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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

functional group

bromo

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)

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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
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)
Natsuko Kajiwara et al.
Journal of hazardous materials, 192(3), 1250-1259 (2011-07-26)
The concentrations of traditional brominated flame retardants (BFRs) and organophosphate flame retardants (OPFRs) in new consumer products, including electronic equipment, curtains, wallpaper, and building materials, on the Japanese market in 2008 were investigated. Although some components of the electronic equipment
Taiki Futagami et al.
Applied and environmental microbiology, 75(21), 6905-6909 (2009-09-15)
Halogenated organic compounds serve as terminal electron acceptors for anaerobic respiration in a diverse range of microorganisms. Here, we report on the widespread distribution and diversity of reductive dehalogenase homologous (rdhA) genes in marine subsurface sediments. A total of 32
Jun Deng et al.
Toxicology and applied pharmacology, 243(1), 87-95 (2009-11-26)
Tribromophenol (2,4,6-TBP) is ubiquitously found in aquatic environments and biota. In this study, we exposed zebrafish embryos (F(0); 2" days post-fertilization, dpf) to environmental concentration (0.3 microg/L) and a higher concentration (3.0 microg/L) of TBP and assessed the impact of
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