4370-59-6

Basic information

• Product Name: BROMANILIC ACID
• Synonyms: 2,5-Cyclohexadiene-1,4-dione, 2,5-dibromo-3,6-dihydroxy-;2,5-Dibromo-3,6-dihydroxybenzo-1,4-quinone;2,5-Dibromo-3,6-dihydroxyquinone;4-dione,2,5-dibromo-3,6-dihydroxy-5-cyclohexadiene-1;p-Benzoquinone, 2,5-dibromo-3,6-dihydroxy-;BROMANILIC ACID;2,5-DIBROMO-3,6-DIHYDROXY-P-QUINONE;1,4-Dibromo-3,6-dioxo-1,4-cyclohexadiene-2,5-diol
• CAS NO: 4370-59-6
• Molecular Formula: C₆H₂Br₂O₄
• Molecular Weight: 297.89
• Product Categories: Benzoquinones;Catalyst;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 4370-59-6.mol
• Article Data: 2

Chemical Properties

• Melting Point: 270 °C
• Boiling Point: 328.5°Cat760mmHg
• Flash Point: 152.5°C
• Appearance: /
• Density: 2.958g/cm³
• Vapor Pressure: 1.41E-05mmHg at 25°C
• Refractive Index: 1.873
• Storage Temp.: Amber Vial, Refrigerator
• Solubility: DMSO (Slightly), Methanol (Slightly)
• Stability: Light Sensitive
• CAS DataBase Reference: BROMANILIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: BROMANILIC ACID(4370-59-6)
• EPA Substance Registry System: BROMANILIC ACID(4370-59-6)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 4370-59-6(Hazardous Substances Data)

Usage

Chemical Properties

Reddish-Orange Solid

Uses

A benzoquinone derivative that acts as an electron acceptor in cationic polymerization.

InChI:InChI=1/C6H2Br2O4/c7-1-3(9)5(11)2(8)6(12)4(1)10/h9,12H

Upstream product

• 488-48-2 tetrabromobenzoquinone 
• 1633-14-3 2,5-dibromo-1,4-benzoquinone 
• 25779-26-4 2,3,5-tribromo-1,4-benzoquinone 
• 14753-51-6 2,5-dibromohydroquinone 
• 79817-85-9 2-Hydroxy-3,5,6-tribrom-1,4-benzochinon 
• 118-79-6 2,4,6-tribromophenol 
• 2435-54-3 o-bromanil 
• 615-94-1 2,5-dihydroxy-1,4-benzoquinone 
• 123-31-9 hydroquinone 
• 583-69-7 2-bromobenzene-1,4-diol 
• 3958-82-5 2-bromo-1,4-benzoquinone 
• 106-50-3 1,4-phenylenediamine 
• 7664-93-9 sulfuric acid 
• 7726-95-6 bromine 

Downstream Products

• 186518-18-3 2,5-diacetoxy-3,6-dibromo-[1,4]benzoquinone 
• 956024-16-1 1,2,4,5-tetrakis((benzyloxy)methoxy)-3,5-dibromobenzene 
• 956024-17-2 3,6-di(p-hydroxyphenyl)-1,2,4,5-tetrakis((benzyloxy)methoxy)benzene 
• 956024-18-3 3,6-di(p-(phenylacetoxy)phenyl)-1,2,4,5-tetrakis((benzyloxy)methoxy)benzene 
• 401813-42-1 bis(benzeneacetic acid) 2',3',5',6'-tetrahydroxy[1,1':4',1''-terphenyl]-4,4''-diyl ester 
• 1629138-38-0 2,3-dimethylpyridinium 2,5-dibromo-4-hydroxy-3,6-dioxocyclohexa-1,4-dien-1-olate 
• 1629138-37-9 3-bromo-4-methylpyridine 3-bromo-4-methylpyridinium 2,5-dibromo-4-hydroxy-3,6-dioxocyclohexa-1,4-dien-1-olate 
• 1629138-39-1 2-bromo-3-methylpyridine 2-bromo-3-methylpyridine-2,5-dibromo-3,6-dihydroxycyclohexa-2,5-diene-1,4-dione 

Relevant articles and documents

Preparation of Polyacetoxytropones and Polyhydroxytropolones by Acetolysis and Hydrolysis of Halotroponoids by Acetyl Trifluoroacetate with Exhaustive Displacement of Halogens on the Tropone Ring. Predominant Formation of Reductive Acetolysates from Fully-Substituted Tropones

Di-, tri-, and tetrahydroxytropolones were prepared in good yields by the acetolysis of corresponding halotropones or polyhalotropolones with acetyl trifluoroacetate followed by acetic acid hydrolysis.However, using the same treatment to obtain hexaacetoxytropone with fully substituted acetoxyhalotropones predominantly yielded fewer substituted acetoxytropones than expected; the mechanism of formation was shown to involve an acetic acid-mediated reduction of intermediary formed acetoxy-p-tropoquinone equivalents.A couple of 2,7-unsubstituted 3,4-diacetoxytropones were deduced to have cyclized 1,3-dioxole structures, 2-acetoxy-2-methyl-5H-cyclohepta-1,3-dioxol-5-ones.An acetolysis of the brominated 5-isopropyltropolones furnished an acetylated by-product, 2,3,7-triacetoxy-5-(1,1-dimethyl-2-oxopropyl)tropone, which might be formed by the acylation of an intermediate, 3,4,5,6-tetraacetoxy-8,8-dimethylheptafulvene.

Tetraoxolene-bridged rare-earth complexes: A radical-bridged dinuclear Dy single-molecule magnet

Two families of neutral tetraoxolene-bridged dinuclear rare earth complexes of general formula [((HBpz3)2RE)2(μ-tetraoxolene)] (RE = Y and Dy; HBpz3- = hydrotris(pyrazolyl)borate; tetraoxolene = fluor