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Merck
CN

137715

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:
Molecular Weight:
330.80
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
204-278-6
Beilstein/REAXYS Number:
776920
MDL number:
Assay:
99%
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InChI key

BSWWXRFVMJHFBN-UHFFFAOYSA-N

InChI

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

SMILES string

Oc1c(Br)cc(Br)cc1Br

vapor density

11.4 (vs air)

assay

99%

bp

282-290 °C/746 mmHg (lit.)

Quality Level

solubility

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

functional group

bromo

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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

signalword

Warning

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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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
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
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
Hidetoshi Kuramochi et al.
Journal of environmental monitoring : JEM, 10(2), 206-210 (2008-02-05)
2,4,6-Tribromophenol (TBP) is expected to exist in both ionic and non-ionic forms in the environment due to ionisation of the phenolic group at near neutral pH. In this study, the water solubility (Sw) and 1-octanol-water partition coefficient (Kow) of aqueous

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