4328-17-0

Basic information

• Product Name: 2,4,6-Trinitro-1,3,5-benzenetriol
• Synonyms: 2,4,6-Trinitro-1,3,5-benzenetriol
• CAS NO: 4328-17-0
• Molecular Formula: C₆H₃N₃O₉
• Molecular Weight: 261.10
• Mol File: 4328-17-0.mol

Chemical Properties

• Melting Point: 167°C
• Boiling Point: 404.36°C (rough estimate)
• Flash Point: 124.3°C
• Appearance: /
• Density: 2.171g/cm³
• Vapor Pressure: 0.0012mmHg at 25°C
• Refractive Index: 1.6910 (estimate)
• PKA: 1.90±0.10(Predicted)
• CAS DataBase Reference: 2,4,6-Trinitro-1,3,5-benzenetriol(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,6-Trinitro-1,3,5-benzenetriol(4328-17-0)
• EPA Substance Registry System: 2,4,6-Trinitro-1,3,5-benzenetriol(4328-17-0)

Safety Data

• Hazardous Substances Data: 4328-17-0(Hazardous Substances Data)

Usage

Uses

Used in Explosive Industry:
2,4,6-Trinitro-1,3,5-benzenetriol is used as a key component in the production of explosives for its high explosive properties. It is incorporated into various formulations to enhance the power and efficiency of explosive devices.
Used in Propellant Industry:
Trinitrobenzene is utilized as a propellant in the manufacturing of ammunition and other pyrotechnic materials. Its high energy content allows for effective propulsion in various applications.
Used in Dye Industry:
Although its use is limited due to its hazardous nature, trinitrobenzene is employed as a dye in certain specialized applications where its intense coloration is required.

InChI:InChI=1/C6H3N3O9/c10-4-1(7(13)14)5(11)3(9(17)18)6(12)2(4)8(15)16/h10-12H

Upstream product

• 586-11-8 3,5-dinitrophenol 
• 2999-40-8 1,3,5-triacetoxybenzene 
• 2631-68-7 1,3,5-trichloro-2,4,6-trinitrobenzene 
• 141-52-6 sodium ethanolate 
• 3058-38-6 2,4,6-triamino-1,3,5-trinitrobenzene 
• 83430-12-0 1,3,5-tribromo-2,4,6-trinitrobenzene 
• 21985-87-5 2,3,4,5,6-pentanitroaniline 1,2-dichloroethane 
• 134282-24-9 2.4.6.2'.4'.6'-Hexanitro-3.3'-dioxy-azobenzol 
• 859951-43-2 3-chloro-2,4,5,6-tetranitro-phenol 
• 322765-69-5 Pentanitro-phenol 
• 13232-74-1 hexanitrobenzene 
• 1423-11-6 1,3,5-trifluoro-2,4,6-trinitrobenzene 
• 7697-37-2 nitric acid 
• 108-73-6 3,5-dihydroxyphenol 

Downstream Products

• 114491-15-5 triaminophloroglucinol hydrogen sulfate 
• 117122-04-0 2,4,6-triamino-phloroglucinol; sulfate 
• 18523-16-5 1,3,5-Trimethoxy-2,4,6-trinitrobenzene 
• 6992-72-9 1,3,5-Triamino-1,3,5-trideoxy-cis-inositol sulfate 
• 19046-89-0 5-Chlor-1,3-dihydroxy-2,4,6-trinitro-benzol 
• 19046-87-8 3,5-dichloropicric acid 
• 68959-41-1 1,3,5-triethoxy-2,4,6-trinitrobenzene 
• 1235343-60-8 C₆H₃N₃O₉*CH₃N₅ 
• 104704-25-8 C₆H₃N₃O₉*H₃N 

Relevant articles and documents

Converting Unstable Imine-Linked Network into Stable Aromatic Benzoxazole-Linked One via Post-oxidative Cyclization

Efficiently converting unstable linkages into stable linkages is an important objective in the chemistry of covalent organic frameworks (COFs), because it enhances stability and preserves crystallinity. Here, an unstable imine-linked COF was converted int

Synthesis and thermal decomposition of TNPG

1, 3, 5-Trihydroxy-2, 4, 6-trinitrobenzene (TNPG) is an essential energetic intermediate for synthesis of 1, 3, 5-Triamino-2, 4, 6-Trinitrobenzene (TATB). The thermal stability of TNPG was studied in this work. First, TNPG was synthesized by nitration of

Three nitro of phloroglucinol synthesis method

The invention discloses a trinitro phloroglucinol synthesizing method which comprises the following steps: mixing phloroglucinol with sulfuric acid to prepare a phloroglucinol solution with the mass fraction of 5 to 50% as a starting material; choosing nitric acid or a mixture of the nitric acid and the sulfuric acid or a mixed solution of nitrate and the sulfuric acid as a nitrating reagent; pumping the starting material and the nitrating reagent into two inlets of a micro-channel reactor through a metering pump in parallel, wherein the molar ratio of the nitric acid or the nitrate in the nitrating reagent to the phloroglucinol in the starting material is controlled as (3.0 to 4.5) to 1 by the metering pump; mixing the starting material and the nitrating reagent in the micro-channel reactor to react, wherein reaction retention time is 1 to 1000 seconds; then outputting from the micro-channel reactor to a collector and reacting continuously for 0.1 to 24 hours. By means of quick heat transfer and mass transfer capacity of the micro-channel reactor, a reaction process can achieve isothermal nitration easily, and intrinsic reaction rate and conversion rate of nitration reaction are improved.

A three nitrio phloroglucinal green synthetic method and application

The invention discloses a green synthetic method of trinitrophloroglucinol and application thereof, and belongs to the technical field of organic synthesis. The method provided by the invention comprises the following steps of dropwise adding nitrite ester into a phloroglucinol alcohol solution to carry out a nitrosation reaction, afterwards, evaporating an alcoholic solvent, adding a sodium hydroxide solution for dissolving an obtained product, and then dropwise adding a hydrogen peroxide solution into an obtained mixture for carrying out an oxidation reaction, regulating the pH (potential of hydrogen) of an obtained new mixture, then extracting the pH-regulated mixture by utilizing an organic solvent, and washing and concentrating an obtained final product to obtain the trinitrophloroglucinol. The green synthetic method of trinitrophloroglucinol is little in pollution, low in corrosion, and mild in reaction conditions, and does not need a catalyst, and the defects of serious pollution, equipment corrosion, severe condition and the like in a conventional synthetic method are overcome. The green synthetic method of the trinitrophloroglucinol is suitable for the synthesis of the trinitrophloroglucinol.

Sequential nitration/hydrogenation protocol for the synthesis of triaminophloroglucinol: Safe generation and use of an explosive intermediate under continuous-flow conditions

A continuous-flow process for the synthesis of triaminophloroglucinol has been developed. The synthetic procedure is based on a sequential nitration/reduction protocol which uses phloroglucinol as an inexpensive substrate. During the initial exothermic nitration step employing a combination of ammonium nitrate and sulfuric acid, the temperature was controlled through the enhanced heat transfer derived from the high surface-to-volume ratio of the utilized capillary tubing. Clogging of the tubing due to precipitation of trinitrophloroglucinol (TNPG) was avoided by immersing the tubular reactor in an ultrasound bath during the process. The nitration mixture was diluted with water and immediately subjected to catalytic hydrogenation of the nitro groups using a commercially available continuous-flow reactor and PtO2 as heterogeneous catalyst, thus avoiding the isolation of the highly unstable and explosive TNPG intermediate.

Research on thermal decomposition of trinitrophloroglucinol salts by DSC, TG and DVST

The thermal decomposition of the four nitrogen-rich salts of ammonia (NH4), aminoguanidine (AG), carbohydrazide (CHZ) and 5-aminotetrazo (ATZ) based on trinitrophloroglucinol (H3TNPG) was investigated using the differential scanning

METHODS OF PRODUCING 1,3,5-TRIAMINO-2,4,6-TRINITROBENZENE

Methods of producing TATB are disclosed. The method comprises providing acid wet TNPG and distilling water from the acid wet TNPG. The TNPG is reacted with an alkoxylating agent to form a solution of 1,3,5-trialkoxy-2,4,6-trinitrobenzene solution, which is reacted with an aminating agent. An alternate method comprises nitrating phloroglucinol in a first vessel to produce TNPG, which is reacted with an alkoxylating agent in a second vessel to form a solution comprising 1,3,5-trialkoxy-2,4,6-trinitrobenzene and at least one of at least one volatile byproduct and at least one nonvolatile byproduct. The at least one of at least one volatile byproduct and at least one nonvolatile byproduct is removed in situ. The 1,3,5-trialkoxy-2,4,6-trinitrobenzene is reacted with an aminating agent.

Methods for nitrating compounds

Methods of nitrating compounds, such as phloroglucinol or a methoxy derivative thereof, are disclosed. For example, a reaction mixture may be formed by combining sulfuric acid and at least one nitrate salt. A nitratable aromatic compound, such as phloroglucinol or a methoxy derivative thereof, may then be exposed to the reaction mixture to nitrate the phloroglucinol or methoxy derivative thereof.

Synthesis of trinitroaromatics using alternative mixed acid nitration conditions

Conditions for the mild and efficient nitration of phloroglucinol (1,3,5-trihydroxybenzene), 5-methoxyresorcinol, 3,5-dimethoxyphenol, and 1,3,5-trimethoxybenzene have been developed. Yields of the trinitro derivatives are excellent (～90%) for systems hav

Synthesis of trinitrophloroglucinol and triaminotrinitrobenzene (TATB)

A method to convert surplus nitroarene explosives into trinitrophloroglucinol and triaminotrinitrobenzene (TATB) is described. Picric acid is directly aminated to diaminopicric acid, which is converted to trinitrophloroglucinol and triaminotrinitrobenzene.