22230-46-2

Basic information

• Product Name: 2,3,4,5,6-PENTABROMONITROBENZENE
• Synonyms: 2,3,4,5,6-PENTABROMONITROBENZENE;1-Nitro-2,3,4,5,6-pentabromobenzene
• CAS NO: 22230-46-2
• Molecular Formula: C₆Br₅NO₂
• Molecular Weight: 517.59
• Mol File: 22230-46-2.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 365.7°C at 760 mmHg
• Flash Point: 175°C
• Appearance: /
• Density: 2.84g/cm³
• Vapor Pressure: 3.24E-05mmHg at 25°C
• Refractive Index: 1.71
• CAS DataBase Reference: 2,3,4,5,6-PENTABROMONITROBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,4,5,6-PENTABROMONITROBENZENE(22230-46-2)
• EPA Substance Registry System: 2,3,4,5,6-PENTABROMONITROBENZENE(22230-46-2)

Safety Data

• Hazardous Substances Data: 22230-46-2(Hazardous Substances Data)

Usage

General Description

2,3,4,5,6-Pentabromonitrobenzene is a chemical compound with the molecular formula C6HBr5NO2. It is a nitrobenzene derivative that is substituted with five bromine atoms. 2,3,4,5,6-Pentabromonitrobenzene is primarily used as a flame retardant in various materials such as plastics, textiles, and electronics. It is also used as an intermediate in the synthesis of other chemicals. The compound is considered to be toxic and harmful if ingested or inhaled, and it may also have harmful effects on aquatic organisms. As a result, proper handling, storage, and disposal procedures are necessary when working with this chemical.

InChI:InChI=1/C6Br5NO2/c7-1-2(8)4(10)6(12(13)14)5(11)3(1)9

Upstream product

• 99-65-0 meta-dinitrobenzene 
• 584-48-5 2,4-dinitrobromobenzene 
• 121-92-6 3-nitrobenzoic acid 
• 58932-94-8 1,2,3,4-tetrabromo-5-isopropyl-benzene 
• 7697-37-2 nitric acid 
• 722458-69-7 2,3,4,5-tetrabromo-6-isopropyl-aniline 
• 83430-12-0 1,3,5-tribromo-2,4,6-trinitrobenzene 
• 98-95-3 nitrobenzene 

Downstream Products

• 24339-48-8 N-Pentabromophenylpiperidine 
• 608-90-2 pentabromobenzene 
• 13665-98-0 pentabromoaniline 
• 3729-92-8 1,2,4,5-tetrabromo-3-nitrobenzene 
• 24339-60-4 1,2,3,4-tetrabromo-5-nitrobenzene 
• 24339-50-2 N-cyclohexylpentabromoaniline 
• 6161-58-6 2-nitro-3,4,5,6-tetrabromoanisole 
• 6161-56-4 4-nitro-2,3,5,6-tetrabromoanisole 
• 175234-29-4 5-nitro-2,3,4,6-tetrabromoanisole 

Relevant articles and documents

Superelectrophilic bromination of deactivated aromatic rings with tribromoisocyanuric acid-an experimental and DFT study

The reaction of deactivated arenes with tribromoisocyanuric acid (TBCA) in 98% H2SO4 produced bromoarenes in good yields. The acidity of the medium controls the strength of the brominating agent and the amount of polybrominated products. DFT calculations at B3LYP/6-311++G** level showed that the protonated TBCA (a superelectrophilic species) can easily transfer Br+ to deactivated arenes, in order to decrease internal charge-charge repulsion.

BROMINATION OF DEACTIVATED AROMATIC COMPOUNDS

Unreactive aromatic compounds can be brominated with high yields by the action of bromine and nitric acid or another oxidizing agent (iodic acid, hydrogen peroxide, etc.) in concentrated sulfuric acid or oleum.Bromination in the presence of nitric acid has lower substrate selectivity than the concurrent nitration.Moderately deactivated aromatic substrates are nitrated initially, whereas inactive substrates are brominated.It is suggested that the electrophilic brominating agent is sulfohypobromite in the form of a complex with sulfuric acid.