71400-34-5

Usage

Appearance

Bright yellow crystalline solid
The compound has a vivid yellow color and a crystalline structure.

Explosive nature

Highly explosive, sensitive to shock and friction
2,8-dinitrooxanthrene can easily detonate when subjected to sudden impact or force, making it dangerous to handle.

Primary uses

High explosive, propellant ingredient
It is commonly used in applications that require powerful explosions or propulsion, such as in rocket propellants and pyrotechnics.

Hazard classification

Hazardous chemical
Due to its explosive properties and potential hazards, 2,8-dinitrooxanthrene is classified as a dangerous substance.

Handling and storage

Requires careful handling and storage
Proper safety measures and precautions must be taken when working with or storing 2,8-dinitrooxanthrene to prevent accidents.

Environmental impact

Toxic to aquatic organisms, long-term adverse effects
The compound can cause harm to aquatic life and may lead to negative consequences for the environment over time.

Safety measures

Minimize impact on environment and human health
It is essential to use 2,8-dinitrooxanthrene with caution and implement appropriate safety measures to reduce its potential harm to both people and the environment.

Upstream product

• 262-12-4 dioxin 
• 83429-23-6 2-(2,4-dinitrophenoxy)-4-nitrophenol 
• 79807-53-7 potassium 2-bromo-5-nitrophenoxide 
• 79807-61-7 Potassium; 2-(2-bromo-5-nitro-phenoxy)-5-nitro-phenolate 
• 52427-05-1 2-bromo-5-nitrophenol 
• 79807-58-2 1-bromo-2-(2-methoxy-4-nitrophenoxy)-4-nitrobenzene 
• 3316-09-4 1,2-dihydroxy-4-nitrobenzene 
• 369-34-6 3,4-difluoronitrobenzene 
• 77337-82-7 1-bromo-2-methoxy-4-nitrobenzene 
• 97-00-7 1-chloro-2,4-dinitro-benzene 
• 7732-18-5 water 
• 7697-37-2 nitric acid 
• 79807-59-3 1-(2-bromo-5-nitrophenoxy)propan-2-one 
• 79819-62-8 2-(2-bromo-5-nitrophenoxy)-5-nitrophenol 

Downstream Products

• 79819-61-7 2-(2-ethoxy-5-nitrophenoxy)-4-nitrophenol 
• 79807-57-1 2-(2-methoxy-5-nitrophenoxy)-4-nitrophenol 

Relevant academic research and scientific papers

A new porous organic polymer containing Tr?ger's base units: Evaluation of the catalytic activity in Knoevenagel condensation reaction

The classic Tr?ger's base polymerization of a diamine and dimethoxymethane with trifluoroacetic acid as catalyst generated a Tr?ger's base-type polymer (TBP), which exhibited the absolute insolubility in a variety of organic solvents because of its highly aggregated model. A new porous organic polymer was obtained by a simple Tr?ger's base polymerization reaction between a diamine and formaldehyde in the form of acetal in the presence of trifluoroacetic acid as catalyst. Tr?ger's base-type polymer (TBP) resulted insoluble in a wide range of organic solvents due to its rigid and aromatic structure. TBP was characterized spectroscopically (FT-IR), thermally and morphologically. As result, a thermostable and amorphous polymer bearing pores ranging between 50 and 300 nm and macro-voids of up to 12 μm was obtained. Due to the insolubility of the TBP, it was tested as a metal-free heterogeneous catalyst in the Knoevenagel condensation reaction, showing a high efficiency. For this, the optimal catalyst load, reaction time and reuse of the catalyst were studied using benzaldehyde and malononitrile as substrates. Furthermore, aldehydes with variable chain sizes and ethyl cyanoacetate replacing malononitrile were tested as substrate with a high percent of conversion (97–99%).

ELECTRON TRANSFER AS ELEMENTARY STAGE IN ELECTROPHILIC NITRATION OF DIBENZO-p-DIOXIN

The formation of the radical-cation of dibenzo-p-dioxin in the reaction of dibenzo-p-dioxin with nitrating agents was recorded by the ESR method and electronic spectroscopy.Photometric investigation of the reaction of this compound with nitric acid in trifluoroacetic acid showed that the nature and composition of the products depend on the molar ratio of nitric acid and the substrate.With a deficiency of nitric acid the radical-cation or its mixture with the dinitro derivatives of dibenzo-p-dioxin are formed, whereas with an excess of nitric acid only a mixture of the dinitro compounds is formed.Analysis of these facts led to the conclusion that the nitration of dibenzo-p-dioxin with nitric acid in trifluoroacetic acid includes the stage of one-electron oxidation of the initial aromatic compound.

SPIROCYCLIC MEISENHEIMER COMPLEXES XVI. EFFECT OF THE NITRO GROUP AS A SUBSTITUENT IN THE PYROCATECHOL UNIT ON THE CYCLIZATION OF POLYNITROPHENYL ETHERS OF PYROCATECHOL TO DIPHENYLENE DIOXIDES

As a result of the reversible Smiles rearrangement the intramolecular cyclization of 2-picryloxy-4-nitrophenol leads to the formation of two regioisomeric 1,3,7- and 1,3,8-trinitrodiphenylene dioxides in a ratio of 1 : 2, whereas only one unrearranged 1,3,6-trinitrodiphenylene dioxide is formed from 2-picryloxy-6-nitrophenol.The cyclization of 2-(2,4-dinitrophenoxy)-4-nitrophenol takes place with significantly greater difficulty and leads to the rearranged 2,8-dinitrodiphenylene dioxide.Trinitrocyclohexadienide spiro complexes with 4-nitro-, 5-nitro-, and 5,6-dichlorobenzodioxolane rings were fixed and isolated in the form of triethylammonium salts.

The Smiles Rearrangement of 2-Aryloxy-5-nitrophenoxides. Attempted Routes to Benzoxirens and Tribenzotrioxonins

Formation of dibenzo-p-dioxins by the pyrolysis of 2-halogenophenoxides does not appear to involve intermediate benzoxirens.Thermal self-condensation to potassium 2-bromo-5-nitrophenoxide (1b) gave a mixture of 2,7- and 2,8-dinitrobenzo-p-dioxins (6d) and (6e).The mechanism of formation of the 2,8-isomer (6e) is shown to involve Smiles rearrangement of potassium 2-(2-bromo-5-nitrophenoxy)-5-nitrophenoxide (9a).Further examples of Smiles rearrangements of 2-aryloxy-5-nitrophenoxides and an attempted synthesis of the tribenzotrioxonin derivatives (16) are described.