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N-Nitrocarbamide is a colorless to white crystalline powder solid that is mildly sensitive to heat and shock. It is an extremely powerful explosive that decomposes to emit toxic nitrogen oxide fumes. The primary hazard associated with N-Nitrocarbamide is the blast of an instantaneous explosion, not flying projectiles or fragments. As a white, crystalline powder, it is slightly soluble in water and soluble in alcohol, acetone, and acetic acid.

556-89-8

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556-89-8 Usage

Uses

Used in Military and Demolition Applications:
N-Nitrocarbamide is used as an explosive material for its high power and sensitivity to heat and shock. It is particularly useful in military and demolition applications where a powerful and instantaneous explosion is required.
Used in Research and Development:
Due to its unique properties and high explosive power, N-Nitrocarbamide is also used in research and development for the study of explosives and their applications. This can include the development of new explosive materials, understanding the mechanisms of explosion, and improving safety measures in handling and storage.

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.]

Check Digit Verification of cas no

The CAS Registry Mumber 556-89-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,5 and 6 respectively; the second part has 2 digits, 8 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 556-89:
(5*5)+(4*5)+(3*6)+(2*8)+(1*9)=88
88 % 10 = 8
So 556-89-8 is a valid CAS Registry Number.
InChI:InChI=1/CH3N3O3/c2-1(5)3-4(6)7/h(H3-,2,3,5,6,7)/p+1

556-89-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name nitrourea

1.2 Other means of identification

Product number -
Other names 1-Nitrourea

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:556-89-8 SDS

556-89-8Relevant academic research and scientific papers

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

Mehta, Shalini,Pavana, Roheeth Kumar,Yogeeswari, Perumal,Sriram, Dharmarajan,Stables, James

, p. 1287 - 1293 (2006)

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.

Formation and decomposition of nitrocyanamide in strong mineral acids

Astrat'ev,Kuznetsov

, p. 1252 - 1259 (2002)

Nitrourea is the major product of acid-catalyzed decomposition of nitrocyanamide. Study of the kinetics of this process in aqueous sulfuric and nitric acid unexpectedly revealed a fairly high resistance of nitrocyanamide to acids, so that it can be synthesized not only in alkaline but also in strongly acid media.

Preparation method of HMX

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Paragraph 0029-0034; 0043; 0051; 0059, (2017/10/31)

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.

Ammonium bromide as an effective and viable catalyst in the oxidation of sulfides using nitro urea and silica sulfuric acid

Ghorbani-Choghamarani,Zamani

experimental part, p. 142 - 148 (2012/01/03)

A new catalytic method for the chemoselective oxidation of sulfides to the sulfoxides has been studied. A variety of dialkyl, alkylaryl and diaryl sulfides were subjected to the oxidation reaction by a mixture of nitro urea, derived from urea nitrate, silica sulfuric acid (SiO2-OSO3H) and catalytic amounts of ammonium bromide in CH2Cl2 at room temperature.

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

Ghorbani-Choghamarani, Arash,Nikoorazm, Mohsen,Goudarziafshar, Hamid,Shokr, Alireza,Almasi, Hosein

experimental part, p. 453 - 457 (2012/03/26)

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.

Metal-Free oxidation of urazole and 1,4-dihydropyridine derivatives under mild and heterogeneous conditions by nitro urea, derived from urea nitrate, and silica sulfuric acid

Ghorbani-Choghamarani, Arash,Zolfigol, Mohammad A.,Hajjami, Maryam,Rastgoo, Shahrbanoo,Mallakpour, Shadpour

experimental part, p. 249 - 254 (2011/07/30)

Mild combination of nitro urea, derived from urea nitrate, and silica sulfuric acid (SiO2OSO3H) might act as an efficient oxidizing media, which could be able to oxidize different types of heterocyclic compounds including urazoles and 1,4-dihydropyridines. The process presented here is operationally simple, environmentally benign, and reactions have been mildly carried out in dichloromethane at room temperature.

Urea nitrate and nitrourea: powerful and regioselective aromatic nitration agents

Almog, Joseph,Klein, Asne,Sokol, Anat,Sasson, Yoel,Sonenfeld, Dana,Tamiri, Tsippy

, p. 8651 - 8652 (2007/10/03)

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.

UREA-, GLYCERATE- AND, HYDROXYAMIDE-HEADED HYDROCARBON CHAIN LYOTROPIC PHASES FORMING SURFACTANTS

-

Page 43, 45, (2008/06/13)

The invention provides a compound containing a head group based on urea, glycerol or glycerate and a tail selected from the group consisting of a branched alkyl chain, a branched alkyloxy chain or an alkenyl chain. The compounds may be used as surfactants to form a lyotropic phase that is stable in excess polar solution.

Synthesis and Some Properties of 1,2-Dinitroguanidine

Astrat'yev,Dashko,Kuznetsov

, p. 501 - 512 (2007/10/03)

1,2-Dinitroguanidine is a product of nitroguanidine nitration with nitric acid and its mixtures with sulfuric acid and oleum. It is a diacid (pK a 1.11, ~11.5) and at the same time a weak base undergoing protonation at the nitrogen of the amino group (pKBH+ -5.81). The decomposition kinetics of 1,2-dinitroguanidine was studied by spectrophotometric method both in acid and alkaline media, and the mechanism of the process was assumed. In the media of high acidity (Ho > -8) the 1,2-dinitroguanidine suffers reversible denitration into nitroguanidine. At lower acidity its conjugate acid or molecular form undergoes hydrolysis yielding nitrourea. Monoanion of 1,2-dinitroguanidine in a weak acid or in an alkali is hydrolyzed into N,N′-dinitrourea. The reaction of 1,2-dinitroguanidine with alkali in alcohol provides its salts, with nitrogen-containing bases form both salts and derivatives of 2-nitroguanidine. The treatment of 1,2-dinitroguanidine with haloalkanes results in its N-alkylated products.

Chemistry of urea nitro derivatives: II. Synthesis of nitramide from N,N′-dinitrourea. New reactions of nitramide

Lobanova,Il'yasov,Popov,Sataev

, p. 1 - 6 (2007/10/03)

Study of the hydrolysis of N,N′-dinitrourea resulted in the development of convenient procedures for synthesizing nitramide on the basis of urea. New reactions of nitramide were examined.

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