Template:Short description Template:Use dmy dates Template:Redirect{{ safesubst:#invoke:Unsubst||date=__DATE__ |$B= Template:Ambox }}Template:Chembox

Polybrominated diphenyl ethers or PBDEs, are a class of organobromine compounds that are used as flame retardants. Like other brominated flame retardants, PBDEs have been used in a wide array of products, including building materials, electronics, furnishings, motor vehicles, airplanes, plastics, polyurethane foams,<ref>Template:Cite journal</ref> and textiles. They are structurally akin to polychlorinated diphenyl ethers (PCDEs), polychlorinated biphenyls (PCBs) and other polyhalogenated compounds, consisting of two halogenated aromatic rings. PBDEs are classified according to the average number of bromine atoms in the molecule. The life-saving benefits of fire retardants led to their popularization. Standards for mass transit vehicles continues to increase as of 2021.<ref name=Ullmanns2021/>Template:Rp

Because of their toxicity and persistence, all commercially relevant PBDEs have been marked for elimination under the Stockholm Convention, a treaty to control and phase out major persistent organic pollutants (POPs).<ref name="COP2009">Template:Cite press release</ref><ref name="COP2017">{{#invoke:citation/CS1|citation |CitationClass=web }}</ref>

Classes of PBDEsEdit

The family of PBDEs consists of 209 possible substances, which are called congeners (PBDE = C12H(10−x)BrxO (x = 1, 2, ..., 10 = m + n)). The number of isomers for mono-, di-, tri-, tetra-, penta-, hexa-, hepta-, octa-, nona-, and decabromodiphenyl ethers are 3, 12, 24, 42, 46, 42, 24, 12, 3 and 1, respectively.<ref name="STE">Template:Cite journal</ref>

Lower-brominated PBDEs with 1–4 bromine atoms per molecule are regarded as more dangerous because they more efficiently bioaccumulate. They have been known to affect thyroid hormone levels, and studies have linked them to reproductive and neurological risks at certain concentrations or higher.<ref name="EST1">Template:Cite news</ref> Higher-brominated PBDEs are less acutely dangerous but biotically and photochemically debrominate to lower-brominated congeners.<ref name="ATSDRToxProfile2017">{{#invoke:citation/CS1|citation |CitationClass=web }}</ref>

number formula name CAS Number InChIKey
PBDE-1 Template:Chem2 2-bromodiphenyl ether 36563-47-0 RRWFUWRLNIZICP-UHFFFAOYSA-N
PBDE-2 Template:Chem2 3-bromodiphenyl ether 6876-00-2 AHDAKFFMKLQPTD-UHFFFAOYSA-N
PBDE-3 Template:Chem2 4-bromodiphenyl ether 101-55-3 JDUYPUMQALQRCN-UHFFFAOYSA-N
PBDE-4 Template:Chem2 2,2'-dibromodiphenyl ether 51452-87-0 JMSKYMHFNWGUJG-UHFFFAOYSA-N
PBDE-5 Template:Chem2 2,3-dibromodiphenyl ether 446254-14-4 JTYRXXKXOULVAP-UHFFFAOYSA-N
PBDE-6 Template:Chem2 2,3'-dibromodiphenyl ether 147217-72-9 GODQTPRKFHOLPH-UHFFFAOYSA-N
PBDE-7 Template:Chem2 2,4-dibromodiphenyl ether 171977-44-9 JMCIHKKTRDLVCO-UHFFFAOYSA-N
PBDE-8 Template:Chem2 2,4'-dibromodiphenyl ether 147217-71-8 RJQLQJZMLISKRJ-UHFFFAOYSA-N
PBDE-9 Template:Chem2 2,5-dibromodiphenyl ether 337513-66-3 URDWJMUOJJSXAE-UHFFFAOYSA-N
PBDE-10 Template:Chem2 2,6-dibromodiphenyl ether 51930-04-2 MUVDKHMQIZJFTC-UHFFFAOYSA-N
PBDE-11 Template:Chem2 3,3'-dibromodiphenyl ether 6903-63-5 ALSVFJIXSNRBLE-UHFFFAOYSA-N
PBDE-12 Template:Chem2 3,4-dibromodiphenyl ether 189084-59-1 SUUJFDKVPDCZQZ-UHFFFAOYSA-N
PBDE-13 Template:Chem2 3,4'-dibromodiphenyl ether 83694-71-7 BGPOVBPKODCMMN-UHFFFAOYSA-N
PBDE-14 Template:Chem2 3,5-dibromodiphenyl ether 46438-88-4 FOXBZJLXVUHYQZ-UHFFFAOYSA-N
PBDE-15 Template:Chem2 4,4'-dibromodiphenyl ether 2050-47-7 YAWIAFUBXXPJMQ-UHFFFAOYSA-N
PBDE-16 Template:Chem2 2,2',3-tribromodiphenyl ether 147217-74-1 VRNGWCVCSHJUEJ-UHFFFAOYSA-N
PBDE-17 Template:Chem2 2,2',4-tribromodiphenyl ether 147217-75-2 VYBFILXLBMWOLI-UHFFFAOYSA-N
PBDE-18 Template:Chem2 2,2',5-tribromodiphenyl ether 407606-55-7 FAZLXBWRNJAGSV-UHFFFAOYSA-N
PBDE-19 Template:Chem2 2,2',6-tribromodiphenyl ether 147217-73-0 YDFQHBRKURQGAH-UHFFFAOYSA-N
PBDE-20 Template:Chem2 2,3,3'-tribromodiphenyl ether 147217-76-3 RQJUBSPXDSGLRB-UHFFFAOYSA-N
PBDE-21 Template:Chem2 2,3,4-tribromodiphenyl ether 337513-67-4 RXWRVYYPLRPDOS-UHFFFAOYSA-N
PBDE-22 Template:Chem2 2,3,4'-tribromodiphenyl ether 446254-15-5 WZHNIFQVNBINLF-UHFFFAOYSA-N
PBDE-23 Template:Chem2 2,3,5-tribromodiphenyl ether 446254-16-6 XQHLKDAUZRXBGC-UHFFFAOYSA-N
PBDE-24 Template:Chem2 2,3,6-tribromodiphenyl ether 218304-36-0 GFLRHBRMAZDOIG-UHFFFAOYSA-N
PBDE-25 Template:Chem2 2,3',4-tribromodiphenyl ether 147217-77-4 AURKEOPYVUYTLO-UHFFFAOYSA-N
PBDE-26 Template:Chem2 2,3',5-tribromodiphenyl ether 337513-75-4 VUOBKVBAFJQQDB-UHFFFAOYSA-N
PBDE-27 Template:Chem2 2,3',6-tribromodiphenyl ether 337513-53-8 JUPZALSVNWJHII-UHFFFAOYSA-N
PBDE-28 Template:Chem2 2,4,4'-tribromodiphenyl ether 41318-75-6 UPNBETHEXPIWQX-UHFFFAOYSA-N
PBDE-29 Template:Chem2 2,4,5-tribromodiphenyl ether 337513-56-1 LTMKAFUXYKEDLR-UHFFFAOYSA-N
PBDE-30 Template:Chem2 2,4,6-tribromodiphenyl ether 155999-95-4 TVZAPPGLBLTACB-UHFFFAOYSA-N
PBDE-31 Template:Chem2 2,4',5-tribromodiphenyl ether 65075-08-3 PURZBWMLFRWRMG-UHFFFAOYSA-N
PBDE-32 Template:Chem2 2,4',6-tribromodiphenyl ether 189084-60-4 TYDVYKIQSZGUMV-UHFFFAOYSA-N
PBDE-33 Template:Chem2 2,3',4'-tribromodiphenyl ether 49690-94-0 BUQBQEYUVAKJQK-UHFFFAOYSA-N
PBDE-34 Template:Chem2 2,3',5'-tribromodiphenyl ether 446254-17-7 XMNXHCHZIPYCNA-UHFFFAOYSA-N
PBDE-35 Template:Chem2 3,3',4-tribromodiphenyl ether 147217-80-9 CDVYKQPKJYPWRO-UHFFFAOYSA-N
PBDE-36 Template:Chem2 3,3',5-tribromodiphenyl ether 147217-79-6 XUKPJLVONRTECE-UHFFFAOYSA-N
PBDE-37 Template:Chem2 3,4,4'-tribromodiphenyl ether 147217-81-0 YALAYFVVZFORPV-UHFFFAOYSA-N
PBDE-38 Template:Chem2 3,4,5-tribromodiphenyl ether 337513-54-9 DPGVQKLGQZZLMI-UHFFFAOYSA-N
PBDE-39 Template:Chem2 3,4',5-tribromodiphenyl ether 407606-57-9 UFFNOPDHJNQYKD-UHFFFAOYSA-N
PBDE-40 Template:Chem2 2,2',3,3'-tetrabromodiphenyl ether 337513-77-6 SXSUUFZWSVMTRL-UHFFFAOYSA-N
PBDE-41 Template:Chem2 2,2',3,4-tetrabromodiphenyl ether 337513-68-5 UAEBSKBXZAIRMX-UHFFFAOYSA-N
PBDE-42 Template:Chem2 2,2',3,4'-tetrabromodiphenyl ether 446254-18-8 HQDQKPAHIDGGMH-UHFFFAOYSA-N
PBDE-43 Template:Chem2 2,2',3,5-tetrabromodiphenyl ether 446254-19-9 LKMQHSYDVDIECC-UHFFFAOYSA-N
PBDE-44 Template:Chem2 2,2',3,5'-tetrabromodiphenyl ether 446254-20-2 VBGBGTYMDIVKNK-UHFFFAOYSA-N
PBDE-45 Template:Chem2 2,2',3,6-tetrabromodiphenyl ether 446254-21-3 VTFWUBIOZQCMQS-UHFFFAOYSA-N
PBDE-46 Template:Chem2 2,2',3,6'-tetrabromodiphenyl ether 446254-22-4 GBUUKJRFSKCMTB-UHFFFAOYSA-N
PBDE-47 Template:Chem2 2,2',4,4'-tetrabromodiphenyl ether 5436-43-1 XYBSIYMGXVUVGY-UHFFFAOYSA-N
PBDE-48 Template:Chem2 2,2',4,5-tetrabromodiphenyl ether 337513-55-0 FJGDNHOVDFREMP-UHFFFAOYSA-N
PBDE-49 Template:Chem2 2,2',4,5'-tetrabromodiphenyl ether 243982-82-3 QWVDUBDYUPHNHY-UHFFFAOYSA-N
PBDE-50 Template:Chem2 2,2',4,6-tetrabromodiphenyl ether 446254-23-5 FXUAKFRJBKFDSY-UHFFFAOYSA-N
PBDE-51 Template:Chem2 2,2',4,6'-tetrabromodiphenyl ether 189084-57-9 WKBBBTLDLKYGBI-UHFFFAOYSA-N
PBDE-52 Template:Chem2 2,2',5,5'-tetrabromodiphenyl ether 446254-24-6 CDTHXJORUCZHMD-UHFFFAOYSA-N
PBDE-53 Template:Chem2 2,2',5,6'-tetrabromodiphenyl ether 446254-25-7 SDVQGIMOFXMKHR-UHFFFAOYSA-N
PBDE-54 Template:Chem2 2,2',6,6'-tetrabromodiphenyl ether 446254-26-8 WCDCHQGVTZHVSO-UHFFFAOYSA-N
PBDE-55 Template:Chem2 2,3,3',4-tetrabromodiphenyl ether 446254-27-9 VIHUMJGEWQPWOT-UHFFFAOYSA-N
PBDE-56 Template:Chem2 2,3,3',4'-tetrabromodiphenyl ether 446254-28-0 NFOIVCGFYJIYIB-UHFFFAOYSA-N
PBDE-57 Template:Chem2 2,3,3',5-tetrabromodiphenyl ether 337513-82-3 CSIFWDKYUJLQEB-UHFFFAOYSA-N
PBDE-58 Template:Chem2 2,3,3',5'-tetrabromodiphenyl ether 446254-29-1 SWOYBZHGPZIRHS-UHFFFAOYSA-N
PBDE-59 Template:Chem2 2,3,3',6-tetrabromodiphenyl ether 446254-30-4 DMAMJZQQOWYEHT-UHFFFAOYSA-N
PBDE-60 Template:Chem2 2,3,4,4'-tetrabromodiphenyl ether 446254-31-5 ARERIMFZYPFJAV-UHFFFAOYSA-N
PBDE-61 Template:Chem2 2,3,4,5-tetrabromodiphenyl ether 446254-32-6 NDRSXNBQWAOQPP-UHFFFAOYSA-N
PBDE-62 Template:Chem2 2,3,4,6-tetrabromodiphenyl ether 446254-33-7 YIQYWYZZLOZVRM-UHFFFAOYSA-N
PBDE-63 Template:Chem2 2,3,4',5-tetrabromodiphenyl ether 446254-34-8 HNICYXFGCWPYGC-UHFFFAOYSA-N
PBDE-64 Template:Chem2 2,3,4',6-tetrabromodiphenyl ether 446254-35-9 LDCXVFJUWKKBNY-UHFFFAOYSA-N
PBDE-65 Template:Chem2 2,3,5,6-tetrabromodiphenyl ether 446254-36-0 HPEUYVBOPJQVPN-UHFFFAOYSA-N
PBDE-66 Template:Chem2 2,3',4,4'-tetrabromodiphenyl ether 189084-61-5 DHUMTYRHKMCVAG-UHFFFAOYSA-N
PBDE-67 Template:Chem2 2,3',4,5-tetrabromodiphenyl ether 446254-37-1 OARGWSONVLGXQA-UHFFFAOYSA-N
PBDE-68 Template:Chem2 2,3',4,5'-tetrabromodiphenyl ether 446254-38-2 UFWGRLCUOLLWAO-UHFFFAOYSA-N
PBDE-69 Template:Chem2 2,3',4,6-tetrabromodiphenyl ether 327185-09-1 NHZNRCYNZJADTG-UHFFFAOYSA-N
PBDE-70 Template:Chem2 2,3',4',5-tetrabromodiphenyl ether 446254-39-3 GHQMTYWQVJZWAR-UHFFFAOYSA-N
PBDE-71 Template:Chem2 2,3',4',6-tetrabromodiphenyl ether 189084-62-6 COPAGYRSCJVION-UHFFFAOYSA-N
PBDE-72 Template:Chem2 2,3',5,5'-tetrabromodiphenyl ether 446254-40-6 GBBNZKQTOOZGIS-UHFFFAOYSA-N
PBDE-73 Template:Chem2 2,3',5',6-tetrabromodiphenyl ether 446254-41-7 WQFLVWXBCRJAQN-UHFFFAOYSA-N
PBDE-74 Template:Chem2 2,4,4',5-tetrabromodiphenyl ether 446254-42-8 LXCFDVVDUVPAGR-UHFFFAOYSA-N
PBDE-75 Template:Chem2 2,4,4',6-tetrabromodiphenyl ether 189084-63-7 BWCNKMFFUGBFGB-UHFFFAOYSA-N
PBDE-76 Template:Chem2 2,3',4',5'-tetrabromodiphenyl ether 446254-43-9 NCSWBJSFVPJPPK-UHFFFAOYSA-N
PBDE-77 Template:Chem2 3,3',4,4'-tetrabromodiphenyl ether 93703-48-1 RYGLOWMCGZHYRQ-UHFFFAOYSA-N
PBDE-78 Template:Chem2 3,3',4,5-tetrabromodiphenyl ether 446254-45-1 HWOBLTZZSVXBOJ-UHFFFAOYSA-N
PBDE-79 Template:Chem2 3,3',4,5'-tetrabromodiphenyl ether 446254-48-4 LELQGHJEUVRPEV-UHFFFAOYSA-N
PBDE-80 Template:Chem2 3,3',5,5'-tetrabromodiphenyl ether 103173-66-6 HFIOZJQRZKNPKJ-UHFFFAOYSA-N
PBDE-81 Template:Chem2 3,4,4',5-tetrabromodiphenyl ether 446254-50-8 ULFOIXCXIWHJDS-UHFFFAOYSA-N
PBDE-82 Template:Chem2 2,2',3,3',4-pentabromodiphenyl ether 327185-11-5 RQMSPGJESCCPQX-UHFFFAOYSA-N
PBDE-83 Template:Chem2 2,2',3,3',5-pentabromodiphenyl ether 446254-51-9 XAHYSNUYJLNDBX-UHFFFAOYSA-N
PBDE-84 Template:Chem2 2,2',3,3',6-pentabromodiphenyl ether 446254-52-0 PPIZNRAVQHNLJM-UHFFFAOYSA-N
PBDE-85 Template:Chem2 2,2',3,4,4'-pentabromodiphenyl ether 182346-21-0 DMLQSUZPTTUUDP-UHFFFAOYSA-N
PBDE-86 Template:Chem2 2,2',3,4,5-pentabromodiphenyl ether 446254-53-1 YMVWYUWOUOQCQP-UHFFFAOYSA-N
PBDE-87 Template:Chem2 2,2',3,4,5'-pentabromodiphenyl ether 446254-54-2 WKYQUGCIKNOXFW-UHFFFAOYSA-N
PBDE-88 Template:Chem2 2,2',3,4,6-pentabromodiphenyl ether 446254-55-3 OPZUHBCVIZNZFB-UHFFFAOYSA-N
PBDE-89 Template:Chem2 2,2',3,4,6'-pentabromodiphenyl ether 446254-56-4 XGFLJLJXVIMCNR-UHFFFAOYSA-N
PBDE-90 Template:Chem2 2,2',3,4',5-pentabromodiphenyl ether 446254-57-5 BATFXMGTVIESIQ-UHFFFAOYSA-N
PBDE-91 Template:Chem2 2,2',3,4',6-pentabromodiphenyl ether 446254-58-6 HWNJTZKDPNZUSO-UHFFFAOYSA-N
PBDE-92 Template:Chem2 2,2',3,5,5'-pentabromodiphenyl ether 446254-59-7 QWSQOVAGRDRZLM-UHFFFAOYSA-N
PBDE-93 Template:Chem2 2,2',3,5,6-pentabromodiphenyl ether 446254-60-0 BRTPVPJQMWLDNO-UHFFFAOYSA-N
PBDE-94 Template:Chem2 2,2',3,5,6'-pentabromodiphenyl ether 446254-61-1 JOPASNJHCFYVHD-UHFFFAOYSA-N
PBDE-95 Template:Chem2 2,2',3,5',6-pentabromodiphenyl ether 446254-62-2 BZDYRALIEYVMEP-UHFFFAOYSA-N
PBDE-96 Template:Chem2 2,2',3,6,6'-pentabromodiphenyl ether 446254-63-3 ZFCJNRDWGBZUED-UHFFFAOYSA-N
PBDE-97 Template:Chem2 2,2',3,4',5'-pentabromodiphenyl ether 446254-64-4 MAGYDGJRSCULJL-UHFFFAOYSA-N
PBDE-98 Template:Chem2 2,2',3,4',6'-pentabromodiphenyl ether 38463-82-0 OCLWEJVGAUFXQU-UHFFFAOYSA-N
PBDE-99 Template:Chem2 2,2',4,4',5-pentabromodiphenyl ether 60348-60-9 WHPVYXDFIXRKLN-UHFFFAOYSA-N
PBDE-100 Template:Chem2 2,2',4,4',6-pentabromodiphenyl ether 189084-64-8 NSKIRYMHNFTRLR-UHFFFAOYSA-N
PBDE-101 Template:Chem2 2,2',4,5,5'-pentabromodiphenyl ether 446254-65-5 QUZWDWNIWWAQDI-UHFFFAOYSA-N
PBDE-102 Template:Chem2 2,2',4,5,6'-pentabromodiphenyl ether 446254-66-6 JHFMCUVMAIQWRI-UHFFFAOYSA-N
PBDE-103 Template:Chem2 2,2',4,5',6-pentabromodiphenyl ether 446254-67-7 RJEMKRNASVHYKR-UHFFFAOYSA-N
PBDE-104 Template:Chem2 2,2',4,6,6'-pentabromodiphenyl ether 446254-68-8 CRSCWEYUPUKHPI-UHFFFAOYSA-N
PBDE-105 Template:Chem2 2,3,3',4,4'-pentabromodiphenyl ether 373594-78-6 LBPWAGZGYNOKAM-UHFFFAOYSA-N
PBDE-106 Template:Chem2 2,3,3',4,5-pentabromodiphenyl ether 446254-69-9 KLQKWMYXEWUAFP-UHFFFAOYSA-N
PBDE-107 Template:Chem2 2,3,3',4',5-pentabromodiphenyl ether 446254-70-2 OMGVAMFMRSETEG-UHFFFAOYSA-N
PBDE-108 Template:Chem2 2,3,3',4,5'-pentabromodiphenyl ether 446254-71-3 VBKPKHVLHGOKOJ-UHFFFAOYSA-N
PBDE-109 Template:Chem2 2,3,3',4,6-pentabromodiphenyl ether 446254-72-4 FXXXWTMLIQLDRP-UHFFFAOYSA-N
PBDE-110 Template:Chem2 2,3,3',4',6-pentabromodiphenyl ether 446254-73-5 LESZGJVTZILBTK-UHFFFAOYSA-N
PBDE-111 Template:Chem2 2,3,3',5,5'-pentabromodiphenyl ether 446254-74-6 PCHDCOXHJBWEPW-UHFFFAOYSA-N
PBDE-112 Template:Chem2 2,3,3',5,6-pentabromodiphenyl ether 446254-75-7 MFBMNSFADPTAKZ-UHFFFAOYSA-N
PBDE-113 Template:Chem2 2,3,3',5',6-pentabromodiphenyl ether 446254-76-8 OGZHLJXRGZFVLI-UHFFFAOYSA-N
PBDE-114 Template:Chem2 2,3,4,4',5-pentabromodiphenyl ether 446254-77-9 SFNAUTSNWPPDSY-UHFFFAOYSA-N
PBDE-115 Template:Chem2 2,3,4,4',6-pentabromodiphenyl ether 446254-78-0 BKTLDVXDOVSTEV-UHFFFAOYSA-N
PBDE-116 Template:Chem2 2,3,4,5,6-pentabromodiphenyl ether 189084-65-9 ACRQLFSHISNWRY-UHFFFAOYSA-N
PBDE-117 Template:Chem2 2,3,4',5,6-pentabromodiphenyl ether 446254-79-1 SOJBOGWFDBDWEG-UHFFFAOYSA-N
PBDE-118 Template:Chem2 2,3',4,4',5-pentabromodiphenyl ether 446254-80-4 VTMFEPLDDHZBGI-UHFFFAOYSA-N
PBDE-119 Template:Chem2 2,3',4,4',6-pentabromodiphenyl ether 189084-66-0 KXEOYBYEJCRPGB-UHFFFAOYSA-N
PBDE-120 Template:Chem2 2,3',4,5,5'-pentabromodiphenyl ether 417727-71-0 AKSBEUHDCRZJAN-UHFFFAOYSA-N
PBDE-121 Template:Chem2 2,3',4,5',6-pentabromodiphenyl ether 446254-81-5 GVGNVZBJVFDAAO-UHFFFAOYSA-N
PBDE-122 Template:Chem2 2,3,3',4',5'-pentabromodiphenyl ether 446254-82-6 CDNHGSPFIUITTN-UHFFFAOYSA-N
PBDE-123 Template:Chem2 2,3',4,4',5'-pentabromodiphenyl ether 446254-83-7 SBKMUEQNZNDYFW-UHFFFAOYSA-N
PBDE-124 Template:Chem2 2,3',4',5,5'-pentabromodiphenyl ether 446254-84-8 FGHJTAAHIFEHLT-UHFFFAOYSA-N
PBDE-125 Template:Chem2 2,3',4',5',6-pentabromodiphenyl ether 446254-85-9 SESXKFPOVUVGLR-UHFFFAOYSA-N
PBDE-126 Template:Chem2 3,3',4,4',5-pentabromodiphenyl ether 366791-32-4 SJNIIWPIAVQNRK-UHFFFAOYSA-N
PBDE-127 Template:Chem2 3,3',4,5,5'-pentabromodiphenyl ether 446254-86-0 RATMRXKBPDCKCZ-UHFFFAOYSA-N
PBDE-128 Template:Chem2 2,2',3,3',4,4'-hexabromodiphenyl ether 182677-28-7 WFLVELCLEGVBIH-UHFFFAOYSA-N
PBDE-129 Template:Chem2 2,2',3,3',4,5-hexabromodiphenyl ether 446254-87-1 PRNCVYAUCSGSOE-UHFFFAOYSA-N
PBDE-130 Template:Chem2 2,2',3,3',4,5'-hexabromodiphenyl ether 446254-88-2 YURCHLXPAGSJHU-UHFFFAOYSA-N
PBDE-131 Template:Chem2 2,2',3,3',4,6-hexabromodiphenyl ether 446254-89-3 MGKVPJFIGGBCBA-UHFFFAOYSA-N
PBDE-132 Template:Chem2 2,2',3,3',4,6'-hexabromodiphenyl ether 446254-90-6 FFEKBOKDYRZGRV-UHFFFAOYSA-N
PBDE-133 Template:Chem2 2,2',3,3',5,5'-hexabromodiphenyl ether 446254-91-7 XTBFPFHQPGZZJX-UHFFFAOYSA-N
PBDE-134 Template:Chem2 2,2',3,3',5,6-hexabromodiphenyl ether 446254-92-8 MIBDGPWSGDWIQR-UHFFFAOYSA-N
PBDE-135 Template:Chem2 2,2',3,3',5,6'-hexabromodiphenyl ether 446254-93-9 AMGHASDTWACNCS-UHFFFAOYSA-N
PBDE-136 Template:Chem2 2,2',3,3',6,6'-hexabromodiphenyl ether 446254-94-0 NTWGDSLWLUPCDW-UHFFFAOYSA-N
PBDE-137 Template:Chem2 2,2',3,4,4',5-hexabromodiphenyl ether 446254-95-1 HSTYYNPYXZYIAG-UHFFFAOYSA-N
PBDE-138 Template:Chem2 2,2',3,4,4',5'-hexabromodiphenyl ether 182677-30-1 IZFQCEZFGCMHOM-UHFFFAOYSA-N
PBDE-139 Template:Chem2 2,2',3,4,4',6-hexabromodiphenyl ether 446254-96-2 YESDYWNWEVPOLZ-UHFFFAOYSA-N
PBDE-140 Template:Chem2 2,2',3,4,4',6'-hexabromodiphenyl ether 243982-83-4 FLRODCDHJZNIGA-UHFFFAOYSA-N
PBDE-141 Template:Chem2 2,2',3,4,5,5'-hexabromodiphenyl ether 446254-97-3 XTXIYMGRRUJOIT-UHFFFAOYSA-N
PBDE-142 Template:Chem2 2,2',3,4,5,6-hexabromodiphenyl ether 446254-98-4 LJDGJCNHVGGOFW-UHFFFAOYSA-N
PBDE-143 Template:Chem2 2,2',3,4,5,6'-hexabromodiphenyl ether 446254-99-5 RQLZDUSZXOOBTM-UHFFFAOYSA-N
PBDE-144 Template:Chem2 2,2',3,4,5',6-hexabromodiphenyl ether 446255-00-1 ZMSJCQOCTPYCQP-UHFFFAOYSA-N
PBDE-145 Template:Chem2 2,2',3,4,6,6'-hexabromodiphenyl ether 446255-01-2 BTKLHMBWCRVCLC-UHFFFAOYSA-N
PBDE-146 Template:Chem2 2,2',3,4',5,5'-hexabromodiphenyl ether 446255-02-3 HGXPYDNHBUCRTR-UHFFFAOYSA-N
PBDE-147 Template:Chem2 2,2',3,4',5,6-hexabromodiphenyl ether 116995-33-6 OWBKWMDBTWHGHS-UHFFFAOYSA-N
PBDE-148 Template:Chem2 2,2',3,4',5,6'-hexabromodiphenyl ether 446255-03-4 OJMHGSMSQZEBFH-UHFFFAOYSA-N
PBDE-149 Template:Chem2 2,2',3,4',5',6-hexabromodiphenyl ether 446255-04-5 UJOUSZKYGGTPFQ-UHFFFAOYSA-N
PBDE-150 Template:Chem2 2,2',3,4',6,6'-hexabromodiphenyl ether 446255-05-6 SQNOZOVDXXSLSG-UHFFFAOYSA-N
PBDE-151 Template:Chem2 2,2',3,5,5',6-hexabromodiphenyl ether 446255-06-7 NGOQQUYCSISZMY-UHFFFAOYSA-N
PBDE-152 Template:Chem2 2,2',3,5,6,6'-hexabromodiphenyl ether 446255-07-8 BYBJJARTBKUIJD-UHFFFAOYSA-N
PBDE-153 Template:Chem2 2,2',4,4',5,5'-hexabromodiphenyl ether 68631-49-2 RZXIRSKYBISPGF-UHFFFAOYSA-N
PBDE-154 Template:Chem2 2,2',4,4',5,6'-hexabromodiphenyl ether 207122-15-4 VHNPZYZQKWIWOD-UHFFFAOYSA-N
PBDE-155 Template:Chem2 2,2',4,4',6,6'-hexabromodiphenyl ether 35854-94-5 HRSCBOSGEKXXSI-UHFFFAOYSA-N
PBDE-156 Template:Chem2 2,3,3',4,4',5-hexabromodiphenyl ether 405237-85-6 JSDPCMJWYRDQEV-UHFFFAOYSA-N
PBDE-157 Template:Chem2 2,3,3',4,4',5'-hexabromodiphenyl ether 446255-08-9 JUOAMVUIJQJZSZ-UHFFFAOYSA-N
PBDE-158 Template:Chem2 2,3,3',4,4',6-hexabromodiphenyl ether 446255-09-0 KRYHHTVQOOJNHQ-UHFFFAOYSA-N
PBDE-159 Template:Chem2 2,3,3',4,5,5'-hexabromodiphenyl ether 446255-10-3 IDYFFNCFLRCOPZ-UHFFFAOYSA-N
PBDE-160 Template:Chem2 2,3,3',4,5,6-hexabromodiphenyl ether 446255-11-4 OCVOYHGOXIIONK-UHFFFAOYSA-N
PBDE-161 Template:Chem2 2,3,3',4,5',6-hexabromodiphenyl ether 446255-12-5 WEYWRBBPPKSRGU-UHFFFAOYSA-N
PBDE-162 Template:Chem2 2,3,3',4',5,5'-hexabromodiphenyl ether 446255-13-6 UKPNCLHMNJCGCJ-UHFFFAOYSA-N
PBDE-163 Template:Chem2 2,3,3',4',5,6-hexabromodiphenyl ether 446255-14-7 NUEAHMLXQFHEJN-UHFFFAOYSA-N
PBDE-164 Template:Chem2 2,3,3',4',5',6-hexabromodiphenyl ether 446255-15-8 UJVYVXIHTJOJBZ-UHFFFAOYSA-N
PBDE-165 Template:Chem2 2,3,3',5,5',6-hexabromodiphenyl ether 446255-16-9 KXERERDGMTWBGZ-UHFFFAOYSA-N
PBDE-166 Template:Chem2 2,3,4,4',5,6-hexabromodiphenyl ether 189084-58-0 KVYODBMKQYVNEK-UHFFFAOYSA-N
PBDE-167 Template:Chem2 2,3',4,4',5,5'-hexabromodiphenyl ether 446255-17-0 NMUPLZRHSXJCJQ-UHFFFAOYSA-N
PBDE-168 Template:Chem2 2,3',4,4',5',6-hexabromodiphenyl ether 53551-87-4 HWZAPXGFMVEGPW-UHFFFAOYSA-N
PBDE-169 Template:Chem2 3,3',4,4',5,5'-hexabromodiphenyl ether 446255-18-1 JKFBMDHBJYKFKL-UHFFFAOYSA-N
PBDE-170 Template:Chem2 2,2',3,3',4,4',5-heptabromodiphenyl ether 327185-13-7 DLPNCMQTNWLTHD-UHFFFAOYSA-N
PBDE-171 Template:Chem2 2,2',3,3',4,4',6-heptabromodiphenyl ether 446255-19-2 FRMMMROUUPQUMZ-UHFFFAOYSA-N
PBDE-172 Template:Chem2 2,2',3,3',4,5,5'-heptabromodiphenyl ether 407606-59-1 DSRRSKFMOJQETR-UHFFFAOYSA-N
PBDE-173 Template:Chem2 2,2',3,3',4,5,6-heptabromodiphenyl ether 446255-20-5 NLBLNZDNOSSGPW-UHFFFAOYSA-N
PBDE-174 Template:Chem2 2,2',3,3',4,5,6'-heptabromodiphenyl ether 446255-21-6 VUUWOHUOYUGBEO-UHFFFAOYSA-N
PBDE-175 Template:Chem2 2,2',3,3',4,5',6-heptabromodiphenyl ether 6255-22-7 YATZWTXATDYQCK-UHFFFAOYSA-N
PBDE-176 Template:Chem2 2,2',3,3',4,6,6'-heptabromodiphenyl ether 407606-61-5 SWUALKCOTZOSMY-UHFFFAOYSA-N
PBDE-177 Template:Chem2 2,2',3,3',4,5',6'-heptabromodiphenyl ether 446255-23-8 ZHUHLPXIJIBQBJ-UHFFFAOYSA-N
PBDE-178 Template:Chem2 2,2',3,3',5,5',6-heptabromodiphenyl ether 446255-24-9 UWUVZUPEEORCRG-UHFFFAOYSA-N
PBDE-179 Template:Chem2 2,2',3,3',5,6,6'-heptabromodiphenyl ether 446255-25-0 COVXWWKOLMNRQE-UHFFFAOYSA-N
PBDE-180 Template:Chem2 2,2',3,4,4',5,5'-heptabromodiphenyl ether 446255-26-1 STMBXVOJNOJRPZ-UHFFFAOYSA-N
PBDE-181 Template:Chem2 2,2',3,4,4',5,6-heptabromodiphenyl ether 189084-67-1 GVNRIAPLVGNZPL-UHFFFAOYSA-N
PBDE-182 Template:Chem2 2,2',3,4,4',5,6'-heptabromodiphenyl ether 442690-45-1 ZYHDTADADSNMLV-UHFFFAOYSA-N
PBDE-183 Template:Chem2 2,2',3,4,4',5',6-heptabromodiphenyl ether 207122-16-5 ILPSCQCLBHQUEM-UHFFFAOYSA-N
PBDE-184 Template:Chem2 2,2',3,4,4',6,6'-heptabromodiphenyl ether 117948-63-7 JHDCZVAQPRXHEL-UHFFFAOYSA-N
PBDE-185 Template:Chem2 2,2',3,4,5,5',6-heptabromodiphenyl ether 405237-86-7 YRNMIFAQDSUFTR-UHFFFAOYSA-N
PBDE-186 Template:Chem2 2,2',3,4,5,6,6'-heptabromodiphenyl ether 446255-27-2 WUFQDCMRKKDNSF-UHFFFAOYSA-N
PBDE-187 Template:Chem2 2,2',3,4',5,5',6-heptabromodiphenyl ether 446255-28-3 RFZPXOBFDARWHV-UHFFFAOYSA-N
PBDE-188 Template:Chem2 2,2',3,4',5,6,6'-heptabromodiphenyl ether 116995-32-5 YGYDHFDPVGAMTL-UHFFFAOYSA-N
PBDE-189 Template:Chem2 2,3,3',4,4',5,5'-heptabromodiphenyl ether 259087-35-9 CQVLRTUESBMMJW-UHFFFAOYSA-N
PBDE-190 Template:Chem2 2,3,3',4,4',5,6-heptabromodiphenyl ether 189084-68-2 OUEYHQIMJGHOQN-UHFFFAOYSA-N
PBDE-191 Template:Chem2 2,3,3',4,4',5',6-heptabromodiphenyl ether 446255-30-7 BNBFKFHSIPERIM-UHFFFAOYSA-N
PBDE-192 Template:Chem2 2,3,3',4,5,5',6-heptabromodiphenyl ether 407578-53-4 ABLZOLAUBUSUHT-UHFFFAOYSA-N
PBDE-193 Template:Chem2 2,3,3',4',5,5',6-heptabromodiphenyl ether 446255-34-1 AUFJSWANTKXCFZ-UHFFFAOYSA-N
PBDE-194 Template:Chem2 2,2',3,3',4,4',5,5'-octabromodiphenyl ether 32536-52-0 ORYGKUIDIMIRNN-UHFFFAOYSA-N
PBDE-195 Template:Chem2 2,2',3,3',4,4',5,6-octabromodiphenyl ether 446255-38-5 GPQLSLKPHQEEOP-UHFFFAOYSA-N
PBDE-196 Template:Chem2 2,2',3,3',4,4',5,6'-octabromodiphenyl ether 446255-39-6 IEWFKOVTVJNWFF-UHFFFAOYSA-N
PBDE-197 Template:Chem2 2,2',3,3',4,4',6,6'-octabromodiphenyl ether 117964-21-3 AAFUUKPTSPVXJH-UHFFFAOYSA-N
PBDE-198 Template:Chem2 2,2',3,3',4,5,5',6-octabromodiphenyl ether 446255-42-1 IBKRHVDFFHQOSC-UHFFFAOYSA-N
PBDE-199 Template:Chem2 2,2',3,3',4,5,5',6'-octabromodiphenyl ether 446255-43-2 JNSLJYRXDGBNBE-UHFFFAOYSA-N
PBDE-200 Template:Chem2 2,2',3,3',4,5,6,6'-octabromodiphenyl ether 446255-46-5 JWMXGEPFVCRXQR-UHFFFAOYSA-N
PBDE-201 Template:Chem2 2,2',3,3',4,5',6,6'-octabromodiphenyl ether 446255-50-1 HQWFMMKREWXIGN-UHFFFAOYSA-N
PBDE-202 Template:Chem2 2,2',3,3',5,5',6,6'-octabromodiphenyl ether 67797-09-5 AHNZLQAZTWRRDW-UHFFFAOYSA-N
PBDE-203 Template:Chem2 2,2',3,4,4',5,5',6-octabromodiphenyl ether 337513-72-1 RTUZOQFRIPIWPS-UHFFFAOYSA-N
PBDE-204 Template:Chem2 2,2',3,4,4',5,6,6'-octabromodiphenyl ether 446255-54-5 YZABCBOJTHQTSX-UHFFFAOYSA-N
PBDE-205 Template:Chem2 2,3,3',4,4',5,5',6-octabromodiphenyl ether 446255-56-7 CVMKCYDBEYHNBM-UHFFFAOYSA-N
PBDE-206 Template:Chem2 2,2',3,3',4,4',5,5',6-nonabromodiphenyl ether 63387-28-0 CYRHBNRLQMLULE-UHFFFAOYSA-N
PBDE-207 Template:Chem2 2,2',3,3',4,4',5,6,6'-nonabromodiphenyl ether 437701-79-6 IEEVDIAVLGLVOW-UHFFFAOYSA-N
PBDE-208 Template:Chem2 2,2',3,3',4,5,5',6,6'-nonabromodiphenyl ether 437701-78-5 ASGZXYIDLFWXID-UHFFFAOYSA-N
PBDE-209 Template:Chem2 decabromodiphenyl ether 1163-19-5 WHHGLZMJPXIBIX-UHFFFAOYSA-N

ProductionEdit

PBDEs were produced commercially via the bromination of diphenyl ether,<ref name=EHP2001>Template:Cite journal</ref> with three technical-grade mixtures being sold, varying by degree of bromination.

In the United States, PBDEs were marketed with the trade names DE-60F, DE-61, DE-62, and DE-71 applied to pentaBDE mixtures, DE-79 applied to octaBDE mixtures, and DE 83R and Saytex 102E applied to decaBDE mixtures. The available commercial PBDE products were not single compounds or even single congeners but rather mixtures of congeners.

Technical pentaBDE predominantly contained pentabromo derivatives (50–62%); however, the mixture also contained tetrabromides (24–38%) and hexabromides (4–8%), as well as traces of the tribromides (0–1%). Technical octaBDE was a mixture of homologs: hexa-, hepta-, octa-, nona-, and decabromides. Technical decaBDE was 97% decabromide, with small amounts of octa- and nonabromides.<ref name="ATSDRToxProfile2017"/>

Commercial production of PBDEs began in the 1970s,<ref name=StockholmInventoryGuidance2017>{{#invoke:citation/CS1|citation |CitationClass=web }}</ref> and continued until the early 2010s. Cumulative global production is estimated to have been 175Template:Nbspkt for pentaBDE, 130Template:Nbspkt for octaBDE, and 1600Template:Nbspkt for decaBDE.<ref name=GlobalHistoricalStocksAndEmissions>Template:Cite journal</ref>

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Health and environmental concernsEdit

ExposureEdit

Polybrominated diphenyl ethers (PBDEs) can be released into the environment where they are used or produced, possibly entering air, water, soil or the human digestive system when consumed, inhaled or via the skin.<ref name="cdc">{{#invoke:citation/CS1|citation |CitationClass=web }}</ref><ref name="hc">{{#invoke:citation/CS1|citation |CitationClass=web }}</ref> Despite the banning and phase out of several forms of PBDEs, many consumer products still contain them in the 21st century, and represent potential exposure sources, including furniture and other consumer products containing polyurethane foam, appliances, pipes, plastics, and old electronic equipment.<ref name=cdc/><ref name="efsa-over">{{#invoke:citation/CS1|citation |CitationClass=web }}</ref>

Generally, governments have determined that PBDEs are not harmful to human health in the exposure amounts assessed.<ref name=cdc/><ref name=hc/><ref name=efsa24/> Ingestion of house dust accounts for 80–90% of total PBDE exposure, while the remaining exposure occurs from food ingestion.<ref name=cdc/><ref name=hc/> PBDE-contaminated foods, particularly those high in fat content, such as fatty meats or fish, are possible sources of exposure.<ref name=cdc/> In breastfeeding infants, breast milk may be an exposure source because PBDEs can be present in the mother and her milk.<ref name=cdc/> Various other food items may contain PBDEs, including meat, meat products, dairy products, and seafood.<ref name=cdc/><ref name="efsa24">Template:Cite journal</ref>

PBDEs have not been detected beyond trace levels in water.<ref name=cdc/> In the environment, soils and sediments are the major deposits for PBDEs.<ref name=cdc/> PBDEs can enter soil from discarded products, such as in landfills. As biosolids (sewage) may contain PBDEs, exposure from soils or farmlands that have been fertilized with biosolids may occur.<ref name=cdc/> Wildlife may have exposure by consuming foods containing PBDEs, whereas organisms that live in sediments may be contaminated by PBDEs.<ref name=hc/>

ExcretionEdit

PBDEs and their metabolites are excreted mainly in the feces and some in the urine.<ref name=cdc/> Owing to their deposition in body fat stores, some PBDEs remain in the body for many years, and may enter the bodies of unborn babies via the placenta.<ref name=cdc/>

Research on health effectsEdit

Nothing certain has been established about the effects of PBDEs on human health.<ref name=cdc/><ref name=hc/><ref name=efsa24/> Most information regarding toxicity of PBDEs and their metabolites is from early-stage animal studies.<ref name=efsa24/> Evidence for PBDE-mediated effects from human studies in systems other than the developing nervous system, such as in cancer development, is inconclusive or non-existent.<ref name=cdc/> Particularly for the potential effects of PBDEs on the developing fetus, research has focused on the health status of mothers and gestational age of the infant.<ref name="wang">Template:Cite journal</ref>

Sediment contaminationEdit

Increasing environmental concentrations and changing distributions of PBDEs in sediments of the Clyde River Estuary in Scotland, UK have been assessed.<ref name="VaneMa2009">Template:Cite journal</ref> Analysis of six sediment cores each of 1 m depth from Glasgow city to Greenock revealed that total concentrations increased toward the river bed surface (0–10 cm). Amounts of PBDE ranged from 1 to 2,645 µg/kg (dry wt. sediment) with a mean of 287 µg/kg (dry wt. sediment).<ref name="VaneMa2009"/> Down-core PBDE congener profiles showed that higher concentrations were due to elevated levels of BDE-209. The majority of the sediment records clearly showed a change from mainly lower molecular weight BDEs 47,99, 183, 153 at lower depths to BDE-209 near the surface, a change in congener and homologue group patterns that corresponds to the restrictions of penta- and octaBDE commercial mixtures under EU law in 2004–2006.

While biodegradation is not considered the main pathway for PBDEs, photolysis and pyrolysis can be of interest in studies of transformation of PBDEs.<ref>Template:Cite journal</ref><ref>Template:Cite journal</ref>

Regulations of PBDEsEdit

United StatesEdit

In August 2003, the State of California outlawed the sale of penta- and octaBDE and products containing them, effective 1 January 2008.<ref name="PBDEban">{{#invoke:citation/CS1|citation |CitationClass=web }}</ref> PBDEs are ubiquitous in the environment, and, according to the EPA, exposure may pose health risks. According to U.S. EPA's Integrated Risk Information System, evidence indicates that PBDEs may possess liver toxicity, thyroid toxicity, and neurodevelopmental toxicity.<ref name="IRIS BDE-209">US Environmental Protection Agency. Toxicological Profile for Decabromodiphenyl ether (BDE-209), Integrated Risk Information System, June 2008.</ref><ref name="IRIS BDE-99">US Environmental Protection Agency. Toxicological Profile for 2,2',4,4',5-Pentabromodiphenyl ether (BDE-99), Integrated Risk Information System, June 2008.</ref> In June 2008, the U.S. EPA set a safe daily exposure level ranging from 0.1 to 7 μg/kg body weight per day for the four most common PBDE congeners.<ref name="IRIS BDE-209" /><ref name="IRIS BDE-99" /><ref name="IRIS BDE-47">US Environmental Protection Agency. Toxicological Profile for 2,2',4,4'-Tetrabromodiphenyl ether (BDE-47), Integrated Risk Information System, June 2008.</ref><ref name="IRIS BDE-153">US Environmental Protection Agency. Toxicological Profile for 2,2',4,4',5,5'-Hexabromodiphenyl ether (BDE-153), Integrated Risk Information System, June 2008.</ref> In April 2007, the legislature of the state of Washington passed a bill banning the use of PBDEs.<ref name="PBDEbanWA">"Chemical ban puts industry on the defensive." State of Washington bans use of PBDEs.</ref> The State of Maine Department of Environmental Protection has restrictions on PBDEs, and in 2008, the legislature passed a bill phasing out the use of decaBDE.<ref name="maine">{{#invoke:citation/CS1|citation |CitationClass=web }}</ref>

The U.S. importers and manufacturers of PBDEs withdrew pentaBDE and octaBDE from sale in 2004, and decaBDE from sale by the end of 2013.<ref name="ATSDRToxProfile2017"/>Template:Rp<ref name=EPA-DecaBDE-alternatives-overview>{{#invoke:citation/CS1|citation |CitationClass=web }}</ref> In November 2024, the EPA added decaBDE to the Toxic Substances Control Act to prohibit release into water during manufacturing, processing or distribution in commerce of decaBDE and decaBDE-containing products, and a phase-out of processing and distribution of wire and cable insulation containing decaDBE for nuclear power facilities.<ref name="epa24">{{#invoke:citation/CS1|citation |CitationClass=web }}</ref>

CanadaEdit

Since 2012, PBDEs are among chemicals prohibited from manufacture, use, sale, offer for sale or import, as regulated in the Prohibition of Certain Toxic Substances Regulations of the 1999 Canadian Environmental Protection Act.<ref name="ecc">{{#invoke:citation/CS1|citation |CitationClass=web }}</ref> PBDEs are regarded in the regulation as "toxic to the environment and/or human health, are generally persistent, bioaccumulative, and/or inherently toxic."<ref name=ecc/>

European UnionEdit

The European Union decided to ban the use of two classes of flame retardants, in particular, PBDEs and polybrominated biphenyls (PBBs) in electric and electronic devices.<ref name=efsa-over/> This ban was formalised in the RoHS Directive, and an upper limit of 1 g/kg for the sum of PBBs and PBDEs was set. In February 2009, the Institute for Reference Materials and Measurements released two certified reference materials to help analytical laboratories better detect these two classes of flame retardants. The reference materials were custom-made to contain all relevant PBDEs and PBBs at levels close to the legal limit.<ref name=efsa-over/>

InternationalEdit

At an international level, in May 2009 the Parties of the Stockholm Convention on Persistent Organic Pollutants (POPs) decided to list commercial pentaBDE and commercial octaBDE as POP substances. This listing is due to the properties of hexaBDE and heptaBDE, which are components of commercial octaBDE, and to the properties of tetraBDE and pentaBDE, which are the main components of commercial pentaBDE.<ref>{{#invoke:citation/CS1|citation |CitationClass=web }}</ref> In 2017, it was decided to also list decaBDE.<ref name="COP2017"/><ref>Template:Cite journal</ref>

AlternativesEdit

Major decaBDE producers have switched to manufacturing decabromodiphenyl ethane, a structurally related compound that has also come under suspicion as an environmental pollutant.<ref name=Ullmanns2021>Template:Cite book</ref>Template:Rp Non-halogenated alternatives also exist.<ref name=Ullmanns2021/><ref name=EPA-DecaBDE-alternatives-overview/>

ReferencesEdit

<references/>

External linksEdit

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