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Nitroguanidine

Product Name
Nitroguanidine
CAS No.
556-88-7
Chemical Name
Nitroguanidine
Synonyms
2-Nitroguanidine;Picrite;NIGU;NSC 41036;NITROGUANIDINE;nitro-guanidin;Nitro uanidine;1-nitro-guanidin;1-Nitroguanidine;Guanidine,nitro-
CBNumber
CB1853823
Molecular Formula
CH4N4O2
Formula Weight
104.07
MOL File
556-88-7.mol
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Nitroguanidine Property

Melting point:
239 °C (dec.) (lit.)
Boiling point:
195.15°C (rough estimate)
Density 
1.55g/cm3
vapor pressure 
0Pa at 20℃
refractive index 
1.6850 (estimate)
solubility 
DMSO (Slightly), Methanol (Slightly, Heated)
form 
Solid
pka
3.45±0.50(Predicted)
color 
White to Off-White
Water Solubility 
3 g/L (20 ºC)
Merck 
14,6607
BRN 
1756640
LogP
-0.815 at 20℃
CAS DataBase Reference
556-88-7(CAS DataBase Reference)
NIST Chemistry Reference
Guanidine, nitro-(556-88-7)
EPA Substance Registry System
Nitroguanidine (556-88-7)
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Safety

Hazard Codes 
F,Xi
Risk Statements 
11-36/37/38-5
Safety Statements 
16-26-33-36/37/39-47-37/39
RIDADR 
UN 1336 4.1/PG 1
WGK Germany 
1
RTECS 
MF4600000
HazardClass 
1.1D
PackingGroup 
I
Hazardous Substances Data
556-88-7(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P230Keep wetted with …

P233Keep container tightly closed.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P371+P380+P375in case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
N17351
Product name
Nitroguanidine
Packaging
100g
Price
$40
Updated
2024/03/01
Sigma-Aldrich
Product number
N17351
Product name
Nitroguanidine
Packaging
500g
Price
$146
Updated
2024/03/01
Usbiological
Product number
460807
Product name
Nitroguanidine
Packaging
100mg
Price
$319
Updated
2021/12/16
TRC
Product number
N496000
Product name
Nitroguanidine(Wettedwithupto20%water)
Packaging
500mg
Price
$120
Updated
2021/12/16
AK Scientific
Product number
5286EA
Product name
Nitroguanidine
Packaging
25g
Price
$90
Updated
2021/12/16
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Nitroguanidine Chemical Properties,Usage,Production

Chemical Properties

Nitroguanidine is a white powder, It is a well known explosive substance which is used both in high ex plosives and in propellent powders. As a high explosive it is about as powerful as trinitrotoluene and has been used in various mixtures, with ammonium nitrate, paraffin, etc., in bombs and for other purposes where an insensitivir and powerful high explosive is needed. It has the further advantage of be ing exceptionally cool. The experiments of Vieille showed that this explosive produces a temperature of only 907 C. Its coolness commends it for use in safety explosives. If incorporated into nitrocellulose powder it renders the powder flashless without impair ing its ballistic power, and, as Vieille showed, reduces erosion and lengthens the accuracy life of the gun.

Physical properties

Nitroguanidine [556-88-7], CH4N4O2, Mr 104.07, is a very weak base that forms salts only with strong acids. Its solubility in water at 20 ℃ (100 ℃) is 0.27 % (7.6 %). It decomposes at 220 ℃.

Uses

Reactant involved in the synthesis of:

  • 1,5-Disubstituted-1,3,5-hexahydrotriazine-2-(N-nitro)imines with insecticidal activity
  • Hexahydrotriazine-N-nitroimine analogs with insecticidal activity via Mannich reactions

Reactant involved in:
  • The study of the effects of vessel materials on exothermic decomposition energy
  • Nitration of arenes
  • Nitration of (nitrimino)tetrahyrdooxadiazine and (nitrimino)hexahydrotriazine

Uses

Nitroguanidine is used in the prediction of heats of detonation of energetic compounds from their molecular structure. It is also used in the synthetic preparation of imidacloprid-d4 (I274992), which is a neonicotinoid.
Reactant involved in the synthesis of:
1,5-Disubstituted-1,3,5-hexahydrotriazine-2-(N-nitro)imines with insecticidal activity
Hexahydrotriazine-N-nitroimine analogs with insecticidal activity via Mannich reactions
Reactant involved in:
The study of the effects of vessel materials on exothermic decomposition energy
Nitration of arenes
Nitration of (nitrimino)tetrahyrdooxadiazine and (nitrimino)hexahydrotriazine

Definition

ChEBI: 1-nitroguanidine is a nitroguanidine and a one-carbon compound. It is a tautomer of a 2-nitroguanidine.

Synthesis Reference(s)

Journal of the American Chemical Society, 73, p. 2327, 1951 DOI: 10.1021/ja01149a124
Organic Syntheses, Coll. Vol. 1, p. 399, 1941

General Description

Nitroguanidine is shipped as a slurry or wet mass of pale yellow crystals. If Nitroguanidine should dry out Nitroguanidine can explode due to shock, heat, flame, or friction. The primary hazard is blast where the entire load can explode instantaneously and not from flying projectiles and fragments. Under prolonged exposure to fire or heat they can explode.

Reactivity Profile

Nitroalkanes, such as NITROGUANIDINE, 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. Nitroalkanes with more than one nitro group are generally explosive. Nitroalkanes are insoluble in water. Flammable/combustible material. May be ignited by heat, sparks or flames. DRIED OUT material may explode if exposed to heat, flame, friction or shock; Treat as an explosive. Mercury and silver complex salts of nitroguanidine are very impact sensitive.

Hazard

May explode when shocked or heated.

Health Hazard

Toxicity of nitroguanidine is very low in test animals. It is nontoxic in rats when given by oral administration at doses as high as 1000 mg/kg/day for 14 days (Morgan et al.1988). The LD50 value, as determined by the oral gavage single-dose limit test, is >5000 mg/kg in both male and female rats (Brown et al. 1988).

Health Hazard

Some are toxic and may be fatal if inhaled, swallowed or absorbed through skin. Contact may cause burns to skin and eyes. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may cause pollution.

Fire Hazard

Nitroguanidine is an explosive of moderate power. Its brisance is less than that of TNT or trinitrobenzene. It requires an initiator to explode. On the other hand, nitroguanidine acts as a sensitizer, causing many nonexploding fuel-air systems detonable. Tulis (1984) investigated the detonation of unconfined clouds of aluminum powder in air sensitized with a small amount of nitroguanidine. Aluminum powder dispersed in air becomes more readily detonable when mixed with nitroguanidine. The latter added to a mixture of aluminum powder and potassium chlorate causes transition of the deflagrating mixture into detonable (Tulis et al. 1984). A similarly insensitive explosive, ammonium chlorate, becomes readily detonable when combined with nitroguanidine or nitroguanidine and aluminum powder. Aluminum powder added to a detonable composition of nitroguanidine, and NH4ClO4, caused degradation of the detonation velocity. Moist nitroguanidine containing about 25% water is a flammable solid.

Flammability and Explosibility

Not classified

Safety Profile

Poison by intraperitoneal route. Moderately toxic by ingestion. Mutation data reported. A very dangerous fire hazard when exposed to heat, flame, or by chemical reaction with oxidizers. A severe explosion hazard when shocked or exposed to heat or flame. It is about as powerful as TNT. It is normally mixed with colloided nitrocellulose or ammonium nitrate and paraffin wax. Can react vigorously with oxidizing materials and the derivatives can be explosive. The mercury and silver salts and other derivatives are much more impact-sensitive. When heated to decomposition it emits highly toxic fumes of NOx. See also NITRO COMPOUNDS.

Synthesis

Nitroguanidine is made by treating guanidine nitrate with concentrated sulfuric acid, fuming nitric acid, or both. The reaction of nitroguanidine with amines gives substituted nitroguanidines.

Purification Methods

Crystallise it from water (20mL/g). The nitrate has m 147o(dec)( prisms, H2O). [Beilstein 3 H 126, 3 III 236.]

Nitroguanidine Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Nitroguanidine manufacturers

Hebei Weibang Biotechnology Co., Ltd
Product
Nitroguanidine 556-88-7
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20 mt
Release date
2024-12-02
Career Henan Chemical Co
Product
Nitroguanidine 556-88-7
Price
US $1.00/kg
Min. Order
1g
Purity
99%
Supply Ability
100KG
Release date
2018-12-21

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