556-89-8

Basic information

• Product Name: N-Nitrocarbamide
• Synonyms: 1-Nitrourea;nitro-ure;N-Nitrocarbamide;N-Nitrourea;Urea, nitro-;NITROUREA;Urea, N-nitro-
• CAS NO: 556-89-8
• Molecular Formula: CH₃N₃O₃
• Molecular Weight: 105.05
• EINECS: 209-144-0
• Mol File: 556-89-8.mol
• Article Data: 10

Chemical Properties

• Melting Point: 158.5 ºC (DEC.)
• Boiling Point: 197.01°C (rough estimate)
• Flash Point: °C
• Appearance: /
• Density: 1.557g/cm³
• Refractive Index: 1.4451 (estimate)
• PKA: pK (20°) 2.15
• CAS DataBase Reference: N-Nitrocarbamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-Nitrocarbamide(556-89-8)
• EPA Substance Registry System: N-Nitrocarbamide(556-89-8)

Safety Data

• Safety Statements: 17-36/37/39-45
• RIDADR: 147
• HazardClass: 1.1D
• PackingGroup: II
• Hazardous Substances Data: 556-89-8(Hazardous Substances Data)

Usage

Chemical Properties

White, crystalline powder.Slightly soluble in water; soluble in alcohol, acetone, and acetic acid.

General Description

A colorless to white crystalline powder solid. Mildly sensitive to heat and shock. An extremely powerful explosive. Decomposes to emit toxic nitrogen oxide fumes. May explode under exposure to intense heat or fire. Primary hazard is blast of an instantaneous explosion, not flying projectiles or fragments.

Air & Water Reactions

Hydrolysis occurs in water.

Reactivity Profile

Explosive mercury or silver salts are rather sensitive to heat and impact, while the pure material is much more insensitive. Organonitrate compounds, such as N-Nitrocarbamide, range from slight to strong oxidizing agents. If mixed with reducing agents, including hydrides, sulfides and nitrides, they may begin a vigorous reaction that culminates in a detonation. Nitroalkanes are milder oxidizing agents, but still react violently with reducing agents at higher temperature and pressures. Nitroalkanes react with inorganic bases to form explosive salts. The presence of metal oxides increases the thermal sensitivity of nitroalkanes.

Hazard

Severe explosion risk.

Health Hazard

Fire may produce irritating, corrosive and/or toxic gases.

Fire Hazard

MAY EXPLODE AND THROW FRAGMENTS 1600 meters (1 MILE) OR MORE IF FIRE REACHES CARGO.

Safety Profile

A very dangerous fire hazard when exposed to heat or flame. A severe explosion hazard when shocked or exposed to heat. Can react vigorously with oxidizing materials. It is a lugh explosive. Incompatible with mercuric and silver salts. When heated to decomposition it emits highly toxic fumes of NOx. See also EXPLOSIVES, HIGH; and NITRATES.

Purification Methods

Crystallise it from EtOH/pet ether. Dry it in vacuo ~50o. [Ingersoll & Arenendt Org Synth Coll Vol I 417 1941.]

InChI:InChI=1/CH3N3O3/c2-1(5)3-4(6)7/h(H3-,2,3,5,6,7)/p+1

Upstream product

• 124-47-0 uronium nitrate 
• 108-24-7 acetic anhydride 
• 7697-37-2 nitric acid 
• 64-19-7 acetic acid 
• 57-13-6 urea 
• 7664-93-9 sulfuric acid 
• 64-17-5 ethanol 
• 120140-16-1 nitro-urea; silver (I)-compound 
• 7647-01-0 hydrogenchloride 
• 3315-16-0 silver cyanate 
• 651322-68-8 1,2-dinitroguanidine 
• 78991-01-2 potassium cyanamidonitrate 

Downstream Products

• 598-57-2 methylnitroamine 
• 624-83-9 methyl isocyanate 
• 116882-73-6 4-(2-hydroxy-ethyl)-piperazine-1-carboxylic acid amide 
• 628-49-9 3-methylbutyl urea 
• 2158-09-0 N-dodecylurea 
• 2409-15-6 hexadecyl urea 
• 642462-75-7 N-(2-ethoxy-phenyl)-N-ethyl-urea 
• 62641-29-6 1-isopropyl-1-phenylurea 
• 20722-63-8 N-Ethyl-N-o-tolylharnstoff 

Relevant articles and documents

Heteroaryl-substuted semicarbazones: Synthesis and anticonvulsant activity of N-(3-methylpyridin-2-yl)-substituted semicarbazones

A series of substituted N-(3-methylpyridin-2-yl) semicarbazones was designed and synthesized to meet the structural requirements essential for anticonvulsant activity. The structures of all the synthesized compounds were confirmed by means of spectral and elemental analysis. All the compounds were evaluated for their anticonvulsant activity by maximal electroshock seizures (MES) test, subcutaneous pentylenetetrazole (scPTZ) screen, subcutaneous strychnine (scSTY) pattern test and subcutaneous picrotoxin (scPIC) seizure threshold test along with the behavioral, and neurotoxicity evaluation. A number of N-(3-methylpyridin-2-yl) semicarbazone derivatives exhibited significant protection after intraperitoneal administration at the dose of 100 and 300 mg/kg. Compound N1-(3-methylpyridin-2-yl)-N4-(isatin) semicarbazone (19) emerged as the most active analogue of the series, being more effective in most of the test models than ethosuximide and sodium valporate.

Preparation method of HMX

The invention discloses a preparation method of HMX. The preparation method comprises the steps of dissolving dinitrogen pentoxide into an organic solvent to form a nitrating agent; slowly adding ammonium salt into the nitrating agent, and adding DPT in batches to obtain reactants; controlling the temperature of the materials to be 0-10 DEG C in a feeding process, heating the reactants up to 20-35 DEG C, and carrying out a reaction at the constant temperature for 20-60min; after the reaction is finished, carrying out solid-liquid separation to obtain solid; washing the obtained solid, drying in the air, and purifying to obtain the HMX, wherein the organic solvent is selected from acetonitrile and dichloromethane, and the ammonium salt is selected from tetramethyl ammonium chloride, ammonium carbonate, ammonium acetate and ammonium oxalate. The preparation method provided by the invention is mild in reaction conditions and easy in separation of products, and needs a less amount of acid; the system does not produce waste acid, thus being low in treatment cost; furthermore, the preparation method greatly increases the yield of the HMX.

Metal-free oxidative coupling of thiols to disulfides using guanidinium nitrate or nitro urea in the presence of silica sulfuric acid

Efficient combination of nitro urea or guanidinium nitrate and silica sulfuric acid (SiO2OSO3H) as a new oxidizing system is able to oxidize a variety of aliphatic or aromatic thiols to the corresponding disulfides. The process reported here is operationally simple, environmentally benign and reactions have been mildly and heterogeneously performed in dichloromethane at room temperature. Indian Academy of Sciences.

Urea nitrate and nitrourea: powerful and regioselective aromatic nitration agents

Urea nitrate (UN) and nitrourea (NU), easily prepared from urea and nitric acid, convert deactivated aromatic compounds to the corresponding nitrated derivatives with a high yield and a high regioselectivity under very mild conditions. The performance of the two reagents is quite similar indicating that NU is an intermediate in the UN nitration process.