101421-20-9

Usage

Derived from

Toluene

Physical State

Liquid

Color

Colorless

Flammability

Flammable

Solubility

Insoluble in water, soluble in organic solvents

Uses

Intermediate in the synthesis of other chemicals (e.g. flame retardants, pharmaceuticals)

Chemical Classification

Halogenated compound

Key Property

Contains bromine atoms, which give it flame-retardant properties

Environmental Concern

Potential pollutant, subject to regulation and monitoring to prevent release into the environment.

Upstream product

• 73557-59-2 1-methyl-3,4,5-tribromobenzene 
• 108-88-3 toluene 
• 87-83-2 pentabromotoluene 
• 110-86-1 pyridine 

Downstream Products

• 98278-84-3 1,2,3,4-tetrabromo-5-dibromomethyl-benzene 
• 136401-07-5 3,4,5,6-tetrabromo-2-nitrotoluene 
• 98278-82-1 2,3,4,5-tetrabromo-benzaldehyde 
• 98555-58-9 2,3,4,5-tetrabromo-benzyl alcohol 
• 27581-13-1 2,3,4,5-tetrabromobenzoic acid 
• 857007-40-0 3,4,6-tribromo-2-methyl-aniline 
• 140141-58-8 methyl-1,2,5-tribromobenzene 

Relevant academic research and scientific papers

Regioselectivity of reductive debromination of substituted pentabromobenzenes with sodium tert-butoxide in DMSO

The regioselectivity of reductive debromination of substituted pentabromobenzenes C6Br5X (X = NH2, OMe, Me, H, Cl, F, and NO2) under the action of ButONa in DMSO containing ButOH has been studied. The reaction followed the halophilic mechanism via carbanions.

"conjugate" substitution of hydrogen in the methyl group of pentabromotoluene in the presence of strong bases

The reactions of pentabromotoluene with i-PrONa or t-BuONa in pyridine give N-(pentabromobenzyl)pyridinium bromide and a mixture of isomeric tetrabromotoluenes. In the presence of bromine or carbon tetrabromide, the reductive debromination is blocked, and the reactions involve exclusively substitution of hydrogen in the methyl group of pentabromotoluene by the pyridinium residue.

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.