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107131

Sigma-Aldrich

Hexabromobenzene

98%

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About This Item

Empirical Formula (Hill Notation):
C6Br6
CAS Number:
87-82-1
Molecular Weight:
551.49
Beilstein:
1912586
EC Number:
201-773-9
MDL number:
MFCD00000058
UNSPSC Code:
12352100
PubChem Substance ID:
24846754
NACRES:
NA.22

Assay

98%

form

solid

mp

>300 °C (lit.)

solubility

chloroform: soluble 10 mg/mL

SMILES string

Brc1c(Br)c(Br)c(Br)c(Br)c1Br

InChI

1S/C6Br6/c7-1-2(8)4(10)6(12)5(11)3(1)9

InChI key

CAYGQBVSOZLICD-UHFFFAOYSA-N

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General description

Hexabromobenzene is used as fire retardant in plastics, paper and electric manufactured goods. It undergoes protodebromination when treated with sodium methoxide in methanol and ethyl methyl ketone to give a mixture of tetrabromobenzenes.

Application

The porphyrinogenic potential of hexabromobenzene (HBB) with hexachlorobenzene was studied in the liver of primiparous rats.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 4 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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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Polyhalogeno-aromatic compounds. Part VIII. Reactions of hexabromobenzene with nucleophiles.
Collins I and Suschitzky H.
J. Chem. Soc. Sect. C, 18, 2337-2341 (1969)
Uptake of chloro- and bromobiphenyls, hexachloro- and hexabromobenzene by fish.
V Zitko et al.
Bulletin of environmental contamination and toxicology, 16(6), 665-673 (1976-12-01)
Comparison of the porphyrinogenic activity of hexabromobenzene and hexachlorobenzene in primiparous Wistar rats.
C E Mendoza et al.
Bulletin of environmental contamination and toxicology, 21(3), 358-364 (1979-02-01)
Hans Peter H Arp et al.
Journal of environmental monitoring : JEM, 13(3), 505-513 (2010-12-09)
The brominated flame retardants (BFRs), pentabromotoluene (PBT), pentabromoethylbenzene (PBEB) and hexabromobenzene (HBB), exhibit physical-chemical properties similar to other persistent organic pollutants, and have been in use as flame retardants for several decades. Data on these BFRs in diverse environmental samples
Joanna Wencel-Delord et al.
Angewandte Chemie (International ed. in English), 51(52), 13001-13005 (2012-10-23)
C(6)Br(six) & drugs! C(6)Br(6) can be used as the cooxidant/catalyst modifier for the [Rh(III)Cp*]-catalyzed (Cp*=C(5)Me(5)) dehydrogenative cross-coupling of benzamides with simple benzene derivatives (see scheme, DG=directing group). Similarly, heterocycles can be coupled and druglike structures formed. Mechanistic studies suggest a
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