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144762

Sigma-Aldrich

1,2,5,6,9,10-Hexabromocyclododecane

95%

Synonym(s):

HBCD, HBCDD

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About This Item

Empirical Formula (Hill Notation):
C12H18Br6
CAS Number:
3194-55-6
Molecular Weight:
641.70
Beilstein:
1911324
EC Number:
221-695-9
MDL number:
MFCD00003716
UNSPSC Code:
12352100
PubChem Substance ID:
24848682
NACRES:
NA.22

Assay

95%

solubility

acetone: soluble 25 mg/mL, clear, colorless to light yellow
water: slightly soluble

SMILES string

BrC1CCC(Br)C(Br)CCC(Br)C(Br)CCC1Br

InChI

1S/C12H18Br6/c13-7-1-2-8(14)10(16)5-6-12(18)11(17)4-3-9(7)15/h7-12H,1-6H2

InChI key

DEIGXXQKDWULML-UHFFFAOYSA-N

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General description

1,2,5,6,9,10-Hexabromocyclododecane(HBCD) is a brominated flame retardant. It is used in the textile industry and polystyrene foam manufacturing. Electrochemical reduction of HBCD at carbon and silver cathodes has been studied using cyclic voltammetry and controlled-potential electrolysis.

Application

1,2,5,6,9,10-Hexabromocyclododecane(HBCD) was used to compare the efficiency of different advanced extraction techniques for the recovery of brominated flame retardants from styrenic polymers. It was used to study the kinetics of the thermal and photolytic segregation of HBCD using HPLC.

Biochem/physiol Actions

1,2,5,6,9,10-Hexabromocyclododecane enhances the diet-induced body weight gain and metabolic dysfunction via disruption of lipid and glucose homeostasis in mice fed normal diet or high-fat diet.

Pictograms

Health hazardEnvironment
GHS08,GHS09

Signal Word

Warning

Hazard Statements

H361,H362,H410

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Lact. - Repr. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Electrochemical reduction of 1, 2, 5, 6, 9, 10-hexabromocyclododecane at carbon and silver cathodes in dimethylformamide.
Wagoner ER, et al.
Journal of Electroanalytical Chemistry, 713, 136-142 (2013)
Rie Yanagisawa et al.
Environmental health perspectives, 122(3), 277-283 (2014-01-09)
Hexabromocyclododecane (HBCD) is an additive flame retardant used in the textile industry and in polystyrene foam manufacturing. Because of its lipophilicity and persistency, HBCD accumulates in adipose tissue and thus has the potential of causing metabolic disorders through disruption of
Kinetics of Thermal and Photolytic Segregation of Hexabromocyclododecane in Backcoated Textile Samples.
Ghanem R.
Jordan Journal of Chemistry, 4(2), 171-181 (2009)
Sabine Sévère et al.
SpringerPlus, 4, 27-27 (2015-02-04)
Invasive breast carcinoma is the most common cancer in women as in non-ovariectomised pet dogs, which are already identified as a valuable spontaneous preclinical model for that disease. Geographical and time trends suggest that environmental factors may play an important
Francisco Vilaplana et al.
Journal of chromatography. A, 1196-1197, 139-146 (2008-05-31)
The extraction efficiency of pressurised liquid extraction (PLE), microwave-assisted extraction (MAE), and ultrasonic-assisted extraction (UAE) under different conditions has been compared for the recovery of the most commonly employed brominated flame retardants (BFRs) from styrenic polymeric matrixes. A HPLC-MS/MS method
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