Decabromodiphenyl ether

Decabromodiphenyl ether
Skeletal formula of decabromodiphenyl ether
Ball-and-stick model of the decabromodiphenyl ether molecule
Names
Preferred IUPAC name
1,1′-Oxybis(2,3,4,5,6-pentabromobenzene)
Other names
  • 2,3,4,5,6-Pentabromo-1-(2,3,4,5,6-pentabromophenoxy)benzene
  • 6,6′-Oxybis(1,2,3,4,5-pentabromobenzene)
  • decabromodiphenyl oxide (DBDPO)
  • bis(pentabromophenyl) ether
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.013.277 Edit this at Wikidata
EC Number
  • 214-604-9
KEGG
RTECS number
  • KN3525000
UNII
  • InChI=1S/C12Br10O/c13-1-3(15)7(19)11(8(20)4(1)16)23-12-9(21)5(17)2(14)6(18)10(12)22 checkY
    Key: WHHGLZMJPXIBIX-UHFFFAOYSA-N checkY
  • InChI=1/C12Br10O/c13-1-3(15)7(19)11(8(20)4(1)16)23-12-9(21)5(17)2(14)6(18)10(12)22
    Key: WHHGLZMJPXIBIX-UHFFFAOYAY
  • Brc2c(Oc1c(Br)c(Br)c(Br)c(Br)c1Br)c(Br)c(Br)c(Br)c2Br
Properties
C12Br10O
Molar mass 959.17 g/mol
Appearance White or pale yellow solid
Density 3.364 g/cm3 solid
Melting point 294 to 296 °C (561 to 565 °F; 567 to 569 K)[1]
Boiling point 425 °C (797 °F; 698 K) (decomposition)[1]
20-30 μg/litre [2]
Hazards
GHS labelling:
GHS07: Exclamation markGHS09: Environmental hazard
Warning
H302, H312, H319, H332, H341, H373, H413
P201, P202, P260, P261, P264, P270, P271, P273, P280, P281, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P308+P313, P312, P314, P322, P330, P337+P313, P363, 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 0: Will not burn. E.g. waterInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
2
0
0
Flash point 241 °C (466 °F; 514 K)
Safety data sheet (SDS) [1]
Related compounds
pentabromodiphenyl ether, octabromodiphenyl ether
Related compounds
 Diphenyl ether
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Decabromodiphenyl ether (also referred to as decaBDE, DBDE, BDE-209) is a brominated flame retardant which belongs to the group of polybrominated diphenyl ethers (PBDEs). It was commercialised in the 1970s and was initially thought to be safe,[3][4] but is now recognised as a hazardous and persistent pollutant. It was added to Annex A of the Stockholm Convention on Persistent Organic Pollutants in 2017,[5][6] which means that treaty members must take measures to eliminate its production and use. The plastics industry started switching to decabromodiphenyl ethane as an alternative in the 1990s, but this is now also coming under regulatory pressure due to concerns over human health.

  1. ^ a b Record of Decabromodiphenyl ether in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 17 June 2008.
  2. ^ "Environmental Health Criteria". ICPS. Retrieved 2009-07-20.
  3. ^ Liepins, R; Pearce, E M (October 1976). "Chemistry and toxicity of flame retardants for plastics". Environmental Health Perspectives. 17: 55–63. doi:10.1289/ehp.761755. PMC 1475265. PMID 1026419.
  4. ^ Norris, J M; Kociba, R J; Schwetz, B A; Rose, J Q; Humiston, C G; Jewett, G L; Gehring, P J; Mailhes, J B (June 1975). "Toxicology of octabromobiphenyl and decabromodiphenyl oxide". Environmental Health Perspectives. 11: 153–161. doi:10.1289/ehp.7511153. PMC 1475203. PMID 126149.
  5. ^ "c-decaBDE". chm.pops.int. Secretariat of the Stockholm Convention. Retrieved 8 January 2023.
  6. ^ Reference: C.N.766.2017.TREATIES-XXVII.15 (Depositary Notification)