87-83-2

Usage

Uses

Used in Textile Industry:
2,3,4,5,6-PENTABROMOTOLUENE is used as a flame retardant in textiles to enhance their fire resistance and reduce the risk of fire-related accidents.
Used in Polyester Resin Industry:
2,3,4,5,6-PENTABROMOTOLUENE is used as a flame retardant in polyester resins to improve their fire safety and prevent the spread of flames in case of a fire.
Used in Paint and Coating Industry:
2,3,4,5,6-PENTABROMOTOLUENE is used as a flame retardant in paint emulsions to provide fire protection to various surfaces, such as walls and furniture.
However, it is important to note that 2,3,4,5,6-PENTABROMOTOLUENE is also considered an air pollutant due to its potential environmental and health hazards. As a result, there is a growing need for the development of safer and more environmentally friendly alternatives to this flame retardant.

InChI:InChI=1/C7H3Br5/c1-2-3(8)5(10)7(12)6(11)4(2)9/h1H3

Upstream product

• 591-49-1 1-methylcyclohex-1-ene 
• 527-84-4 2-methylisopropylbenzene 
• 4501-36-4 1-cyclohexyl-4-methylbenzene 
• 291-64-5 cycloheptane 
• 590-67-0 1-Methylcyclohexanol 
• 591-47-9 4-methylcyclohexene 
• 99-87-6 4-methylisopropylbenzene 
• 4501-35-3 1-cyclohexyl-2-methylbenzene 
• 98-51-1 4-tert-butyltoluene 
• 82166-21-0 methyl cyclohexane 
• 108-88-3 toluene 
• 38521-51-6 2,3,4,5,6-pentabromobenzyl bromide 
• 118-90-1 ortho-methylbenzoic acid 
• 7726-95-6 bromine 

Downstream Products

• 123568-28-5 1-Methyl-2,3,4,5,6-pentakis-phenylethynyl-benzene 
• 22230-42-8 2,3,4,5,6-pentabromobenzaldehyde 
• 108-88-3 toluene 
• 39664-46-5 2,3,4,6-tetrabromotoluene 
• 116668-78-1 2,3,5,6-tetrabromotoluene 
• 101421-20-9 2,3,4,5-tetrabromotoluene 
• 87042-96-4 3-(2,3,4,5,6-pentabromophenyl)propionic acid 
• 87023-79-8 DL-3-(2',3',4',5',6'-pentabromophenyl)alanine 
• 87023-78-7 ethyl 2-(2',3',4',5',6'-pentabromobenzyl)acetoacetate 
• 87042-98-6 2-(Benzhydrylidene-amino)-3-pentabromophenyl-propionitrile 
• 87042-97-5 3-Pentabromophenyl-2-(2,2,5,5-tetramethyl-[1,2,5]azadisilolidin-1-yl)-propionic acid ethyl ester 
• 1037168-34-5 1,2,3,4,5-pentakis(4-(2-ethylhexyloxy)phenylethynyl)-6-methylbenzene 
• 1037168-35-6 1,2,3,4,5-pentakis(4-(2-ethylhexyloxy)-3-methylphenylethynyl)-6-methylbenzene 
• 2037-26-5 ⁽²⁾H₈-toluene 

Relevant academic research and scientific papers

SYNTHESIS OF AROMATIC POLYHALOGENATED HALOMETHYL COMPOUNDS

The present invention discloses a process for the preparation of highly pure Pentabromobenzyl bromide, PBB-Br, wherein the benzylic bromination reaction is carried out in a suitable organic solvent in the presence of water and wherein the reaction temperature is such that it is sufficient to activate the initiator but not high enough to consume a substantial amount thereof.

Reaction of 2,3,4,5,6-pentabromobenzyl bromide with 2,4,6-triphenylpyranyl

The main process in the reaction of 2,4,6-triphenylpyranyl with 2,3,4,5,6-pentabromobenzyl bromide in 2-propanol is electron transfer to give 2,4,6-triphenylpyrylium bromide and 2,3,4,5,6-pentabromobenzyl radical. 2004 MAIK "Nauka/Interperiodica".

Polybromoaromatic compounds: VIII. Specific features of pentabromobenzyl bromide hydrolysis in some solvents

Hydrolysis of pentabromobenzyl bromide in aqueous solvents dioxane, dimethyl sulfoxide, and dimethylformamide results in 2,3,4,5,6-pentabromobenzyl alcohol, and in two latter solvents as side products arise respectively pentabromobenzaldehyde and 2,3,4,5,6-pentabromobenzyl formate.

PERBROMINATION OF BENZENE AND SOME OF ITS DERIVATIVES

Perbrominated compounds - pentabromophenol, hexabromobenzene, pentabromotoluene, polychlorobromobenzenes, and decabromodiphenyl ether - have been obtained.Substitution bromination has been discovered in treating diphenyl sulfoxide, diphenyl sulfide, diphenylmethane, diphenyl oxide, and benzophenone with excess bromine in the presence of AlBr3.A series of ethers and esters of pentabromophenol have been obtained; their hydrolysis has been carried out.A negative influence of ferric halides has been discovered in exhaustive bromination of aromatic compounds.

CATALYTIC AND STOICHIOMETRIC BROMINATION OF AROMATIC COMPOUNDS IN AQUEOUS TRIFLUOROACETIC ACID IN THE PRESENCE OF NITROGEN-CONTAINING OXIDIZING AGENTS

The mono- and polybromination of benzene, halogenobenzenes, toluene, p-xylene, anisole, biphenyl, benzotrifluoride, benzoic acid, p-nitro- and p-carboxytoluene, p-methoxybenzonitrile, tetralin, and naphtalene were studied in trifluoroacetic acid and its aqueous solutions in systems containing stoichiometric amounts of bromine or alkali-metal bromide and stoichiometric or catalytic (in the presence of oxygen or air) amounts of nitrogen-containing oxidizing agent (nitrogen(IV) oxide, alkali-metal nitrate or nitrite).It is suggested that the brominating agent under the investigated conditions is nitryl bromide NO2Br.Under the conditions of catalytic bromination anthracene is oxidized to anthraquinone with a preparative yield.

POLYBROMO AROMATIC COMPOUNDS. I. SYNTHESIS OF SOME DERIVATIVES CONTAINING A PENTABROMOPHENYL RESIDUE

The synthesis of pentabromobenzyl bromide has been carried out, and its nucleophilic substitution reactions with alcohols, amines, sodium acetate, and silver nitrite have been studied.The C-Br bond in the bromomethyl group of pentabromobenzyl bromide readily undergoes homolysis, resulting in reductive dehalogenation.

Process for the complete bromination of non-fused ring aromatic compounds

There is disclosed a process for the preparation of completely brominated derivatives of aromatic compounds comprising one or more phenyl groups which may contain substituents, side chains or be partially-brominated. The complete bromination is effected by utilizing liquid bromine as a reaction solvent whereby the starting aromatic material is reacted with an excess of bromine which contains a bromination catalyst and the mixture is refluxed for a sufficient time. Use of these brominated derivatives as fire retarding agents is nylon and polyester is also disclosed.