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Merck
CN

11223

3,3′,5,5′-Tetrabromobisphenol A

greener alternative

analytical standard

Synonym(s):

4,4′-Isopropylidenebis(2,6-dibromophenol), TBBPA

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About This Item

Linear Formula:
(CH3)2C[C6H2(Br)2OH]2
CAS Number:
79-94-7
Molecular Weight:
543.87
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329749333
EC Number:
201-236-9
Beilstein/REAXYS Number:
1889048
MDL number:
MFCD00013962

Key Documents

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InChI

1S/C15H12Br4O2/c1-15(2,7-3-9(16)13(20)10(17)4-7)8-5-11(18)14(21)12(19)6-8/h3-6,20-21H,1-2H3

InChI key

VEORPZCZECFIRK-UHFFFAOYSA-N

SMILES string

CC(C)(c1cc(Br)c(O)c(Br)c1)c2cc(Br)c(O)c(Br)c2

grade

analytical standard

assay

≥97% (HPLC), 96.5-103.5% (wt.)

shelf life

limited shelf life, expiry date on the label

greener alternative product characteristics

Design for Energy Efficiency
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sustainability

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technique(s)

HPLC: suitable, gas chromatography (GC): suitable

mp

177-183 °C

Quality Level

100

application(s)

environmental

format

neat

greener alternative category

Enabling

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General description

3,3′,5,5′-Tetrabromobisphenol A is a brominated derivative of bisphenol A commonly used as a flame retardant. It finds applications in a variety of consumer products ranging from fabrics to plastics and electronics. Its removal from the aquatic environment using the environmental-friendly chitosan (CS)/poly(vinyl alcohol) (PVA) nanofibrous membranes is reported.
This compound is listed in the SVHC (Substances of very high concern) candidate list of ECHA (European Chemicals Agency)

Application

3,3′,5,5′-Tetrabromobisphenol A may be used as an analytical reference standard for the quantification of the analyte in air samples and sediment/sludge samples using chromatography techniques.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Health hazardEnvironment
GHS08,GHS09

wgk

WGK 2

signalword

Danger

hcodes

H350,H410

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 1B

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

flash_point_f

No data available

flash_point_c

No data available

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Certificates of Analysis (COA)

Lot/Batch Number
BCCH9681
BCCD4571
BCBW5493
BCBW1042

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An environmentally-friendly enzyme-based nanofibrous membrane for 3, 3?, 5, 5?-tetrabromobisphenol removal
Xu R, et al.
Royal Society of Chemistry Advances, 5(79), 64091-64097 (2015)
Terminal elimination half-lives of the brominated flame retardants TBBPA, HBCD, and lower brominated PBDEs in humans.
Geyer, Harald J., et al.
Organohalogen compounds, 66, 3867-3872 (2004)
Zhiyong Xie et al.
Analytica chimica acta, 584(2), 333-342 (2007-03-28)
A simple and effective method has been developed for analysis of the flame retardant tetrabromobisphenol A (TBBPA) in environmental samples by using modified soxhlet extraction in combination with silica gel clean-up, derivatization with silylation reagent and gas chromatography-mass spectrometry (GC-MS)
Michał Kiciński et al.
Environmental health : a global access science source, 11, 86-86 (2012-11-16)
Animal and in vitro studies demonstrated a neurotoxic potential of brominated flame retardants, a group of chemicals used in many household and commercial products to prevent fire. Although the first reports of detrimental neurobehavioral effects in rodents appeared more than
Shigeyuki Kitamura et al.
Life sciences, 76(14), 1589-1601 (2005-02-01)
The thyroid hormone-disrupting activity of tetrabromobisphenol A (TBBPA), a flame retardant, and related compounds was examined. TBBPA, tetrachlorobisphenol A (TCBPA), tetramethylbisphenol A (TMBPA) and 3,3'-dimethylbisphenol A (DMBPA) markedly inhibited the binding of triiodothyronine (T3; 1 x 10(-10) M) to thyroid
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