Product Name

  • Name

    Dimethyl oxalate

  • EINECS 209-053-6
  • CAS No. 553-90-2
  • Article Data132
  • CAS DataBase
  • Density 1.163 g/cm3
  • Solubility 60 g/L (25 °C) in water
  • Melting Point 50-54 °C(lit.)
  • Formula C4H6O4
  • Boiling Point 163.5 °C at 760 mmHg
  • Molecular Weight 118.089
  • Flash Point 75 °C
  • Transport Information UN 1759
  • Appearance Colourless crystal
  • Safety 26-36/37-24/25-23
  • Risk Codes 36/38-36-22
  • Molecular Structure Molecular Structure of 553-90-2 (Dimethyl oxalate)
  • Hazard Symbols HarmfulXn, IrritantXi
  • Synonyms Ethanedioicacid, dimethyl ester (9CI);Oxalic acid, dimethyl ester (6CI,8CI);Methyl oxalate;NSC 9374;
  • PSA 52.60000
  • LogP -0.66760

Synthetic route

methanol
67-56-1

methanol

oxalic acid
144-62-7

oxalic acid

Dimethyl oxalate
553-90-2

Dimethyl oxalate

Conditions
ConditionsYield
With boron trifluoride at 65℃; for 0.333333h;100%
With sulfuric acid for 1h; Reflux;95%
With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione at 70℃; for 15h;95%
diacetato(2,2'-bipyridine)palladium(II)
14724-41-5

diacetato(2,2'-bipyridine)palladium(II)

Dimethyl oxalate
553-90-2

Dimethyl oxalate

Conditions
ConditionsYield
With 1,4-di(diphenylphosphino)-butane In dichloromethane-d2 at 25℃; Catalytic behavior; Reagent/catalyst; Time;100%
methyl nitrite
624-91-9

methyl nitrite

carbon monoxide
201230-82-2

carbon monoxide

A

Dimethyl oxalate
553-90-2

Dimethyl oxalate

B

nitrogen(II) oxide
10102-43-9

nitrogen(II) oxide

Conditions
ConditionsYield
With 0.5% Pd/C at 100℃; under 375.038 Torr; for 0.000555556h; Pressure; Reagent/catalyst; Temperature; Time;A 98.9%
B n/a
diethyl phosphorylchloridite
589-57-1

diethyl phosphorylchloridite

methyl 2,2-dichloro-2-methoxyacetate
17640-25-4

methyl 2,2-dichloro-2-methoxyacetate

A

monomethyl oxalyl chloride
5781-53-3

monomethyl oxalyl chloride

B

Dimethyl oxalate
553-90-2

Dimethyl oxalate

C

chloroethane
75-00-3

chloroethane

D

phosphonic dichloride
66298-75-7

phosphonic dichloride

E

methyl phosphonochloridate
74813-29-9

methyl phosphonochloridate

F

ethyl phosphonochloridate
74813-30-2

ethyl phosphonochloridate

Conditions
ConditionsYield
With iron(III) chloride at 105 - 110℃; for 1.16667h; Product distribution;A n/a
B n/a
C 95%
D n/a
E n/a
F n/a
diethyl phosphorylchloridite
589-57-1

diethyl phosphorylchloridite

methyl 2,2-dichloro-2-methoxyacetate
17640-25-4

methyl 2,2-dichloro-2-methoxyacetate

A

Dimethyl oxalate
553-90-2

Dimethyl oxalate

B

phosphorodichloridous acid ethyl ester
1498-42-6

phosphorodichloridous acid ethyl ester

C

chloroethane
75-00-3

chloroethane

D

phosphonic dichloride
66298-75-7

phosphonic dichloride

E

ethyl phosphonochloridate
74813-30-2

ethyl phosphonochloridate

F

phosphonic dichloride

phosphonic dichloride

Conditions
ConditionsYield
With iron(III) chloride at 105 - 110℃; for 0.833333h; Product distribution;A n/a
B n/a
C 95%
D n/a
E n/a
F n/a
methanol
67-56-1

methanol

carbon dioxide
124-38-9

carbon dioxide

carbon monoxide
201230-82-2

carbon monoxide

Dimethyl oxalate
553-90-2

Dimethyl oxalate

Conditions
ConditionsYield
Stage #1: carbon dioxide With cesium bicarbonate; alumina at 325℃; under 18751.9 Torr; for 1h; Glovebox; Inert atmosphere;
Stage #2: carbon monoxide at 325℃; under 15001.5 Torr; for 2h;
Stage #3: methanol at 220℃; under 33753.4 Torr; for 1h; Reagent/catalyst; Pressure; Temperature;
95%
With methyl nitrite; nitrogen(II) oxide; palladium/alumina In water at 100℃; Industry scale;
Stage #1: carbon dioxide; carbon monoxide With alumina; caesium carbonate at 25 - 325℃; under 15001.5 - 18751.9 Torr; Glovebox;
Stage #2: methanol at 150℃; under 26252.6 Torr; Glovebox;
methanol
67-56-1

methanol

carbon dioxide
124-38-9

carbon dioxide

carbon monoxide
201230-82-2

carbon monoxide

caesium carbonate
534-17-8

caesium carbonate

A

Dimethyl oxalate
553-90-2

Dimethyl oxalate

B

cesium bicarbonate
15519-28-5

cesium bicarbonate

C

cesium formate
3495-36-1

cesium formate

Conditions
ConditionsYield
Stage #1: carbon dioxide; carbon monoxide; caesium carbonate With silica gel; pyrographite at 325℃; under 15001.5 - 33753.4 Torr;
Stage #2: methanol at 200℃; under 30003 Torr; for 2h; Reagent/catalyst; Temperature; Pressure;
A 95%
B n/a
C 0.8%
methanol
67-56-1

methanol

oxalyl dichloride
79-37-8

oxalyl dichloride

Dimethyl oxalate
553-90-2

Dimethyl oxalate

Conditions
ConditionsYield
With pyridine In benzene for 30h;92%
With pyridine In benzene at 20℃; for 30h; Inert atmosphere; Reflux;92%
With pyridine In benzene for 3h; Inert atmosphere; Reflux;92%
methanol
67-56-1

methanol

carbon dioxide
124-38-9

carbon dioxide

Dimethyl oxalate
553-90-2

Dimethyl oxalate

Conditions
ConditionsYield
Stage #1: carbon dioxide With hydrogen; caesium carbonate at 325℃; Glovebox;
Stage #2: methanol at 150℃;
89%
cis-(methyloxalyl)(methoxycarbonyl)tetracarbonyliron

cis-(methyloxalyl)(methoxycarbonyl)tetracarbonyliron

A

Dimethyl oxalate
553-90-2

Dimethyl oxalate

iron pentacarbonyl
13463-40-6

iron pentacarbonyl

C

bis(methoxycarbonyl)tetracarbonyliron

bis(methoxycarbonyl)tetracarbonyliron

Conditions
ConditionsYield
In dichloromethane-d2 byproducts: CO; introducing a soln. of Fe-complex in CD2Cl2 into NMR tube, maintaining temp. at 28°C under N2; monitoring by (13)C-NMR and gas chromatography;A 15%
B n/a
C 85%
With carbon monoxide In dichloromethane-d2 introducing a soln. of Fe-complex in CH2Cl2 into an autoclave thermostated at 34°C, stirring for 2.5 h under CO pressure; monitoring by (13)C-NMR and gas chromatography, cooling, removal of solvent under vacuum, redissolution in CD2Cl2, monitoring by (13)C-NMR;
oxalic acid
144-62-7

oxalic acid

Fe(ClO4)3(CH3OH)6/SiO2

Fe(ClO4)3(CH3OH)6/SiO2

Dimethyl oxalate
553-90-2

Dimethyl oxalate

Conditions
ConditionsYield
for 2h; Solid phase reaction; esterification;67%
fluorophosphoric acid diethyl ester
371-22-2

fluorophosphoric acid diethyl ester

methyl 2,2-dichloro-2-methoxyacetate
17640-25-4

methyl 2,2-dichloro-2-methoxyacetate

A

Dimethyl oxalate
553-90-2

Dimethyl oxalate

B

ethyl ethylphosphonofluoridate
650-20-4

ethyl ethylphosphonofluoridate

C

ethylphosphonic chloride fluoride
865-61-2

ethylphosphonic chloride fluoride

D

methyl ethylphosphonofluoridate
665-03-2

methyl ethylphosphonofluoridate

E

ethyl phosphonofluoridate
67538-58-3

ethyl phosphonofluoridate

F

C5H12FO3P

C5H12FO3P

G

CH3O(CH3OCO)CClP(O)ClF; CH3O(CH3OCO)CClP(O)(OC2H5)F

CH3O(CH3OCO)CClP(O)ClF; CH3O(CH3OCO)CClP(O)(OC2H5)F

Conditions
ConditionsYield
at 135 - 145℃; for 8h; Product distribution;A 60%
B n/a
C n/a
D n/a
E n/a
F n/a
G n/a
methanol
67-56-1

methanol

carbon dioxide
124-38-9

carbon dioxide

caesium carbonate
534-17-8

caesium carbonate

A

Dimethyl oxalate
553-90-2

Dimethyl oxalate

B

cesium formate
3495-36-1

cesium formate

Conditions
ConditionsYield
Stage #1: carbon dioxide; caesium carbonate With hydrogen at 325℃; under 750.075 Torr;
Stage #2: methanol at 150℃; under 26252.6 Torr;
A 58%
B 10%
methanol
67-56-1

methanol

carbon dioxide
124-38-9

carbon dioxide

caesium carbonate
534-17-8

caesium carbonate

Dimethyl oxalate
553-90-2

Dimethyl oxalate

Conditions
ConditionsYield
Stage #1: carbon dioxide; caesium carbonate With hydrogen at 325℃;
Stage #2: methanol at 150℃;
54%
methanol
67-56-1

methanol

5,5-Dichloro-3-cyclohexyl-oxazolidine-2,4-dione
91467-11-7

5,5-Dichloro-3-cyclohexyl-oxazolidine-2,4-dione

A

Dimethyl oxalate
553-90-2

Dimethyl oxalate

B

N-cyclohexyl-N-(methoxycarbonyl)oxamate
91467-18-4

N-cyclohexyl-N-(methoxycarbonyl)oxamate

C

phenyl isocyanate
103-71-9

phenyl isocyanate

Conditions
ConditionsYield
With triethylamine In chloroform for 24h; Ambient temperature;A n/a
B 50%
C n/a
methanol
67-56-1

methanol

2,3-dimethoxy-1,3-butadiene
3588-31-6

2,3-dimethoxy-1,3-butadiene

A

Dimethyl oxalate
553-90-2

Dimethyl oxalate

B

methyl 2-methoxyacrylate
7001-18-5

methyl 2-methoxyacrylate

C

methoxymethyl hydroperoxide
10027-72-2

methoxymethyl hydroperoxide

D

2,3,3-Trimethoxy-4-hydroxy-1-butene
143429-25-8

2,3,3-Trimethoxy-4-hydroxy-1-butene

Conditions
ConditionsYield
With ozone at -30℃;A 13 % Spectr.
B 17%
C 43%
D 7%
2,3-dimethoxy-1,3-butadiene
3588-31-6

2,3-dimethoxy-1,3-butadiene

A

Dimethyl oxalate
553-90-2

Dimethyl oxalate

B

methyl 2-methoxyacrylate
7001-18-5

methyl 2-methoxyacrylate

C

methoxymethyl hydroperoxide
10027-72-2

methoxymethyl hydroperoxide

D

2,3,3-Trimethoxy-4-hydroxy-1-butene
143429-25-8

2,3,3-Trimethoxy-4-hydroxy-1-butene

Conditions
ConditionsYield
With ozone In methanol at -30℃;A n/a
B 17%
C 43%
D 7%
dimethylsulfite
616-42-2

dimethylsulfite

oxalic acid
144-62-7

oxalic acid

Dimethyl oxalate
553-90-2

Dimethyl oxalate

Conditions
ConditionsYield
sulfuric acid In methanol Heating;40%
methyl 2-methoxyacrylate
7001-18-5

methyl 2-methoxyacrylate

A

Dimethyl oxalate
553-90-2

Dimethyl oxalate

B

3-(Carboxymethyl)-3-methoxy-1,2-dioxolane
143429-24-7

3-(Carboxymethyl)-3-methoxy-1,2-dioxolane

C

3-(Carboxymethyl)-3-methoxy-1,2,4-trioxolane
143429-23-6

3-(Carboxymethyl)-3-methoxy-1,2,4-trioxolane

Conditions
ConditionsYield
With ozone at -75℃; for 3h; ozonolysis on polyethylene;A n/a
B 4%
C 36%
Methyl linoleate
112-63-0

Methyl linoleate

A

Dimethyl oxalate
553-90-2

Dimethyl oxalate

B

hexanedioic acid dimethyl ester
627-93-0

hexanedioic acid dimethyl ester

C

Dimethyl azelate
1732-10-1

Dimethyl azelate

D

Dimethyl glutarate
1119-40-0

Dimethyl glutarate

E

dimethyl subarate
1732-09-8

dimethyl subarate

F

Dimethyl succinate
106-65-0

Dimethyl succinate

Conditions
ConditionsYield
With sodium hydroxide; 0 deg C; water; dihydrogen peroxide; ozone Product distribution; further conditions;A n/a
B 7.29%
C 27.05%
D 12.33%
E 9.09%
F 18.71%
2,3-dimethoxy-1,3-butadiene
3588-31-6

2,3-dimethoxy-1,3-butadiene

A

Dimethyl oxalate
553-90-2

Dimethyl oxalate

B

methyl 2-methoxyacrylate
7001-18-5

methyl 2-methoxyacrylate

C

3-Methoxy-3-(1-methoxyethenyl)-1,2-dioxolane
143429-27-0

3-Methoxy-3-(1-methoxyethenyl)-1,2-dioxolane

D

3-Methoxy-3-(1-methoxyethenyl)-1,2,4-trioxolane
143429-26-9

3-Methoxy-3-(1-methoxyethenyl)-1,2,4-trioxolane

Conditions
ConditionsYield
With ozone In pentane at -30℃;A n/a
B n/a
C 19%
D 0.4%
With ozone In pentane at -30℃;A 19 % Spectr.
B 34 % Spectr.
C 19%
D 0.4%
2,3-dimethoxy-1,3-butadiene
3588-31-6

2,3-dimethoxy-1,3-butadiene

A

Dimethyl oxalate
553-90-2

Dimethyl oxalate

B

3-(Carboxymethyl)-3-methoxy-1,2-dioxolane
143429-24-7

3-(Carboxymethyl)-3-methoxy-1,2-dioxolane

C

3-(Carboxymethyl)-3-methoxy-1,2,4-trioxolane
143429-23-6

3-(Carboxymethyl)-3-methoxy-1,2,4-trioxolane

Conditions
ConditionsYield
With ozone In pentane at -30℃;A n/a
B 14%
C 12%
C16H18O6
157672-25-8

C16H18O6

A

Dimethyl oxalate
553-90-2

Dimethyl oxalate

B

2,3-dimethoxynaphthalene
10103-06-7

2,3-dimethoxynaphthalene

C

(1R,4S)-2,3-Dimethoxy-1,4-dihydro-naphthalene-1,4-dicarboxylic acid dimethyl ester

(1R,4S)-2,3-Dimethoxy-1,4-dihydro-naphthalene-1,4-dicarboxylic acid dimethyl ester

Conditions
ConditionsYield
In chloroform-d1 at 20℃; for 1h;A n/a
B 12%
C 5.4%
phenol; compound with oxalic acid
66775-86-8

phenol; compound with oxalic acid

A

Dimethyl oxalate
553-90-2

Dimethyl oxalate

B

methoxybenzene
100-66-3

methoxybenzene

oxalic acid
144-62-7

oxalic acid

Dimethyl oxalate
553-90-2

Dimethyl oxalate

methanol
67-56-1

methanol

oxo-ethane-1,1,2-tricarboxylic acid trimethyl ester

oxo-ethane-1,1,2-tricarboxylic acid trimethyl ester

A

Dimethyl oxalate
553-90-2

Dimethyl oxalate

B

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

methanol
67-56-1

methanol

bis(trichloromethyl) oxalate
98020-90-7

bis(trichloromethyl) oxalate

A

Dimethyl oxalate
553-90-2

Dimethyl oxalate

B

methyl chloroformate
79-22-1

methyl chloroformate

methanol
67-56-1

methanol

oxalic acid bis-(α-chloro-cinnamyl ester)

oxalic acid bis-(α-chloro-cinnamyl ester)

A

Dimethyl oxalate
553-90-2

Dimethyl oxalate

B

3-phenyl-propenal
104-55-2

3-phenyl-propenal

methanol
67-56-1

methanol

oxalic acid
144-62-7

oxalic acid

A

Dimethyl oxalate
553-90-2

Dimethyl oxalate

B

oxalic acid monomethyl ester
600-23-7

oxalic acid monomethyl ester

Conditions
ConditionsYield
bei der Destillation;
With 20 molpercent molybdenum oxide nanoparticle supported on mesoporous silica at 75℃; for 8h;
Dimethyl oxalate
553-90-2

Dimethyl oxalate

potassium oxalate monomethyl ester
10304-09-3

potassium oxalate monomethyl ester

Conditions
ConditionsYield
With potassium acetate In methanol; water at 80℃; for 3h;100%
With potassium acetate In methanol; water at 80℃; for 3h;91%
With potassium acetate In methanol; water at 60℃; for 1h;80%
With potassium acetate In methanol; water at 90℃; for 2h; Reflux;
Dimethyl oxalate
553-90-2

Dimethyl oxalate

3,5-dibromo-4-methoxy-phenyl acetic acid methyl ester
212688-03-4

3,5-dibromo-4-methoxy-phenyl acetic acid methyl ester

2-(3,5-dibromo-4-methoxy-phenyl)-3-hydroxy-but-2-enedioic acid dimethyl ester

2-(3,5-dibromo-4-methoxy-phenyl)-3-hydroxy-but-2-enedioic acid dimethyl ester

Conditions
ConditionsYield
With sodium methylate In methanol for 5h; Condensation; Heating;100%
Dimethyl oxalate
553-90-2

Dimethyl oxalate

4'-benzyloxy-acetophenone
54696-05-8

4'-benzyloxy-acetophenone

sodium 3-(4-benzyloxyphenyl)-1-methoxycarbonyl-3-oxopropen-1-olate
742058-26-0

sodium 3-(4-benzyloxyphenyl)-1-methoxycarbonyl-3-oxopropen-1-olate

Conditions
ConditionsYield
With sodium hydride In toluene at 60℃; for 3h;100%
Dimethyl oxalate
553-90-2

Dimethyl oxalate

1‐(6‐methoxypyridin‐3‐yl)ethan‐1‐one
213193-32-9

1‐(6‐methoxypyridin‐3‐yl)ethan‐1‐one

4-(6-methoxy-3-pyridyl)-2,4-dioxobutanoic acid methyl ester
858600-11-0

4-(6-methoxy-3-pyridyl)-2,4-dioxobutanoic acid methyl ester

Conditions
ConditionsYield
Stage #1: Dimethyl oxalate; 1‐(6‐methoxypyridin‐3‐yl)ethan‐1‐one With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 1.25h;
Stage #2: With hydrogenchloride In water; N,N-dimethyl-formamide pH=4; Product distribution / selectivity;
100%
Stage #1: Dimethyl oxalate; 1‐(6‐methoxypyridin‐3‐yl)ethan‐1‐one With hydrogenchloride; sodium methylate In methanol at 20 - 45℃; for 21.5h;
Stage #2: With hydrogenchloride In methanol; chloroform; water Product distribution / selectivity;
61%
Dimethyl oxalate
553-90-2

Dimethyl oxalate

glycine ethyl ester hydrochloride
5680-79-5

glycine ethyl ester hydrochloride

dimethyloxalylglycine
89464-63-1

dimethyloxalylglycine

Conditions
ConditionsYield
With triethylamine In methanol100%
Dimethyl oxalate
553-90-2

Dimethyl oxalate

4-bromo-2-fluoroacetophenone
625446-22-2

4-bromo-2-fluoroacetophenone

methyl 4-(4-bromo-2-fluorophenyl)-2-hydroxy-4-oxobut-2-enoate

methyl 4-(4-bromo-2-fluorophenyl)-2-hydroxy-4-oxobut-2-enoate

Conditions
ConditionsYield
Stage #1: 4-bromo-2-fluoroacetophenone With lithium hexamethyldisilazane In tetrahydrofuran; 2-methyltetrahydrofuran at -78℃; for 0.25h;
Stage #2: Dimethyl oxalate With hydrogenchloride In tetrahydrofuran; 2-methyltetrahydrofuran at -10℃; for 4h;
100%
Dimethyl oxalate
553-90-2

Dimethyl oxalate

oxalic acid
144-62-7

oxalic acid

Conditions
ConditionsYield
With ion-exchange resin Indion-130 In water at 75℃; for 1.5h; Reagent/catalyst; Autoclave; Sealed tube; Large scale;99.6%
With sulfuric acid In methanol; water for 2h; Reflux;
Dimethyl oxalate
553-90-2

Dimethyl oxalate

acetonitrile
75-05-8

acetonitrile

methyl 3-cyano-2-sodiumoxy-2-propenoate
1227409-70-2

methyl 3-cyano-2-sodiumoxy-2-propenoate

Conditions
ConditionsYield
With methanol; sodium Cooling with ice;99.5%
Dimethyl oxalate
553-90-2

Dimethyl oxalate

oxalic acid hydrazide
996-98-5

oxalic acid hydrazide

Conditions
ConditionsYield
With hydrazine hydrate In methanol at 80℃; for 0.000833333h;99.4%
With hydrazine hydrate In methanol95%
With hydrazine hydrate for 8h; Reflux;75%
With hydrazine hydrate In methanol
Dimethyl oxalate
553-90-2

Dimethyl oxalate

acetone
67-64-1

acetone

methyl 2,4-dioxopentanoate
20577-61-1

methyl 2,4-dioxopentanoate

Conditions
ConditionsYield
With sodium methylate In methanol; diethyl ether at 20℃;99.2%
Stage #1: Dimethyl oxalate; acetone With sodium methylate In methanol at 0 - 5℃; for 8h; Cooling with ice;
Stage #2: With hydrogenchloride In water pH=2 - 3;
90%
With sodium methylate In methanol at 0℃; for 8h;90%
Dimethyl oxalate
553-90-2

Dimethyl oxalate

L-Phenylalaninol
3182-95-4

L-Phenylalaninol

(S)-N,N'-bis<1-(hydroxymethyl)-2-phenylethyl>ethanediamide
19071-60-4, 133464-01-4

(S)-N,N'-bis<1-(hydroxymethyl)-2-phenylethyl>ethanediamide

Conditions
ConditionsYield
In methanol at 20℃; for 0.583333h;99%
In methanol at 20℃; for 0.5h;99%
In methanol at 20℃; for 0.0833333h;99%
Dimethyl oxalate
553-90-2

Dimethyl oxalate

(S)-2-amino-4-methylpentan-1-ol
7533-40-6

(S)-2-amino-4-methylpentan-1-ol

(S,S)-N,N'-bis[1-(hydroxymethyl)-3-methylbutyl]ethanediamide
605657-06-5

(S,S)-N,N'-bis[1-(hydroxymethyl)-3-methylbutyl]ethanediamide

Conditions
ConditionsYield
In methanol at 20℃; for 0.583333h;99%
In methanol at 20℃; for 0.5h;99%
In methanol at 20℃; for 0.0833333h;99%
Dimethyl oxalate
553-90-2

Dimethyl oxalate

glycolic acid methyl ester
96-35-5

glycolic acid methyl ester

Conditions
ConditionsYield
With (o-PPh2C6H4NH2)[EtNH(CH2)2NHEt]RuCl2; hydrogen; sodium methylate In tetrahydrofuran; para-xylene at 5 - 100℃; under 7500.75 Torr; for 1.5h; Reagent/catalyst; Pressure; Temperature; Glovebox;99%
With hydrogen In methanol at 219.84℃; under 18751.9 Torr; Temperature; Reagent/catalyst; Autoclave;32%
With 1,1,1-tris(n-butylthiomethyl)ethane; hydrogen; zinc; Λ(+)-tris(pentane-2,5-dionato)ruthenium In methanol at 100℃; under 60004.8 Torr; for 69h; Kinetics; Product distribution; Further Variations:; Reagents;
Dimethyl oxalate
553-90-2

Dimethyl oxalate

(2R)-2-aminobutan-1-ol
5856-63-3

(2R)-2-aminobutan-1-ol

N,N'-bis[(1R)-1-(hydroxymethyl)propyl]ethanediamide
1019203-04-3

N,N'-bis[(1R)-1-(hydroxymethyl)propyl]ethanediamide

Conditions
ConditionsYield
In methanol at 20℃; for 0.583333h;99%
In methanol at 20℃; for 0.5h;99%
In methanol at 20℃; for 0.0833333h;99%
Dimethyl oxalate
553-90-2

Dimethyl oxalate

(S)-isoleucinol
24629-25-2

(S)-isoleucinol

N,N'-bis[(1S)-1-(S)-sec-butyl-2-hydroxyethyl]ethanediamide
599177-51-2

N,N'-bis[(1S)-1-(S)-sec-butyl-2-hydroxyethyl]ethanediamide

Conditions
ConditionsYield
In methanol at 20℃; for 0.5h;99%
In methanol at 20℃; for 0.583333h;98%
In methanol at 20℃; for 0.583333h;98%
Dimethyl oxalate
553-90-2

Dimethyl oxalate

N,N,N',N'-tetrabutyl-N''-ethylguanidine
1593111-70-6

N,N,N',N'-tetrabutyl-N''-ethylguanidine

N,N,N’,N‘-tetrabutyl-N''-ethyl-N''-methylguanidinium-methyl oxalate
1593111-67-1

N,N,N’,N‘-tetrabutyl-N''-ethyl-N''-methylguanidinium-methyl oxalate

Conditions
ConditionsYield
In acetonitrile at 80℃; for 72h;99%
Dimethyl oxalate
553-90-2

Dimethyl oxalate

2-aminooctanol
16369-15-6

2-aminooctanol

N,N'-bis[1-hexyl-2-hydroxyethyl]ethanediamide

N,N'-bis[1-hexyl-2-hydroxyethyl]ethanediamide

Conditions
ConditionsYield
In methanol at 0 - 20℃; for 4h;99%
Dimethyl oxalate
553-90-2

Dimethyl oxalate

(R)-2-methoxy-1-phenylethylamine
64715-85-1, 91298-74-7, 127180-88-5

(R)-2-methoxy-1-phenylethylamine

N,N'-bis[(1R)-2-methoxy-1-phenylethyl]ethanediamide

N,N'-bis[(1R)-2-methoxy-1-phenylethyl]ethanediamide

Conditions
ConditionsYield
In methanol at 20℃; for 0.5h; Inert atmosphere;99%
Dimethyl oxalate
553-90-2

Dimethyl oxalate

N,N'-bis[(1R)-phenylpropyl]ethanediamide

N,N'-bis[(1R)-phenylpropyl]ethanediamide

Conditions
ConditionsYield
In methanol at 20℃; for 0.5h; Inert atmosphere;99%
Dimethyl oxalate
553-90-2

Dimethyl oxalate

3-fluorocatechol
363-52-0

3-fluorocatechol

boric acid
11113-50-1

boric acid

Li(1+)*C8H3BFO6(1-)

Li(1+)*C8H3BFO6(1-)

Conditions
ConditionsYield
In dimethyl sulfoxide at 0℃; under 0 Torr; for 18h; Flow reactor;99%
Dimethyl oxalate
553-90-2

Dimethyl oxalate

methanol
67-56-1

methanol

Oxalamide
471-46-5

Oxalamide

Conditions
ConditionsYield
Stage #1: Dimethyl oxalate; methanol With ammonia at 45℃; under 760.051 Torr; for 3h;
Stage #2: With ammonia at 20 - 170℃; under 760.051 Torr; for 0.75 - 3h;
98.6%
Dimethyl oxalate
553-90-2

Dimethyl oxalate

7-ethyl-3-methyl-4-nitroindole
91482-66-5

7-ethyl-3-methyl-4-nitroindole

7-ethyl-1,3-dimethyl-4-nitroindolone

7-ethyl-1,3-dimethyl-4-nitroindolone

Conditions
ConditionsYield
With potassium ethoxide In N,N-dimethyl-formamide Heating;98%
Dimethyl oxalate
553-90-2

Dimethyl oxalate

7-ethyl-3-methyl-6-nitroindole
131327-98-5

7-ethyl-3-methyl-6-nitroindole

1,3-dimethyl-7-ethyl-6-nitroindole
131327-99-6

1,3-dimethyl-7-ethyl-6-nitroindole

Conditions
ConditionsYield
With potassium ethoxide In N,N-dimethyl-formamide Heating;98%
Dimethyl oxalate
553-90-2

Dimethyl oxalate

ethylene glycol
107-21-1

ethylene glycol

Conditions
ConditionsYield
With hydrogen In methanol at 179.84℃; under 18751.9 Torr;98%
With C24H38Cl2N3PRu; hydrogen; sodium methylate In isopropyl alcohol at 100℃; under 38002.6 Torr; for 2h; Autoclave;97%
With C24H38Cl2N3PRu; hydrogen; sodium methylate In isopropyl alcohol at 100℃; under 37503.8 Torr; for 2h;97%
Dimethyl oxalate
553-90-2

Dimethyl oxalate

O-methyldehydrozingerone
15001-27-1, 60234-90-4

O-methyldehydrozingerone

(5E)-methyl 6-(3,4-dimethoxyphenyl)-2-hydroxy-4-oxo-2-hexa-2,5-dienoate
1256291-02-7

(5E)-methyl 6-(3,4-dimethoxyphenyl)-2-hydroxy-4-oxo-2-hexa-2,5-dienoate

Conditions
ConditionsYield
Stage #1: Dimethyl oxalate; O-methyldehydrozingerone With sodium methylate In tetrahydrofuran at 20℃; for 2h;
Stage #2: With hydrogenchloride In tetrahydrofuran; water
98%
1-methyl-1H-imidazole
616-47-7

1-methyl-1H-imidazole

Dimethyl oxalate
553-90-2

Dimethyl oxalate

N,N'-dimethylimidazolium-methyl oxalate
1593111-74-0

N,N'-dimethylimidazolium-methyl oxalate

Conditions
ConditionsYield
In acetonitrile at 90℃; for 72h;98%
Dimethyl oxalate
553-90-2

Dimethyl oxalate

tributylphosphine
998-40-3

tributylphosphine

tributylmethylphosphonium-methyl oxalate
1593111-87-5

tributylmethylphosphonium-methyl oxalate

Conditions
ConditionsYield
In acetonitrile at 90℃; for 48h;98%

DIMETHYL OXALATE Chemical Properties

Product Name: Dimethyl oxalate
Synonyms: OXALIC ACID METHYL ESTER;OXALIC ACID BIS-METHYL ESTER;OXALIC ACID DIMETHYL ESTER;CH3OCOCOOCH3;Dimethyl ester of oxalic acid;Ethanedioc acid dimethyl ester;Ethanedioicacid,dimethylester;Ethanedioicaciddimethylester
CAS: 553-90-2
MF: C4H6O4
MW: 118.09
EINECS: 209-053-6
mp:  50-54 °C(lit.)
bp:  163.5 °C(lit.)
density:  1.148 g/mL at 25 °C(lit.)
refractive index:  n20/D 1.39(lit.)
Fp:  167 °F
Merck:  14,6106
BRN:  1071744

DIMETHYL OXALATE Production

Product Categories: Pharmaceutical Intermediates;C2 to C5;Carbonyl Compounds;ESTERS

DIMETHYL OXALATE Toxicity Data With Reference

RTECS  RO2850000 

DIMETHYL OXALATE Consensus Reports

DIMETHYL OXALATE (CAS 553-90-2) Market Research Report 2009

DIMETHYL OXALATE Safety Profile

Hazard Codes:  Xi
Risk Statements:  36/38
Safety Statements:  26-36/37-24/25
RIDADR:  1759
WGK Germany:  3
HazardClass:  6.1(b)
PackingGroup:  III
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