1633-14-3

Basic information

• Product Name: 2,5-DIBROMO-1,4-BENZOQUINONE
• Synonyms: 2,5-DIBROMO-P-QUINONE;2,5-DIBROMO-1,4-BENZOQUINONE;2,5-DIBROMO-2,5-CYCLOHEXADIENE-1,4-DIONE;Dibromobenzoquinone;2,5-DIBROMO-1,4-BENZOQUINONE 98+%;2,5-Dibromo-p-benzoquinone;2,5-DibroMocyclohexa-2,5-diene-1,4-dione
• CAS NO: 1633-14-3
• Molecular Formula: C₆H₂Br₂O₂
• Molecular Weight: 265.89
• Product Categories: Anthraquinones, Hydroquinones and Quinones;Benzoquinones;Benzoquinones, etc. (Charge Transfer Complexes);Charge Transfer Complexes for Organic Metals;Functional Materials
• Mol File: 1633-14-3.mol
• Article Data: 12

Chemical Properties

• Melting Point: 193 °C
• Boiling Point: 277.3±40.0 °C(Predicted)
• Appearance: /
• Density: 2.400±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2,5-DIBROMO-1,4-BENZOQUINONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-DIBROMO-1,4-BENZOQUINONE(1633-14-3)
• EPA Substance Registry System: 2,5-DIBROMO-1,4-BENZOQUINONE(1633-14-3)

Safety Data

• Hazardous Substances Data: 1633-14-3(Hazardous Substances Data)

Usage

General Description

2,5-DIBROMO-1,4-BENZOQUINONE is a highly toxic and reactive chemical compound that belongs to the class of benzoquinones, which are organic compounds containing a six-membered benzene ring with two carbonyl (C=O) groups at opposite ends. It is characterized by its yellow crystalline solid form and is primarily used as a pesticide and fungicide to control the growth of unwanted organisms. Due to its high toxicity, it is important to handle this chemical with extreme caution and use appropriate protective measures when working with it. It is also known for its potential to cause harm to aquatic organisms and can have negative environmental impacts if not properly managed and disposed.

Upstream product

• 2674-34-2 1,4-dibromo-2,5-dimethoxybenzene 
• 106-51-4 p-benzoquinone 
• 123-31-9 hydroquinone 
• 7697-37-2 nitric acid 
• 14753-51-6 2,5-dibromohydroquinone 
• 7732-18-5 water 
• 7705-08-0 iron(III) chloride 
• 25462-61-7 2,5-dibromo-1,4-phenylenediamine 
• 7664-93-9 sulfuric acid 
• 872272-33-8 4-amino-2,5-dibromo-phenol 
• 64-17-5 ethanol 
• 3958-82-5 2-bromo-1,4-benzoquinone 
• 18908-08-2 1,4-dibromo-2,5-dinitro-benzene 
• 583-69-7 2-bromobenzene-1,4-diol 

Downstream Products

• 101721-93-1 2,5-dibromo-3,6-bis-(3,5-dimethyl-pyrrol-2-yl)-hydroquinone 
• 28293-39-2 2,5-dibromo-3,6-diphenyl-[1,4]benzoquinone 
• 1653-85-6 2,5-bis(cyclohexylamino)-1,4-benzoquinone 
• 4370-59-6 bromanilic acid 
• 14753-51-6 2,5-dibromohydroquinone 
• 28293-26-7 2,5-Diamino-3,6-diphenyl-[1,4]benzoquinone 
• 952599-44-9 C₂₀H₁₀F₆O₄ 
• 1241916-38-0 C₁₆H₁₀Br₂O₃S 
• 1352089-63-4 C₁₃H₇BrO₄ 
• 1352089-67-8 C₁₃H₉BrO₄ 
• 1610533-28-2 trans-2,5-dibromo-1,4-bis[2-(trimethylsilyl)ethynyl]cyclohexa-2,5-diene-1,4-diol 

Relevant articles and documents

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The impact of an isoreticular expansion strategy on the performance of iodine catalysts supported in multivariate zirconium and aluminum metal-organic frameworks

Iodine functionalized variants of DUT-5 (Al) and UiO-67 (Zr) were prepared as expanded-pore analogues of MIL-53 (Al) and UiO-67 (Zr). They were prepared using a combination of multivariate and isorecticular expansion strategies. Multivariate MOFs with a 25% iodine-containing linker was chosen to achieve an ideal balance between a high density of catalytic sites and sufficient space for efficient diffusion. Changes to the oxidation potential of the catalyst as a result of the pore-expansion strategy led to a decrease in activity with electron rich substrates. On the other hand, these larger frameworks proved to be more efficient catalysts for substrates with higher oxidation potentials. Recyclability tests for these larger MOFs showed sustained catalytic activity over multiple recycles.

μ-oxo-bridged hypervalent iodine(III) compound as an extreme oxidant for aqueous oxidations

We have found that in aqueous oxidations the -oxo-bridged hypervalent iodine trifluoroacetate reagent 1 {[(PhI(OCOCF]} is generally more reactive than the corresponding monomeric reagent, especially toward phenolic substrates. -Oxo-bridged 1 in aqueous media thus provided dearomatized quinones 3 in excellent yields in most cases compared to conventional phenyliodine(III) diacetate and bis(trifluoroacetate), as a result of the rapid oxidation of both phenols and naphthols 2. Furthermore, the oxidation reactions proceeded even in water using water-soluble -oxo oxidant 1, which has promise for -oxo-bridged reagent 1 to become the favored reagent over hydrophobic phenyliodine(III) diacetate and bis(trifluoroacetate). Georg Thieme Verlag Stuttgart New York.

Synthesis of 2,5-Diaminoquinones by one-pot copper-catalyzed aerobic oxidation of hydroquinones and addition reaction of amines

The aerobic oxidation of various hydroquinones was achieved by using copper nanoparticles entrapped in aluminum oxyhydroxide [Cu/ AlO(OH)] at room temperature. Furthermore, 2,5diamino-1,4-benzoquinones were synthesized directly from hydroquinone and amines by a one-pot procedure consisting of the copper-catalyzed aerobic oxidation of hydroquinones and the double addition of amines to the resulting quinones.