
B
carbonic acid dimethyl ester
Conditions | Yield |
---|---|
lithium methanolate at 78℃; for 3h; Product distribution / selectivity; | A 50% B n/a |
methanol
ethyl N-acetoxy-N-methoxycarbamate
A
ethyl methyl carbonate
B
N-Ethoxycarbonyl-O-methylhydroxylamine
Conditions | Yield |
---|---|
at 20℃; for 98h; | A 44.4% B 7.3% C 33.9% |
Conditions | Yield |
---|---|
at 20℃; for 120h; | A 38.7% B 44% |
ethanol
carbonic acid dimethyl ester
A
methanol
B
ethyl methyl carbonate
C
Diethyl carbonate
Conditions | Yield |
---|---|
lithium methanolate at 78℃; for 4h; Product distribution / selectivity; | A n/a B 44% C n/a |
4-methyl-2-phenyl-2H-pyridine-1-carboxylic acid ethyl ester
A
ethyl methyl carbonate
B
4-methyl-2-phenylpyridine
Conditions | Yield |
---|---|
With sodium methylate In methanol at 18℃; anodic oxidation (graphite-rod electrodes); | A n/a B 38% |
trimethyl orthoformate
ethyl N-chloro-N-methoxycarbamate
A
ethyl methyl carbonate
B
N-Ethoxycarbonyl-O-methylhydroxylamine
Conditions | Yield |
---|---|
In methanol at -8 - 5℃; for 21h; | A 22% B 35% |
2-Butyl-4-methyl-2H-pyridine-1-carboxylic acid ethyl ester
A
2-n-butyl-4-methylpyridine
B
ethyl methyl carbonate
Conditions | Yield |
---|---|
With sodium methylate In methanol at 18℃; anodic oxidation (graphite-rod electrodes); | A 31% B n/a |
methanol
ethyl N-chloro-N-methoxycarbamate
A
ethyl methyl carbonate
B
N-Ethoxycarbonyl-O-methylhydroxylamine
C
N,N'-bis(ethoxycarbonyl)-N,N'-dimethoxyhydrazine
Conditions | Yield |
---|---|
With sodium acetate at 30 - 31℃; for 96h; | A 30% B 11% C 14% |
methanol
ethanol
carbon dioxide
A
ethyl methyl carbonate
B
carbonic acid dimethyl ester
C
Diethyl carbonate
Conditions | Yield |
---|---|
titanium tetramethoxide at -168 - 150℃; for 15h; Cooling with ethanol-dry ice; | A 23% B 2% C 3% |
methanol
(ethoxydichloromethyl)sulfenyl chloride
A
methylene chloride
B
ethyl methyl carbonate
methanol
trans-N.N'-Dinitroso-N.N'-dicarbethoxy-1.4-diamino-cyclohexan
ethyl methyl carbonate
Conditions | Yield |
---|---|
With sodium methylate In cyclohexanone |
ethanol
1-Methoxycarbonyl-3,5-dimethyl-pyridinium; chloride
A
ethyl methyl carbonate
B
3,5-dimethyl-pyridinium-chloride
Conditions | Yield |
---|---|
at 25℃; Thermodynamic data; ΔH(excit.), ΔS(excit.); |
Conditions | Yield |
---|---|
at 25℃; Mechanism; Thermodynamic data; other 1-methoxycarbonylpyridinium chlorides; ΔH(excit.), ΔS(excit.); |
diethyl dicarbonate
dimethyl dicarbonate
A
ethyl methyl carbonate
B
carbon dioxide
Conditions | Yield |
---|---|
In dichloromethane Ambient temperature; |
2,2-Dichloro-3,3-diethoxy-propionic acid ethyl ester
sodium methylate
A
dichloroacetaldehyde diethyl acetal
B
ethyl methyl carbonate
Conditions | Yield |
---|---|
In diethyl ether at 20℃; for 4h; |
Conditions | Yield |
---|---|
for 48h; Schlenk technique; Inert atmosphere; Glovebox; | 97% |
Conditions | Yield |
---|---|
With tributylmethylammonium bis(trifluoromethanesulfonyl)imide salt In triethylamine at 50 - 80℃; for 15h; Temperature; Autoclave; Large scale; | 91% |
ethyl methyl carbonate
1-(4-methoxyphenyl)ethanone
ethyl 4-methoxybenzoylacetate
Conditions | Yield |
---|---|
Stage #1: ethyl methyl carbonate With sodium hydride at 20℃; Inert atmosphere; Stage #2: 1-(4-methoxyphenyl)ethanone for 4h; Inert atmosphere; Reflux; | 86% |
ethyl methyl carbonate
para-methylacetophenone
ethyl (4-methylbenzoyl)acetate
Conditions | Yield |
---|---|
Stage #1: ethyl methyl carbonate With sodium hydride at 20℃; Inert atmosphere; Stage #2: para-methylacetophenone for 4h; Inert atmosphere; Reflux; | 83% |
ethyl methyl carbonate
para-bromoacetophenone
ethyl 4-Bromobenzoylacetate
Conditions | Yield |
---|---|
Stage #1: ethyl methyl carbonate With sodium hydride at 20℃; Inert atmosphere; Stage #2: para-bromoacetophenone for 4h; Inert atmosphere; Reflux; | 80% |
Molecule structure of Ethyl methyl carbonate (CAS NO.623-53-0):
IUPAC Name: Ethyl methyl carbonate
Molecular Weight: 104.10452 g/mol
Molecular Formula: C4H8O3
Density: 0.997 g/cm3
Melting Point: -14.5 °C
Boiling Point: 107.5 °C at 760 mmHg
Flash Point: 26.7 °C
Index of Refraction: 1.378
Molar Refractivity: 24.1 cm3
Molar Volume: 104.4 cm3
Surface Tension: 25.9 dyne/cm
Enthalpy of Vaporization: 34.63 kJ/mol
Vapour Pressure: 27 mmHg at 25 °C
XLogP3-AA: 0.9
H-Bond Acceptor: 3
Rotatable Bond Count: 3
Exact Mass: 104.047344
MonoIsotopic Mass: 104.047344
Topological Polar Surface Area: 35.5
Heavy Atom Count: 7
Canonical SMILES: CCOC(=O)OC
InChI: InChI=1S/C4H8O3/c1-3-7-4(5)6-2/h3H2,1-2H3
InChIKey: JBTWLSYIZRCDFO-UHFFFAOYSA-N
Product Categories: CARBONATES
Ethyl methyl carbonate (CAS NO.623-53-0) is used in organic synthesis.
Risk Statements: 10
R10:Flammable.
Safety Statements: 16
S16:Keep away from sources of ignition.
RIDADR: 3272
Ethyl methyl carbonate (CAS NO.623-53-0) is also named as carbonic acid, ethyl methyl ester ; Ethyl-methylcarbonat ; Carbonic acid, ethyl-, methyl ester ; Ethoxyacetic acid, methyl ester . Ethyl methyl carbonate (CAS NO.623-53-0) is colorless liquid. It is insoluble in water, soluble in ether, alcohol.
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