Product Name

  • Name

    Dimethyl carbonate

  • EINECS 210-478-4
  • CAS No. 616-38-6
  • Article Data337
  • CAS DataBase
  • Density 1.024 g/cm3
  • Solubility 139 g/L in water
  • Melting Point 2-4 °C(lit.)
  • Formula C3H6O3
  • Boiling Point 90.5 °C at 760 mmHg
  • Molecular Weight 90.0788
  • Flash Point 18.333 °C
  • Transport Information UN 1161 3/PG 2
  • Appearance colourless liquid
  • Safety 9-16
  • Risk Codes 11
  • Molecular Structure Molecular Structure of 616-38-6 (Dimethyl carbonate)
  • Hazard Symbols FlammableF
  • Synonyms Methyl carbonate ((MeO)2CO);Carbonic acid, dimethyl ester;Dimethyl carbonate [UN1161] [Flammable liquid];Carbonic acid,esters,dimethyl ester;Methyl Carbonate;
  • PSA 35.53000
  • LogP 0.39920

Synthetic route

methanol
67-56-1

methanol

carbon monoxide
201230-82-2

carbon monoxide

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; triethylamine at 90 - 100℃; under 40 - 80 Torr;100%
With <2>*H2O at 120℃; under 15200 Torr; for 7h;45.2%
With sodium selenite; oxygen at 100℃; under 37503.8 Torr; for 2h; Reagent/catalyst; Temperature;32.9%
[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

methanol
67-56-1

methanol

A

ethylene glycol
107-21-1

ethylene glycol

B

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

Conditions
ConditionsYield
anion exchanging resin at 80.4 - 98℃; for 6h; Product distribution / selectivity;A 99%
B 99.7%
potassium hydroxide In water at 98℃; under 838.584 Torr; for 500 - 6000h; Product distribution / selectivity; Heating / reflux;A n/a
B 99.88%
potassium hydroxide at 98 - 130℃; under 784.578 - 838.584 Torr; for 500 - 6000h; Product distribution / selectivity; Heating / reflux;A n/a
B 99.99%
[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

methanol
67-56-1

methanol

A

ethylene glycol
107-21-1

ethylene glycol

B

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

C

diethylene glycol
111-46-6

diethylene glycol

Conditions
ConditionsYield
potassium hydroxide at 63.8 - 98℃; for 6.7h; Product distribution / selectivity;A 99.1%
B 99.8%
C n/a
sodium hydroxide at 49.8 - 56.2℃; under 342.034 Torr; Product distribution / selectivity; Industry scale;A 91.3%
B 91.3%
C n/a
potassium hydroxide at 47 - 56℃; under 228.023 - 342.034 Torr; Product distribution / selectivity; Industry scale;A 90.5%
B 90.5%
C n/a
at 55.9 - 56℃; under 342.034 Torr; Product distribution / selectivity; Industry scale;A 38.9%
B 38.9%
C n/a
methanol
67-56-1

methanol

methyl chloroformate
79-22-1

methyl chloroformate

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

Conditions
ConditionsYield
With 1-methyl-1H-imidazole In Diethyl carbonate at 0 - 20℃; for 1h;98.2%
at 30℃; Rate constant; Mechanism; var. conc, presence of var. salts (LiCl, (CH3)4NCl, (C2H5)4NBr);
at 30℃; Thermodynamic data; Rate constant; ΔH(excit.), -ΔS(excit.);
methanol
67-56-1

methanol

1,1,1,3,3,3-hexachloro-propan-2-one
116-16-5

1,1,1,3,3,3-hexachloro-propan-2-one

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

Conditions
ConditionsYield
Stage #1: methanol With Tetraethylene glycol dimethyl ether; potassium carbonate at 10 - 30℃;
Stage #2: 1,1,1,3,3,3-hexachloro-propan-2-one at 30 - 75℃; Reagent/catalyst;
97%
methanol
67-56-1

methanol

carbon dioxide
124-38-9

carbon dioxide

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

Conditions
ConditionsYield
With 2-Cyanopyridine; cerium(IV) oxide at 119.84℃; under 37503.8 Torr; for 16h; Reagent/catalyst; Pressure; Temperature; Autoclave;96%
With 2-pyrazine carbonitrile at 20 - 50℃; under 15001.5 - 45004.5 Torr; for 50h; Reagent/catalyst; Temperature; Pressure; Autoclave;95%
With 2-Cyanopyridine; cerium(IV) oxide at 119.84℃; under 37503.8 Torr; for 12h; Autoclave;94%
[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

methanol
67-56-1

methanol

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

Conditions
ConditionsYield
With graphitic carbon nitride at 119.84℃; for 4h; Catalytic behavior; Concentration; Reagent/catalyst; Time;93%
With 2-hydroxymethyl-1-methyl-3-n-buthylimidazole bromide; potassium carbonate at 60℃; for 1h; Green chemistry;90%
With mesoporous carbon nitride detemplated by 0.5 M NaOH solution at 160℃; under 4500.45 Torr; for 6h; Catalytic behavior; Knoevenagel Condensation; Autoclave;90.7%
1,2-propylene cyclic carbonate
108-32-7

1,2-propylene cyclic carbonate

methanol
67-56-1

methanol

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

Conditions
ConditionsYield
at 90℃; for 3h; Temperature; Time;93%
With calcined hollow titanium silicon molecular sieve modified with sodium carbonate and ammonium dihydrogen phosphate In water at 100℃; for 8h; Time; Reagent/catalyst; Temperature; Autoclave;74%
at 140℃; for 6h;35%
methanol
67-56-1

methanol

(2-hydroxyethyl) methyl carbonate
106729-72-0

(2-hydroxyethyl) methyl carbonate

A

ethylene glycol
107-21-1

ethylene glycol

B

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

Conditions
ConditionsYield
With film supported Penicillium expansum at 60℃; for 48h; Reagent/catalyst; Concentration; Temperature; Time; Enzymatic reaction;A 93%
B 93%
methanol
67-56-1

methanol

methyl N-hydroxycarbamate
584-07-6

methyl N-hydroxycarbamate

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

Conditions
ConditionsYield
With lead dioxide In dichloromethane at 40℃; for 0.166667h;92.1%
Dimethyl peroxydicarbonate
15411-45-7

Dimethyl peroxydicarbonate

1-methoxy-cyclohex-1-ene
931-57-7

1-methoxy-cyclohex-1-ene

A

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

B

1-methoxy-cyclohex-1-en-6-yl methyl carbonate
171512-51-9

1-methoxy-cyclohex-1-en-6-yl methyl carbonate

Conditions
ConditionsYield
In dichloromethane for 0.5h; Heating;A n/a
B 91%
methanol
67-56-1

methanol

urea
57-13-6

urea

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

Conditions
ConditionsYield
With sulfolane; nickel diacetate; triphenylphosphine at 85 - 170℃; for 10h;89.3%
Stage #1: urea With carbon dioxide; 1-(6',7'-dihydroxy-4'-thioxoheptyl)-3-methylimidazolium trifluoromethanesulfonimide; zinc(II) oxide at 150℃; for 8h; Autoclave;
Stage #2: methanol at 150℃; for 2h; Catalytic behavior; Reagent/catalyst; Temperature; Concentration; Autoclave;
87%
catalyst composition: potassium oxide 2 wt percent, zinc oxide 31 wt percent, Al2O3 67 wt percent at 170 - 200℃; under 15001.5 Torr; Product distribution / selectivity;76.88%
carbon dioxide
124-38-9

carbon dioxide

2,2-dimethoxy-propane
77-76-9

2,2-dimethoxy-propane

A

acetone
67-64-1

acetone

B

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

Conditions
ConditionsYield
With dibutyldimethoxytin at 180℃; under 1520000 Torr; for 24h;A 85%
B 88%
carbon dioxide
124-38-9

carbon dioxide

2,2-dimethoxy-propane
77-76-9

2,2-dimethoxy-propane

A

2-Methoxypropene
116-11-0

2-Methoxypropene

B

acetone
67-64-1

acetone

C

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

Conditions
ConditionsYield
With dibutyldimethoxytin at 180℃; under 1520000 Torr; for 24h; Product distribution; metal-catalyzed reaction of acetals with CO2; effect of catalyst structure; effect of additives; pressure effect; possible mechanism;A n/a
B 85%
C 88%
1,2-propylene cyclic carbonate
108-32-7

1,2-propylene cyclic carbonate

A

propylene glycol
57-55-6

propylene glycol

B

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

Conditions
ConditionsYield
With potassium carbonate In methanol at 119.84℃; for 2h; Temperature; Concentration; Autoclave; Industrial scale;A n/a
B 88%
methanol
67-56-1

methanol

C11H17N2O3S(1+)*C2F6NO4S2(1-)

C11H17N2O3S(1+)*C2F6NO4S2(1-)

A

1-(6',7'-dihydroxyl-4'-thiaheptyl)-3-methylimidazolium bis((trifluoromethyl)sulfonyl)imide
1337384-29-8

1-(6',7'-dihydroxyl-4'-thiaheptyl)-3-methylimidazolium bis((trifluoromethyl)sulfonyl)imide

B

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

Conditions
ConditionsYield
With zinc(II) oxide at 150℃; Concentration; Time; Green chemistry;A n/a
B 87%
methylene chloride
74-87-3

methylene chloride

potassium hydrogencarbonate
298-14-6

potassium hydrogencarbonate

A

Dimethyl ether
115-10-6

Dimethyl ether

B

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

Conditions
ConditionsYield
tetrahexylammonium chloride In N,N-dimethyl acetamide at 150℃;A n/a
B 86%
[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

A

ethylene glycol
107-21-1

ethylene glycol

B

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

Conditions
ConditionsYield
With potassium carbonate In methanol at 169.84℃; for 1h; Temperature; Reagent/catalyst; Autoclave;A n/a
B 86%
With polystyrene resin bound methylimidazole hydroxyl ionic liquid catalyst In methanol at 80℃; for 8h; Catalytic behavior; Temperature; Ionic liquid;
With 2,6-di(isopropyl)pyridine In methanol at 90℃; under 760.051 Torr; for 10h; Temperature; Reagent/catalyst; Solvent; Inert atmosphere;
With methanol; C5H11N4(1+)*HO(1-) at 20℃; for 12h; Reagent/catalyst; Temperature; Flow reactor;
methylene chloride
74-87-3

methylene chloride

caesium carbonate
534-17-8

caesium carbonate

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

Conditions
ConditionsYield
In 1-methyl-pyrrolidin-2-one; water at 155 - 160℃; under 11251.1 - 15001.5 Torr; for 12h;85.3%
methanol
67-56-1

methanol

urea
57-13-6

urea

A

methyl carbamate
598-55-0

methyl carbamate

B

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

Conditions
ConditionsYield
at 179.84℃; for 10h;A 84.8%
B 6.5%
With zinc/aluminum mixed oxide at 179.84℃; for 10h; Reagent/catalyst; Autoclave;A 55.1%
B 36.5%
calcined La(NO3)3x6H2O at 170℃; under 14821 Torr; for 4h; Product distribution / selectivity; Autoclave; Inert atmosphere;A 41.2%
B 53.4%
With Zn/Ca-catalyst at 179.84℃; for 10h;A 50.5%
B 41.2%
With Ga2O3/CeO2-Al2O3 at 110℃; for 5h;
[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

methanol
67-56-1

methanol

A

(2-hydroxyethyl) methyl carbonate
106729-72-0

(2-hydroxyethyl) methyl carbonate

B

ethylene glycol
107-21-1

ethylene glycol

C

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

Conditions
ConditionsYield
With carbon dioxide at 160℃; under 4500.45 Torr; for 4h; Catalytic behavior; Reagent/catalyst; Autoclave;A n/a
B n/a
C 83.3%
at 65.5456 - 162.768℃; under 5171.62 Torr; for 8h; Conversion of starting material;
With 1-octyl-4-aza-1-azoniabicyclo[2.2.2]octane bromide at 70℃; for 4h;A n/a
B 21 %Chromat.
C 22 %Chromat.
With potassium hydrogencarbonate at 120℃; under 16274.9 Torr; Temperature; Reagent/catalyst;
methylene chloride
74-87-3

methylene chloride

sodium carbonate
497-19-8

sodium carbonate

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

Conditions
ConditionsYield
In ethanol; water at 115 - 120℃; under 7500.75 - 11251.1 Torr; for 16h;82.8%
carbon dioxide
124-38-9

carbon dioxide

N,N-dimethyl-formamide dimethyl acetal
4637-24-5

N,N-dimethyl-formamide dimethyl acetal

A

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

B

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

Conditions
ConditionsYield
at 110℃; under 37503 Torr; for 15h;A n/a
B 82%
methanol
67-56-1

methanol

carbon dioxide
124-38-9

carbon dioxide

N,N'-dicyclohexyl-O-methyl isourea
6257-10-9

N,N'-dicyclohexyl-O-methyl isourea

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

Conditions
ConditionsYield
With sodium methyl carbonate at 64.85℃; under 37503 Torr; for 24h;80.3%
1,2-propylene cyclic carbonate
108-32-7

1,2-propylene cyclic carbonate

methanol
67-56-1

methanol

A

propylene glycol
57-55-6

propylene glycol

B

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

Conditions
ConditionsYield
With eggshell calcinated at 800 grad C at 25℃; under 760.051 Torr; for 2h;A 60%
B 80%
With superbasic sodium stannate sample(623) at 79.84℃; for 5h;A n/a
B 72.6%
With MCM-41-pr-TMEDA(+)Cl(-) at 120℃; for 4h;A n/a
B 68%
methanol
67-56-1

methanol

4-allyloxymethyl-1,3-dioxolan-2-one
826-29-9

4-allyloxymethyl-1,3-dioxolan-2-one

A

3-allyloxy-1,2-propanediol
123-34-2

3-allyloxy-1,2-propanediol

B

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

Conditions
ConditionsYield
With MCM-41-pr-TMEDA(+)Cl(-) at 120℃; for 4h;A n/a
B 79%
methyl N-hydroxycarbamate
584-07-6

methyl N-hydroxycarbamate

isopropyl alcohol
67-63-0

isopropyl alcohol

A

methyl 1-methylethyl carbonate
51729-83-0

methyl 1-methylethyl 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 77.7%
B 14.6%
methylene chloride
74-87-3

methylene chloride

potassium carbonate
584-08-7

potassium carbonate

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

Conditions
ConditionsYield
In N,N-dimethyl acetamide; water at 145 - 150℃; for 11h;74.7%
carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

Conditions
ConditionsYield
With chlorine In tetrachloromethane for 18h; Irradiation;100%
With chlorine In tetrachloromethane for 28h; Irradiation;97%
With chlorine for 33h; chlorination;88%
cyclohexanone
108-94-1

cyclohexanone

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

2-(methoxycarbonyl)cyclohexanone
41302-34-5

2-(methoxycarbonyl)cyclohexanone

Conditions
ConditionsYield
Stage #1: carbonic acid dimethyl ester With sodium hydride In toluene; mineral oil for 1h; Reflux;
Stage #2: cyclohexanone In toluene; mineral oil for 3h; Reflux;
100%
Stage #1: carbonic acid dimethyl ester With sodium hydride In tetrahydrofuran at 100℃; Heating / reflux;
Stage #2: cyclohexanone With potassium hydride In tetrahydrofuran at 0℃; for 1.86667h; Heating / reflux;
Stage #3: With acetic acid In tetrahydrofuran; water
91%
With potassium hydride; sodium hydride In tetrahydrofuran; mineral oil for 0.5h; Reflux;91%
1,2,3,4-tetrahydronaphthalen-2-one
530-93-8

1,2,3,4-tetrahydronaphthalen-2-one

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

methyl 3,4-dihydro-2(2H)-naphthalenone-1-carboxylate
31202-23-0

methyl 3,4-dihydro-2(2H)-naphthalenone-1-carboxylate

Conditions
ConditionsYield
With sodium methylate In methanol at 80℃; for 2h;100%
With sodium hydride In methanol; mineral oil at 80℃; for 3h; Inert atmosphere;100%
With sodium hydride In benzene at 65 - 70℃; for 5h;93%
acetophenone
98-86-2

acetophenone

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

methyl 3-oxo-3-phenylpropionate
614-27-7

methyl 3-oxo-3-phenylpropionate

Conditions
ConditionsYield
With sodium hydride In toluene; mineral oil Reflux; Inert atmosphere;100%
With sodium hydride In toluene; mineral oil at 95℃;100%
Stage #1: carbonic acid dimethyl ester With sodium hydride In toluene; mineral oil Inert atmosphere; Sealed tube; Reflux;
Stage #2: acetophenone In toluene; mineral oil for 0.5h; Inert atmosphere; Sealed tube;
98%
3,4-dihydronaphthalene-1(2H)-one
529-34-0

3,4-dihydronaphthalene-1(2H)-one

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

methyl 1-oxo-1,2,3,4-tetrahydronaphthalene-2-carboxylate
7442-52-6, 125117-36-4

methyl 1-oxo-1,2,3,4-tetrahydronaphthalene-2-carboxylate

Conditions
ConditionsYield
With sodium hydride In methanol; mineral oil at 80℃; for 3h; Inert atmosphere; Further stages;100%
With sodium hydride In methanol; toluene at 90℃; for 2h;100%
With sodium hydride In toluene; mineral oil at 0 - 120℃; for 18h;99%
5,6-dimethoxy-1-indanone
2107-69-9

5,6-dimethoxy-1-indanone

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

5,6-dimethoxy-2-methoxycarbonylindan-1-one
119035-03-9

5,6-dimethoxy-2-methoxycarbonylindan-1-one

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran; mineral oil Reflux; Inert atmosphere;100%
With sodium hydride In paraffin oil at 90℃;92%
With sodium hydride In paraffin oil at 90℃; Inert atmosphere;92%
cycloactanone
502-49-8

cycloactanone

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

methyl 2-oxocyclooctanecarboxylate
5452-73-3

methyl 2-oxocyclooctanecarboxylate

Conditions
ConditionsYield
With sodium hydride In 1,4-dioxane at 90℃; Reflux;100%
Stage #1: carbonic acid dimethyl ester With sodium hydride In tetrahydrofuran at 5 - 10℃; for 0.5h; Inert atmosphere;
Stage #2: cycloactanone In tetrahydrofuran for 4.5h; Reflux; Inert atmosphere;
88%
Stage #1: carbonic acid dimethyl ester With sodium hydride In tetrahydrofuran at 5 - 10℃; for 0.5h;
Stage #2: cycloactanone In tetrahydrofuran for 4.5h; Reflux;
88%
4-bromo-phenol
106-41-2

4-bromo-phenol

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

1-bromo-4-methoxy-benzene
104-92-7

1-bromo-4-methoxy-benzene

Conditions
ConditionsYield
With N,N'-dimethylimidazolium-2-carboxylate In acetonitrile at 160℃; for 2h; Microwave irradiation; Green chemistry;100%
With layered double hydroxide - supported L-methionine at 180℃; for 6h; Autoclave; chemoselective reaction;95%
With magnesium oxide In N,N-dimethyl-formamide at 170℃; for 0.5h; Microwave irradiation; Green chemistry;95%
α-naphthol
90-15-3

α-naphthol

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

1-Methoxynaphthalene
2216-69-5

1-Methoxynaphthalene

Conditions
ConditionsYield
With caesium carbonate at 120℃; for 4h;100%
With 1,8-diazabicyclo[5.4.0]undec-7-ene at 90℃; for 16h; Product distribution; Further Variations:; Temperatures; Solvents; Pressures; reaction times; microwave irradiation;99%
With N,N'-dimethylimidazolium-2-carboxylate In acetonitrile at 160℃; for 2h; Microwave irradiation; Green chemistry;99%
C19H26O3
78098-11-0

C19H26O3

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

methyl 2-(ethylenedioxy)-1α,4aβ,8aβ-trimethyl-8-oxo-1,2,3,4,4a,6,7,8,8a,9-decahydrophenanthrene-7α-carboxylate
131250-73-2

methyl 2-(ethylenedioxy)-1α,4aβ,8aβ-trimethyl-8-oxo-1,2,3,4,4a,6,7,8,8a,9-decahydrophenanthrene-7α-carboxylate

Conditions
ConditionsYield
With potassium hydride; sodium hydride In 1,2-dimethoxyethane for 1h; Heating;100%
carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

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

1-(4-methoxyphenyl)ethanone

methyl 3-(4-methoxybenzoyl)acetate
22027-50-5

methyl 3-(4-methoxybenzoyl)acetate

Conditions
ConditionsYield
With sodium hydride In toluene at 110℃;100%
Stage #1: carbonic acid dimethyl ester With sodium hydride In toluene at 110℃;
Stage #2: 1-(4-methoxyphenyl)ethanone In toluene at 110℃;
100%
With sodium hydride In toluene for 4h; Inert atmosphere; Reflux;98%
carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

phenol
108-95-2

phenol

methoxybenzene
100-66-3

methoxybenzene

Conditions
ConditionsYield
N,N,N',N'-tetrabutyl-N''-methylguanidine at 160℃; for 4.5h;100%
N,N,N',N'-tetrabutyl-N''-methylguanidine at 160℃; for 4.5h; Product distribution; other catalysts, other reaction conditions, other phenols;100%
With tetrabutylammomium bromide; potassium carbonate at 93℃; for 5h;99%
carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

cycloheptanone
502-42-1

cycloheptanone

2-(methoxycarbonyl)cycloheptanone
52784-32-4

2-(methoxycarbonyl)cycloheptanone

Conditions
ConditionsYield
Stage #1: carbonic acid dimethyl ester With sodium hydride In toluene; mineral oil for 1h; Reflux;
Stage #2: cycloheptanone In toluene; mineral oil for 3h; Reflux;
100%
Stage #1: carbonic acid dimethyl ester; cycloheptanone With sodium hydride In mineral oil; benzene for 3.84h; Inert atmosphere; Reflux;
Stage #2: With acetic acid In mineral oil; benzene at 0℃; Inert atmosphere;
94%
With sodium hydride In benzene for 3h; Reflux;94%
4-methoxylindanone
13336-31-7

4-methoxylindanone

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

methyl 4-methoxy-2,3-dihydro-1-oxo-1H-indene-2-carboxylate
131308-27-5

methyl 4-methoxy-2,3-dihydro-1-oxo-1H-indene-2-carboxylate

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran for 6h; Heating;100%
With sodium hydride In mineral oil for 0.5h; Inert atmosphere; Schlenk technique; Reflux;
Stage #1: carbonic acid dimethyl ester With potassium tert-butylate; sodium hydride In tetrahydrofuran at 20℃; for 0.0833333h;
Stage #2: 4-methoxylindanone In tetrahydrofuran at 20℃; for 2h;
3-(prop-1-yloxy)acetophenone
121704-77-6

3-(prop-1-yloxy)acetophenone

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

methyl 3-(prop-1-yloxy)benzoylacetate
150356-60-8

methyl 3-(prop-1-yloxy)benzoylacetate

Conditions
ConditionsYield
With sodium hydride100%
With sodium hydride Substitution;
carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

1-(3-Methoxyphenyl)ethanone
586-37-8

1-(3-Methoxyphenyl)ethanone

methyl 3-(3-methoxyphenyl)-3-oxopropanoate
779-81-7

methyl 3-(3-methoxyphenyl)-3-oxopropanoate

Conditions
ConditionsYield
With sodium hydride In toluene; mineral oil for 2h; Inert atmosphere; Reflux;100%
With sodium hydride In toluene for 4h; Inert atmosphere; Reflux;97%
With sodium hydride at 80℃; for 0.116667h;82%
(R,R)-hydroxybenzoin
52340-78-0

(R,R)-hydroxybenzoin

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

(+)-(R,R)-1,2-diphenylethylene carbonate
181783-75-5

(+)-(R,R)-1,2-diphenylethylene carbonate

Conditions
ConditionsYield
With sodium hydroxide at 60℃; for 0.5h;100%
With sodium hydroxide at 60℃; for 0.5h; Yield given;
carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

3'-chloro-2',5'-dimethoxyacetophenone
286931-54-2

3'-chloro-2',5'-dimethoxyacetophenone

methyl 3-(3-chloro-2,5-dimethoxyphenyl)-3-oxopropionate
286931-55-3

methyl 3-(3-chloro-2,5-dimethoxyphenyl)-3-oxopropionate

Conditions
ConditionsYield
With sodium methylate In methanol Acylation; Heating;100%
With sodium methylate In methanol for 3h; Heating;100%
carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

3'-bromo-2',5'-dimethoxyacetophenone

3'-bromo-2',5'-dimethoxyacetophenone

methyl 3-(3-bromo-2,5-dimethoxyphenyl)-3-oxopropionate
286931-61-1

methyl 3-(3-bromo-2,5-dimethoxyphenyl)-3-oxopropionate

Conditions
ConditionsYield
With sodium methylate In methanol Acylation; Heating;100%
With sodium methylate In methanol for 3h; Heating;100%
1,3-dihydro-2H-benzimidazol-2-one
615-16-7

1,3-dihydro-2H-benzimidazol-2-one

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

1,3-dimethyl-1,3-dihydrobenzimidazol-2-one
3097-21-0

1,3-dimethyl-1,3-dihydrobenzimidazol-2-one

Conditions
ConditionsYield
With lead(II) nitrate at 199.85℃; for 20h;100%
1-methyl-2-benzimidazolone
1849-01-0

1-methyl-2-benzimidazolone

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

1,3-dimethyl-1,3-dihydrobenzimidazol-2-one
3097-21-0

1,3-dimethyl-1,3-dihydrobenzimidazol-2-one

Conditions
ConditionsYield
With lead(II) nitrate at 199.85℃; for 20h;100%
1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

1,3-dimethyl-1,3-dihydrobenzimidazol-2-one
3097-21-0

1,3-dimethyl-1,3-dihydrobenzimidazol-2-one

Conditions
ConditionsYield
With lead acetate at 199.85℃; for 20h;100%
carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

C14H22O3
177476-32-3

C14H22O3

C16H24O5
352354-89-3

C16H24O5

Conditions
ConditionsYield
With methanol; sodium hydride at 60℃;100%
carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

benzylamine
100-46-9

benzylamine

methyl N-benzylcarbamate
5817-70-9

methyl N-benzylcarbamate

Conditions
ConditionsYield
at 20℃; under 6000600 Torr; for 16h; neat (no solvent);100%
lipase from Candida antarctica In toluene at 70℃; for 15h;99%
With tetrabutylammomium bromide; L-proline at 20℃; for 3h; Catalytic behavior; Solvent; Green chemistry;96%
p-methoxybenzylnitrile
104-47-2

p-methoxybenzylnitrile

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

methyl 2-cyano-2-(4-methoxyphenyl) acetate
30698-32-9

methyl 2-cyano-2-(4-methoxyphenyl) acetate

Conditions
ConditionsYield
With sodium hydride In toluene; mineral oil at 80℃; for 5.5h;100%
With sodium hydride In toluene at 80℃; for 5h; Inert atmosphere; Cooling with ice;81%
With sodium methylate In methanol; toluene at 75 - 80℃; for 12h;42%
carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

3,4-dichloro-benzeneacetonitrile
3218-49-3

3,4-dichloro-benzeneacetonitrile

cyano-(3,4-dichlorophenyl)acetic acid methyl ester
849589-04-4

cyano-(3,4-dichlorophenyl)acetic acid methyl ester

Conditions
ConditionsYield
With sodium methylate In toluene Heating;100%
With sodium methylate In toluene Heating;100%
With sodium methylate In toluene at 85℃; for 3h;93%
7-methoxyl-2-tetralone
4133-34-0

7-methoxyl-2-tetralone

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

methyl 7-methoxy-2-oxotetralin-1-carboxylate
34865-33-3

methyl 7-methoxy-2-oxotetralin-1-carboxylate

Conditions
ConditionsYield
With sodium hydride In benzene for 2h; Heating;100%
4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

5-tert-butyl-2-oxocyclohexanecarboxylic acid methyl ester
74851-58-4

5-tert-butyl-2-oxocyclohexanecarboxylic acid methyl ester

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 75℃;100%
With sodium hydride In 1,4-dioxane at 90℃; Reflux; Inert atmosphere;100%
With sodium hydride In tetrahydrofuran; mineral oil for 2h; Reflux;99%
With potassium hydride; sodium hydride In tetrahydrofuran for 0.666667h; Heating;95%

Dimethyl carbonate Chemical Properties

Molecule structure of Dimethyl carbonate (CAS NO.616-38-6):

IUPAC Name: Dimethyl carbonate 
Molecular Weight: 90.07794 g/mol
Molecular Formula: C3H6O3 
Density: 1.024 g/cm3 
Melting Point: 2-4 °C(lit.)
Boiling Point: 90.5 °C at 760 mmHg 
Flash Point: 18.3 °C
Index of Refraction: 1.361
Molar Refractivity: 19.46 cm3
Molar Volume: 87.9 cm3
Surface Tension: 24.6 dyne/cm
Enthalpy of Vaporization: 33.05 kJ/mol
Vapour Pressure: 56 mmHg at 25 °C 
Storage Temp.: flammables area
Water Solubility: 139 g/L
XLogP3-AA: 0.5
H-Bond Acceptor: 3
Rotatable Bond Count: 2
Exact Mass: 90.031694
MonoIsotopic Mass: 90.031694
Topological Polar Surface Area: 35.5
Heavy Atom Count: 6
Canonical SMILES: COC(=O)OC
InChI: InChI=1S/C3H6O3/c1-5-3(4)6-2/h1-2H3
InChIKey: IEJIGPNLZYLLBP-UHFFFAOYSA-N
EINECS: 210-478-4
Product Categories: Pharmaceutical Intermediates; Organics; Alternative Energy; Electrolytes; Materials Science; Anhydrous Grade SolventsSolvents; Solvent Bottles; Solvents; Sure/Seal Bottles; Carbonates; Carbonyl Compounds; Organic Building Blocks 

Dimethyl carbonate Uses

 Dimethyl carbonate (CAS NO.616-38-6) is a carbonate ester which has recently found use as a methylating reagent. It is also used as intermediate of herbicide.

Dimethyl carbonate Production

 Dimethyl carbonate (CAS NO.616-38-6) is now prepared from catalytic oxidative carbonylation of methanol with carbon monoxide and oxygen, instead of from phosgene.

Dimethyl carbonate Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 800mg/kg (800mg/kg)   Food and Cosmetics Toxicology. Vol. 17, Pg. 361, 1979.
mouse LD50 oral 6gm/kg (6000mg/kg)   Food and Cosmetics Toxicology. Vol. 17, Pg. 361, 1979.
rabbit LD50 skin > 5gm/kg (5000mg/kg)   Food and Cosmetics Toxicology. Vol. 17, Pg. 361, 1979.
rat LD50 intraperitoneal 1600mg/kg (1600mg/kg)   Food and Cosmetics Toxicology. Vol. 17, Pg. 361, 1979.
rat LD50 oral 13gm/kg (13000mg/kg)   Food and Cosmetics Toxicology. Vol. 17, Pg. 361, 1979.

Dimethyl carbonate Safety Profile

Hazard Codes: FlammableF
Risk Statements: 11 
R11:Highly flammable.
Safety Statements: 9-16 
S9:Keep container in a well-ventilated place. 
S16:Keep away from sources of ignition.
RIDADR: UN 1161 3/PG 2
WGK Germany: 1
RTECS: FG0450000
HazardClass: 3
PackingGroup: II

Dimethyl carbonate Specification

 Dimethyl carbonate (CAS NO.616-38-6) is also named as AI3-14705 ; HSDB 6928 ; Methyl carbonate ; Methyl carbonate ((MeO)2CO) ; NSC 9371 ; Carbonic acid, dimethyl ester . Dimethyl carbonate is colourless liquid with a pleasant odor. It is slightly soluble in water and highly flammable. Dimethyl carbonate reacts with acids to liberate heat along with methanol and carbon dioxide. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction with caustic solutions. Flammable hydrogen is generated by mixing with alkali metals and hydrides. It may cause toxic effects if inhaled or absorbed through skin. Inhalation or contact with material may irritate or burn skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution. It 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.

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View