Product Name

  • Name

    Nitroguanidine

  • EINECS 209-143-5
  • CAS No. 556-88-7
  • Article Data34
  • CAS DataBase
  • Density 2.009 g/cm3
  • Solubility 3 g/L (20 ºC)
  • Melting Point 239 °C (dec.)(lit.)
  • Formula CH4N4O2
  • Boiling Point 219.348 °C at 760 mmHg
  • Molecular Weight 104.068
  • Flash Point 86.459 °C
  • Transport Information UN 1336 4.1/PG 1
  • Appearance white needle crystal
  • Safety 16-26-33-36/37/39-47-37/39
  • Risk Codes 11-36/37/38-5
  • Molecular Structure Molecular Structure of 556-88-7 (Nitroguanidine)
  • Hazard Symbols FlammableF,IrritantXi
  • Synonyms Guanidine,nitro- (8CI,9CI);2-Nitroguanidine;N1-Nitroguanidine;NQ;NSC 41036;Nitroguanidine;N''-Nitroguanidine;Picrite;Picrite (propellant);a-Nitroguanidine;b-Nitroguanidine;
  • PSA 107.72000
  • LogP 0.37530

Synthetic route

guanidine nitrate
506-93-4

guanidine nitrate

nitroguanidine
556-88-7

nitroguanidine

Conditions
ConditionsYield
With sulfuric acid at 20℃;100%
With 15-crown-5; nitric acid at 5 - 32℃; for 0.666667h; Reagent/catalyst; Temperature;99.4%
With sulfuric acid
nitro-azidocarboxamidine
62154-79-4

nitro-azidocarboxamidine

nitroguanidine
556-88-7

nitroguanidine

Conditions
ConditionsYield
With sodium dithionite
nitrosoguanidine
674-81-7

nitrosoguanidine

nitroguanidine
556-88-7

nitroguanidine

Conditions
ConditionsYield
With potassium permanganate; nitric acid
guanidinium thiocyanate
593-84-0

guanidinium thiocyanate

nitroguanidine
556-88-7

nitroguanidine

Conditions
ConditionsYield
With sulfuric acid; nitric acid
With sulfuric acid; nitric acid
guanidinium sulfate
594-14-9

guanidinium sulfate

nitroguanidine
556-88-7

nitroguanidine

Conditions
ConditionsYield
With sulfuric acid; nitric acid at 20℃;
With sulfuric acid; nitric acid β-Form; nachfolgenden Erwaermen auf dem Wasserbad und Eingiessen in Eiswasser;
With nitric acid
nitric acid
7697-37-2

nitric acid

guanidine nitrate
113-00-8

guanidine nitrate

nitroguanidine
556-88-7

nitroguanidine

Conditions
ConditionsYield
reagiert das Guanidinsalz;
3-amino-1-nitroguanidine
18264-75-0

3-amino-1-nitroguanidine

aqueous (NH4)2CO3

aqueous (NH4)2CO3

A

nitroguanidine
556-88-7

nitroguanidine

B

aminoguanidine
79-17-4

aminoguanidine

C

hydrazine
302-01-2

hydrazine

D

diaminoguanidine

diaminoguanidine

Conditions
ConditionsYield
Produkt 5: Guanidin;
α-form of nitroguanidine

α-form of nitroguanidine

nitroguanidine
556-88-7

nitroguanidine

Conditions
ConditionsYield
β-Form; neben anderen Produkten;
β-nitroguanidine

β-nitroguanidine

nitroguanidine
556-88-7

nitroguanidine

Conditions
ConditionsYield
With sulfuric acid; water α-Form;
benzenesulfonate guanylurea

benzenesulfonate guanylurea

nitroguanidine
556-88-7

nitroguanidine

Conditions
ConditionsYield
With nitric acid
nitrosoguanidine
674-81-7

nitrosoguanidine

KMnO4

KMnO4

nitroguanidine
556-88-7

nitroguanidine

Conditions
ConditionsYield
in schwach saurer Loesung;
nitrosoguanidine
674-81-7

nitrosoguanidine

nitric acid
7697-37-2

nitric acid

potassium permanganate

potassium permanganate

nitroguanidine
556-88-7

nitroguanidine

phosphoric acid
86119-84-8, 7664-38-2

phosphoric acid

guanidine nitrate
506-93-4

guanidine nitrate

P2O5

P2O5

nitroguanidine
556-88-7

nitroguanidine

guanidinium nitrate

guanidinium nitrate

nitroguanidine
556-88-7

nitroguanidine

Conditions
ConditionsYield
With phosphoric acid; phosphorus pentoxide In not given addn. of guanidinium nitrate to a mixture consisting of 85% soln. of H3PO4 and P2O5; ambient temp.;
With sulfuric acid In not given addn. of guanidinium nitrate to 96 %-soln. of H2SO4; ambient temp.;
With H2SO4 In not given addn. of guanidinium nitrate to 96 %-soln. of H2SO4; ambient temp.;
With H3PO4; P2O5 In not given addn. of guanidinium nitrate to a mixture consisting of 85% soln. of H3PO4 and P2O5; ambient temp.;
nitroguanidine
556-88-7

nitroguanidine

methyl nitroguanidine

methyl nitroguanidine

Conditions
ConditionsYield
With sodium hydroxide In water95%
2-chloro-5-(chloromethyl)pyridine
70258-18-3

2-chloro-5-(chloromethyl)pyridine

nitroguanidine
556-88-7

nitroguanidine

ethylenediamine
107-15-3

ethylenediamine

1-(6-chloronicotinyl)-2-nitroiminoimidazoline
105827-78-9

1-(6-chloronicotinyl)-2-nitroiminoimidazoline

Conditions
ConditionsYield
With hydrogenchloride In ethanol; water at 50℃; for 3h; pH=4 - 5; Reagent/catalyst; Temperature; pH-value; Ionic liquid;93%
nitroguanidine
556-88-7

nitroguanidine

DNPM

DNPM

C10H7N5O4
201938-91-2

C10H7N5O4

Conditions
ConditionsYield
With sodium methylate In methanol for 2.5h; Heating;92%
nitroguanidine
556-88-7

nitroguanidine

4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

malononitrile
109-77-3

malononitrile

4-amino-2-(nitroamino)-6-p-tolylpyrimidine-5-carbonitrile
1374981-19-7

4-amino-2-(nitroamino)-6-p-tolylpyrimidine-5-carbonitrile

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 1h; Reflux;92%
piperonal
120-57-0

piperonal

nitroguanidine
556-88-7

nitroguanidine

malononitrile
109-77-3

malononitrile

4-amino-6-(benzo[d][1,3]dioxol-5-yl)-2-nitroaminopyrimidine-5-carbonitrile
1374981-26-6

4-amino-6-(benzo[d][1,3]dioxol-5-yl)-2-nitroaminopyrimidine-5-carbonitrile

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 0.5h; Reflux;92%
nitroguanidine
556-88-7

nitroguanidine

4-fluorobenzaldehyde
459-57-4

4-fluorobenzaldehyde

malononitrile
109-77-3

malononitrile

4-amino-6-(4-fluorophenyl)-2-nitroaminopyrimidine-5-carbonitrile
1374981-14-2

4-amino-6-(4-fluorophenyl)-2-nitroaminopyrimidine-5-carbonitrile

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 1h; Reagent/catalyst; Reflux;91%
nitroguanidine
556-88-7

nitroguanidine

4-bromo-benzaldehyde
1122-91-4

4-bromo-benzaldehyde

malononitrile
109-77-3

malononitrile

4-amino-6-(4-bromophenyl)-2-(nitroamino)pyrimidine-5-carbonitrile
1374981-18-6

4-amino-6-(4-bromophenyl)-2-(nitroamino)pyrimidine-5-carbonitrile

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 1h; Reflux;91%
nitroguanidine
556-88-7

nitroguanidine

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

malononitrile
109-77-3

malononitrile

4-amino-6-(4-methoxyphenyl)-2-nitroaminopyrimidine-5-carbonitrile
1374981-22-2

4-amino-6-(4-methoxyphenyl)-2-nitroaminopyrimidine-5-carbonitrile

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 0.5h; Reflux;91%
nitroguanidine
556-88-7

nitroguanidine

3,4-dimethoxy-benzaldehyde
120-14-9

3,4-dimethoxy-benzaldehyde

malononitrile
109-77-3

malononitrile

4-amino-6-(3,4-dimethoxyphenyl)-2-nitroaminopyrimidine-5-carbonitrile
1374981-24-4

4-amino-6-(3,4-dimethoxyphenyl)-2-nitroaminopyrimidine-5-carbonitrile

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 0.5h; Reflux;91%
nitroguanidine
556-88-7

nitroguanidine

A

ammonia
7664-41-7

ammonia

B

hydrazine
302-01-2

hydrazine

Conditions
ConditionsYield
With sodium hydroxide In acetic acid redn. with Zn dust, than heating with NaOH under reflux, 8-10 h;A n/a
B 90%
With sodium hydroxide In acetic acid redn. with Zn dust, than heating with NaOH under reflux, 8-10 h;A n/a
B 90%
nitroguanidine
556-88-7

nitroguanidine

A

ammonia
7664-41-7

ammonia

B

hydrazinium sulfate
10034-93-2

hydrazinium sulfate

Conditions
ConditionsYield
With sodium hydroxide In acetic acid byproducts: Na2CO3; redn. in presence of Zn dust than reflux with NaOH for 8-10 h; cooling; react. with H2SO4;A n/a
B 90%
With sodium hydroxide In acetic acid byproducts: Na2CO3; redn. in presence of Zn dust than reflux with NaOH for 8-10 h; cooling; react. with H2SO4;A n/a
B 90%
nitroguanidine
556-88-7

nitroguanidine

4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

malononitrile
109-77-3

malononitrile

4-amino-6-(4-chlorophenyl)-2-nitroaminopyrimidine-5-carbonitrile
1374981-15-3

4-amino-6-(4-chlorophenyl)-2-nitroaminopyrimidine-5-carbonitrile

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 1h; Reflux;90%
nitroguanidine
556-88-7

nitroguanidine

3,4-dichlorobenzaldehyde
6287-38-3

3,4-dichlorobenzaldehyde

malononitrile
109-77-3

malononitrile

4-amino-6-(3,4-dichlorophenyl)-2-nitroaminopyrimidine-5-carbonitrile
1374981-17-5

4-amino-6-(3,4-dichlorophenyl)-2-nitroaminopyrimidine-5-carbonitrile

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 0.5h; Reflux;90%
nitroguanidine
556-88-7

nitroguanidine

2,4-dichlorobenzaldeyhde
874-42-0

2,4-dichlorobenzaldeyhde

malononitrile
109-77-3

malononitrile

4-amino-6-(2,4-dichlorophenyl)-2-nitroaminopyrimidine-5-carbonitrile
1374981-16-4

4-amino-6-(2,4-dichlorophenyl)-2-nitroaminopyrimidine-5-carbonitrile

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 0.5h; Reflux;89%
nitroguanidine
556-88-7

nitroguanidine

ortho-anisaldehyde
135-02-4

ortho-anisaldehyde

malononitrile
109-77-3

malononitrile

4-amino-6-(2-methoxyphenyl)-2-nitroaminopyrimidine-5-carbonitrile
1374981-21-1

4-amino-6-(2-methoxyphenyl)-2-nitroaminopyrimidine-5-carbonitrile

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 0.5h; Reflux;89%
nitroguanidine
556-88-7

nitroguanidine

asaraldehyde
4460-86-0

asaraldehyde

malononitrile
109-77-3

malononitrile

4-amino-2-nitroamino-6-(3,4,5-trimethoxyphenyl)pyrimidine-5-carbonitrile

4-amino-2-nitroamino-6-(3,4,5-trimethoxyphenyl)pyrimidine-5-carbonitrile

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 1h; Reflux;89%
nitroguanidine
556-88-7

nitroguanidine

ethyl 4-(2,6-difluorophenyl)-2-methyl-3-oxobutanoate
221121-48-8

ethyl 4-(2,6-difluorophenyl)-2-methyl-3-oxobutanoate

C12H10F2N4O3

C12H10F2N4O3

Conditions
ConditionsYield
With sodium ethanolate In ethanol for 5h; Heating;88%
nitroguanidine
556-88-7

nitroguanidine

benzaldehyde
100-52-7

benzaldehyde

malononitrile
109-77-3

malononitrile

4-amino-2-nitroamino-6-phenylpyrimidine-5-carbonitrile
1374981-13-1

4-amino-2-nitroamino-6-phenylpyrimidine-5-carbonitrile

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 1h; Reflux;88%
nitroguanidine
556-88-7

nitroguanidine

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

malononitrile
109-77-3

malononitrile

4-amino-6-(2,5-dimethoxyphenyl)-2-nitroaminopyrimidine-5-carbonitrile
1374981-23-3

4-amino-6-(2,5-dimethoxyphenyl)-2-nitroaminopyrimidine-5-carbonitrile

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 1h; Reflux;87%
3,4-dimethylbenzaldehyde
5973-71-7

3,4-dimethylbenzaldehyde

nitroguanidine
556-88-7

nitroguanidine

malononitrile
109-77-3

malononitrile

4-amino-6-(3,4-dimethylphenyl)-2-nitroaminopyrimidine-5-carbonitrile
1374981-20-0

4-amino-6-(3,4-dimethylphenyl)-2-nitroaminopyrimidine-5-carbonitrile

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 1h; Reflux;86%
nitroguanidine
556-88-7

nitroguanidine

ethyl 4-(2,6-difluorophenyl)-3-oxobutanoate
221121-46-6

ethyl 4-(2,6-difluorophenyl)-3-oxobutanoate

C11H8F2N4O3

C11H8F2N4O3

Conditions
ConditionsYield
With sodium ethanolate In ethanol for 5h; Heating;85%
nitroguanidine
556-88-7

nitroguanidine

1-naphthaldehyde
66-77-3

1-naphthaldehyde

malononitrile
109-77-3

malononitrile

4-amino-6-(naphthalene-1-yl)-2-nitroaminopyrimidine-5-carbonitrile
1374981-27-7

4-amino-6-(naphthalene-1-yl)-2-nitroaminopyrimidine-5-carbonitrile

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 1h; Reflux;85%
nitroguanidine
556-88-7

nitroguanidine

ethyl 2-oxocyclohexane carboxylate
1655-07-8

ethyl 2-oxocyclohexane carboxylate

2-nitroamino-5,6,7,8-tetrahydro-4(3H)-quinazolinone
54069-45-3

2-nitroamino-5,6,7,8-tetrahydro-4(3H)-quinazolinone

Conditions
ConditionsYield
With sodium methylate at 20℃; for 0.75h; Heating / reflux;84%
nitroguanidine
556-88-7

nitroguanidine

1-isothiocyanato-4-methylbenzene
622-59-3

1-isothiocyanato-4-methylbenzene

1-(4-methylphenyl)-3-(N-nitroamidino)thiourea
90559-99-2

1-(4-methylphenyl)-3-(N-nitroamidino)thiourea

Conditions
ConditionsYield
With potassium hydroxide In N,N-dimethyl-formamide 1.) r.t., 10 min, 2.) r.t., 30 min;84%
With potassium hydroxide In N,N-dimethyl-formamide
With sodium hydroxide In dimethyl sulfoxide for 1h;
With potassium hydroxide In N,N-dimethyl-formamide at 20℃; for 1.5h;
nitroguanidine
556-88-7

nitroguanidine

4-Chlorophenyl isothiocyanate
2131-55-7

4-Chlorophenyl isothiocyanate

1-(4-chlorophenyl-3-(N-nitroguanidine))thiourea

1-(4-chlorophenyl-3-(N-nitroguanidine))thiourea

Conditions
ConditionsYield
With potassium hydroxide In N,N-dimethyl-formamide 1.) r.t., 10 min, 2.) r.t., 30 min;83%
With potassium hydroxide In N,N-dimethyl-formamide
With sodium hydroxide In dimethyl sulfoxide for 1h;
With potassium hydroxide In N,N-dimethyl-formamide at 20℃; for 1.5h;
nitroguanidine
556-88-7

nitroguanidine

4-Methoxyphenyl isothiocyanate
2284-20-0

4-Methoxyphenyl isothiocyanate

C9H11N5O3S

C9H11N5O3S

Conditions
ConditionsYield
With potassium hydroxide In N,N-dimethyl-formamide 1.) r.t., 10 min, 2.) r.t., 30 min;82%
With potassium hydroxide In N,N-dimethyl-formamide at 20℃; for 1.5h;
nitroguanidine
556-88-7

nitroguanidine

phenyl isothiocyanate
103-72-0

phenyl isothiocyanate

1-(phenyl-3-(N-nitroguanidine))thiourea
90223-75-9

1-(phenyl-3-(N-nitroguanidine))thiourea

Conditions
ConditionsYield
With potassium hydroxide In N,N-dimethyl-formamide 1.) r.t., 10 min, 2.) r.t., 30 min;80%
With potassium hydroxide In N,N-dimethyl-formamide
With sodium hydroxide In dimethyl sulfoxide for 1h;
With potassium hydroxide In N,N-dimethyl-formamide at 20℃; for 1.5h;
nitroguanidine
556-88-7

nitroguanidine

methylamine
74-89-5

methylamine

N-methyl-N'-nitroguanidine
4245-76-5

N-methyl-N'-nitroguanidine

Conditions
ConditionsYield
In water at 10 - 30℃; for 5h; Temperature; Reagent/catalyst; Sealed tube;79.58%
at 60 - 70℃;
nitroguanidine
556-88-7

nitroguanidine

1-(4-chloro-2-fluorophenyl)propan-2-one

1-(4-chloro-2-fluorophenyl)propan-2-one

1-(4-chloro-2-fluoro-5-nitrophenyl)propan-2-one

1-(4-chloro-2-fluoro-5-nitrophenyl)propan-2-one

Conditions
ConditionsYield
With sulfuric acid at 0℃; for 2h;78%

Nitroguanidine Chemical Properties

Product Name: Nitroguanidine (CAS NO.556-88-7):


IUPAC NAME: 2-Nitroguanidine
Molecular Formula: CH4N4O2
Molecular Weight: 104.07 g/mol
CAS No.: 556-88-7
EINECS: 209-143-5
RTECS: MF4600000
RTECS Class: Drug ;  Mutagen ;  Primary Irritant
Melting Point: 239 °C (dec.)(lit.)
Density: 2 g/cm3 
Flash Point: 149.3 °C
Boiling Point: 323.3 °C at 760 mmHg
Product Categories about Nitroguanidine (CAS NO.556-88-7) are Guanidines ; Nitrogen Compounds ; Organic Building Blocks
The chemical synonymous of are Labotest-Bb Ltbb000482 ; [Oxido(oxo)hydrazono]methanediamine ; 1-Nitro-guanidin ; Nitroguanidine ; 2-Nitroguanidine ; Alpha-nitroguanidine ; Beta-nitroguanidine ; Guanidine, 1-nitro- 

Nitroguanidine Uses

 Nitroguanidine (CAS NO.556-88-7) is used for the preparation of explosives.

Nitroguanidine Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 oral 3120mg/kg (3120mg/kg) LUNGS, THORAX, OR RESPIRATION: CYANOSIS Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 45(1), Pg. 18, 1980.
mouse LD50 intraperitoneal 48mg/kg (48mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Pharmaceutical Chemistry Journal Vol. 10, Pg. 1504, 1976.
mouse LD50 oral 3850mg/kg (3850mg/kg) LUNGS, THORAX, OR RESPIRATION: CYANOSIS Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 45(1), Pg. 18, 1980.
rabbit LD skin > 2gm/kg (2000mg/kg)   National Technical Information Service. Vol. AD-A191-796,
rat LD50 oral 10200mg/kg (10200mg/kg) LUNGS, THORAX, OR RESPIRATION: CYANOSIS Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 45(1), Pg. 18, 1980.

Nitroguanidine Consensus Reports

Reported in EPA TSCA Inventory.

Nitroguanidine 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.
Hazard Codes:
F: Flammable
Xi: Irritant
Risk Statements about Nitroguanidine (CAS NO.556-88-7):
R5 Heating may cause an explosion.
R11 Highly flammable. 
R36/37/38 Irritating to eyes, respiratory system and skin. 
Safety Statements about α-Nitroguanidine (CAS NO.556-88-7):
S16 Keep away from sources of ignition - No smoking. 
S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S37/39 Wear suitable gloves and eye/face protection. 
S47 Keep at temperature not exceeding ...°C (to be specified by the manufacturer).

Nitroguanidine Standards and Recommendations

DOT Classification:  EXPLOSIVE 1.1D; Label: EXPLOSIVE 1.1D (UN 0282); DOT Class: 4.1; Label: Flammable Solid (UN 1336)

Nitroguanidine Specification

 Attention:
1. Storage: Keep away from heat, sparks, and flame. Keep away from sources of ignition. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.
2. Handling: Avoid contact with heat, sparks and flame. Avoid ingestion and inhalation. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Minimize dust generation and accumulation. Ground and bond containers when transferring material. Use spark-proof tools and explosion proof equipment. Avoid contact with eyes, skin, and clothing. Empty containers retain product residue, (liquid and/or vapor), and can be dangerous. Keep container tightly closed. Do not pressurize, cut, weld, braze, solder, drill, grind, or expose empty containers to heat, sparks or open flames.

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