200002-30-8

Basic information

• Product Name: 1,3,5-Benzenetriol, 2,4,6-trinitroso- (9CI)
• Synonyms: 1,3,5-Benzenetriol, 2,4,6-trinitroso- (9CI)
• CAS NO: 200002-30-8
• Molecular Formula: C6H3N3O6
• Molecular Weight: 213.10452
• Product Categories: ALCOHOL
• Mol File: 200002-30-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 664.4±55.0 °C(Predicted)
• Appearance: /
• Density: 2.16±0.1 g/cm3(Predicted)
• PKA: -1.61±0.33(Predicted)
• CAS DataBase Reference: 1,3,5-Benzenetriol, 2,4,6-trinitroso- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,5-Benzenetriol, 2,4,6-trinitroso- (9CI)(200002-30-8)
• EPA Substance Registry System: 1,3,5-Benzenetriol, 2,4,6-trinitroso- (9CI)(200002-30-8)

Safety Data

• Hazardous Substances Data: 200002-30-8(Hazardous Substances Data)

Usage

Synonyms

Trinitroso-1,3,5-benzenetriol

Appearance

Yellow, crystalline solid

Solubility

Not very soluble in water

Uses

a. Intermediate in the synthesis of dyes and pigments
b. Production of certain pharmaceuticals

Health and environmental concerns

a. Potential mutagen
b. Carcinogenic properties
c. Regulated use in many countries due to toxic and harmful effects on human health and the environment

Chemical structure

A benzene ring with three hydroxyl (OH) groups at the 1, 3, and 5 positions, and three nitroso (NO) groups at the 2, 4, and 6 positions.

Upstream product

• 108-73-6 3,5-dihydroxyphenol 

Downstream Products

• 33406-97-2 2,4,6-Tris(diazo)-1,3,5-cyclohexantrione 

Relevant articles and documents

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.

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.