28293-38-1

Basic information

• Product Name: 2,5-dibromo-3,6-dimethylcyclohexa-2,5-diene-1,4-dione
• Synonyms: 2,5-Dibromo-3,6-dimethyl-1,4-benzoquinone; 2,5-dibromo-3,6-dimethylbenzo-1,4-quinone
• CAS NO: 28293-38-1
• Molecular Formula: C₈H₆Br₂O₂
• Molecular Weight: 293.94
• Mol File: 28293-38-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 294.6°C at 760 mmHg
• Flash Point: 99.7°C
• Density: 2.003g/cm³
• Vapor Pressure: 0.00161mmHg at 25°C
• Refractive Index: 1.628
• CAS DataBase Reference: 2,5-dibromo-3,6-dimethylcyclohexa-2,5-diene-1,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-dibromo-3,6-dimethylcyclohexa-2,5-diene-1,4-dione(28293-38-1)
• EPA Substance Registry System: 2,5-dibromo-3,6-dimethylcyclohexa-2,5-diene-1,4-dione(28293-38-1)

Safety Data

• Hazardous Substances Data: 28293-38-1(Hazardous Substances Data)

Usage

Appearance

Yellow crystalline solid This chemical compound is a yellow-colored solid with a crystalline structure.

Versatility in reactions

Can undergo condensation, substitution, and coordination reactions Dibromoacetylacetone is capable of participating in various chemical reactions, making it a valuable compound in organic synthesis.

Chelating agent

Often utilized as a chelating agent in coordination chemistry Due to its ability to form stable complexes with metal ions, dibromoacetylacetone is frequently used in coordination chemistry to chelate metal ions.

Applications

Production of pharmaceuticals, dyes, and polymers This compound has a wide range of applications, including the synthesis of pharmaceuticals, dyes, and polymers.

Toxicity

Handle with care, as it is toxic and poses health hazards Dibromoacetylacetone is a toxic compound, and it should be used with caution to avoid potential health risks.

Upstream product

• 615-90-7 2,5-dimethylhydroquinone 
• 84216-77-3 3,4,6-tribromo-2,5-dimethyl-4-nitrocyclohexa-2,5-dienone 
• 71-43-2 benzene 
• 95-87-4 2,5-Dimethylphenol 
• 7726-95-6 bromine 
• 64-19-7 acetic acid 
• 7697-37-2 nitric acid 
• 854663-19-7 4-amino-2,5-dibromo-3,6-dimethyl-phenol 
• 7705-08-0 iron(III) chloride 
• 848320-35-4 2,5-dibromo-3,6-dimethylbenzene-1,4-diol 
• 72623-29-1 2,5-dibromo-3,6-dimethyl-phenol 
• 52126-10-0 2,5-dibromo-3,6-dimethyl-aniline 
• 854663-08-4 2,5-dibromo-3,6-dimethyl-4-nitro-phenol 
• 78998-97-7 2,4,5-tribromo-3,6-dimethylphenol 

Downstream Products

• 848320-35-4 2,5-dibromo-3,6-dimethylbenzene-1,4-diol 
• 1414286-70-6 2,5-bis(phenylselanyl)-3,6-dimethyl-1,4-benzoquinone 
• 28293-23-4 2,5-Diamino-3,6-dimethyl-1,4-benzochinon 
• 444816-39-1 2-azido-3,6-dimethyl-4-butylquinone 
• 27977-29-3 2,5-diazido-3,6-dimethyl-1,4-benzoquinone 
• 854847-21-5 (4-bromo-2,5-dimethyl-3,6-dioxo-cyclohexa-1,4-dienyl)-malonic acid diethyl ester 

Relevant articles and documents

A simple Hückel model-driven strategy to overcome electronic barriers to retro-Brook silylation relevant to aryne and bisaryne precursor synthesis

ortho-Silylaryl triflate precursors (oSATs) have been responsible for many recent advances in aryne chemistry and are most commonly accessed from the corresponding 2-bromophenol. A retro-BrookO- toC-silyl transfer is a key step in this synthesis but not all aromatic species are amenable to the transformation, with no functionalized bisbenzyneoSATs reported. Simple Hückel models are presented which show that the calculated aromaticity at the brominated position is an accurate predictor of successful retro-Brook reaction, validated synthetically by a new success and a predicted failure. From this, the synthesis of a novel difunctionalized bisaryne precursor has been tested, requiring different approaches to install the twoC-silyl groups. The first successful use of a disubstitutedo-silylaryl sulfonate bisbenzyne precursor in Diels-Alder reactions is then shown.

Triphendioxazine dyestuffs

Triphendioxazine dyestuffs of the formula STR1 having the substituent meanings specified in the descriptive part, are highly suitable for dyeing and printing hydroxyl- or amido-containing materials, in particular fibre materials, and produce wash-fast dyeings and prints.

Nitration of 3,4,6-Tribromo-2,5-dimethylphenol and 3,4,5,6-Tetrabromo-2-methylphenol; Towards a Mechanism of Formation of 6-Hydroxy-6-methyl-2,5-dinitrocyclohex-3-enones

The nitrations of the 2-methylphenols (1a) and (1b) give initially 4-nitrocyclohexa-2,5-dienones (6), which undergo further reaction to yield 2,5-dinitrocyclohex-3-enones (4).Reactions of these and other related compounds are reported which point towards