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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/REAXYS Number:
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

functional group

bromo

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

signalword

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
09514EF
U15706
04630TM
09601TZ

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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)
Polyhalogeno-aromatic compounds. Part VIII. Reactions of hexabromobenzene with nucleophiles.
Collins I and Suschitzky H.
J. Chem. Soc. Sect. C, 18, 2337-2341 (1969)
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)
A G Smith et al.
Research communications in chemical pathology and pharmacology, 28(2), 377-384 (1980-05-01)
Virgin female Agus rats were fed a diet containing hexahalogenated benzenes (700 nmol/g of food) for 70 days. The liver concentrations of these compounds were then determined and correlated with any depression in uroporphyrinogen decarboxylase activity and increases in porphyrin
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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