Hexabromocyclododecane

Hexabromocyclododecane
Names
Preferred IUPAC name
1,2,5,6,9,10-Hexabromocyclododecane
Other names
Hexabromocyclododecane
Identifiers
3D model (JSmol)
Abbreviations HBCDD
HBCD
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.019.724 Edit this at Wikidata
EC Number
  • 221-695-9
UNII
  • 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
  • C1(Br)C(Br)CCC(Br)C(Br)CCC(Br)C(Br)CC1
Properties
C12H18Br6
Molar mass 641.7 g/mol
Melting point 186 °C (367 °F; 459 K) (175–195 °C, depending upon isomer)
3.4 µg/L in water
Hazards
GHS labelling:
GHS06: ToxicGHS08: Health hazardGHS09: Environmental hazard
Warning
H315, H319, H335, H361, H362, H410
P201, P202, P260, P261, 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
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
2
1
0
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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 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).[2] Due to its persistence, toxicity, and ecotoxicity, the Stockholm Convention on Persistent Organic Pollutants decided in May 2013 to list hexabromocyclododecane in Annex A to the convention with specific exemptions for production and use in expanded polystyrene and extruded polystyrene in buildings. Because HBCD has 16 possible stereo-isomers with different biological activities, the substance poses a difficult problem for manufacture and regulation.

  1. ^ https://treaties.un.org/doc/Publication/CN/2013/CN.934.2013-Eng.pdf [bare URL PDF]
  2. ^ ^ UNEP Stockholm Convention HBCD Risk management evaluation http://chm.pops.int/Convention/POPsReviewCommittee/Chemicals/tabid/243/Default.aspx