2641-89-6

Usage

Uses

Used in Plastics and Epoxy Resins Industry:
Tetrabromohydroquinone is used as a flame retardant for enhancing the fire resistance of plastics and epoxy resins. Its application is crucial in this industry to prevent or slow down the spread of fire, thereby improving the safety of these materials.
Used in Flame Retardant Production:
Tetrabromohydroquinone serves as an intermediate in the production of other flame retardants. Its chemical properties make it a valuable component in the synthesis of various compounds designed to enhance the fire safety of different products.
Used in Rubber and Plastic Manufacturing:
In the rubber and plastic manufacturing industry, tetrabromohydroquinone is used as a stabilizer. It helps to maintain the quality and performance of these materials over time, contributing to their durability and resistance to degradation.

InChI:InChI=1/C6H2Br4O2/c7-1-2(8)6(12)4(10)3(9)5(1)11/h11-12H

Upstream product

• 917-64-6 methyl magnesium iodide 
• 60-29-7 diethyl ether 
• 488-48-2 tetrabromobenzoquinone 
• 1633-14-3 2,5-dibromo-1,4-benzoquinone 
• 25779-26-4 2,3,5-tribromo-1,4-benzoquinone 
• 123-31-9 hydroquinone 
• 106-51-4 p-benzoquinone 
• 101-61-1 4,4'-methylene-bis(N,N-dimethylaniline) 
• 7664-93-9 sulfuric acid 
• 89642-35-3 4,5,7,8-tetrabromo-1-oxa-spiro[2.5]octa-4,7-dien-6-one 
• 64-19-7 acetic acid 
• 7726-95-6 bromine 
• 10035-10-6 hydrogen bromide 
• 10034-85-2 hydrogen iodide 

Downstream Products

• 488-48-2 tetrabromobenzoquinone 
• 19403-94-2 1,2,4,5-tetrabromo-3,6-dimethoxybenzene 
• 38570-66-0 C₁₆H₁₆Br₄Cl₄O₆P₂ 
• 38578-48-2 C₁₆H₁₆Br₈O₆P₂ 
• 120231-44-9 2,3,5,6-tetrabromo-1,4-diethoxybenzene 
• 31405-33-1 2,3,5,6-tetrabromo-4-methoxyphenol 
• 175599-52-7 1,2,4,5-tetrabromo-3,6-dibutoxybenzene 
• 175599-53-8 1,2,4,5-tetrabromo-3,6-dihexyloxybenzene 
• 533-73-3 1,2,4-Trihydroxybenzene 
• 728-84-7 2-bromo-1,3-diphenylpropane-1,3-dione 
• 950698-01-8 C₂₄H₃₀O₄Si₂Br₄ 
• 950697-97-9 C₂₂H₂₆O₄Si₂Br₄ 
• 915769-89-0 2,3,5,6-tetrabromo-4-(tert-butyldimethylsilanyloxy)-1-phenol 
• 915769-91-4 4-[2-({3-[(2S)-2-benzyloxy-4-(4-methoxyphenoxy)-2-methylbutyl]furan-2-yl}dimethylsilanyl)ethoxy]-2,3,5,6-tetrabromophenol 

Relevant academic research and scientific papers

Metal-free reduction of unsaturated carbonyls, quinones, and pyridinium salts with tetrahydroxydiboron/water

A series of unsaturated carbonyls, quinones, and pyridinium salts have been effectively reduced to the corresponding saturated carbonyls, dihydroxybenzenes, and hydropyridines in moderate to high yields with tetrahydroxydiboron/water as a mild, convenient, and metal-free reduction system. Deuterium-labeling experiments have revealed this protocol to be an exclusive transfer hydrogenation process from water. This journal is

Synthesis of tetraaryl-p-benzoquinones and 2,3-diaryl-1,4-naphthoquinones via Suzuki-Miyaura cross-coupling reactions

The palladium-catalyzed Suzuki-Miyaura coupling reaction of tetrabromo-p-benzoquinone and 2,3-dibromonaphthoquinone provide a convenient approach to tetraaryl-p-benzoquinones and 2,3-diarylnaphthoquinones. Suzuki-Miyaura of tetrabromo-1,4-phenylene bis(tr

Thermoresponsive dendrimers based on oligoethylene glycols: Design, synthesis and cytotoxic activity against MCF-7 breast cancer cells

Three interesting thermoresponsive branched oligoethylene glycol dendrimers based on tetrabromohydroquinone were efficiently synthesized from tetrabromohydroquinone and three different oligoethylene glycol derivatives. By visual inspection, all these dend

An efficient synthesis of 2,5-diamino-1,4-benzoquinone

A novel and efficient synthesis of 2,5-diamino-1,4-benzoquinone is described. The reaction involves a palladium/charcoal hydrogenolysis as the key step and provides the desired product in only four steps and very good overall yield. Georg Thieme Verlag Stuttgart.

Photoreaction of nitrobenzenes with hydrobromic acid

Nitrobenzene and three derivatives (3-CO2H, 3-OH, and 4-OH) give tribromoanilines when irradiated in hydrobromic acid.

HYDRIDE TRANSFER REACTIONS OF MICHLER'S HYDRIDE WITH DIFFERENT ?-ACCEPTORS

The hydride transfer reactions of 4,4'-bis(dimethylaminophenyl)methane (Michler's hydride) with p-benzoquinones were studied.The rate of formation of Michler's Hydrol Blue was followed spectrophotometrically.The second-order rate constants and the activation parameters were estimated.The formation of a charge-transfer complex was observed at low temperatures.Stable and unstable paramagnetic species formed during the reactions were assigned by ESR spectroscopy.The observed kinetic behaviour and the stoichiometry were in line with those previously obtained for the systems involving Leuco Crystal Violet, Leuco Malachite Green and Leuco Bindshedler's Green.Hence the reaction is considered to proceed according to the so-far accepted multi-step mechanism.However, when tetracyano-p-quinodimethane or tetracyanoethylene was used as a ?-acceptor, a comparatively stable radical ion pair was formed as a result of a one-electron transfer, followed by the gradual formation of Michler's Hydrol Blue.The kinetic behaviour and the stoichiometry of the reaction were examined, together with the enhanced kinetic effects of added triethylamine.A modified mechanism for these systems is proposed.The role of cyanomethylenes was found to be essentially different from that of p-benzoquinones, and therefore ?-acceptors are divided into two groups of cyanomethylenes and p-benzoquinones.

Reduction of Quinones by Hydride Meisenheimer Adducts

Hydride Meisenheimer adducts, prepared by the reaction of 1,3,5-trinitrobenzene or 2,4-dinitroaniline with tetrahydridoborate ions, can transfer hydride to a range of quinones in dimethyl sulphoxide solution.Rate constants are reported for the 1,3,5-trinitrobenzene adduct and tetrachloro-1,4-benzoquinone, tetrabromo-1,4-benzoquinone, and 2,6-dichloro-1,4-benzoquinone, and for the 2,4-dinitroaniline adduct with 1,4-benzoquinone.The rates increase with increasing reduction potential of the quinone.In all cases the hydroquinones formed are slowly oxidised back to quinones.There are indications that the formation of the products of the hydride transfer is preceded by formation of a species having a low-intensity absorption maximum at > 700 nm, which is tentatively ascribed to a charge-transfer complex. 4-Nitrobenzaldehyde reacts with the hydride adduct of 1,3,5-trinitrobenzene at a much lower rate.All the ractions observed are characterised by low energies of activation (in the range 36-51 kJ mol-1) and large negative entropies of activation.