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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
Pricing and availability is not currently available.

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[1]. It is used in the textile industry and polystyrene foam manufacturing[2]. Electrochemical reduction of HBCD at carbon and silver cathodes has been studied using cyclic voltammetry and controlled-potential electrolysis[3].

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[4]. It was used to study the kinetics of the thermal and photolytic segregation of HBCD using HPLC[5].

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[2].

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

EU REACH SVHC Candidate List

CAS No.

EU REACH Annex XIV (Authorisation List)

CAS No.

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Certificates of Analysis (COA)

Lot/Batch Number
MKCH9354
WXBC2975V
WXBB7459V
WXBB6079V
MKBR2845V

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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)
Kenneth Arinaitwe et al.
Environmental science & technology, 48(3), 1458-1466 (2014-01-10)
High volume air and precipitation samples were collected close to the shore of Lake Victoria at Entebbe, Uganda, between October 2008 and July 2010 inclusive. Polybrominated diphenyl ethers (PBDEs) and alternative flame retardants (AFRs) were analyzed by GC-MS. BDEs 47
Biyan Wang et al.
Environmental pollution (Barking, Essex : 1987), 267, 115677-115677 (2020-12-02)
This study was designed to evaluate the sensitivities of diverse cell lines on DNA damage effects and genotoxic effects of three brominated flame retardants (BFRs) and three metal ions (Cu2+, Cd2+, Hg2+) by comet assay. First, THP-1 was identified as
Kinetics of Thermal and Photolytic Segregation of Hexabromocyclododecane in Backcoated Textile Samples.
Ghanem R.
Jordan Journal of Chemistry, 4(2), 171-181 (2009)
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
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