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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:
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

Signal Word

Warning

Hazard Statements

H317,H319,H400

Hazard Classifications

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

Storage Class Code

11 - Combustible Solids

WGK

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
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
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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