Conditions | Yield |
---|---|
With silver nitrate at 0 - 25℃; Schlenk technique; Inert atmosphere; | 99.5% |
With nitric acid at -10℃; |
C10H26N2O2Si2
A
methyl nitrate
B
Salpetersaeuretrimethylsilylester
C
C7H17N3O4Si
Conditions | Yield |
---|---|
With tin(IV) chloride; dinitrogen pentoxide In dichloromethane at -20℃; for 2h; | A 13% B n/a C 60% |
chloroethane
A
formaldehyd
B
methyl nitrite
C
methyl nitrate
D
carbon dioxide
E
peroxyacetyl nitrate
Conditions | Yield |
---|---|
With nitrogen(II) oxide; chlorine In gas at 21.9℃; under 700 Torr; Product distribution; Irradiation; dilution by air; | A 10% B 30% C 6% D 47% E 10% F n/a |
Conditions | Yield |
---|---|
With nitric acid In water Rate constant; Kinetics; other reagent HNO3-H2SO4; | |
With nitric acid In water Rate constant; Equilibrium constant; Mechanism; | |
With water; nitric acid Thermodynamic data; ΔH, ΔS, ΔG; thermodynamic parameters of equilibrium in nitration of alcohols; |
Conditions | Yield |
---|---|
With sodium nitrate; acetic acid; platinum Electrolysis; |
methyl-nitro-amine; ammonium salt
methyl nitrate
Conditions | Yield |
---|---|
With nitrylfluoride In acetonitrile |
methyl-nitro-amine; tetramethylammonium salt
methyl nitrate
Conditions | Yield |
---|---|
With nitronium tetrafluoborate; acetonitrile |
methanol
A
formaldehyd
B
formic acid
C
methoxyl radical
D
methyl nitrite
E
methyl nitrate
F
methyl bisulfate
Conditions | Yield |
---|---|
With sulfur dioxide; chlorine; Nitrogen dioxide In gas Mechanism; Irradiation; |
Conditions | Yield |
---|---|
With Nitrogen dioxide at 21.9℃; Rate constant; Kinetics; different pressure; different diluent gases; | |
With Nitrogen dioxide at 24.9℃; Rate constant; Mechanism; | |
With Nitrogen dioxide Mechanism; Rate constant; | |
With Nitrogen dioxide at -23.16℃; under 700 Torr; Kinetics; Pressure; Temperature; Inert atmosphere; Gas phase; |
methyl nitrite
(Z)-azomethane
A
methyl nitrate
B
methyl peroxynitrate
Conditions | Yield |
---|---|
In gas Mechanism; Irradiation; |
methyl nitrite
(Z)-azomethane
A
methyl nitrate
B
methyl peroxynitrate
Conditions | Yield |
---|---|
With sulfur dioxide; oxygen In gas Mechanism; Irradiation; |
methyl nitrite
A
methoxyl radical
B
methyl nitrate
C
methoxysulfonyl radical
Conditions | Yield |
---|---|
With sulfur dioxide; oxygen In gas Mechanism; Irradiation; |
methane
methyl nitrate
Conditions | Yield |
---|---|
With nitrate radical Thermodynamic data; Mechanism; calculated (BEBO and equibonding method) activation energies for hydrogen atom transfer reaction, anodic nitrooxylation; |
Ethyl tert-butyl ether
A
formaldehyd
B
acetic acid tert-butyl ester
C
methyl nitrate
D
tert-butyl formate
Conditions | Yield |
---|---|
With nitrate radical In gas at -16.1 - 89.9℃; under 750.06 Torr; Mechanism; Kinetics; |
Conditions | Yield |
---|---|
With Nitrogen dioxide; sulphur hexafluoride In gas under 760 Torr; Product distribution; Rate constant; Ambient temperature; Irradiation; |
peroxyacetyl nitrate
A
methyl nitrite
B
methyl nitrate
C
Nitrogen dioxide
Conditions | Yield |
---|---|
With nitrogen(II) oxide at 23.5℃; under 1 Torr; Product distribution; Rate constant; Mechanism; in N2; |
Conditions | Yield |
---|---|
at 25 - 67.2℃; under 4.5 - 14.6 Torr; Kinetics; Thermodynamic data; Mechanism; with and without NO; Arrhenius plots; |
Conditions | Yield |
---|---|
at 50℃; under 1 Torr; Product distribution; Rate constant; Mechanism; in N2; effect of added O2 and NO2; rate constant at 25 deg C; other temp.; |
Monomethylammonium nitrate
A
methanol
B
methyl nitrite
C
methyl nitrate
D
methane
E
carbon dioxide
F
formamide
Conditions | Yield |
---|---|
at 240 - 300℃; Product distribution; Mechanism; |
2,2'-oxybis(2-methyl-propane)
A
formaldehyd
B
methyl nitrite
C
acetic acid tert-butyl ester
D
methyl nitrate
Conditions | Yield |
---|---|
With oxygen; nitrogen(II) oxide; chlorine at 21.9℃; under 700 Torr; Product distribution; Irradiation; also at 1020 mbar; |
A
sarcosine
B
methyl nitrate
C
carbon dioxide
D
carbon monoxide
Conditions | Yield |
---|---|
In various solvent(s) at 130 - 180℃; Rate constant; Thermodynamic data; Mechanism; kinetic characteristics of primary stages of decomposition in m-dinitrobenzene; reaction in melt; kinetic curve of gas evolution; |
peroxyisovaleric acid
A
methyl nitrate
B
isobutyl nitrate
C
peroxyacetyl nitrate
D
3-methylbutyryl peroxynitrate
Conditions | Yield |
---|---|
With nitric acid In dodecane Nitration; Title compound not separated from byproducts; |
peroxypentanoic acid
A
methyl nitrate
B
butyl nitrate
C
peroxyacetyl nitrate
D
n-pentanoyl peroxynitrate
Conditions | Yield |
---|---|
With nitric acid In dodecane Nitration; Title compound not separated from byproducts; |
Conditions | Yield |
---|---|
Produkt 5: CO2; |
N-methylphenylacetamide
nitric acid
A
methyl nitrate
B
(2,4-dinitro-phenyl)-acetic acid
N-methylbenzamide
nitric acid
A
methyl nitrate
B
ortho-nitrobenzoic acid
C
3-nitrobenzoic acid
N,N'-dimethylsuccinamide
nitric acid
A
methyl nitrate
B
succinic acid
Conditions | Yield |
---|---|
With chlorosulfonic acid at 20℃; for 0.5h; | 94% |
methyl nitrate
Conditions | Yield |
---|---|
With ammonium acetate at 90℃; for 1h; Sealed tube; Microwave irradiation; | 73% |
methyl nitrate
2-[(4-methoxyphenyl)methoxy]benzaldehyde
Conditions | Yield |
---|---|
With ammonium acetate at 90℃; for 1h; Sealed tube; Microwave irradiation; | 70% |
2-((4-methoxybenzyl)oxy)-5-methylbenzaldehyde
methyl nitrate
Conditions | Yield |
---|---|
With ammonium acetate at 90℃; for 1h; Sealed tube; Microwave irradiation; | 70% |
methyl nitrate
Conditions | Yield |
---|---|
With ammonium acetate at 90℃; for 1h; Sealed tube; Microwave irradiation; | 69% |
Conditions | Yield |
---|---|
With boron trifluoride In nitromethane at 0℃; for 1h; | 66% |
methyl nitrate
Conditions | Yield |
---|---|
With ammonium acetate at 90℃; for 1h; Sealed tube; Microwave irradiation; | 40% |
methyl nitrate
2-(1-hydroxy-4,4,5,5-tetramethylimidazolidin-2-ylidene)-1-phenylethanone
Conditions | Yield |
---|---|
With sodium methylate In methanol at 20℃; for 2h; | A 15% B 10% |
Conditions | Yield |
---|---|
Thermodynamic data; E(avl), E(T), E(int); | 0.6% |
Conditions | Yield |
---|---|
Thermodynamic data; Irradiation; E(avl), E(T), E(int); | 0.1% |
In neat (no solvent) Kinetics; byproducts: NO2; reaction at 210-240°C;; | |
In neat (no solvent) Kinetics; byproducts: NO2; reaction at 210-240°C;; |
methanol
methyl nitrate
bis(methylsulfonyl)methane
sodium methylate
1,1-bis(methylsulfonyl)ethane
Conditions | Yield |
---|---|
With ammonia die Salze entstehen; |
Conditions | Yield |
---|---|
bei monatelanger Einw.; |
methyl nitrate
bis(ethylsulfonyl)methane
1,1-bis(ethanesulfonyl)ethane
Conditions | Yield |
---|---|
With potassium hydroxide |
methyl nitrate
N,N'-diethyl-N,N'-diphenyl-ethane-1,1-disulfonamide
Conditions | Yield |
---|---|
With benzene |
Conditions | Yield |
---|---|
With methanol; ammonia | |
With ethanol; ammonia | |
With ammonia; water |
Conditions | Yield |
---|---|
With chloroform |
methyl nitrate
3-methyluric acid
potassium methyl sulfate
9-methyluric acid
Conditions | Yield |
---|---|
at 100℃; |
methyl nitrate
3-methyluric acid
Methyl benzenesulfonate
9-methyluric acid
Conditions | Yield |
---|---|
at 100℃; |
Conditions | Yield |
---|---|
With methanol at 100℃; die Salze entstehen; |
Conditions | Yield |
---|---|
With methanol |
Conditions | Yield |
---|---|
With methanol at 100℃; die Salze entstehen; |
Molecular Structure:
Molecular Formula: CH3NO3
Molecular Weight: 77.0394
IUPAC Name: Methyl nitrate
Synonyms of Methyl nitrate (CAS NO.598-58-3): Methyl nitrate ; Nitric acid, methyl ester ; Nitric acid methyl ester
CAS NO: 598-58-3
EINECS: 209-941-3
Mol File: 598-58-3.mol
Index of Refraction: 1.368
Surface Tension: 29.9 dyne/cm
Density: 1.2 g/cm3
Flash Point: 24 °C
Enthalpy of Vaporization: 28.91 kJ/mol
Boiling Point: 59 °C at 760 mmHg
Vapour Pressure: 218 mmHg at 25°C
Stability: Incompatible with strong oxidizing agents.
Appearance:liquid
Methyl nitrate (CAS NO.598-58-3) is toxic and a sensitive explosive.
Methyl nitrate (CAS NO.598-58-3) can be produced by the condensation of nitric acid and methanol:
CH3OH + HNO3 → CH3NO3 + H2O
Methyl nitrate can be produced on a laboratory or industrial scale either through the distillation of a mixture of methanol and nitric acid, or by the nitration of methanol by a mixture of sulfuric and nitric acids. The first procedure is not preferred due to the great explosion danger presented by the methyl nitrate vapour. The second procedure is essentially identical to that of making nitroglycerin. However, the process is usually run at a slightly higher temperature and the mixture is stirred mechanically on an industrial scale instead of with compressed air.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
guinea pig | LD50 | oral | 548mg/kg (548mg/kg) | LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES LIVER: OTHER CHANGES BLOOD: METHEMOGLOBINEMIA-CARBOXYHEMOGLOBIN | Aerospace Medical Research Laboratory Report. Vol. TR-77-25, Pg. 1977, |
mouse | LC50 | inhalation | 5942ppm/4H (5942ppm) | BLOOD: METHEMOGLOBINEMIA-CARBOXYHEMOGLOBIN | Aerospace Medical Research Laboratory Report. Vol. TR-77-25, Pg. 1977, |
mouse | LD50 | oral | 1820mg/kg (1820mg/kg) | BLOOD: METHEMOGLOBINEMIA-CARBOXYHEMOGLOBIN | Aerospace Medical Research Laboratory Report. Vol. TR-77-25, Pg. 1977, |
rat | LC50 | inhalation | 1275ppm/4H (1275ppm) | BLOOD: METHEMOGLOBINEMIA-CARBOXYHEMOGLOBIN | Aerospace Medical Research Laboratory Report. Vol. TR-77-25, Pg. 1977, |
rat | LD50 | oral | 344mg/kg (344mg/kg) | BLOOD: METHEMOGLOBINEMIA-CARBOXYHEMOGLOBIN | Aerospace Medical Research Laboratory Report. Vol. TR-77-25, Pg. 1977, |
Poison by ingestion. Moderately toxic by inhalation. A dangerous fire and explosion hazard by spontaneous chemical reaction. A very shock- and heat-sensitive explosive. Explodes when heated to 65°C. It does not require external O2 for combustion. A rocket fuel. When heated to decomposition it emits toxic fumes of NOx. See also NITRATES.
RIDADR 0473
HazardClass 1.1A
DOT Classification: Forbidden
Methyl nitrate (CAS NO.598-58-3) causes headaches when fumes are inhaled.When ignited it burns extremely fiercely with a gray-blue flame.
The velocity of detonation (VOD) of methyl nitrate is 8000 m/s and is one of the most brisant explosives known. The sensitivity of methyl nitrate to initiation by detonation is among the greatest known, with even a number one blasting cap, the lowest power available, producing a near full detonation of the explosive.
Despite the superior explosive properties of methyl nitrate, it has not received application as an explosive due mostly to its high volatility, which prevents it from being stored or handled safely. It was used as a rocket fuel by Germany in World War II, in a mixture containing 25% methanol, which was named "myrol". This mixture would evaporate at a constant rate and so would not change its composition of methanol and present an explosive danger on longer term storage.
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