71400-33-4

Basic information

• Product Name: 2,7-dinitrooxanthrene
• Synonyms: 2,7-Dinitrooxanthrene; dibenzo[b,e][1,4]dioxin, 2,7-dinitro-
• CAS NO: 71400-33-4
• Molecular Formula: C₁₂H₆N₂O₆
• Molecular Weight: 274.1858
• Mol File: 71400-33-4.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 445.2°C at 760 mmHg
• Flash Point: 214°C
• Density: 1.595g/cm³
• Vapor Pressure: 1.05E-07mmHg at 25°C
• Refractive Index: 1.687
• CAS DataBase Reference: 2,7-dinitrooxanthrene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,7-dinitrooxanthrene(71400-33-4)
• EPA Substance Registry System: 2,7-dinitrooxanthrene(71400-33-4)

Safety Data

• Hazardous Substances Data: 71400-33-4(Hazardous Substances Data)

Usage

Type of compound

Nitro-substituted polycyclic aromatic hydrocarbon

Nitro groups

Two attached to the xanthene ring

Appearance

Yellow, crystalline solid

Solubility

Insoluble in water, soluble in organic solvents

Uses

Sensitizing agent in dye and ink production, component in propellants and explosives

Toxicity

Potential human carcinogen, harmful through skin contact and inhalation

Regulation

Subject to strict regulation, restricted to controlled laboratory settings.

Upstream product

• 262-12-4 dioxin 
• 79807-53-7 potassium 2-bromo-5-nitrophenoxide 
• 79807-61-7 Potassium; 2-(2-bromo-5-nitro-phenoxy)-5-nitro-phenolate 
• 7732-18-5 water 
• 7697-37-2 nitric acid 
• 52427-05-1 2-bromo-5-nitrophenol 
• 77337-82-7 1-bromo-2-methoxy-4-nitrobenzene 
• 79819-62-8 2-(2-bromo-5-nitrophenoxy)-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 

Downstream Products

• 71400-35-6 dibenzo[b,e][1,4]dioxine-2,7-diamine 
• 79807-55-9 2-(2-methoxy-5-nitrophenoxy)-5-nitrophenol 
• 79807-56-0 2-(2-ethoxy-5-nitrophenoxy)-5-nitrophenol 
• 79807-57-1 2-(2-methoxy-5-nitrophenoxy)-4-nitrophenol 

Relevant articles and documents

Studies on the dibenzo-p-dioxin (Diphenylene dioxide) derivatives.

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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%).

Aminodibenzodioxin derivative and organic electroluminescent using the same

This invention relates to a highly reliable material for an organic electroluminescent element exhibiting high luminance, high luminous efficiency, little deterioration in emission, and suitability for use and storage at high temperatures and to an organi

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.