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Dipicrylamine

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Identification
Molecular formula
C12H5N7O12
CAS number
131-73-7
IUPAC name
2,4,6-trinitro-N-(2,4,6-trinitrophenyl)aniline
State
State

At room temperature, dipicrylamine is in a solid state, appearing as a crystalline powder. Its high density and crystalline form are characteristic of many explosive compounds.

Melting point (Celsius)
205.00
Melting point (Kelvin)
478.15
Boiling point (Celsius)
289.00
Boiling point (Kelvin)
562.15
General information
Molecular weight
396.27g/mol
Molar mass
396.2660g/mol
Density
1.7380g/cm3
Appearence

Dipicrylamine appears as a yellow crystalline solid. It is an explosive chemical compound and is typically handled with caution due to its sensitivity.

Comment on solubility

Solubility of 2,4,6-trinitro-N-(2,4,6-trinitrophenyl)aniline

The solubility of 2,4,6-trinitro-N-(2,4,6-trinitrophenyl)aniline is a fascinating subject due to its complex nature and molecular structure. Several factors influence its solubility:

  • Polarity: The presence of multiple nitro groups (–NO2) contributes to significant polarity, which typically enhances solubility in polar solvents.
  • Hydrogen Bonding: The potential for hydrogen bonding with solvents can also affect how well this compound dissolves.
  • Solvent Choice: Common solvents like water may have limited ability to dissolve the compound due to its relatively high molecular weight and strong intermolecular forces.

In general, while the presence of nitro groups suggests potential for better solubility in an array of organic solvents, the compound can still exhibit poor solubility in some typical scenarios. As described in the literature:

"Like many nitro-substituted compounds, the solubility can be further affected by temperature and pH of the solvent."

Therefore, the solubility of this compound should be approached with consideration for specific experimental conditions, ensuring that the right solvent is chosen to achieve optimal dissolution.

Interesting facts

Interesting Facts about 2,4,6-Trinitro-N-(2,4,6-trinitrophenyl)aniline

2,4,6-Trinitro-N-(2,4,6-trinitrophenyl)aniline, often referred to as TATP (triacetone triperoxide) in discussions of explosive materials, is a compound that holds a significant place in the history of chemistry and materials science. Here are some fascinating insights about this powerful molecule:

  • Explosive Potential: Known for its high explosive properties, this compound is often studied in the context of material stability and safety protocols in laboratories.
  • Historical Significance: The synthesis of similar nitroanilines played a critical role during wartime, especially in World War I and World War II, where such compounds were utilized in the manufacture of explosives.
  • Synthesis Challenges: The preparation of this compound requires careful handling and specific conditions to ensure the safety of chemists, given its sensitivity to heat and shock.
  • Research Applications: Beyond being a compound of interest for its explosiveness, TATP is also studied for its potential uses in pharmaceuticals and materials engineering, showcasing the duality of chemical properties in practical applications.

As you explore this compound further, consider the quote:

"Chemistry is not just a study of matter; it is a bridge to understanding the universe." - Anonymous

In summary, 2,4,6-trinitro-N-(2,4,6-trinitrophenyl)aniline serves as a profound example of how chemical compounds can possess dual characteristics—both beneficial and hazardous. Its study invites chemists to tread carefully yet excitedly into the realms of both innovation and safety.

Synonyms
Dipicrylamine
Hexyl
Hexanitrodiphenylamine
131-73-7
Hexyl (reagent)
Hexite
Bis(2,4,6-trinitrophenyl)amine
Esanitrodifenilamina
Dipikrylamin
Hexanitrodifenylamine
Diphenylamine, hexanitro-
Hexamine (potassium reagent)
Dipikrylamin [Czech]
Hexyl (VAN)
Hexyl [German, Dutch]
NSC 1786
2,2',4,4',6,6'-HEXANITRODIPHENYLAMINE
Hexanitrodifenylamine [Dutch]
2,4,6-Trinitro-N-(2,4,6-trinitrophenyl)aniline
Esanitrodifenilamina [Italian]
CCRIS 5347
Hexanitrodiphenylamine [French]
HSDB 2873
2,4,6,2',4',6'-Hexanitrodiphenylamine
Bis(2,4,6-trinitro-phenyl)-amin
C.I. 10360
EINECS 205-037-8
14STR4KG8T
UN0079
Benzenamine, 2,4,6-trinitro-N-(2,4,6-trinitrophenyl)-
Diphenylamine, 2,2',4,4',6,6'-hexanitro-
2,2,4,4,6,6-Hexanitrodiphenylamine
BRN 0735589
2,2',4,4',6,6'-Hexanitrodifenylamin
2,4,6-Trinitro-N-(2,4,6-trinitrophenyl)benzenamine
Bis(2,4,6-trinitro-phenyl)-amin [German]
NSC-1786
DIPICRYLAMINE [MI]
2,2',4,4',6,6'-Hexanitrodifenylamin [Czech]
DTXSID4059621
4-12-00-01737 (Beilstein Handbook Reference)
Hexyl (German, Dutch)
Hexanitrodifenylamine (Dutch)
Esanitrodifenilamina (Italian)
Hexanitrodiphenylamine (French)
Bis(2,4,6-trinitro-phenyl)-amin (German)
UNII-14STR4KG8T
dipicrylaminate
Diphenylamine, hexanitro
Bis(2,6-trinitrophenyl)amine
Bis(2,4,6trinitrophenyl)amin
Bis(2,4,6trinitrophenyl)amine
SCHEMBL2218947
Bis(2,6-trinitro-phenyl)-amin
DTXCID5034012
NSC1786
NPhenylbenzeneamine hexanitro deriv.
STK664288
AKOS003404771
2,4,4',6,6'-Hexanitrodiphenylamine
Benzenamine, Nphenyl, hexanitro deriv.
2,2',4,4',6,6'Hexanitrodifenylamin
2,6,2',4',6'-Hexanitrodiphenylamine
Benzeneamine, Nphenyl, hexanitro deriv.
2,2',4,4',6,6'Hexanitrodiphenylamine
2,4,6,2',4',6'Hexanitrodiphenylamine
WLN: WNR CNW ENW BMR BNW DNW FNW
Diphenylamine,2',4,4',6,6'-hexanitro-
DB-042053
Diphenylamine, 2,2',4,4',6,6'hexanitro
NS00006346
Hexanitrodiphenylamine or dipicrylamine or hexyl
2,4,6TrinitroN(2,4,6trinitrophenyl)benzenamine
Q414335
SR-01000089828
2,6-Trinitro-N-(2,4,6-trinitrophenyl)benzenamine
Benzenamine, 2,4,6trinitroN(2,4,6trinitrophenyl)
SR-01000089828-1
2,4,6-Trinitro-N-(2,4,6-trinitrophenyl)aniline #
Benzenamine,4,6-trinitro-N-(2,4,6-trinitrophenyl)-
Hexanitrodiphenylamine or dipicrylamine or hexyl [UN0079] [Explosive 1.1D]
205-037-8
InChI=1/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/h1-4,13