2,4,6-Trinitroaniline

Base Information

• Chemical Name: 2,4,6-Trinitroaniline
• CAS No.: 489-98-5
• Molecular Formula: C6H4 N4 O6
• Molecular Weight: 228.121
• European Community (EC) Number: 207-703-3
• NSC Number: 4860
• UN Number: 0153
• UNII: ZL7CZQ6FZC
• DSSTox Substance ID: DTXSID9074850
• Nikkaji Number: J6.040B
• Wikipedia: 2,4,6-Trinitroaniline
• Wikidata: Q414630
• Mol file: 489-98-5.mol

Synonyms:2,4,6-TRINITROANILINE;Picramide;489-98-5;Benzenamine, 2,4,6-trinitro-;Aniline, 2,4,6-trinitro-;ZL7CZQ6FZC;NSC 4860;NSC-4860;EINECS 207-703-3;UN0153;AI3-28913;MATB;2,6-Trinitroaniline;UNII-ZL7CZQ6FZC;Trinitroaniline or picramide;2,4,6-Trinitrobenzenamine;2,4,6-Trinitrophenylamine;SCHEMBL266593;C6H4N4O6;Benzenamine, 1,4,6-trinitro-;DTXSID9074850;1-Amino-2,4,6-trinitrobenzene;NSC4860;C6-H4-N4-O6;NA0153;FT-0648292;Q414630;Trinitroaniline or picramide [UN0153] [Explosive 1.1D]

Chemical Property of 2,4,6-Trinitroaniline

Chemical Property:

• Vapor Pressure: 1.05E-07mmHg at 25°C
• Melting Point: 193.5°C
• Refractive Index: 1.6700 (estimate)
• Boiling Point: 433.2°Cat760mmHg
• PKA: pK1:-10.23(+1) (25°C)
• Flash Point: 215.8°C
• PSA: 163.48000
• Density: 1.792g/cm³
• LogP: 3.14420
• Storage Temp.: -20°C
• Water Solubility.: 19.87mg/L(25 oC)
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 0
• Exact Mass: 228.01308386
• Heavy Atom Count: 16
• Complexity: 293
• Transport DOT Label: Explosive 1.1D

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): Dangerous, explodes by heat or shock.
• Hazard Codes: O,T
• Statements: 49-8-23/24/25-34
• Safety Statements: 53-17-23-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Uses -> Explosives
• Canonical SMILES: C1=C(C=C(C(=C1[N+](=O)[O-])N)[N+](=O)[O-])[N+](=O)[O-]

Technology Process of 2,4,6-Trinitroaniline

There total 90 articles about 2,4,6-Trinitroaniline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

2,4,6-Trinitrophenol (88-89-1) → picramide (489-98-5)

Guidance literature:

With diammonium hydrogenphosphate; In sulfolane; at 25 - 175 ℃; for 22h; under 1034.32 Torr; Product distribution / selectivity;

Reference yield: 75.0%

2,4,6-trinitrochlorobenzene (88-88-0) → picramide (489-98-5)

Guidance literature:

With ammonia; In propan-1-ol; at 100 ℃; for 3h;

DOI:10.1016/j.ejmech.2007.03.035

Reference yield: 58.0%

4-nitro-aniline (100-01-6,104810-17-5) → picramide (489-98-5)

Guidance literature:

With sodium nitrate; sulfuric acid; at 0 - 5 ℃; for 3h;

upstream raw materials:

p-aminophenylarsonic acid

syn-benzaldehyde oxime

2,4,6-trinitrochlorobenzene

ethanol

Downstream raw materials:

furan-2-carboxylic acid-(2,4,6-trinitro-anilide)

benzene-1,2,3,5-tetrayltetraamine

2,4,6-triaminophenol

trinitrophenylnitramine

Refernces

Reactions of Aromatic Nitro-compounds in Alkaline Media. Part VIII. Behaviour of Picramide and NN-Dimethylpicramide in Aqueous Sodium Hydroxide

10.1039/jr9640001727

The study investigates the reactions of aromatic nitro-compounds, specifically picramide (PicNH?) and its NN-dimethyl derivative (PicNMe?), in aqueous sodium hydroxide solutions. Picramide and dimethylpicramide both react with hydroxide ions to form soluble complexes. Picramide forms a 1:1 complex with hydroxide ions, while dimethylpicramide forms a 1:2 complex. The equilibrium constants for these reactions were measured. The study also examines the kinetics of the reactions, including the slow, irreversible hydrolysis that leads to the formation of picrate ions. In the presence of visible light, additional reactions occur, resulting in the formation of nitrite ions and a mixture of 3,5-dinitrocatechol and 2,6-dinitroquinone. The rates of these reactions were measured as a function of hydroxide ion concentration. The study aims to understand the behavior of these compounds in alkaline media and the nature of the complexes formed.