N-Nitromethylamine supplier

Name
N-nitromethylamine
EINECS
CAS No. 598-57-2
Article Data26
CAS DataBase
Density 1.236g/cm³
Solubility
Melting Point 38°C
Formula CH4 N2 O2
Boiling Point 155.2°Cat760mmHg
Molecular Weight 76.055
Flash Point 47.6°C
Transport Information
Appearance
Safety Moderately toxic by intraperitoneal route. Questionable carcinogen with carcinogenic data. Mutation data reported. Explodes on contact with concentrated sulfuric acid. When heated to decomposition it emits toxic fumes of NO_x. See also NITRO COMPOUNDS and AMINES.
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Methylamine,N-nitro- (6CI,7CI,8CI); Methylnitramine; Methylnitroamine; N-Methylnitramine;N-Nitromethylamine; NSC 137855
PSA 57.85000
LogP 0.31160

Synthetic route

: 96-31-1
N,N'-Dimethylurea

: 598-57-2
methylnitroamine

Conditions

Conditions	Yield
Stage #1: N,N'-Dimethylurea With sulfuric acid; nitric acid In dichloromethane at -5 - 0℃; Stage #2: In water at 20℃; for 1h; Temperature;	89.2%

: 141-52-6
sodium ethanolate

: 99647-88-8
1-phenyl-3-(methylnitroamino)-2-propen-1-one

A: 36234-10-3
3-Oxo-3-phenylpropanal 1-(diethylacetal)

B: 598-57-2
methylnitroamine

Conditions

Conditions	Yield
In ethanol at 35 - 40℃; for 3h;	A 65% B n/a

...Expand

: 186581-53-3, 908094-01-9
diazomethane

: 556-89-8
nitrourea

: 598-57-2
methylnitroamine

: 186581-53-3, 908094-01-9
diazomethane

: N-nitro-N'-ethyl-urea

A: 598-57-2
methylnitroamine

B: 4164-28-7
N-nitrodimethylamine

C: 109-90-0
ethyl isocyanate

...Expand

: 687-48-9
ethyl N,N-dimethylcarbamate

: 598-57-2
methylnitroamine

Conditions

Conditions	Yield
With nitric acid nimmt das erhaltene Nitromethylurethan mit Aether auf und leitet in die aether. Loesung trocknes NH3 ein;

: 14442-54-7
methyl-nitro-carbamic acid methyl ester

: 598-57-2
methylnitroamine

Conditions

Conditions	Yield
With diethyl ether; ammonia der Entstandene Niederschlag des Ammoniumsalzes mit Aether gewaschen und durch Kochen mit Alkohol zersetzt wird;

: 91086-49-6
bis-(N-methyl-N-ethoxycarbonylamino)methane

: 598-57-2
methylnitroamine

Conditions

Conditions	Yield
With nitric acid at -8℃; Leiten von NH3 in die aether.Loesung des Reaktionsprodukts;

: 14760-99-7
N,N’-dimethyl-N,N’-dinitrooxalamide

: 598-57-2
methylnitroamine

Conditions

Conditions	Yield
With ammonium hydroxide Entsteht als Ammoniumsalz;
With barium dihydroxide; water man faellt freien Baryt durch CO2, dammpft die Loesung ein, versetzt den Rueckstand mit der theoretischen Menge Schwefelsaeure und nimmt das freie Methylnitramin in Aether auf;
With ammonia at 5 - 20℃; under 6000.6 Torr; for 0.333333h; Autoclave;	0.61 g

: 60-29-7
diethyl ether

: N-methyl-N-nitro-N'-phenyl-urea

: 62-53-3
aniline

A: 598-57-2
methylnitroamine

B: 603-54-3
N,N-diphenylurea

...Expand

: 598-50-5
N-Methylurea

: 598-57-2
methylnitroamine

Conditions

Conditions	Yield
Nitrierung von Methylharnstoff und letzterer zerfaellt bei der Aufarbeitung des Reaktionsprodukts durch Behandeln mit Ammoniak;

: 74-89-5
methylamine

: 598-57-2
methylnitroamine

Conditions

Conditions	Yield
(i) nBuLi, Et2O, (ii) EtONO2; Multistep reaction;

: 110-89-4
piperidine

: 99647-88-8
1-phenyl-3-(methylnitroamino)-2-propen-1-one

A: 598-57-2
methylnitroamine

B: 3506-37-4
(E)-1-phenyl-3-(piperidin-1-yl)prop-2-en-1-one

Conditions

Conditions	Yield
In ethanol at 35 - 40℃; for 3h; Yield given;

...Expand

: 14442-60-5
N-methyl-N-nitroacetamide

A: 598-57-2
methylnitroamine

B: 64-19-7
acetic acid

Conditions

Conditions	Yield
With water; sulfuric acid at 25℃; Rate constant; Mechanism; Kinetics; ΔS(excit.);
With phosphate buffer In water at 25℃; Rate constant; Kinetics; Mechanism; effect of various catalysts in various aqueous buffers, dependence of the rate constant on the pH;

: 41404-94-8
N-methyl-N-vinylnitroamine

A: 598-57-2
methylnitroamine

B: 75-07-0
acetaldehyde

Conditions

Conditions	Yield
With hydrogenchloride In chloroform at 20℃;	A 0.03 g B n/a

: 59476-39-0
N-methyl-N-nitrobenzamide

A: 598-57-2
methylnitroamine

B: 65-85-0
benzoic acid

Conditions

Conditions	Yield
With water; sulfuric acid at 25℃; Rate constant; Mechanism; Kinetics; ΔS(excit.);
With phosphate buffer In water at 25℃; Kinetics; Thermodynamic data; Mechanism; effect of various catalysts in various aqueous buffers, dependence of the rate constant on the pH, effect of aromatic substituents;

: 90110-19-3
4-Chlor-N-nitro-benzoesaeure-methylamid

A: 598-57-2
methylnitroamine

B: 74-11-3
para-chlorobenzoic acid

Conditions

Conditions	Yield
With water; sulfuric acid at 25℃; Rate constant; Mechanism;

: 97661-71-7
N-methyl-4-methyl-N-nitrobenzamide

A: 598-57-2
methylnitroamine

B: 99-94-5
p-Toluic acid

Conditions

Conditions	Yield
With water; sulfuric acid at 25℃; Rate constant; Mechanism;

: 97661-72-8
C9H10N2O4

A: 598-57-2
methylnitroamine

B: 100-09-4
4-methoxybenzoic acid

Conditions

Conditions	Yield
With water; sulfuric acid at 25℃; Rate constant; Mechanism; Kinetics; ΔS(excit.);
With phosphate buffer In water at 25℃; Kinetics; Thermodynamic data;

: N-methyl-N-nitrobenzamide

A: 598-57-2
methylnitroamine

B: 21048-30-6
benzoic acid-O18

C: 65-85-0
benzoic acid

Conditions

Conditions	Yield
With water; sulfuric acid at 25℃; Product distribution; Mechanism;

...Expand

: 127843-54-3
C9H7F3N2O3

A: 598-57-2
methylnitroamine

B: 455-24-3
4-trifluoromethylbenzoic acid

Conditions

Conditions	Yield
With water; sulfuric acid at 25℃; Rate constant; Mechanism;

: 92667-06-6
1-<(Methyl)(nitro)amino>ethylacetat

A: 598-57-2
methylnitroamine

B: 75-07-0
acetaldehyde

C: 64-19-7
acetic acid

Conditions

Conditions	Yield
With water-d2 for 2h; Product distribution; complete hydrolysis; investigation of half life time;

...Expand

: 99647-88-8
1-phenyl-3-(methylnitroamino)-2-propen-1-one

A: 598-57-2
methylnitroamine

B: 2458-26-6
3-phenylpyrazole

Conditions

Conditions	Yield
With hydrazine hydrate In ethanol at 35 - 40℃; for 3h; Yield given;

: 99647-88-8
1-phenyl-3-(methylnitroamino)-2-propen-1-one

: 109-89-7
diethylamine

A: 598-57-2
methylnitroamine

B: 23674-58-0
(E)-3-(diethylamino)-1-phenylprop-2-en-1-one

Conditions

Conditions	Yield
In ethanol at 35 - 40℃; for 3h; Yield given;

...Expand

: 99647-88-8
1-phenyl-3-(methylnitroamino)-2-propen-1-one

: 62-53-3
aniline

A: 598-57-2
methylnitroamine

B: 37418-64-7
(E)-1-phenyl-3-(phenylamino)prop-2-en-1-one

Conditions

Conditions	Yield
In ethanol at 35 - 40℃; for 3h; Yield given;

...Expand

: 74-88-4
methyl iodide

nitro urethane silver: nitro urethane silver

: 598-57-2
methylnitroamine

Conditions

Conditions	Yield
With diethyl ether Behandeln die N-Nitro-N-methyl-urethan wie bei vorstehender Bildungsweise mit Ammoniakgas;

N-nitro-N-methyl-p-toluenesulfonamide: N-nitro-N-methyl-p-toluenesulfonamide

: 598-57-2
methylnitroamine

Conditions

Conditions	Yield
With sodium hydroxide

N-nitro-N-methyl-urea: N-nitro-N-methyl-urea

: 598-57-2
methylnitroamine

Conditions

Conditions	Yield
With potassium hydroxide
With barium dihydroxide
With ammonia

sodium methyl isodiazotate: sodium methyl isodiazotate

: 598-57-2
methylnitroamine

Conditions

Conditions	Yield
With alkalies; potassium hexacyanoferrate(III)

: 856205-95-3
N,N'-dimethyl-N,N'-dinitro-methanedisulfonamide

: 7664-41-7
ammonia

A: 598-57-2
methylnitroamine

B: 183996-57-8
methylene disulfonamide

...Expand

: 856205-95-3
N,N'-dimethyl-N,N'-dinitro-methanedisulfonamide

alkaline solution: alkaline solution

A: 598-57-2
methylnitroamine

B: 503-40-2
methanedisulfonic acid

...Expand

: 598-57-2
methylnitroamine

: 2,2-bis(2-methoxy-1-oxidodiazenyl)ethyl trifluoroacetate

: 102526-33-0
1,1-bis(N-oxide-N'-methoxydiazenyl)-3-nitro-3-azabutane

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; trifluoroacetic acid In ethyl acetate at 20℃; for 24h;	94%

: 598-57-2
methylnitroamine

: 124-63-0
methanesulfonyl chloride

: 34170-43-9
N-nitro-N-methylmethanesulfonamide

Conditions

Conditions	Yield
With triethylamine In acetonitrile at 20℃; for 4h;	92%

: 598-57-2
methylnitroamine

: 2850-26-2
(toluene-4-sulfonylmethyl)-carbamic acid ethyl ester

: 103635-49-0
C5H11N3O4

Conditions

Conditions	Yield
With triethylamine In dichloromethane for 2h; Ambient temperature;	90%

: 598-57-2
methylnitroamine

: 3696-52-4
Ethyl-N-<α-(p-toluolsulfonyl)-benzyl>-carbamat

: 103635-53-6
α-Ethoxycarbonylaminobenzyl-methylnitramin

Conditions

Conditions	Yield
With triethylamine In dichloromethane 1.) 30 min, reflux, 2.) 3 h, room temp.;	89%

: 598-57-2
methylnitroamine

: 14674-22-7
N-(p-Toluolsulfonylmethyl)-benzamid

: 103635-47-8
C9H11N3O3

Conditions

Conditions	Yield
With triethylamine In dichloromethane for 2h; Ambient temperature;	89%

: 598-57-2
methylnitroamine

: 14674-23-8
N-<α-(p-Toluolsulfonyl)-benzyl>-benzamid

: 103635-51-4
C15H15N3O3

Conditions

Conditions	Yield
With triethylamine In dichloromethane 1.) 30 min, reflux, 2.) 3 h, room temp.;	88%

: 50-00-0
formaldehyd

: 598-57-2
methylnitroamine

: 13232-00-3
2,4-dinitro-2,4-diazapentane

Conditions

Conditions	Yield
With sulfuric acid at 0 - 5℃; for 0.5h;	85%
With sulfuric acid at 18℃; Product distribution; time and the ratio of the reagents dependence;
With sulfuric acid
With hydrogen cation

: 598-57-2
methylnitroamine

: 38792-42-6
N-(chloromethyl)benzamide

: 103635-47-8
C9H11N3O3

Conditions

Conditions	Yield
With triethylamine In acetone for 2h; Ambient temperature;	85%

: 598-57-2
methylnitroamine

: C7H9O(1-)*C5H5(1-)*Fe(2+)

: C8H11N2O2(1-)*C5H5(1-)*Fe(2+)

Conditions

Conditions	Yield
In acetic acid at 60℃; for 2h; Product distribution;	83%

: 598-57-2
methylnitroamine

: 3623-15-2
phenyl propargyl ketone

: 99647-88-8
1-phenyl-3-(methylnitroamino)-2-propen-1-one

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 50℃; for 2.5h;	79%

: 598-57-2
methylnitroamine

: 82670-28-8
N-(chloromethyl)-N-methylmethanesulfonamide

: 80552-93-8
C4H11N3O4S

Conditions

Conditions	Yield
With triethylamine In diethyl ether at 20℃; for 3h;	76%

: 598-57-2
methylnitroamine

: 129-66-8
2,4,6-trinitrobenzoic acid

: 15012-38-1
methyl 2,4,6-trinitrobenzoate

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate In 1,2-dichloro-ethane at 20℃; for 1h;	75%

: 50-00-0
formaldehyd

: 598-57-2
methylnitroamine

potassium, sodium or ammonium N-(3-hydroxypropyl)sulfamate: potassium, sodium or ammonium N-(3-hydroxypropyl)sulfamate

: 4,6-dinitro-4,6-diazaheptyl nitrate

Conditions

Conditions	Yield
Stage #1: formaldehyd; methylnitroamine; potassium, sodium or ammonium N-(3-hydroxypropyl)sulfamate In ethanol; water pH=5.5; Stage #2: With nitric acid at -20℃; for 1h;	75%

...Expand

: 598-57-2
methylnitroamine

: 3433-80-5
1-Bromo-2-bromomethyl-benzene

A: C8H9BrN2O2

B: 2-Brombenzyl-methylnitramin

Conditions

Conditions	Yield
With sodium 1.) EtOH, 2.) reflux, 10 min; room temp., 10 h;	A n/a B 73%

...Expand

: 598-57-2
methylnitroamine

: 102526-24-9, 128957-61-9
2-acetoxyethylidenedi(N'-methoxydiazene) di-N-oxide

: 102526-33-0
1,1-bis(N-oxide-N'-methoxydiazenyl)-3-nitro-3-azabutane

Conditions

Conditions	Yield
With triethylamine In ethanol at 70 - 78℃; for 1.5h; Heating;	72%

: 598-57-2
methylnitroamine

: 102526-26-1
C4H9N5O7

: 102526-33-0
1,1-bis(N-oxide-N'-methoxydiazenyl)-3-nitro-3-azabutane

Conditions

Conditions	Yield
With triethylamine In ethanol at 70 - 78℃; for 1.5h; Heating;	72%

: 50-00-0
formaldehyd

: 598-57-2
methylnitroamine

potassium, sodium or ammonium N-(2-hydroxyethyl)sulfamate: potassium, sodium or ammonium N-(2-hydroxyethyl)sulfamate

: 201596-34-1
3,5-dinitro-3,5-diazahexyl nitrate

Conditions

Conditions	Yield
Stage #1: formaldehyd; methylnitroamine; potassium, sodium or ammonium N-(2-hydroxyethyl)sulfamate In ethanol; water pH=5.5; Stage #2: With nitric acid at -20℃; for 1h;	68%

...Expand

: 598-57-2
methylnitroamine

: 515114-33-7
5-iodomethyl-3-nitrooxazolidine

: 5-(methyl-N-nitroaminomethyl)-3-nitrooxazolidine

Conditions

Conditions	Yield
With sodium carbonate In N,N-dimethyl-formamide at 85 - 90℃; for 8h;	67%

: 598-57-2
methylnitroamine

: 80369-00-2
N-isopropyl-N-chloromethylmethanesulfamide

: 80552-94-9
C6H15N3O4S

Conditions

Conditions	Yield
With triethylamine In diethyl ether at 20℃; for 3h;	61%

: 598-57-2
methylnitroamine

: 7338-94-5
1,3-diphenyl-2-propynone

: 90104-60-2
1,3-diphenyl-3-(methylnitroamino)-2-propen-1-one

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 50℃; for 2.5h;	58%

: 50-00-0
formaldehyd

: 598-57-2
methylnitroamine

potassium, sodium or ammonium N-(2-hydroxypropyl)sulfamate: potassium, sodium or ammonium N-(2-hydroxypropyl)sulfamate

: 1-methyl-3,5-dinitro-3,5-diazahexyl nitrate

Conditions

Conditions	Yield
Stage #1: formaldehyd; methylnitroamine; potassium, sodium or ammonium N-(2-hydroxypropyl)sulfamate In ethanol; water pH=5.5; Stage #2: With nitric acid at -20℃; for 1h;	55%

...Expand

: 111-34-2
-butyl vinyl ether

: 598-57-2
methylnitroamine

: n-butyl 3-nitro-3-azabut-2-yl ether

Conditions

Conditions	Yield
With sulfuric acid In dichloromethane at 30 - 35℃; for 6h; Addition;	52.3%

: 598-57-2
methylnitroamine

: 15814-30-9
1,5-diphenyl-penta-1,4-diyn-3-one

: 90104-51-1
1,5-diphenyl-1,5-di(methylnitroamino)-1,4-pentadien-3-one

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 50℃; for 1h;	52%

: 598-57-2
methylnitroamine

: 90104-50-0
1,5-diphenyl-1-(methylnitroamino)-1-penten-4-yn-3-one

: 90104-51-1
1,5-diphenyl-1,5-di(methylnitroamino)-1,4-pentadien-3-one

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 50℃; for 1h;	52%

: 598-57-2
methylnitroamine

: 4761-00-6
2,4,6-trimethylbenzylbromide

A: C8H9BrN2O2

B: 2,4,6-Trimethylbenzyl-methylnitramin

Conditions

Conditions	Yield
With sodium 1.) EtOH, 2.) reflux; room temp.;	A n/a B 50%

...Expand

: 598-57-2
methylnitroamine

: 1794-48-5
1-bromo-3-phenylprop-2-yne

: 90104-53-3
1-phenyl-3-(methylnitroamino)-1-propyne

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 60 - 70℃; for 3h;	50%

: 50-00-0
formaldehyd

: 598-57-2
methylnitroamine

: 18139-02-1
2-fluoro-2,2-dinitro-ethylamine

: 123202-13-1
1-fluoro-1,1,5-trinitro-3,5-diazahexane

Conditions

Conditions	Yield
In methanol at 50 - 60℃; for 2h;	49%

...Expand

: 598-57-2
methylnitroamine

: 15814-30-9
1,5-diphenyl-penta-1,4-diyn-3-one

: 90104-50-0
1,5-diphenyl-1-(methylnitroamino)-1-penten-4-yn-3-one

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 50℃; for 2.5h;	48%

N-Nitromethylamine Chemical Properties

IUPAC Name: Nitromethanamine
Synonyms of N-Nitromethylamine (CAS NO.598-57-2) : Methanamine, N-nitro- (9CI) ; Methyl nitramine (dry) [Forbidden] ; Nitramine, methyl-
InChI:InChI=1/CH4N2O2/c2-1-3(4)5/h1-2H2
CAS NO:598-57-2
Molecular Formula:CH₄N₂O₂
Molecular Weight :76.0547
Molecular Structure :
Index of Refraction: 1.44
Surface Tension: 45.2 dyne/cm
Density: 1.236 g/cm³
Flash Point: 47.6 °C
Enthalpy of Vaporization: 39.19 kJ/mol
Boiling Point: 155.2 °C at 760 mmHg
Vapour Pressure: 3.07 mmHg at 25°C

N-Nitromethylamine Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	500mg/kg (500mg/kg)		Pharmaceutical Chemistry Journal Vol. 10, Pg. 1504, 1976.

N-Nitromethylamine Safety Profile

N-Nitromethylamine (CAS NO.598-57-2) is moderately toxic by intraperitoneal route. Questionable carcinogen with carcinogenic data. Mutation data reported. Explodes on contact with concentrated sulfuric acid. When N-Nitromethylamine (CAS NO.598-57-2) is heated to decomposition ,it emits toxic fumes of NO_x. See also NITRO COMPOUNDS and AMINES.

N-Nitromethylamine Standards and Recommendations

DOT Classification: Forbidden

Product Name

N-nitromethylamine

Synthetic route

N-Nitromethylamine Chemical Properties

N-Nitromethylamine Toxicity Data With Reference

N-Nitromethylamine Safety Profile

N-Nitromethylamine Standards and Recommendations

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