Product Name

  • Name

    DIPICRYLAMINE

  • EINECS 205-037-8
  • CAS No. 131-73-7
  • Article Data29
  • CAS DataBase
  • Density 1.938g/cm3
  • Solubility 2.4 mg l-1 (e)
  • Melting Point about 238° with dec
  • Formula C12H5N7O12
  • Boiling Point 532.5°Cat760mmHg
  • Molecular Weight 439.211
  • Flash Point 275.9°C
  • Transport Information
  • Appearance light yellow to beige or light brown crystalline
  • Safety 35-36-45-61
  • Risk Codes 2-26/27/28-33-51/53
  • Molecular Structure Molecular Structure of 131-73-7 (DIPICRYLAMINE)
  • Hazard Symbols ExplosiveEVeryT+DangerousN
  • Synonyms Diphenylamine,2,2',4,4',6,6'-hexanitro- (8CI);2,2',4,4',6,6'-Hexanitrodiphenylamine;2,4,6,2',4',6'-Hexanitrodiphenylamine;2,4,6-Trinitro-N-(2,4,6-trinitrophenyl)benzenamine;Bis(2,4,6-trinitrophenyl)amine;Dipicrylamine;Hexamine;Hexamine (potassiumreagent);Hexanitrodiphenylamine;Hexyl;Hexyl (reagent);N,N-Bis(2,4,6-Trinitrophenyl)amine;NSC 1786;
  • PSA 286.95000
  • LogP 6.09160

Synthetic route

N-phenyl-2,4-dinitroaniline
961-68-2

N-phenyl-2,4-dinitroaniline

Dipikrylamin
131-73-7

Dipikrylamin

Conditions
ConditionsYield
technische Gewinnung;
With nitric acid
Nitrierung;
picramide
489-98-5

picramide

A

1,2,3,5-tetranitrobenzene
3698-53-1

1,2,3,5-tetranitrobenzene

B

Dipikrylamin
131-73-7

Dipikrylamin

Conditions
ConditionsYield
With nitric acid at -5 - 7℃; Einleiten von nitrosen Gasen;
N,N-diphenylurea
603-54-3

N,N-diphenylurea

Dipikrylamin
131-73-7

Dipikrylamin

Conditions
ConditionsYield
With sulfuric acid; nitric acid
(2,4-dinitro-phenyl)-picryl-amine
21565-22-0

(2,4-dinitro-phenyl)-picryl-amine

Dipikrylamin
131-73-7

Dipikrylamin

Conditions
ConditionsYield
With nitric acid at 70℃;
benzhydrylidene(methyl)amine
552-82-9

benzhydrylidene(methyl)amine

Dipikrylamin
131-73-7

Dipikrylamin

Conditions
ConditionsYield
With nitric acid
trinitro-2,4,6 diphenylamine
2919-12-2

trinitro-2,4,6 diphenylamine

Dipikrylamin
131-73-7

Dipikrylamin

Conditions
ConditionsYield
With nitric acid mit rauchender Salpetersaeure;
With nitric acid at 25℃; mit absol. Salpetersaeure;
With sulfuric acid; nitric acid at 70℃;
Multi-step reaction with 2 steps
1: nitric acid / 25 °C / mit Salpetersaeure (D:1.49)
2: nitric acid / 70 °C
View Scheme
bis(2,4-dinitrophenyl)amine
2908-76-1

bis(2,4-dinitrophenyl)amine

Dipikrylamin
131-73-7

Dipikrylamin

Conditions
ConditionsYield
With nitric acid at 70 - 90℃; mit 93prozentiger Salpetersaeure;
With sulfuric acid; nitric acid at 20 - 32℃;
Nitrierung;
N-(p-nitrophenyl)picrylamine
38417-97-9

N-(p-nitrophenyl)picrylamine

Dipikrylamin
131-73-7

Dipikrylamin

Conditions
ConditionsYield
With sulfuric acid; nitric acid
bis-(2,4-dinitro-phenyl)-carbamic acid ethyl ester
871882-90-5

bis-(2,4-dinitro-phenyl)-carbamic acid ethyl ester

Dipikrylamin
131-73-7

Dipikrylamin

Conditions
ConditionsYield
With sulfuric acid; nitric acid
trinitro-2,4,6 diphenylamine
2919-12-2

trinitro-2,4,6 diphenylamine

acetic acid
64-19-7

acetic acid

isopentyl nitrite
110-46-3

isopentyl nitrite

A

(2,4-dinitro-phenyl)-picryl-amine
21565-22-0

(2,4-dinitro-phenyl)-picryl-amine

B

Dipikrylamin
131-73-7

Dipikrylamin

diphenylamine
122-39-4

diphenylamine

Dipikrylamin
131-73-7

Dipikrylamin

Conditions
ConditionsYield
Nitrierung;
With nitric acid
With sulfuric acid; nitric acid
pyridin-1-ium
16969-45-2

pyridin-1-ium

Dipicrylamin-Anion
32817-38-2

Dipicrylamin-Anion

A

pyridine
110-86-1

pyridine

B

Dipikrylamin
131-73-7

Dipikrylamin

Conditions
ConditionsYield
for 11h; Rate constant;
2,4,6-trinitrochlorobenzene
88-88-0

2,4,6-trinitrochlorobenzene

picramide
489-98-5

picramide

Dipikrylamin
131-73-7

Dipikrylamin

Conditions
ConditionsYield
With sodium hydride; iodophenylbis(triphenylphosphine)palladium acetonitrile, 6 h; Yield given. Multistep reaction;
sulfuric acid
7664-93-9

sulfuric acid

N,N-diphenylurea
603-54-3

N,N-diphenylurea

10 part nitric acid

10 part nitric acid

Dipikrylamin
131-73-7

Dipikrylamin

Conditions
ConditionsYield
in der Waerme;
N-phenyl-2,4-dinitroaniline
961-68-2

N-phenyl-2,4-dinitroaniline

nitric acid
7697-37-2

nitric acid

Dipikrylamin
131-73-7

Dipikrylamin

trinitro-2,4,6 diphenylamine
2919-12-2

trinitro-2,4,6 diphenylamine

nitric acid
7697-37-2

nitric acid

Dipikrylamin
131-73-7

Dipikrylamin

Conditions
ConditionsYield
at 25℃; bei 24-stuendiger Einw.;
auf dem Wasserbad;
bis(2,4-dinitrophenyl)amine
2908-76-1

bis(2,4-dinitrophenyl)amine

HNO3+H2SO4

HNO3+H2SO4

Dipikrylamin
131-73-7

Dipikrylamin

bis(2,4-dinitrophenyl)amine
2908-76-1

bis(2,4-dinitrophenyl)amine

nitric acid (93 percent )

nitric acid (93 percent )

Dipikrylamin
131-73-7

Dipikrylamin

Conditions
ConditionsYield
at 40 - 90℃;
sulfuric acid
7664-93-9

sulfuric acid

trinitro-2,4,6 diphenylamine
2919-12-2

trinitro-2,4,6 diphenylamine

nitric acid (D:1.49)

nitric acid (D:1.49)

Dipikrylamin
131-73-7

Dipikrylamin

Conditions
ConditionsYield
at 70℃;
picramide
489-98-5

picramide

nitric acid
7697-37-2

nitric acid

nitrogen oxide

nitrogen oxide

A

1,2,3,5-tetranitrobenzene
3698-53-1

1,2,3,5-tetranitrobenzene

B

Dipikrylamin
131-73-7

Dipikrylamin

sulfuric acid
7664-93-9

sulfuric acid

N,N-diphenylurea
603-54-3

N,N-diphenylurea

10 part nitric acid

10 part nitric acid

A

Dipikrylamin
131-73-7

Dipikrylamin

B

N.N-bis-<2.4-dinitro-phenyl>-urea

N.N-bis-<2.4-dinitro-phenyl>-urea

Conditions
ConditionsYield
in der Kaelte;
1-methoxy-2,4,6-trinitrobenzene
606-35-9

1-methoxy-2,4,6-trinitrobenzene

Dipikrylamin
131-73-7

Dipikrylamin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aniline; alcohol
2: nitric acid / mit rauchender Salpetersaeure
View Scheme
2,4,6-trinitrochlorobenzene
88-88-0

2,4,6-trinitrochlorobenzene

Dipikrylamin
131-73-7

Dipikrylamin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: alcohol
2: HNO3+H2SO4
View Scheme
4-nitro-aniline
100-01-6

4-nitro-aniline

Dipikrylamin
131-73-7

Dipikrylamin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: alcohol
2: HNO3+H2SO4
View Scheme
Multi-step reaction with 2 steps
1: sulfuric acid; potassium nitrate
2: aqueous HNO3 / -5 - 7 °C / Einleiten von nitrosen Gasen
View Scheme
1,3-diaminoguanidine hydrochloride
36062-19-8

1,3-diaminoguanidine hydrochloride

Dipikrylamin
131-73-7

Dipikrylamin

CH7N5*C12H5N7O12
1352994-43-4

CH7N5*C12H5N7O12

Conditions
ConditionsYield
Stage #1: Dipikrylamin With sodium hydroxide In water at 80℃; for 0.5h;
Stage #2: 1,3-diaminoguanidine hydrochloride In water at 20℃; for 1h;
97%
ammonium chloride
12125-02-9

ammonium chloride

Dipikrylamin
131-73-7

Dipikrylamin

dipicryl-amin; ammonium salt
2844-92-0

dipicryl-amin; ammonium salt

Conditions
ConditionsYield
Stage #1: Dipikrylamin With sodium hydroxide In water at 80℃; for 0.5h;
Stage #2: ammonium chloride In water at 20℃; for 1h;
96%
hydrazine hydrochloride
2644-70-4

hydrazine hydrochloride

Dipikrylamin
131-73-7

Dipikrylamin

C12H5N7O12*H4N2
1352994-40-1

C12H5N7O12*H4N2

Conditions
ConditionsYield
Stage #1: Dipikrylamin With sodium hydroxide In water at 80℃; for 0.5h;
Stage #2: hydrazine hydrochloride In water at 20℃; for 1h;
93%
Dipikrylamin
131-73-7

Dipikrylamin

1-amino-3-methyl-1,2,3-triazol-3-ium iodide

1-amino-3-methyl-1,2,3-triazol-3-ium iodide

C3H7N4(1+)*C12H4N7O12(1-)

C3H7N4(1+)*C12H4N7O12(1-)

Conditions
ConditionsYield
Stage #1: Dipikrylamin With sodium hydroxide In water at 80℃; for 0.5h;
Stage #2: 1-amino-3-methyl-1,2,3-triazol-3-ium iodide In water at 20℃; for 1h;
89%
1-methyl-3,4,5-triamino-1,2,4-triazolium iodide
1052012-46-0, 1173151-14-8

1-methyl-3,4,5-triamino-1,2,4-triazolium iodide

Dipikrylamin
131-73-7

Dipikrylamin

C3H9N6(1+)*C12H4N7O12(1-)*H2O

C3H9N6(1+)*C12H4N7O12(1-)*H2O

Conditions
ConditionsYield
Stage #1: Dipikrylamin With sodium hydroxide In water at 80℃; for 0.5h;
Stage #2: 1-methyl-3,4,5-triamino-1,2,4-triazolium iodide In water at 20℃; for 1h;
88%
Imidazole hydrochloride
1467-16-9

Imidazole hydrochloride

Dipikrylamin
131-73-7

Dipikrylamin

C3H4N2*C12H5N7O12
1352994-39-8

C3H4N2*C12H5N7O12

Conditions
ConditionsYield
Stage #1: Dipikrylamin With sodium hydroxide In water at 80℃; for 0.5h;
Stage #2: Imidazole hydrochloride In water at 20℃; for 1h;
87%
ethylenediamine hydrochloride
18299-54-2

ethylenediamine hydrochloride

Dipikrylamin
131-73-7

Dipikrylamin

C2H8N2*2C12H5N7O12

C2H8N2*2C12H5N7O12

Conditions
ConditionsYield
Stage #1: Dipikrylamin With sodium hydroxide In water at 80℃; for 0.5h;
Stage #2: ethylenediamine hydrochloride In water at 20℃; for 1h;
86%
4,7-dimethyl-3-chloromethyl-2H-1-benzopyran-2-one
58476-20-3

4,7-dimethyl-3-chloromethyl-2H-1-benzopyran-2-one

Dipikrylamin
131-73-7

Dipikrylamin

3-{[Bis-(2,4,6-trinitro-phenyl)-amino]-methyl}-4,7-dimethyl-chromen-2-one
138719-90-1

3-{[Bis-(2,4,6-trinitro-phenyl)-amino]-methyl}-4,7-dimethyl-chromen-2-one

Conditions
ConditionsYield
In benzene for 4h; Heating;50%
crystal violet carbinol base
467-63-0

crystal violet carbinol base

nitrobenzene
98-95-3

nitrobenzene

Dipikrylamin
131-73-7

Dipikrylamin

dipicryl-(4,4',4''-tris-dimethylamino-trityl)-amine

dipicryl-(4,4',4''-tris-dimethylamino-trityl)-amine

pararosaniline
467-62-9

pararosaniline

acetone
67-64-1

acetone

Dipikrylamin
131-73-7

Dipikrylamin

dipicryl-(4,4',4''-triamino-trityl)-amine

dipicryl-(4,4',4''-triamino-trityl)-amine

crystal violet carbinol base
467-63-0

crystal violet carbinol base

acetone
67-64-1

acetone

Dipikrylamin
131-73-7

Dipikrylamin

dipicryl-(4,4',4''-tris-dimethylamino-trityl)-amine

dipicryl-(4,4',4''-tris-dimethylamino-trityl)-amine

pararosaniline
467-62-9

pararosaniline

Dipikrylamin
131-73-7

Dipikrylamin

dipicryl-(4,4',4''-triamino-trityl)-amine

dipicryl-(4,4',4''-triamino-trityl)-amine

Conditions
ConditionsYield
With acetone
crystal violet carbinol base
467-63-0

crystal violet carbinol base

Dipikrylamin
131-73-7

Dipikrylamin

dipicryl-(4,4',4''-tris-dimethylamino-trityl)-amine

dipicryl-(4,4',4''-tris-dimethylamino-trityl)-amine

Conditions
ConditionsYield
With acetone
With nitrobenzene
pyridine
110-86-1

pyridine

Dipikrylamin
131-73-7

Dipikrylamin

A

pyridin-1-ium
16969-45-2

pyridin-1-ium

B

Dipicrylamin-Anion
32817-38-2

Dipicrylamin-Anion

Conditions
ConditionsYield
for 11h; Rate constant;
Dipikrylamin
131-73-7

Dipikrylamin

dipicryl-amine; sodium-salt
13474-21-0

dipicryl-amine; sodium-salt

Conditions
ConditionsYield
With sodium hydride In acetonitrile for 3h;

2,2',4,4',6,6'-Hexanitrodifenylamin Chemical Properties

Molecular Structure of 2,2',4,4',6,6'-Hexanitrodifenylamin (CAS No.131-73-7):

Molecular Formula: C12H5N7O12
Molecular Weight: 439.21
IUPAC Name: 2,4,6-Trinitro-N-(2,4,6-trinitrophenyl)aniline
CAS No: 131-73-7
EINECS: 205-037-8
H bond acceptors: 19
H bond donors: 1
Freely Rotating Bonds: 8
Polar Surface Area: 286.95 Å2
Index of Refraction: 1.778
Molar Refractivity: 94.9 cm3
Molar Volume: 226.5 cm3
Surface Tension: 109.9 dyne/cm
Density: 1.938 g/cm3
Flash Point: 275.9 °C
Enthalpy of Vaporization: 80.83 kJ/mol
Boiling Point: 532.5 °C at 760 mmHg
Vapour Pressure: 2.02E-11 mmHg at 25°C
Classification Code: Mutation data;Tumor data 
Canonical SMILES: C1=C(C=C(C(=C1[N+](=O)[O-])NC2=C(C=C(C=C2[N+](=O)[O-])[N+](=O)[O-])[N+]
(=O)[O-])[N+](=O)[O-])[N+](=O)[O-]
InChI: InChI=1S/C12H5N7O12/c20-14(21)5-1-7(16(24)25)11(8(2-5)17(26)27)13-12-9
(18(28)29)3-6(15(22)23)4-10(12)19(30)31/h1-4,13H
InChIKey: CBCIHIVRDWLAME-UHFFFAOYSA-N

2,2',4,4',6,6'-Hexanitrodifenylamin Uses

  2,4,6-Trinitro-N-(2,4,6-trinitrophenyl)aniline (CAS NO.131-73-7) is used for the manufacture of ammunition and an analysis of potassium.

2,2',4,4',6,6'-Hexanitrodifenylamin Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD oral > 500mg/kg (500mg/kg)   National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. Vol. 5, Pg. 11, 1953.

2,2',4,4',6,6'-Hexanitrodifenylamin Consensus Reports

Reported in EPA TSCA Inventory.

2,2',4,4',6,6'-Hexanitrodifenylamin Safety Profile

Safety Information of 2,2',4,4',6,6'-Hexanitrodifenylamin (CAS No.131-73-7):
Hazard Codes: ExplosiveE,VeryT+,DangerousN
Risk Statements: 2-26/27/28-33-51/53 
R2:Risk of explosion by shock, friction, fire or other source of ignition. 
R26/27/28:Very toxic by inhalation, in contact with skin and if swallowed. 
R33:Danger of cumulative effects. 
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Statements: 35-36-45-61 
S35:This material and its container must be disposed of in a safe way. 
S36:Wear suitable protective clothing. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S61:Avoid release to the environment. Refer to special instructions / safety data sheets.
RIDADR: 0079
HazardClass: 1.1D

2,2',4,4',6,6'-Hexanitrodifenylamin Standards and Recommendations

DOT Classification:  EXPLOSIVE 1.1D; Label: EXPLOSIVE 1.1D

2,2',4,4',6,6'-Hexanitrodifenylamin Specification

   2,2',4,4',6,6'-Hexanitrodifenylamin (CAS No.131-73-7), it also can be called 2,4,6-trinitro-N-(2,4,6-trinitrophenyl)aniline ; Benzenamine, 2,4,6-trinitro-N- (2,4,6-trinitrophenyl)- ; Bis(2,4,6-trinitro-phenyl)-amin .

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