14400-94-3

Basic information

• Product Name: 2,3,4,6-TETRABROMOPHENOL
• Synonyms: 2,3,4,6-TETRABROMOPHENOL
• CAS NO: 14400-94-3
• Molecular Formula: C₆H₂Br₄O
• Molecular Weight: 409.69548
• Mol File: 14400-94-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: 113.5°C
• Boiling Point: 308.9°Cat760mmHg
• Flash Point: 140.6°C
• Appearance: /
• Density: 2.6462 (rough estimate)
• Vapor Pressure: 0.000363mmHg at 25°C
• Refractive Index: 1.5000 (estimate)
• CAS DataBase Reference: 2,3,4,6-TETRABROMOPHENOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,4,6-TETRABROMOPHENOL(14400-94-3)
• EPA Substance Registry System: 2,3,4,6-TETRABROMOPHENOL(14400-94-3)

Safety Data

• Hazardous Substances Data: 14400-94-3(Hazardous Substances Data)

Usage

General Description

2,3,4,6-Tetrabromophenol is a chemical compound that is a derivative of phenol with four bromine atoms attached to it. It is commonly used as a flame retardant in various products such as plastics, textiles, and foam materials. 2,3,4,6-Tetrabromophenol is considered toxic to aquatic organisms and has been identified as a Persistent Organic Pollutant (POP) due to its potential for bioaccumulation and long-term environmental impact. It is also a suspected endocrine disruptor and has been found to have adverse effects on marine organisms. Due to these concerns, many countries have restricted or banned the use of 2,3,4,6-Tetrabromophenol in certain products.

InChI:InChI=1/C6H2Br4O/c7-2-1-3(8)6(11)5(10)4(2)9/h1,11H

Upstream product

• 585-34-2 3-tert-butylphenyol 
• 7726-95-6 bromine 
• 7553-56-2 iodine 
• 88-89-1 2,4,6-Trinitrophenol 
• 591-20-8 3-Bromophenol 
• 64-19-7 acetic acid 
• 855836-52-1 3-bromo-2-iodophenol 
• 89598-96-9 (3-bromophenyl)boronic acid 
• 108-95-2 phenol 
• 3147-55-5 3,5-dibromosalicylic acid 
• 634603-83-1 3-bromo-4-nitrosophenol 
• 608-71-9 Pentabromophenol 
• 855429-70-8 2,4,5-tribromophenyl acetate 
• 126369-25-3 4,4'-(ethane-1,1-diyl)bis(2,6-dibromophenol) 

Downstream Products

• 591-20-8 3-Bromophenol 
• 207122-16-5 2,3,4,6-tetrabromophenyl 2,4,5-tribromophenyl ether 
• 124337-19-5 (2,3,4,6-tetrabromophenyl)-2,2,3,4,4-pentafluoro-3,4-dibromo-butyrate 
• 858832-42-5 2,3,4-tribromo-6-nitro-phenol 
• 25779-26-4 2,3,5-tribromo-1,4-benzoquinone 
• 108-93-0 cyclohexanol 
• 95970-07-3 2,3,4,6-tetrabromoanisole 
• 14401-61-7 2,4,5-tribromophenol 
• 608-71-9 Pentabromophenol 
• 725714-49-8 3,4,6-tribromo-2-nitro-anisole 
• 815578-59-7 3,4,6-tribromo-2-nitro-phenol 
• 34946-84-4 hexabromo-cyclohexa-2,5-dienone 
• 95970-10-8 2,4,5-tribromo-anisole 

Relevant articles and documents

A scalable and green one-minute synthesis of substituted phenols

A mild, green and highly efficient protocol was developed for the synthesis of substituted phenols via ipso-hydroxylation of arylboronic acids in ethanol. The method utilizes the combination of aqueous hydrogen peroxide as the oxidant and H2O2/HBr as the reagent under unprecedentedly simple and convenient conditions. A wide range of arylboronic acids were smoothly transformed into substituted phenols in very good to excellent yields without chromatographic purification. The reaction is scalable up to at least 5 grams at room temperature with one-minute reaction time and can be combined in a one-pot sequence with bromination and Pd-catalyzed cross-coupling to generate more diverse, highly substituted phenols.

Identification of hydroxylated PCB metabolites and other phenolic halogenated pollutants in human blood plasma

A growing number of studies have reported phenolic halogenated compounds (PHCs) that are retained in the blood of humans and wildlife. These PHCs may be industrial chemicals; metabolites thereof, as in the case with polychlorobiphenylols (OH-PCBs); or of natural origin. The present study was aimed to identify hitherto unknown PHCs in human plasma with chemical structures that are consistent to PHCs known to possess endocrine-disrupting activity. For this purpose, samples of blood plasma from 10 randomly selected male blood donors from Sweden were pooled and analyzed by GC/ECD and GC/MS. Brominated, bromochlorinated, and chlorinated methyl derivatives of phenols and OH-PCBs were synthesized to be used as authentic reference standards. More than 100 PHCs were indicated in the plasma, and among those a total of 9 monocyclic brominated or chlorinated phenol-, guaiacol-, and/or catechol-type compounds were identified as their methylated derivatives. The two major compounds were 2,4,6-tribromophenol and pentachlorophenol. Thirty-eight OH-PCB congeners were structurally identified on two GC columns of different polarity. The origin of the OH-PCB metabolites in the context of their parent PCB congeners are suggested. Other PHCs identified in the male plasma were Triclosan (5-chloro-2-[2,4-dichlorophenoxy] phenol), a common bactericide; 4-hydroxy-heptachlorostyrene, a metabolite of octachlorostyrene; and 3,5-dibromo-2-(2,4-dibromophenoxy)phenol, a natural compound and a potential metabolite of polybrominated diphenyl ethers.

Halogenation using quaternary ammonium polyhalides. XX. Bromination of phenols with polymer-bound benzyltrimethylammonium tribromide

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