Product Name

  • Name

    Methyl carbamate

  • EINECS 209-939-2
  • CAS No. 598-55-0
  • Article Data88
  • CAS DataBase
  • Density 1.092 g/cm3
  • Solubility 700 g/L (20 °C) in water
  • Melting Point 56-58 °C(lit.)
  • Formula C2H5NO2
  • Boiling Point 178.7 °C at 760 mmHg
  • Molecular Weight 75.0672
  • Flash Point 105.2 °C
  • Transport Information
  • Appearance white adhering crystals
  • Safety 26-36/37-22
  • Risk Codes 36-40
  • Molecular Structure Molecular Structure of 598-55-0 (Methyl carbamate)
  • Hazard Symbols HarmfulXn
  • Synonyms Methylurethane;NSC 3054;Urethylane;
  • PSA 52.32000
  • LogP 0.41180

Synthetic route

methanol
67-56-1

methanol

urea
57-13-6

urea

methyl carbamate
598-55-0

methyl carbamate

Conditions
ConditionsYield
With alumina supported titanium dioxide-bismuth oxide metal oxide catalyst at 120℃; for 8h; Sealed tube;99.41%
Stage #1: methanol; urea at 30℃; for 20h; Autoclave;
Stage #2: With carbon dioxide; 6O4P(3-)*5Ni(2+)*5Ca(2+)*2F(1-) at 160℃; under 4500.45 Torr; for 6h; Temperature; Concentration;
98.9%
With silica supported titanium dioxide at 160℃; under 17251.7 Torr; for 8h; Temperature; Pressure; Inert atmosphere;98%
urea
57-13-6

urea

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

methyl carbamate
598-55-0

methyl carbamate

Conditions
ConditionsYield
With Na-ZnO-ZrO2 / γ-Al2O3 at 180℃; for 6h; Temperature; Reagent/catalyst; Autoclave;98.8%
C9H10N2O6S
80284-00-0

C9H10N2O6S

A

methyl carbamate
598-55-0

methyl carbamate

B

ammonium salt of N-nitro-p-toluenesulfamide

ammonium salt of N-nitro-p-toluenesulfamide

Conditions
ConditionsYield
With ammonia In diethyl ether for 0.0833333h;A 78%
B 92%
methanol
67-56-1

methanol

1,2-bis(1-isocyanato-1-methylethyl)diazene
70678-13-6

1,2-bis(1-isocyanato-1-methylethyl)diazene

A

5,5-dimethyl-Δ1-1,2,4-triazolin-3-one
112700-85-3

5,5-dimethyl-Δ1-1,2,4-triazolin-3-one

B

methyl carbamate
598-55-0

methyl carbamate

C

2-methoxy-2-methoxycarbonylaminopropane

2-methoxy-2-methoxycarbonylaminopropane

D

[1-(1-Methoxycarbonylamino-1-methyl-ethylazo)-1-methyl-ethyl]-carbamic acid methyl ester

[1-(1-Methoxycarbonylamino-1-methyl-ethylazo)-1-methyl-ethyl]-carbamic acid methyl ester

Conditions
ConditionsYield
for 2h; Product distribution; Mechanism; Heating; other alcohols; var. reaction time; var. temperatures;A 90%
B n/a
C n/a
D n/a
for 2h; Heating; Yield given. Yields of byproduct given;
methyl aziridine-1-carboxylate
671-50-1

methyl aziridine-1-carboxylate

A

ethyleneimine
151-56-4

ethyleneimine

B

methyl carbamate
598-55-0

methyl carbamate

Conditions
ConditionsYield
With ammonia In ethanol at 18 - 25℃; for 24h;A n/a
B 90%
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;
methanol
67-56-1

methanol

potassium cyanate
590-28-3

potassium cyanate

methyl carbamate
598-55-0

methyl carbamate

Conditions
ConditionsYield
With para-dodecylbenzenesulfonic acid In neat (no solvent) at 60℃; for 0.5h; Green chemistry;80%
With DBSA at 60℃; for 1h;
methyl chloroformate
79-22-1

methyl chloroformate

methyl carbamate
598-55-0

methyl carbamate

Conditions
ConditionsYield
With triethylamine In methanol; dichloromethane; ethyl acetate78%
With ammonia; benzene
With potassium hydrogencarbonate In water
methanol
67-56-1

methanol

2,4-dioxo-6-methyl-3,4-dihydro-2H-1,3-oxazine
2911-21-9

2,4-dioxo-6-methyl-3,4-dihydro-2H-1,3-oxazine

A

acetoacetic acid methyl ester
105-45-3

acetoacetic acid methyl ester

B

methyl carbamate
598-55-0

methyl carbamate

Conditions
ConditionsYield
With triethylamine for 24h; Heating;A 70%
B 15%
3-cyano-2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene
4651-91-6

3-cyano-2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene

methyl chloroformate
79-22-1

methyl chloroformate

methyl carbamate
598-55-0

methyl carbamate

Conditions
ConditionsYield
With sodium hydrogencarbonate In butanone66%
methanol
67-56-1

methanol

urea
57-13-6

urea

A

methyl N-methylcarbamate
6642-30-4

methyl N-methylcarbamate

B

methyl carbamate
598-55-0

methyl carbamate

C

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

Conditions
ConditionsYield
With ZnO-SrO at 170℃; for 6h; Reagent/catalyst; Temperature; Time;A 17%
B 55%
C 28%
With MgZn1.7Al hydrotalcite calcined at 450°C at 200℃; under 15001.5 Torr; for 4h; Catalytic behavior; Time; Autoclave;A 14%
B 28%
C 28%
(2E)-2,3-Diisopropyl-azimin-1-carbonsaeure-methylester
82317-28-0, 82317-30-4

(2E)-2,3-Diisopropyl-azimin-1-carbonsaeure-methylester

A

N-(1-Aethoxyaethyl)carbaminsaeure-methylester
27593-52-8

N-(1-Aethoxyaethyl)carbaminsaeure-methylester

B

methyl carbamate
598-55-0

methyl carbamate

C

trans-2,3-Diisopropyl-triaziridin-1-carbonsaeure-methylester

trans-2,3-Diisopropyl-triaziridin-1-carbonsaeure-methylester

D

cis-2,3-Diisopropyl-triaziridin-1-carbonsaeure-methylester

cis-2,3-Diisopropyl-triaziridin-1-carbonsaeure-methylester

Conditions
ConditionsYield
In diethyl ether at 12℃; Irradiation; Yield given. Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts;A 7%
B n/a
C 31%
D n/a
In diethyl ether at 12℃; Irradiation; Yield given. Further byproducts given. Title compound not separated from byproducts;A 5%
B n/a
C 18%
D n/a
In diethyl ether at 12℃; Irradiation; Further byproducts given;A 5%
B n/a
C 18%
D n/a
In diethyl ether at 12℃; Irradiation; Further byproducts given. Yields of byproduct given;A 5%
B n/a
C 18%
D n/a
In diethyl ether at 12℃; Irradiation; Yield given. Further byproducts given;A 5%
B n/a
C 18%
D n/a
(2E)-2,3-Diisopropyl-azimin-1-carbonsaeure-methylester
82317-28-0, 82317-30-4

(2E)-2,3-Diisopropyl-azimin-1-carbonsaeure-methylester

A

methyl carbamate
598-55-0

methyl carbamate

B

2-Isopropyl-3-isopropyliden-triazan-1-carbonsaeure-methylester

2-Isopropyl-3-isopropyliden-triazan-1-carbonsaeure-methylester

C

trans-2,3-Diisopropyl-triaziridin-1-carbonsaeure-methylester

trans-2,3-Diisopropyl-triaziridin-1-carbonsaeure-methylester

D

cis-2,3-Diisopropyl-triaziridin-1-carbonsaeure-methylester

cis-2,3-Diisopropyl-triaziridin-1-carbonsaeure-methylester

Conditions
ConditionsYield
In diethyl ether at 12℃; Irradiation; Yield given. Further byproducts given;A n/a
B n/a
C 18%
D n/a
methanol
67-56-1

methanol

diethyl ether
60-29-7

diethyl ether

cyanic acid
420-05-3

cyanic acid

A

allophanic acid methyl ester
761-89-7

allophanic acid methyl ester

B

methyl carbamate
598-55-0

methyl carbamate

methanol
67-56-1

methanol

cyanic acid
420-05-3

cyanic acid

A

allophanic acid methyl ester
761-89-7

allophanic acid methyl ester

B

methyl carbamate
598-55-0

methyl carbamate

methanol
67-56-1

methanol

carbamic chloride
463-72-9

carbamic chloride

methyl carbamate
598-55-0

methyl carbamate

methanol
67-56-1

methanol

silver cyanate
3315-16-0

silver cyanate

methyl carbamate
598-55-0

methyl carbamate

Conditions
ConditionsYield
With hydrogen sulfide
With hydrogenchloride
methyl 1,1,1-trichloromethyl carbonate
101970-86-9

methyl 1,1,1-trichloromethyl carbonate

A

urea
57-13-6

urea

B

methyl carbamate
598-55-0

methyl carbamate

Conditions
ConditionsYield
With chloroform; ammonia
(-)-menthol
2216-51-5

(-)-menthol

cinnamoyl isocyanate
4737-20-6

cinnamoyl isocyanate

methyl carbamate
598-55-0

methyl carbamate

Conditions
ConditionsYield
at 130℃;
dimethyl dicarbonate
4525-33-1

dimethyl dicarbonate

methyl carbamate
598-55-0

methyl carbamate

Conditions
ConditionsYield
With ethanol; ammonia
methanol
67-56-1

methanol

cyanogen chloride
506-77-4

cyanogen chloride

methyl carbamate
598-55-0

methyl carbamate

methanol
67-56-1

methanol

3,3-diisopropyl-azetidine-2,4-dione
17197-62-5

3,3-diisopropyl-azetidine-2,4-dione

methyl carbamate
598-55-0

methyl carbamate

Conditions
ConditionsYield
Irradiation;
methanol
67-56-1

methanol

silyl isocyanate
13730-13-7

silyl isocyanate

methyl carbamate
598-55-0

methyl carbamate

3,3,3-Trifluor-2-chlor-2-nitro-propionsaeure-methylester
1683-76-7

3,3,3-Trifluor-2-chlor-2-nitro-propionsaeure-methylester

methyl carbamate
598-55-0

methyl carbamate

Conditions
ConditionsYield
(i) NH3, Et2O, (ii) (heating); Multistep reaction;
1,2-bis(1-isocyanato-1-methylethyl)diazene
70678-13-6

1,2-bis(1-isocyanato-1-methylethyl)diazene

A

5,5-dimethyl-Δ1-1,2,4-triazolin-3-one
112700-85-3

5,5-dimethyl-Δ1-1,2,4-triazolin-3-one

B

methyl carbamate
598-55-0

methyl carbamate

C

2-methoxy-2-methoxycarbonylaminopropane

2-methoxy-2-methoxycarbonylaminopropane

D

[1-(1-Methoxycarbonylamino-1-methyl-ethylazo)-1-methyl-ethyl]-carbamic acid methyl ester

[1-(1-Methoxycarbonylamino-1-methyl-ethylazo)-1-methyl-ethyl]-carbamic acid methyl ester

Conditions
ConditionsYield
With methanol for 2h; Heating; Yield given;
phenoxysulfonyl-carbamic acid methyl ester
52200-01-8

phenoxysulfonyl-carbamic acid methyl ester

A

methanol
67-56-1

methanol

B

methyl carbamate
598-55-0

methyl carbamate

C

phenol
108-95-2

phenol

Conditions
ConditionsYield
With hydrogen chloride In [D3]acetonitrile at 50℃; Rate constant; Thermodynamic data; other solvent; var. temp. and pH's; ΔH(excit.); ΔS(excit.); deuterium isotope effect;
(4-chloro-phenoxysulfonyl)-carbamic acid methyl ester
52200-06-3

(4-chloro-phenoxysulfonyl)-carbamic acid methyl ester

A

methanol
67-56-1

methanol

B

4-chloro-phenol
106-48-9

4-chloro-phenol

C

methyl carbamate
598-55-0

methyl carbamate

Conditions
ConditionsYield
With hydrogen chloride In [D3]acetonitrile at 50℃; Rate constant; Thermodynamic data; other solvent; var. temp. and pH's; ΔH(excit.); ΔS(excit.); deuterium isotope effect;
(4-nitro-phenoxysulfonyl)-carbamic acid methyl ester
92385-24-5

(4-nitro-phenoxysulfonyl)-carbamic acid methyl ester

A

methanol
67-56-1

methanol

B

4-nitro-phenol
100-02-7

4-nitro-phenol

C

methyl carbamate
598-55-0

methyl carbamate

Conditions
ConditionsYield
With hydrogen chloride In [D3]acetonitrile at 50℃; Rate constant; Thermodynamic data; other solvent; var. temp. and pH's; ΔH(excit.); ΔS(excit.); deuterium isotope effect;
methyl carbamate
598-55-0

methyl carbamate

methyl N-(sulfinylidene)carbamate
5659-91-6

methyl N-(sulfinylidene)carbamate

Conditions
ConditionsYield
Stage #1: methyl carbamate With thionyl chloride In diethyl ether at 0 - 20℃; for 0.583333h; Inert atmosphere;
Stage #2: With pyridine In diethyl ether at 20℃; for 3h; Inert atmosphere;
100%
With pyridine; thionyl chloride In diethyl ether at 0 - 25℃; for 3h;76%
With pyridine; thionyl chloride
With pyridine; thionyl chloride In diethyl ether at 0℃; for 3.5h; Inert atmosphere;
3-amino-5,5-dimethyl-8-nitro-4,5-dihydro-1H-benzo[b]azepin-2(3H)-one
1022972-70-8

3-amino-5,5-dimethyl-8-nitro-4,5-dihydro-1H-benzo[b]azepin-2(3H)-one

methyl carbamate
598-55-0

methyl carbamate

(5,5-dimethyl-8-nitro-2-oxo-2,3,4,5-tetrahydro-1H-1-benzazepin-3-yl)carbamic acid methyl ester
1022945-76-1

(5,5-dimethyl-8-nitro-2-oxo-2,3,4,5-tetrahydro-1H-1-benzazepin-3-yl)carbamic acid methyl ester

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane for 0.0833333h;100%
methyl carbamate
598-55-0

methyl carbamate

2-aminobenzoyl chloride
21563-73-5

2-aminobenzoyl chloride

2,4-dichloroquinazoline
607-68-1

2,4-dichloroquinazoline

Conditions
ConditionsYield
With pyridine; tetrachloromethane; titanium(IV) oxide; vanadia; tungsten(VI) oxide; tin(IV) oxide In N,N-dimethyl-formamide at 120 - 230℃; under 2250.23 - 6000.6 Torr; for 32h; Solvent; Temperature; Pressure; Reagent/catalyst;99.1%
(E)-1,3-diphenyl-2-propen-1-ol
62668-02-4

(E)-1,3-diphenyl-2-propen-1-ol

methyl carbamate
598-55-0

methyl carbamate

(E)-N-(1,3-diphenylallyl) methyl carbamate
33143-50-9

(E)-N-(1,3-diphenylallyl) methyl carbamate

Conditions
ConditionsYield
With potassium hexafluorophosphate; bismuth(lll) trifluoromethanesulfonate; calcium sulfate In 1,4-dioxane at 23 - 26℃; for 0.2h;99%
With aluminium(III) triflate In nitromethane at 20℃; for 0.166667h;94%
iso-propyl 2-(2-nitrophenyl)-4-oxobutanoate

iso-propyl 2-(2-nitrophenyl)-4-oxobutanoate

methyl carbamate
598-55-0

methyl carbamate

isopropyl 4-(methoxycarbonylamino)-2-(2-nitrophenyl)butanoate

isopropyl 4-(methoxycarbonylamino)-2-(2-nitrophenyl)butanoate

Conditions
ConditionsYield
With triethylsilane; trifluoroacetic acid In acetonitrile at 70℃; for 24h; Inert atmosphere;99%
triphenyl phosphite
101-02-0

triphenyl phosphite

3-Cyanobenzaldehyde
24964-64-5

3-Cyanobenzaldehyde

methyl carbamate
598-55-0

methyl carbamate

methyl ((3-cyanophenyl)(diphenoxyphosphoryl)methyl)carbamate

methyl ((3-cyanophenyl)(diphenoxyphosphoryl)methyl)carbamate

Conditions
ConditionsYield
With copper(II) bis(trifluoromethanesulfonate) In dichloromethane at 20℃; for 16h; Oleksyszyn Synthesis;99%
4-methyl-N-(2-(1-methyl-1H-indol-3-yl)ethyl)-N-(phenylethynyl)benzenesulfonamide

4-methyl-N-(2-(1-methyl-1H-indol-3-yl)ethyl)-N-(phenylethynyl)benzenesulfonamide

methyl carbamate
598-55-0

methyl carbamate

methyl 1-methyl-5′-phenyl-1′-tosyl-2′,3′-dihydro-1′H-spiro[indoline-3,4′-pyridine]-2-yl carbamate

methyl 1-methyl-5′-phenyl-1′-tosyl-2′,3′-dihydro-1′H-spiro[indoline-3,4′-pyridine]-2-yl carbamate

Conditions
ConditionsYield
With silver trifluoromethanesulfonate; triphenylphosphine In toluene at 20℃; for 5h; Inert atmosphere; diastereoselective reaction;99%
N-methylene-tert-butylamine
13987-61-6

N-methylene-tert-butylamine

methyl carbamate
598-55-0

methyl carbamate

{[tert-Butyl-(methoxycarbonylamino-methyl)-amino]-methyl}-carbamic acid methyl ester
130157-99-2

{[tert-Butyl-(methoxycarbonylamino-methyl)-amino]-methyl}-carbamic acid methyl ester

Conditions
ConditionsYield
for 3h; Heating;98%
methyl carbamate
598-55-0

methyl carbamate

Glyoxilic acid
298-12-4

Glyoxilic acid

Hydroxy-methoxycarbonylamino-acetic acid
56674-26-1

Hydroxy-methoxycarbonylamino-acetic acid

Conditions
ConditionsYield
In diethyl ether98%
In diethyl ether98%
With water In diethyl ether98%
benzaldehyde
100-52-7

benzaldehyde

methyl carbamate
598-55-0

methyl carbamate

β-naphthol
135-19-3

β-naphthol

methyl N-(2-hydroxynaphthalen-1-yl)(phenyl)methyl carbamate

methyl N-(2-hydroxynaphthalen-1-yl)(phenyl)methyl carbamate

Conditions
ConditionsYield
With nano-silica-bonded 3-(n-propyl)-1-sulfoimidazolium chloride In neat (no solvent) at 70℃; for 0.216667h;98%
With saccharin sulfonic acid In neat (no solvent) at 70℃; for 0.166667h; Green chemistry;97%
With 4-methyl-4-sulfonic acid morpholinium chloride In neat (no solvent) at 100℃; for 0.05h; Reagent/catalyst;97%
4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

methyl carbamate
598-55-0

methyl carbamate

β-naphthol
135-19-3

β-naphthol

methyl N-(4-chlorophenyl)(2-hydroxynaphthalen-1-yl)methyl carbamate

methyl N-(4-chlorophenyl)(2-hydroxynaphthalen-1-yl)methyl carbamate

Conditions
ConditionsYield
With 4-methyl-4-sulfonic acid morpholinium chloride In neat (no solvent) at 100℃; for 0.0333333h; Catalytic behavior; Concentration; Solvent; Temperature;98%
With nano-silica-bonded 3-(n-propyl)-1-sulfoimidazolium chloride In neat (no solvent) at 70℃; for 0.216667h;97%
With graphene oxide supported imidazolium based dicationic ionic liquid at 80℃; for 0.0833333h;97%
3-nitro-benzaldehyde
99-61-6

3-nitro-benzaldehyde

methyl carbamate
598-55-0

methyl carbamate

β-naphthol
135-19-3

β-naphthol

methyl ((2-hydroxynaphthalen-1-yl)(3-nitrophenyl)methyl)carbamate
1071838-57-7

methyl ((2-hydroxynaphthalen-1-yl)(3-nitrophenyl)methyl)carbamate

Conditions
ConditionsYield
With nano-silica-bonded 3-(n-propyl)-1-sulfoimidazolium chloride In neat (no solvent) at 70℃; for 0.133333h;98%
With trityl chloride In neat (no solvent) at 70℃; for 0.116667h;97%
With a magnetite (Fe3O4 )supported -SO3H functionalized benzimidazolium based ionic liquid In neat (no solvent) at 80℃; for 0.0666667h; Green chemistry;97%
4-nitrobenzaldehdye
555-16-8

4-nitrobenzaldehdye

methyl carbamate
598-55-0

methyl carbamate

β-naphthol
135-19-3

β-naphthol

methyl N-(2-hydroxynaphthalen-1-yl)(4-nitrophenyl)methyl carbamate
1071838-54-4

methyl N-(2-hydroxynaphthalen-1-yl)(4-nitrophenyl)methyl carbamate

Conditions
ConditionsYield
With trityl chloride In neat (no solvent) at 70℃; for 0.133333h;98%
With nano-silica-bonded 3-(n-propyl)-1-sulfoimidazolium chloride In neat (no solvent) at 70℃; for 0.15h;98%
With saccharin sulfonic acid In neat (no solvent) at 70℃; for 0.166667h; Green chemistry;97%
3-Chlorobenzaldehyde
587-04-2

3-Chlorobenzaldehyde

methyl carbamate
598-55-0

methyl carbamate

β-naphthol
135-19-3

β-naphthol

methyl ((3-chlorophenyl)(2-hydroxynaphthalen-1-yl)methyl)carbamate
1071838-56-6

methyl ((3-chlorophenyl)(2-hydroxynaphthalen-1-yl)methyl)carbamate

Conditions
ConditionsYield
With trityl chloride In neat (no solvent) at 70℃; for 0.0666667h;98%
With nano-silica-bonded 3-(n-propyl)-1-sulfoimidazolium chloride In neat (no solvent) at 70℃; for 0.2h;97%
With N,N,N-triethyl-N-sulfoethanammonium chloride at 110℃; for 0.166667h;94%
Methyl p-tolyl sulfoxide
934-72-5

Methyl p-tolyl sulfoxide

methyl carbamate
598-55-0

methyl carbamate

methyl[methyl(4-methylphenyl)oxido-λ6-sulfanylidene]carbamate

methyl[methyl(4-methylphenyl)oxido-λ6-sulfanylidene]carbamate

Conditions
ConditionsYield
With dirhodium tetraacetate; [bis(acetoxy)iodo]benzene; magnesium oxide In dichloromethane at 20 - 40℃; for 8h;98%
With dirhodium tetraacetate; [bis(acetoxy)iodo]benzene; magnesium oxide In dichloromethane at 40℃; for 8h;98%
3-Phenyl-1-propanol
122-97-4

3-Phenyl-1-propanol

methyl carbamate
598-55-0

methyl carbamate

phenprobamate
673-31-4

phenprobamate

Conditions
ConditionsYield
With di-n-butyltin maleate In toluene for 3h; Reflux;98%
Cyclohex-2-enol
822-67-3

Cyclohex-2-enol

methyl carbamate
598-55-0

methyl carbamate

cyclohex-2-enyl carbamate
119449-77-3

cyclohex-2-enyl carbamate

Conditions
ConditionsYield
With di-n-butyltin maleate In toluene for 3h; Reflux;98%
m-bromobenzoic aldehyde
3132-99-8

m-bromobenzoic aldehyde

methyl carbamate
598-55-0

methyl carbamate

β-naphthol
135-19-3

β-naphthol

C19H16BrNO3

C19H16BrNO3

Conditions
ConditionsYield
With 4-methyl-4-sulfonic acid morpholinium chloride In neat (no solvent) at 100℃; for 0.05h; Reagent/catalyst;97%
With 1-methyl-3-(4-sulfobutyl)-1H-imidazol-3-ium hydrogensulfate at 90℃; for 2h; Neat (no solvent);90%
With magnesium hydrogen sulfate In neat (no solvent) at 100℃; for 0.383333h; Green chemistry;90%
With 1-n-butyl-3-methylimidazolim bromide; toluene-4-sulfonic acid at 60℃; for 1h;75%
1-dodecyl alcohol
112-53-8

1-dodecyl alcohol

methyl carbamate
598-55-0

methyl carbamate

dodecyl carbamate
6320-52-1

dodecyl carbamate

Conditions
ConditionsYield
With di-n-butyltin maleate In toluene for 3h; Reflux;97%
di(n-butyl)tin oxide
818-08-6

di(n-butyl)tin oxide

methyl carbamate
598-55-0

methyl carbamate

1,1,3,3-tetrabutyl-1-methoxy-3-isocyanatodistannoxane

1,1,3,3-tetrabutyl-1-methoxy-3-isocyanatodistannoxane

Conditions
ConditionsYield
In methanol High Pressure; heating at 393-433 K in autoclave; MeOH was distilled off at 343-353 K, drying in vacuo at 333-343 K; elem.anal.;96.9%
methanol
67-56-1

methanol

1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

methyl carbamate
598-55-0

methyl carbamate

1,6-bis(methoxycarbonylamino)hexane
6030-54-2

1,6-bis(methoxycarbonylamino)hexane

Conditions
ConditionsYield
With 5.1 wt% Ni/Fe3O4 at 190℃; under 11251.1 - 16501.7 Torr; for 5h; Autoclave; Inert atmosphere;96%
With cerium(IV) oxide at 150 - 210℃; for 6h; Reagent/catalyst; Temperature; Inert atmosphere;96.9%
cyclohexa-1,3-diene
1165952-91-9

cyclohexa-1,3-diene

methyl carbamate
598-55-0

methyl carbamate

N-(cyclohex-2-enyl) methyl carbamate
86766-64-5

N-(cyclohex-2-enyl) methyl carbamate

Conditions
ConditionsYield
With bismuth(lll) trifluoromethanesulfonate; tetrakis(actonitrile)copper(I) hexafluorophosphate; 1,2-bis-(diphenylphosphino)ethane In 1,4-dioxane at 50℃; for 18h;96%
4-bromo-benzaldehyde
1122-91-4

4-bromo-benzaldehyde

methyl carbamate
598-55-0

methyl carbamate

β-naphthol
135-19-3

β-naphthol

methyl N-(4-bromophenyl)(2-hydroxynaphthalen-1-yl)methyl carbamate

methyl N-(4-bromophenyl)(2-hydroxynaphthalen-1-yl)methyl carbamate

Conditions
ConditionsYield
With N,N,N-triethyl-N-sulfoethanammonium chloride at 110℃; for 0.166667h;96%
With trityl chloride In neat (no solvent) at 70℃; for 0.133333h;95%
With saccharin sulfonic acid In neat (no solvent) at 70℃; for 0.0833333h; Green chemistry;95%
methanol
67-56-1

methanol

n-Dodecylamine
124-22-1

n-Dodecylamine

methyl carbamate
598-55-0

methyl carbamate

methyl n-dodecylcarbamate
66769-57-1

methyl n-dodecylcarbamate

Conditions
ConditionsYield
With 5.1 wt% Ni/Fe3O4 at 190℃; under 11251.1 - 16501.7 Torr; for 5h; Autoclave; Inert atmosphere;96%
1-Phenylethanol
98-85-1, 13323-81-4

1-Phenylethanol

methyl carbamate
598-55-0

methyl carbamate

methyl (1-phenylethyl)carbamate
76926-67-5

methyl (1-phenylethyl)carbamate

Conditions
ConditionsYield
With aluminium(III) triflate In nitromethane at 50℃; for 0.166667h; Microwave irradiation;96%
1-(4-methylbenzensulfonyl)-4-(thien-3-yl)-1H-1,2,3-triazole

1-(4-methylbenzensulfonyl)-4-(thien-3-yl)-1H-1,2,3-triazole

methyl carbamate
598-55-0

methyl carbamate

(Z)-methyl (2-(4-methylphenylsulfonamido)-1-(thiophen-3-yl)vinyl)carbamate
1514928-15-4

(Z)-methyl (2-(4-methylphenylsulfonamido)-1-(thiophen-3-yl)vinyl)carbamate

Conditions
ConditionsYield
With rhodium(II) octanoate dimer In chloroform at 75℃; Inert atmosphere; Glovebox; Microwave irradiation; stereoselective reaction;96%
4-(4-methoxyphenyl)-1-tosyl-1H-1,2,3-triazole
1078739-24-8

4-(4-methoxyphenyl)-1-tosyl-1H-1,2,3-triazole

methyl carbamate
598-55-0

methyl carbamate

(Z)-methyl (1-(4-methoxyphenyl)-2-(4-methylphenylsulfonamido)vinyl)carbamate
1514928-17-6

(Z)-methyl (1-(4-methoxyphenyl)-2-(4-methylphenylsulfonamido)vinyl)carbamate

Conditions
ConditionsYield
With rhodium(II) octanoate dimer In chloroform at 75℃; Inert atmosphere; Glovebox; Microwave irradiation; stereoselective reaction;96%
p-methylbenzaldoxime methyl ether
70286-36-1

p-methylbenzaldoxime methyl ether

methyl carbamate
598-55-0

methyl carbamate

[2-(methoxyimino-methyl)-5-methyl-phenyl]-carbamic acid methyl ester

[2-(methoxyimino-methyl)-5-methyl-phenyl]-carbamic acid methyl ester

Conditions
ConditionsYield
Stage #1: p-methylbenzaldoxime methyl ether; palladium diacetate In 1,2-dichloro-ethane at 80℃; for 1h;
Stage #2: methyl carbamate With dipotassium peroxodisulfate In 1,2-dichloro-ethane at 80℃;
95%

Methyl carbamate Specification

The Methyl carbamate, with the CAS registry number 598-55-0 and EINECS registry number 209-939-2, is also known as Methoxyformamide. And the molecular formula of this chemical is C2H5NO2. It is a carbamate ester with th apperance of white adhering crystals. What's more, it is used by the textile industry to manufacture resins to be applied on polyester/cotton blend fabrics as durable-press finishes. And it is also used as intermediate in the pharmaceuticals and Pesticide industry. In addition, it is used as selective solvent for dutrex.

The physical properties of Methyl carbamate are as following: (1)ACD/LogP: -0.68; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.68; (4)ACD/LogD (pH 7.4): -0.68; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 10.15; (8)ACD/KOC (pH 7.4): 10.15; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 29.54 Å2; (13)Index of Refraction: 1.399; (14)Molar Refractivity: 16.62 cm3; (15)Molar Volume: 68.7 cm3; (16)Polarizability: 6.59×10-24cm3; (17)Surface Tension: 33.6 dyne/cm; (18)Density: 1.092 g/cm3; (19)Flash Point: 105.2 °C; (20)Enthalpy of Vaporization: 41.5 kJ/mol; (21)Boiling Point: 178.7 °C at 760 mmHg; (22)Vapour Pressure: 0.976 mmHg at 25°C.

Preparation of Methyl carbamate: Heat methyl alcohol to boil, and add urea with stirring. Reflux for 30 hours, and leach for 2 times with boiling sherwood oil. Collect the 175-177 °C distillates after fractionation, and the distillates are the desired product. The yield is about 75%.
1. ClCOOCH3 + 2NH3 → NH2COOCH3
2. NH2CONH2 + CH3OH → NH2COOCH3 + NH3

You should be cautious while dealing with this chemical. It irritates eyes, and there's limited evidence of a carcinogenic effect about this chemical. Therefore, you had better take the following instructions: Do not breathe dust; Wear suitable protective clothing and gloves, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(OC)N
(2)InChI: InChI=1/C2H5NO2/c1-5-2(3)4/h1H3,(H2,3,4)
(3)InChIKey: GTCAXTIRRLKXRU-UHFFFAOYAJ

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 6200mg/kg (6200mg/kg)   National Toxicology Program Technical Report Series. Vol. NTP-TR-328, Pg. 1987,
mouse LD50 subcutaneous 4450mg/kg (4450mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Australian Journal of Experimental Biology and Medical Science. Vol. 45, Pg. 507, 1967.
mouse LDLo intraperitoneal 200mg/kg (200mg/kg)   Toxicology and Applied Pharmacology. Vol. 23, Pg. 288, 1972.
quail LD50 oral 21mg/kg (21mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Ecotoxicology and Environmental Safety. Vol. 8, Pg. 551, 1984.
rabbit LD50 skin > 2gm/kg (2000mg/kg) SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
Acute Toxicity Data. Journal of the American College of Toxicology, Part B. Vol. 1, Pg. 161, 1992.
rat LD50 oral 2500mg/kg (2500mg/kg)   National Toxicology Program Technical Report Series. Vol. NTP-TR-328, Pg. 1987,

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