Product Name

Synthetic route

ethanol
64-17-5

ethanol

methyl chloroformate
79-22-1

methyl chloroformate

ethyl methyl carbonate
623-53-0

ethyl methyl carbonate

Conditions
ConditionsYield
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%
ethanol
64-17-5

ethanol

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

ethyl methyl carbonate
623-53-0

ethyl methyl carbonate

Conditions
ConditionsYield
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
132819-56-8

3-Methyl-4-phenyl-4H-pyridine-1-carboxylic acid ethyl ester

A

3-methyl-4-phenyl-pyridine
2052-92-8

3-methyl-4-phenyl-pyridine

B

ethyl methyl carbonate
623-53-0

ethyl methyl carbonate

Conditions
ConditionsYield
With sodium methylate In methanol at 18℃; anodic oxidation (graphite-rod electrodes), 6 F/mol passed through the solution;A 90%
B n/a
carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

Diethyl carbonate
105-58-8

Diethyl carbonate

ethyl methyl carbonate
623-53-0

ethyl methyl carbonate

Conditions
ConditionsYield
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
64-17-5

ethanol

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

A

ethyl methyl carbonate
623-53-0

ethyl methyl carbonate

B

Diethyl carbonate
105-58-8

Diethyl carbonate

Conditions
ConditionsYield
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
64-17-5

ethanol

methyl N-hydroxycarbamate
584-07-6

methyl N-hydroxycarbamate

A

ethyl methyl carbonate
623-53-0

ethyl methyl carbonate

B

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

Conditions
ConditionsYield
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
67-56-1

methanol

ethyl N-hydroxylcarbamate
589-41-3

ethyl N-hydroxylcarbamate

A

ethyl methyl carbonate
623-53-0

ethyl methyl carbonate

B

Diethyl carbonate
105-58-8

Diethyl carbonate

Conditions
ConditionsYield
With lead dioxide In dichloromethane at 40℃; for 0.166667h;A 25.1%
B 66.3%
1-ethoxycarbonyl-4-phenyl-1,4-dihydropyridine
82126-20-3

1-ethoxycarbonyl-4-phenyl-1,4-dihydropyridine

A

p-phenylpyridine
939-23-1

p-phenylpyridine

B

ethyl methyl carbonate
623-53-0

ethyl methyl carbonate

Conditions
ConditionsYield
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
132819-55-7

2-Methyl-4-phenyl-4H-pyridine-1-carboxylic acid ethyl ester

A

2-methyl-4-phenylpyridine
15032-21-0

2-methyl-4-phenylpyridine

B

ethyl methyl carbonate
623-53-0

ethyl methyl carbonate

Conditions
ConditionsYield
With sodium methylate In methanol at 18℃; anodic oxidation (graphite-rod electrodes);A 60%
B n/a
diethyl dibromomalonate
631-22-1

diethyl dibromomalonate

cyclohexene
110-83-8

cyclohexene

A

ethyl methyl carbonate
623-53-0

ethyl methyl carbonate

B

7,7-dibromonorcarane
2415-79-4

7,7-dibromonorcarane

Conditions
ConditionsYield
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%
ethanol
64-17-5

ethanol

carbon dioxide
124-38-9

carbon dioxide

methyl iodide
74-88-4

methyl iodide

ethyl methyl carbonate
623-53-0

ethyl methyl carbonate

Conditions
ConditionsYield
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
141-78-6

ethyl acetate

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

A

acetic acid methyl ester
79-20-9

acetic acid methyl ester

B

ethyl methyl carbonate
623-53-0

ethyl methyl carbonate

C

Diethyl carbonate
105-58-8

Diethyl carbonate

Conditions
ConditionsYield
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
79-20-9

acetic acid methyl ester

Diethyl carbonate
105-58-8

Diethyl carbonate

A

ethyl methyl carbonate
623-53-0

ethyl methyl carbonate

B

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

Conditions
ConditionsYield
lithium methanolate at 78℃; for 3h; Product distribution / selectivity;A 50%
B n/a
methanol
67-56-1

methanol

ethyl N-acetoxy-N-methoxycarbamate
745829-72-5

ethyl N-acetoxy-N-methoxycarbamate

A

ethyl methyl carbonate
623-53-0

ethyl methyl carbonate

B

N-Ethoxycarbonyl-O-methylhydroxylamine
3871-28-1

N-Ethoxycarbonyl-O-methylhydroxylamine

C

ethyl N,N-dimethoxycarbamate

ethyl N,N-dimethoxycarbamate

Conditions
ConditionsYield
at 20℃; for 98h;A 44.4%
B 7.3%
C 33.9%
methanol
67-56-1

methanol

ethyl N-acetoxy-N-isopropoxycarbamate

ethyl N-acetoxy-N-isopropoxycarbamate

A

ethyl methyl carbonate
623-53-0

ethyl methyl carbonate

B

ethyl N-isopropoxy-N-isopropoxycarbamate

ethyl N-isopropoxy-N-isopropoxycarbamate

Conditions
ConditionsYield
at 20℃; for 120h;A 38.7%
B 44%
ethanol
64-17-5

ethanol

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

A

methanol
67-56-1

methanol

B

ethyl methyl carbonate
623-53-0

ethyl methyl carbonate

C

Diethyl carbonate
105-58-8

Diethyl carbonate

Conditions
ConditionsYield
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
63755-37-3

4-methyl-2-phenyl-2H-pyridine-1-carboxylic acid ethyl ester

A

ethyl methyl carbonate
623-53-0

ethyl methyl carbonate

B

4-methyl-2-phenylpyridine
3475-21-6

4-methyl-2-phenylpyridine

Conditions
ConditionsYield
With sodium methylate In methanol at 18℃; anodic oxidation (graphite-rod electrodes);A n/a
B 38%
trimethyl orthoformate
149-73-5

trimethyl orthoformate

ethyl N-chloro-N-methoxycarbamate
745829-70-3

ethyl N-chloro-N-methoxycarbamate

A

ethyl methyl carbonate
623-53-0

ethyl methyl carbonate

B

N-Ethoxycarbonyl-O-methylhydroxylamine
3871-28-1

N-Ethoxycarbonyl-O-methylhydroxylamine

Conditions
ConditionsYield
In methanol at -8 - 5℃; for 21h;A 22%
B 35%
2-Butyl-4-methyl-2H-pyridine-1-carboxylic acid ethyl ester
132819-57-9

2-Butyl-4-methyl-2H-pyridine-1-carboxylic acid ethyl ester

A

2-n-butyl-4-methylpyridine
6304-31-0

2-n-butyl-4-methylpyridine

B

ethyl methyl carbonate
623-53-0

ethyl methyl carbonate

Conditions
ConditionsYield
With sodium methylate In methanol at 18℃; anodic oxidation (graphite-rod electrodes);A 31%
B n/a
methanol
67-56-1

methanol

ethyl N-chloro-N-methoxycarbamate
745829-70-3

ethyl N-chloro-N-methoxycarbamate

A

ethyl methyl carbonate
623-53-0

ethyl methyl carbonate

B

N-Ethoxycarbonyl-O-methylhydroxylamine
3871-28-1

N-Ethoxycarbonyl-O-methylhydroxylamine

C

N,N'-bis(ethoxycarbonyl)-N,N'-dimethoxyhydrazine
90222-29-0

N,N'-bis(ethoxycarbonyl)-N,N'-dimethoxyhydrazine

Conditions
ConditionsYield
With sodium acetate at 30 - 31℃; for 96h;A 30%
B 11%
C 14%
methanol
67-56-1

methanol

ethanol
64-17-5

ethanol

carbon dioxide
124-38-9

carbon dioxide

A

ethyl methyl carbonate
623-53-0

ethyl methyl carbonate

B

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

C

Diethyl carbonate
105-58-8

Diethyl carbonate

Conditions
ConditionsYield
titanium tetramethoxide at -168 - 150℃; for 15h; Cooling with ethanol-dry ice;A 23%
B 2%
C 3%
methanol
67-56-1

methanol

(ethoxydichloromethyl)sulfenyl chloride
87463-09-0

(ethoxydichloromethyl)sulfenyl chloride

A

methylene chloride
74-87-3

methylene chloride

B

ethyl methyl carbonate
623-53-0

ethyl methyl carbonate

methanol
67-56-1

methanol

chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

ethyl methyl carbonate
623-53-0

ethyl methyl carbonate

sodium methylate
124-41-4

sodium methylate

chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

ethyl methyl carbonate
623-53-0

ethyl methyl carbonate

sodium ethanolate
141-52-6

sodium ethanolate

methyl chloroformate
79-22-1

methyl chloroformate

ethyl methyl carbonate
623-53-0

ethyl methyl carbonate

methanol
67-56-1

methanol

trans-N.N'-Dinitroso-N.N'-dicarbethoxy-1.4-diamino-cyclohexan
100314-09-8

trans-N.N'-Dinitroso-N.N'-dicarbethoxy-1.4-diamino-cyclohexan

ethyl methyl carbonate
623-53-0

ethyl methyl carbonate

Conditions
ConditionsYield
With sodium methylate In cyclohexanone
ethanol
64-17-5

ethanol

1-Methoxycarbonyl-3,5-dimethyl-pyridinium; chloride
107820-42-8

1-Methoxycarbonyl-3,5-dimethyl-pyridinium; chloride

A

ethyl methyl carbonate
623-53-0

ethyl methyl carbonate

B

3,5-dimethyl-pyridinium-chloride
36316-70-8

3,5-dimethyl-pyridinium-chloride

Conditions
ConditionsYield
at 25℃; Thermodynamic data; ΔH(excit.), ΔS(excit.);
ethanol
64-17-5

ethanol

3-Cyano-1-methoxycarbonyl-pyridinium; chloride

3-Cyano-1-methoxycarbonyl-pyridinium; chloride

A

ethyl methyl carbonate
623-53-0

ethyl methyl carbonate

B

3-cyanopyridine hydrochloride
65520-09-4

3-cyanopyridine hydrochloride

Conditions
ConditionsYield
at 25℃; Mechanism; Thermodynamic data; other 1-methoxycarbonylpyridinium chlorides; ΔH(excit.), ΔS(excit.);
diethyl dicarbonate
1609-47-8

diethyl dicarbonate

dimethyl dicarbonate
4525-33-1

dimethyl dicarbonate

A

ethyl methyl carbonate
623-53-0

ethyl methyl carbonate

B

carbon dioxide
124-38-9

carbon dioxide

Conditions
ConditionsYield
In dichloromethane Ambient temperature;
2,2-Dichloro-3,3-diethoxy-propionic acid ethyl ester
160663-37-6

2,2-Dichloro-3,3-diethoxy-propionic acid ethyl ester

sodium methylate
124-41-4

sodium methylate

A

dichloroacetaldehyde diethyl acetal
619-33-0

dichloroacetaldehyde diethyl acetal

B

ethyl methyl carbonate
623-53-0

ethyl methyl carbonate

Conditions
ConditionsYield
In diethyl ether at 20℃; for 4h;
ethyl methyl carbonate
623-53-0

ethyl methyl carbonate

boron trifluoride
7637-07-2

boron trifluoride

BF3-EMC
220991-85-5

BF3-EMC

Conditions
ConditionsYield
for 48h; Schlenk technique; Inert atmosphere; Glovebox;97%
2,2,2-trifluoroethanol
75-89-8

2,2,2-trifluoroethanol

ethyl methyl carbonate
623-53-0

ethyl methyl carbonate

methyl (2,2,2-trifluoroethyl) carbonate

methyl (2,2,2-trifluoroethyl) carbonate

Conditions
ConditionsYield
With tributylmethylammonium bis(trifluoromethanesulfonyl)imide salt In triethylamine at 50 - 80℃; for 15h; Temperature; Autoclave; Large scale;91%
ethyl methyl carbonate
623-53-0

ethyl methyl carbonate

1-(4-methoxyphenyl)ethanone
100-06-1

1-(4-methoxyphenyl)ethanone

ethyl 4-methoxybenzoylacetate
2881-83-6

ethyl 4-methoxybenzoylacetate

Conditions
ConditionsYield
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
623-53-0

ethyl methyl carbonate

para-methylacetophenone
122-00-9

para-methylacetophenone

ethyl (4-methylbenzoyl)acetate
27835-00-3

ethyl (4-methylbenzoyl)acetate

Conditions
ConditionsYield
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
623-53-0

ethyl methyl carbonate

para-bromoacetophenone
99-90-1

para-bromoacetophenone

ethyl 4-Bromobenzoylacetate
26510-95-2

ethyl 4-Bromobenzoylacetate

Conditions
ConditionsYield
Stage #1: ethyl methyl carbonate With sodium hydride at 20℃; Inert atmosphere;
Stage #2: para-bromoacetophenone for 4h; Inert atmosphere; Reflux;
80%

Ethyl methyl carbonate Chemical Properties

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 Uses

 Ethyl methyl carbonate (CAS NO.623-53-0) is used in organic synthesis.

Ethyl methyl carbonate Safety Profile

Risk Statements: 10 
R10:Flammable.
Safety Statements: 16 
S16:Keep away from sources of ignition.
RIDADR: 3272

Ethyl methyl carbonate Specification

 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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