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137715

Sigma-Aldrich

2,4,6-Tribromophenol

99%

Synonym(s):

1,3,5-Tribromo-2-hydroxybenzene, Bromol

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About This Item

Linear Formula:
Br3C6H2OH
CAS Number:
118-79-6
Molecular Weight:
330.80
Beilstein/REAXYS Number:
776920
EC Number:
204-278-6
MDL number:
MFCD00002150
UNSPSC Code:
12352100
PubChem Substance ID:
24848344
NACRES:
NA.22

vapor density

11.4 (vs air)

assay

99%

bp

282-290 °C/746 mmHg (lit.)

mp

90-94 °C (lit.)

solubility

water: soluble 0.007g/100ml at 25 °C
chloroform: soluble
diethyl ether: soluble
ethanol: soluble
methanol: soluble
methylene chloride: soluble

SMILES string

Oc1c(Br)cc(Br)cc1Br

InChI

1S/C6H3Br3O/c7-3-1-4(8)6(10)5(9)2-3/h1-2,10H

InChI key

BSWWXRFVMJHFBN-UHFFFAOYSA-N

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General description

2,4,6-Tribromophenol undergoes oxidative degradation catalyzed by SiO2-supported iron(III)-5,10,15,20-tetrakis(4-carboxyphenyl) porphyrin. It is degraded by Bacillus sp.GZT strain via reductive bromination as major degradation pathway. It is a widely used brominated flame retardant.

Application

2,4,6-Tribromophenol was used in analysis of nonylphenol, nonylphenol monoethoxylate and octylphenol in sediment, water and fish tissue.

Pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

Hazard Classifications

Aquatic Acute 1 - Eye Irrit. 2 - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Estrogenic alkylphenols in fish tissues, sediments, and waters from the UK Tyne and Tees estuaries.
Lye CM, et al.
Environmental Science & Technology, 33(7), 1009-1014 (1999)
Qianqian Zhu et al.
Journal of environmental science and health. Part A, Toxic/hazardous substances & environmental engineering, 48(13), 1593-1601 (2013-08-21)
Iron(III)-porphyrin complexes are generally regarded as green catalysts, since they mimic the catalytic center of cytochrome-P450 and widely used as green catalysts for degrading halogenated phenols in wastewater, such as landfill leachates. However, iron(III)-porphyrins are deactivated by self-oxidation in the
Anna Norman Haldén et al.
Aquatic toxicology (Amsterdam, Netherlands), 100(1), 30-37 (2010-08-20)
The bromophenol 2,4,6-tribromophenol (TBP) is widely used as an industrial chemical, formed by degradation of tetrabromobisphenol-A, and it occurs naturally in marine organisms. Concentrations of TBP in fish have been related to intake via feed, but little is known about
Kristina Arnoldsson et al.
Environmental science & technology, 46(13), 7239-7244 (2012-06-13)
Polybrominated dibenzo-p-dioxins (PBDD) are emerging environmental pollutants with structural similarities to the highly characterized toxicants polychlorinated dibenzo-p-dioxins. The geographical and temporal variations of PBDD in biota samples from the Baltic Sea do not display features that are normally related to
C Pizarro et al.
Journal of chromatography. A, 1217(49), 7630-7637 (2010-11-03)
A dispersive liquid-liquid microextraction (DLLME) method has been optimised for simultaneously extracting 2,4,6-trichloranisole (TCA), 2,3,4,6-tetrachloroanisole (TeCA), 2,4,6-tribromoanisole (TBA), pentachloroanisole (PCA), 2,4,6-trichlorophenol (TCP), 2,3,4,6-tetrachlorophenol (TeCP), 2,4,6-tribromophenol (TBP) and pentachlorophenol (PCP) from wine. The haloanisoles and halophenols were automatically determined using a
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