Hexabromocyclododecane

Hexabromocyclododecane
Names
	Preferred IUPAC name 1,2,5,6,9,10-Hexabromocyclododecane
	Other names Hexabromocyclododecane
Identifiers
CAS Number	3194-55-6 [PubChem];
3D model (JSmol)	Interactive image;
Abbreviations	HBCDD; HBCD
ChEBI	CHEBI:134063 ;
ChEMBL	ChEMBL375298;
ChemSpider	17499;
ECHA InfoCard	100.019.724
EC Number	221-695-9;
PubChem CID	18529;
UNII	66OON1WWOS ;
CompTox Dashboard (EPA)	DTXSID4027527 ;
	InChI 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 Key: DEIGXXQKDWULML-UHFFFAOYSA-N;
	SMILES C1(Br)C(Br)CCC(Br)C(Br)CCC(Br)C(Br)CC1;
Properties
Chemical formula	C12H18Br6
Molar mass	641.7 g/mol
Melting point	186 °C (367 °F; 459 K) (175–195 °C, depending upon isomer)
Solubility in water	3.4 µg/L in water
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335, H361, H362, H410
Precautionary statements	P201, P202, P260, P263, P264, P270, P271, P273, P280, P281, P302+P352, P304+P340, P305+P351+P338, P308+P313, P312, P321, P332+P313, P337+P313, P362, P391, P403+P233, P405, P501 Preview warning: Omit Rules: keep P260, omit P261
NFPA 704 (fire diamond)	2 1 0
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Hexabromocyclododecane (HBCD or HBCDD) is a brominated flame retardant. It consists of twelve carbon, eighteen hydrogen, and six bromine atoms tied to the ring. Its primary application is in extruded (XPS) and expanded (EPS) polystyrene foam used as thermal insulation in construction. Other uses are upholstered furniture, automobile interior textiles, car cushions and insulation blocks in trucks, packaging material, video cassette recorder housing, and electric and electronic equipment. According to UNEP, "HBCD is produced in China, Europe, Japan, and the USA. The last known current annual production is approximately 28,000 tonnes per year. The main share of the market volume is used in Europe and China" (figures from 2009 to 2010). Due to hexabromocyclododecane's persistence, long-range environmental transport, toxicity and ecotoxicity, the Stockholm Convention on Persistent Organic Pollutants lists it in Annex A to the convention with exemptions for production and use in expanded polystyrene and extruded polystyrene in buildings. It is synthesized via the bromination of cyclododecatriene.