606-34-8

Basic information

• Product Name: 2,4,6-TRINITROBENZALDEHYDE
• Synonyms: SALOR-INT L170291-1EA;2,4,6-TRINITROBENZOIC ALDEHIDE;2,4,6-TRINITROBENZALDEHYDE;TNBAL
• CAS NO: 606-34-8
• Molecular Formula: C₇H₃N₃O₇
• Molecular Weight: 241.11
• EINECS: 210-114-4
• Mol File: 606-34-8.mol

Chemical Properties

• Boiling Point: 383.88°C (rough estimate)
• Flash Point: 224.8°C
• Appearance: /
• Density: 1.8304 (rough estimate)
• Vapor Pressure: 2.31E-07mmHg at 25°C
• Refractive Index: 1.5500 (estimate)
• CAS DataBase Reference: 2,4,6-TRINITROBENZALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,6-TRINITROBENZALDEHYDE(606-34-8)
• EPA Substance Registry System: 2,4,6-TRINITROBENZALDEHYDE(606-34-8)

Safety Data

• Hazardous Substances Data: 606-34-8(Hazardous Substances Data)

Usage

Uses

Used in Explosive Industry:
2,4,6-Trinitrobenzaldehyde is used as a precursor in the synthesis of various explosives for its ability to contribute to the formation of potent explosive compounds. Its role in creating TNT (trinitrotoluene), a widely recognized and utilized explosive, highlights its significance in this field.
Used in Organic and Pharmaceutical Synthesis:
As a reagent, 2,4,6-Trinitrobenzaldehyde is employed in organic synthesis to facilitate various chemical reactions, contributing to the development of new organic compounds. In the pharmaceutical industry, it plays a similar role, enabling the synthesis of complex molecules that can be used as potential drug candidates.
Used in Dye and Pigment Production:
2,4,6-Trinitrobenzaldehyde also serves as a chemical intermediate in the production of dyes and pigments, where its unique chemical properties allow for the creation of a range of colorants used in various industries, including textiles, plastics, and printing.

InChI:InChI=1/C7H3N3O7/c11-3-5-6(9(14)15)1-4(8(12)13)2-7(5)10(16)17/h1-3H

Upstream product

• 118-96-7 2,4,6-Trinitrotoluene 
• 138-89-6 p-dimethylaminonitrosobenzene 
• 7647-01-0 hydrogenchloride 
• 149742-74-5 4-chloro-N-(2,4,6-trinitro-benzyliden)-aniline 
• 20062-22-0 2,2’,4,4’,6,6’-hexanitrostilbene 
• 99-35-4 1,3,5-trinitrobenzene 
• 26977-78-6 N,N-dimethyl-N'-(2,4,6-trinitrobenzylidene)benzene-1,4-diamine 
• 35113-75-8 1-nitromethyl-2,4,6-trinitrobenzene 

Downstream Products

• 100-52-7 benzaldehyde 
• 149742-73-4 N-(2,4,6-trinitro-benzyliden)-p-anisidine 
• 26977-78-6 N,N-dimethyl-N'-(2,4,6-trinitrobenzylidene)benzene-1,4-diamine 
• 99-35-4 1,3,5-trinitrobenzene 
• 29865-45-0 (2,4,6-trinitro-benzyliden)-aniline 
• 64897-10-5 4-bromo-N-(2,4,6-trinitro-benzyliden)-aniline 

Relevant articles and documents

Synthesis and characterization of new energetic derivatives containing a high nitrogen content moiety and picryl group: A new strategy for incorporating the picryl functionality

New energetic picryl derivatives were synthesized via the reactions of 2,4,6-trinitrobenzaldehyde with high nitrogen content compounds (above 70%) containing the hydrazine group. The resulting compounds 1-3 and 5-7 were characterized well by IR spectroscopy, multinuclear NMR spectroscopy, DSC measurements as well as elemental analysis. Additionally, the structures of compounds 1, 2 and 5 were confirmed by single crystal X-ray diffraction analysis. Except for compound 2, all the remaining products exhibit good thermal stabilities with decomposition onset temperatures above 180 °C. All products possess high heats of formation ranging from 128.62 to 989.52 kJ mol-1. The calculated detonation velocities lie in the range between 7417 and 8271 m s-1. The detonation pressures range between 21.8 and 31.1 GPa.

Investigation of Structure-Property Relationships of Three Nitroaromatic Compounds: 1-Fluoro-2,4,6-trinitrobenzene, 2,4,6-Trinitrophenyl Methanesulfonate, and 2,4,6-Trinitrobenzaldehyde

Recently the investigation of the correlation between the crystal structure and important properties such as the sensitivity and thermostability of energetic materials has gained more and more interest among experts in the field. To contribute to this development, several models for the sensitivity prediction of energetic materials have been applied to the title compounds. Very often, older models that focus on bond dissociation enthalpy or electrostatic potential result in values that differ significantly from values of actual measurements. However, more recent models such as Hirshfeld surface analysis and fingerprint plot analysis offer an improved correlation between prediction and practical tests. We compared these methods with the aforementioned older models and gained further insight into the structure-property relationships of energetic materials. The accuracy of predictions of structure-property relationships that can be deduced from a crystal structure increases with the sample size over time. Therefore, this method should be pursued and applied to different energetic materials in the future, for a better understanding of those relationships.

Preparation method and application of O-nitrobenzaldehyde

The invention relates to a preparation method of o-nitrobenzaldehyde. The preparation method comprises the following steps: reacting o-nitrobenzyl triphenylphosphonium bromide with the required product o-nitrobenzaldehyde as raw materials to generate 1, 2-bis (o-nitrophenyl) ethylene, and oxidizing with ozone to obtain o-nitrobenzaldehyde. The preparation method has the beneficial effects that only a proper amount of alkali is used for catalysis in a condensation reaction, and an intermediate product 1, 2-bis (o-nitrophenyl) ethylene can be efficiently obtained by catalysis of an alkaline water reaction; and gas-liquid reaction is performed by using a micro-channel reactor to finally obtain the required nitrobenzaldehyde. The method has the advantages of less used raw materials, high reaction yield, less by-products and impurities, simple and feasible purification operation, and convenience for industrial production in workshops. Under the condition that the current chemical engineering environment protection and safety situation is severe, the process route can stably supply the important chemical intermediates of the type in an environment-friendly mode with the extremely high atom utilization rate.

Preparation method of O-nitrobenzaldehyde

The invention relates to a preparation method of o-nitrobenzaldehyde, which comprises the following steps: preparing 1,2-bis(o-nitrophenyl)ethylene by using required products nitrobenzaldehyde and nitrotoluene as raw materials, and carrying out high-efficiency oxidation by using ozone with proper concentration to obtain the final product nitrobenzaldehyde. The preparation method has the beneficialeffects that only a proper amount of alkali is used for catalysis in the condensation reaction, and the intermediate product 1,2-bis(o-nitrophenyl)ethylene can be efficiently obtained by using a conventional solvent to carry out a reaction with water; a gas-liquid reaction then is carried out by using a micro-channel reactor to finally obtain the required nitrobenzaldehyde. The method has the advantages of low use amount of raw materials, high reaction yield, few byproducts and impurities, simple and feasible purification operation and convenience for industrial production in workshops.

Regiospecificity of nucleophilic substitution in 4,6-dinitro-1-phenyl-1H- indazole

The reactions of 4,6-dinitro-1-phenyl-1H-indazole with anionic nucleophiles RS- and N3- lead to the regiospecific replacement of the nitro group at position 4. The reaction with N 2H4·H2O + FeCl3 also results in reduction of only the 4-NO2 group. Based on this fact, a procedure was developed for the preparation of previously unknown 3-unsubstituted 4-X-6-nitro-1-phenyl-1H-indazoles (X is a residue of a nucleophile or NH 2). Comparison of the data on the selective nucleophilic substitution (4-NO2 group) in 3-Z-1-aryl-4,6-dinitro-1H-indazoles shows that in the case of Z = H, the regiospecificity of substitution is determined by the electronic effect of the annelated pyrazole ring.

Masked acylation of m-Dinitrobenzene and deriviatives with nitroalkanes under basic conditions: Nitromethylation and α-(hydroxyimino)alkylation

m-Dinitrobenzene and derivatives react with nitromethane or some other primary nitroalkanes in the presence of lithium tert-butoxide in 1,3- dimethyl-2-imidazolizinone (DMI) at room temperature, giving the corresponding 4-nitromethyl and 4-[1-(hydroxyimino)alkyl] derivatives, respectively, in moderate yields. These products are smoothly converted to the corresponding carbonyl compounds by oxidative Nef reaction using ozonized oxygen.