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Wikipedia

Polybrominated diphenyl ethers

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,[1] 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 health hazards of these chemicals have attracted increasing scrutiny, and they have been shown to reduce fertility in humans at levels found in households.[2] Because of their toxicity and persistence, the industrial production of some PBDEs is restricted under the Stockholm Convention, a treaty to control and phase out major persistent organic pollutants (POPs).

Classes of PBDEs Edit

 
Chemical structure of PBDEs

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.[3] In the United States, PBDEs are 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 are not single compounds or even single congeners but rather mixtures of congeners.

Lower brominated PBDEs Edit

These species average 1–4 bromine atoms per molecule and are regarded as more dangerous because they more efficiently bioaccumulate. Lower-brominated PBDEs have been known to affect hormone levels in the thyroid gland. Studies have linked them to reproductive and neurological risks at certain concentrations or higher.[4]

Higher brominated PBDEs Edit

These species have average 5 or more bromine atoms per molecule.

The commercial mixture, named pentabromodiphenyl ether contains the pentabromo derivative predominantly (50–62%); however, the mixture also contains tetrabromides (24–38%) and hexabromides (4–8%), as well as traces of the tribromides (0–1%). In similar manner, commercial octabromodiphenyl ether is a mixture of homologs: hexa-, hepta-, octa-, nona-, and decabromides.

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

Health and environmental concerns Edit

Since the 1990s, environmental concerns were raised because of the high hydrophobicity of PBDEs and their high resistance to degradation processes. People are exposed to low levels of PBDEs through ingestion of food and by inhalation. PBDEs bioaccumulate in blood, breast milk, and fat tissues. Personnel associated with the manufacture of PBDE-containing products are exposed to highest levels of PBDEs. Bioaccumulation is of particular concern in such instances, especially for personnel in recycling and repair plants working on PBDE-containing products. People are also exposed to these chemicals in their domestic environment because of their prevalence in common household items. Studies in Canada have found significant concentrations of PBDEs in common foods such as salmon, ground beef, butter, and cheese.[5] PBDEs have also been found at high levels in indoor dust, sewage sludge, and effluents from wastewater treatment plants. Increasing PBDE levels have been detected in the blood of marine mammals such as harbor seals.

There is also growing concern that PBDEs share the environmental long life and bioaccumulation properties of polychlorinated dibenzodioxins.[6]

It is not known if PBDEs can cause cancer in people, although liver tumors developed in rats and mice that ate extremely large amounts of decaBDE throughout their lifetime. Lower-brominated PBDEs have not yet been tested for cancer in animals. The International Agency for Research on Cancer (IARC) has classified PBDE as a Group 3 carcinogen (not classifiable as to its carcinogenicity to humans) based on inadequate evidence of carcinogenicity in humans and inadequate or limited evidence in experimental animals. The EPA assigns the cancer category Group D (not classifiable as to human carcinogenicity) to mono-, di-, tri-, tetra-, penta-, hexa-, octa-, and nonaBDEs and reports “inadequate information” to classify the specific congeners 2,2’,4,4’-tetraBDE, 2,2’,4,4’,5-pentaBDE, and 2,2’,4,4’,5,5’-hexaBDE. However, EPA assigns a classification of “suggestive evidence of carcinogenic potential” for decaBDE. The Department of Health and Human Services has not classified PBDEs as carcinogens. The American Conference of Governmental Industrial Hygienists (ACGIH) has no data regarding cancer classifications for PBDEs.[7]

Case studies Edit

PBDEs have been shown to have hormone-disrupting effects, in particular, on estrogen and thyroid hormones.[8] A 2009 animal study conducted by the US Environmental Protection Agency (EPA) demonstrates that deiodination, active transport, sulfation, and glucuronidation may be involved in disruption of thyroid homeostasis after perinatal exposure to PBDEs during critical developmental time points in utero and shortly after birth.[9] The adverse effects on hepatic mechanism of thyroid hormone disruption during development have been shown to persist into adulthood.[citation needed] The EPA noted that PBDEs are particularly toxic to the developing brains of animals.[9] Peer-reviewed studies have shown that even a single dose administered to mice during development of the brain can cause permanent changes in behavior, including hyperactivity.[10]

Swedish scientists first reported substances related to pentaBDE were accumulating in human breast milk.[11] Studies by the Swedish Society for Nature Conservation found for the first time very high levels of more highly brominated PBDEs (BDE-209) in eggs of peregrine falcons.[12] Two forms of PBDEs, penta- and octaBDE, are no longer manufactured in the United States because of health and safety concerns. Based on a comprehensive risk assessment under the Existing Substances Regulation 793/93/EEC, the European Union has completely banned the use of penta- and octaBDE since 2004.[13] However, both chemicals are still found in furniture and foam items made before the phase-out was completed. The most common PBDEs used in electronics are decaBDE. DecaBDE is banned in Europe for this use and in some U.S. states. For PBDE, EPA has set reference dose of 7 micrograms per kilogram of body weight, which is "believed to be without appreciable effects". However, Linda Birnbaum, PhD, a senior toxicologist formerly with the EPA (now at NIEHS) notes concern: "What I see is another piece of evidence that supports the fact that levels of these chemicals in children appear to be higher than the levels in their parents; I think this study raises a red flag."[14] A previous study by the Environmental Working Group in 2003 published test results showing that the average level of fire-retardants in breast milk from 20 American mothers was 75 times higher than the average levels measured in Europe.[15]

Increasing levels of PBDEs in the environment may be responsible for the increasing incidence of feline hyperthyroidism.[16] A study in 2007 found PBDE levels in cats 20- to 100-fold greater than median levels in U.S. adults, although it was not adequately powered to establish an association between hyperthyroid cats and serum PBDE levels.[17] Subsequent studies have indeed found such an association.[18][19][20]

An experiment conducted at Woods Hole Oceanographic Institution in 2005 showed that the isotopic signature of methoxy-PBDEs found in whale blubber contained carbon-14, the naturally occurring radioactive isotope of carbon. Methoxy-PBDEs are produced by some marine species.[21] If the methoxy-PBDEs in the whale had come from artificial (human-made) sources, they would have contained only stable isotopes of carbon because virtually all PBDEs that are produced artificially use petroleum as the source of carbon; all carbon-14 would have long since completely decayed from that source.[22] The isotopic signatures of the PBDEs themselves were not evaluated. The carbon-14 may instead be in methoxy groups enzymatically added to man-made PBDEs.

A 2010 study found that children with higher concentrations of PBDE congeners 47, 99 and 100 in their umbilical cord blood at birth scored lower on tests of mental and physical development between the ages of one and six. Developmental effects were particularly evident at four years of age, when verbal and full IQ scores were reduced 5.5 to 8.0 points for those with the highest prenatal exposures after correcting for sex, ethnicity, tobacco smoke exposure, and mother's IQ.[23]

Sediment contamination Edit

Increasing environmental concentrations and changing distributions of PBDEs in sediments of the Clyde River Estuary in Scotland, UK have been assessed.[24] 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).[24] 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.[25][26]

Regulations of PBDEs Edit

In August, 2003, the State of California outlawed the sale of penta- and octaBDE and products containing them, effective January 1, 2008.[27] 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.[28][29] In June 2008, the U.S. EPA set a safe daily exposure level ranging from 0.1 to 7 ug per kg body weight per day for the four most common PBDE congeners.[30][29][31][28] In April 2007, the legislature of the state of Washington passed a bill banning the use of PBDEs.[32] The State of Maine Department of Environmental Protection found that all PBDEs should be banned.[33] In May 2007, the legislature of the state of Maine passed a bill phasing out the use of decaPBDE.[34]

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. 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.

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.[35] In 2017, it was decided to also list decaBDE.[36][37]

References Edit

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External links Edit

  • U.S. EPA. An Exposure Assessment of Polybrominated Diphenyl Ethers. U.S. Environmental Protection Agency, Washington, DC, EPA/600/R-08/086F, 2010
  • Polybrominated diphenylethers (PBDEs) | Pollution Prevention and Toxics (OPPT) | Prevention, Pesticides and Toxics (OPPTS). U.S. Environmental Protection Agency. 25 Apr 2008

polybrominated, diphenyl, ethers, pbde, redirects, here, protein, data, bank, europe, pdbe, protein, data, bank, pbdes, class, organobromine, compounds, that, used, flame, retardants, like, other, brominated, flame, retardants, pbdes, have, been, used, wide, a. PBDE redirects here For the Protein Data Bank in Europe PDBe see Protein Data Bank 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 1 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 health hazards of these chemicals have attracted increasing scrutiny and they have been shown to reduce fertility in humans at levels found in households 2 Because of their toxicity and persistence the industrial production of some PBDEs is restricted under the Stockholm Convention a treaty to control and phase out major persistent organic pollutants POPs Contents 1 Classes of PBDEs 1 1 Lower brominated PBDEs 1 2 Higher brominated PBDEs 2 Health and environmental concerns 2 1 Case studies 2 2 Sediment contamination 3 Regulations of PBDEs 4 References 5 External linksClasses of PBDEs Edit nbsp Chemical structure of PBDEsThe 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 3 In the United States PBDEs are 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 are not single compounds or even single congeners but rather mixtures of congeners Lower brominated PBDEs Edit These species average 1 4 bromine atoms per molecule and are regarded as more dangerous because they more efficiently bioaccumulate Lower brominated PBDEs have been known to affect hormone levels in the thyroid gland Studies have linked them to reproductive and neurological risks at certain concentrations or higher 4 Higher brominated PBDEs Edit These species have average 5 or more bromine atoms per molecule The commercial mixture named pentabromodiphenyl ether contains the pentabromo derivative predominantly 50 62 however the mixture also contains tetrabromides 24 38 and hexabromides 4 8 as well as traces of the tribromides 0 1 In similar manner commercial octabromodiphenyl ether is a mixture of homologs hexa hepta octa nona and decabromides number formula name CAS Number InChIKeyPBDE 1 C 12 H 9 BrO displaystyle ce C12H9BrO nbsp 2 bromodiphenyl ether 36563 47 0 RRWFUWRLNIZICP UHFFFAOYSA NPBDE 2 C 12 H 9 BrO displaystyle ce C12H9BrO nbsp 3 bromodiphenyl ether 6876 00 2 AHDAKFFMKLQPTD UHFFFAOYSA NPBDE 3 C 12 H 9 BrO displaystyle ce C12H9BrO nbsp 4 bromodiphenyl ether 101 55 3 JDUYPUMQALQRCN UHFFFAOYSA NPBDE 4 C 12 H 8 Br 2 O displaystyle ce C12H8Br2O nbsp 2 2 dibromodiphenyl ether 51452 87 0 JMSKYMHFNWGUJG UHFFFAOYSA NPBDE 5 C 12 H 8 Br 2 O displaystyle ce C12H8Br2O nbsp 2 3 dibromodiphenyl ether 446254 14 4 JTYRXXKXOULVAP UHFFFAOYSA NPBDE 6 C 12 H 8 Br 2 O displaystyle ce C12H8Br2O nbsp 2 3 dibromodiphenyl ether 147217 72 9 GODQTPRKFHOLPH UHFFFAOYSA NPBDE 7 C 12 H 8 Br 2 O displaystyle ce C12H8Br2O nbsp 2 4 dibromodiphenyl ether 171977 44 9 JMCIHKKTRDLVCO UHFFFAOYSA NPBDE 8 C 12 H 8 Br 2 O displaystyle ce C12H8Br2O nbsp 2 4 dibromodiphenyl ether 147217 71 8 RJQLQJZMLISKRJ UHFFFAOYSA NPBDE 9 C 12 H 8 Br 2 O displaystyle ce C12H8Br2O nbsp 2 5 dibromodiphenyl ether 337513 66 3 URDWJMUOJJSXAE UHFFFAOYSA NPBDE 10 C 12 H 8 Br 2 O displaystyle ce C12H8Br2O nbsp 2 6 dibromodiphenyl ether 51930 04 2 MUVDKHMQIZJFTC UHFFFAOYSA NPBDE 11 C 12 H 8 Br 2 O displaystyle ce C12H8Br2O nbsp 3 3 dibromodiphenyl ether 6903 63 5 ALSVFJIXSNRBLE UHFFFAOYSA NPBDE 12 C 12 H 8 Br 2 O displaystyle ce C12H8Br2O nbsp 3 4 dibromodiphenyl ether 189084 59 1 SUUJFDKVPDCZQZ UHFFFAOYSA NPBDE 13 C 12 H 8 Br 2 O displaystyle ce C12H8Br2O nbsp 3 4 dibromodiphenyl ether 83694 71 7 BGPOVBPKODCMMN UHFFFAOYSA NPBDE 14 C 12 H 8 Br 2 O displaystyle ce C12H8Br2O nbsp 3 5 dibromodiphenyl ether 46438 88 4 FOXBZJLXVUHYQZ UHFFFAOYSA NPBDE 15 C 12 H 8 Br 2 O displaystyle ce C12H8Br2O nbsp 4 4 dibromodiphenyl ether 2050 47 7 YAWIAFUBXXPJMQ UHFFFAOYSA NPBDE 16 C 12 H 7 Br 3 O displaystyle ce C12H7Br3O nbsp 2 2 3 tribromodiphenyl ether 147217 74 1 VRNGWCVCSHJUEJ UHFFFAOYSA NPBDE 17 C 12 H 7 Br 3 O displaystyle ce C12H7Br3O nbsp 2 2 4 tribromodiphenyl ether 147217 75 2 VYBFILXLBMWOLI UHFFFAOYSA NPBDE 18 C 12 H 7 Br 3 O displaystyle ce C12H7Br3O nbsp 2 2 5 tribromodiphenyl ether 407606 55 7 FAZLXBWRNJAGSV UHFFFAOYSA NPBDE 19 C 12 H 7 Br 3 O displaystyle ce C12H7Br3O nbsp 2 2 6 tribromodiphenyl ether 147217 73 0 YDFQHBRKURQGAH UHFFFAOYSA NPBDE 20 C 12 H 7 Br 3 O displaystyle ce C12H7Br3O nbsp 2 3 3 tribromodiphenyl ether 147217 76 3 RQJUBSPXDSGLRB UHFFFAOYSA NPBDE 21 C 12 H 7 Br 3 O displaystyle ce C12H7Br3O nbsp 2 3 4 tribromodiphenyl ether 337513 67 4 RXWRVYYPLRPDOS UHFFFAOYSA NPBDE 22 C 12 H 7 Br 3 O displaystyle ce C12H7Br3O nbsp 2 3 4 tribromodiphenyl ether 446254 15 5 WZHNIFQVNBINLF UHFFFAOYSA NPBDE 23 C 12 H 7 Br 3 O displaystyle ce C12H7Br3O nbsp 2 3 5 tribromodiphenyl ether 446254 16 6 XQHLKDAUZRXBGC UHFFFAOYSA NPBDE 24 C 12 H 7 Br 3 O displaystyle ce C12H7Br3O nbsp 2 3 6 tribromodiphenyl ether 218304 36 0 GFLRHBRMAZDOIG UHFFFAOYSA NPBDE 25 C 12 H 7 Br 3 O displaystyle ce C12H7Br3O nbsp 2 3 4 tribromodiphenyl ether 147217 77 4 AURKEOPYVUYTLO UHFFFAOYSA NPBDE 26 C 12 H 7 Br 3 O displaystyle ce C12H7Br3O nbsp 2 3 5 tribromodiphenyl ether 337513 75 4 VUOBKVBAFJQQDB UHFFFAOYSA NPBDE 27 C 12 H 7 Br 3 O displaystyle ce C12H7Br3O nbsp 2 3 6 tribromodiphenyl ether 337513 53 8 JUPZALSVNWJHII UHFFFAOYSA NPBDE 28 C 12 H 7 Br 3 O displaystyle ce C12H7Br3O nbsp 2 4 4 tribromodiphenyl ether 41318 75 6 UPNBETHEXPIWQX UHFFFAOYSA NPBDE 29 C 12 H 7 Br 3 O displaystyle ce C12H7Br3O nbsp 2 4 5 tribromodiphenyl ether 337513 56 1 LTMKAFUXYKEDLR UHFFFAOYSA NPBDE 30 C 12 H 7 Br 3 O displaystyle ce C12H7Br3O nbsp 2 4 6 tribromodiphenyl ether 155999 95 4 TVZAPPGLBLTACB UHFFFAOYSA NPBDE 31 C 12 H 7 Br 3 O displaystyle ce C12H7Br3O nbsp 2 4 5 tribromodiphenyl ether 65075 08 3 PURZBWMLFRWRMG UHFFFAOYSA NPBDE 32 C 12 H 7 Br 3 O displaystyle ce C12H7Br3O nbsp 2 4 6 tribromodiphenyl ether 189084 60 4 TYDVYKIQSZGUMV UHFFFAOYSA NPBDE 33 C 12 H 7 Br 3 O displaystyle ce C12H7Br3O nbsp 2 3 4 tribromodiphenyl ether 49690 94 0 BUQBQEYUVAKJQK UHFFFAOYSA NPBDE 34 C 12 H 7 Br 3 O displaystyle ce C12H7Br3O nbsp 2 3 5 tribromodiphenyl ether 446254 17 7 XMNXHCHZIPYCNA UHFFFAOYSA NPBDE 35 C 12 H 7 Br 3 O displaystyle ce C12H7Br3O nbsp 3 3 4 tribromodiphenyl ether 147217 80 9 CDVYKQPKJYPWRO UHFFFAOYSA NPBDE 36 C 12 H 7 Br 3 O displaystyle ce C12H7Br3O nbsp 3 3 5 tribromodiphenyl ether 147217 79 6 XUKPJLVONRTECE UHFFFAOYSA NPBDE 37 C 12 H 7 Br 3 O displaystyle ce C12H7Br3O nbsp 3 4 4 tribromodiphenyl ether 147217 81 0 YALAYFVVZFORPV UHFFFAOYSA NPBDE 38 C 12 H 7 Br 3 O displaystyle ce C12H7Br3O nbsp 3 4 5 tribromodiphenyl ether 337513 54 9 DPGVQKLGQZZLMI UHFFFAOYSA NPBDE 39 C 12 H 7 Br 3 O displaystyle ce C12H7Br3O nbsp 3 4 5 tribromodiphenyl ether 407606 57 9 UFFNOPDHJNQYKD UHFFFAOYSA NPBDE 40 C 12 H 6 Br 4 O displaystyle ce C12H6Br4O nbsp 2 2 3 3 tetrabromodiphenyl ether 337513 77 6 SXSUUFZWSVMTRL UHFFFAOYSA NPBDE 41 C 12 H 6 Br 4 O displaystyle ce C12H6Br4O nbsp 2 2 3 4 tetrabromodiphenyl ether 337513 68 5 UAEBSKBXZAIRMX UHFFFAOYSA NPBDE 42 C 12 H 6 Br 4 O displaystyle ce C12H6Br4O nbsp 2 2 3 4 tetrabromodiphenyl ether 446254 18 8 HQDQKPAHIDGGMH UHFFFAOYSA NPBDE 43 C 12 H 6 Br 4 O displaystyle ce C12H6Br4O nbsp 2 2 3 5 tetrabromodiphenyl ether 446254 19 9 LKMQHSYDVDIECC UHFFFAOYSA NPBDE 44 C 12 H 6 Br 4 O displaystyle ce C12H6Br4O nbsp 2 2 3 5 tetrabromodiphenyl ether 446254 20 2 VBGBGTYMDIVKNK UHFFFAOYSA NPBDE 45 C 12 H 6 Br 4 O displaystyle ce C12H6Br4O nbsp 2 2 3 6 tetrabromodiphenyl ether 446254 21 3 VTFWUBIOZQCMQS UHFFFAOYSA NPBDE 46 C 12 H 6 Br 4 O displaystyle ce C12H6Br4O nbsp 2 2 3 6 tetrabromodiphenyl ether 446254 22 4 GBUUKJRFSKCMTB UHFFFAOYSA NPBDE 47 C 12 H 6 Br 4 O displaystyle ce C12H6Br4O nbsp 2 2 4 4 tetrabromodiphenyl ether 5436 43 1 XYBSIYMGXVUVGY UHFFFAOYSA NPBDE 48 C 12 H 6 Br 4 O displaystyle ce C12H6Br4O nbsp 2 2 4 5 tetrabromodiphenyl ether 337513 55 0 FJGDNHOVDFREMP UHFFFAOYSA NPBDE 49 C 12 H 6 Br 4 O displaystyle ce C12H6Br4O nbsp 2 2 4 5 tetrabromodiphenyl ether 243982 82 3 QWVDUBDYUPHNHY UHFFFAOYSA NPBDE 50 C 12 H 6 Br 4 O displaystyle ce C12H6Br4O nbsp 2 2 4 6 tetrabromodiphenyl ether 446254 23 5 FXUAKFRJBKFDSY UHFFFAOYSA NPBDE 51 C 12 H 6 Br 4 O displaystyle ce C12H6Br4O nbsp 2 2 4 6 tetrabromodiphenyl ether 189084 57 9 WKBBBTLDLKYGBI UHFFFAOYSA NPBDE 52 C 12 H 6 Br 4 O displaystyle ce C12H6Br4O nbsp 2 2 5 5 tetrabromodiphenyl ether 446254 24 6 CDTHXJORUCZHMD UHFFFAOYSA NPBDE 53 C 12 H 6 Br 4 O displaystyle ce C12H6Br4O nbsp 2 2 5 6 tetrabromodiphenyl ether 446254 25 7 SDVQGIMOFXMKHR UHFFFAOYSA NPBDE 54 C 12 H 6 Br 4 O displaystyle ce C12H6Br4O nbsp 2 2 6 6 tetrabromodiphenyl ether 446254 26 8 WCDCHQGVTZHVSO UHFFFAOYSA NPBDE 55 C 12 H 6 Br 4 O displaystyle ce C12H6Br4O nbsp 2 3 3 4 tetrabromodiphenyl ether 446254 27 9 VIHUMJGEWQPWOT UHFFFAOYSA NPBDE 56 C 12 H 6 Br 4 O displaystyle ce C12H6Br4O nbsp 2 3 3 4 tetrabromodiphenyl ether 446254 28 0 NFOIVCGFYJIYIB UHFFFAOYSA NPBDE 57 C 12 H 6 Br 4 O displaystyle ce C12H6Br4O nbsp 2 3 3 5 tetrabromodiphenyl ether 337513 82 3 CSIFWDKYUJLQEB UHFFFAOYSA NPBDE 58 C 12 H 6 Br 4 O displaystyle ce C12H6Br4O nbsp 2 3 3 5 tetrabromodiphenyl ether 446254 29 1 SWOYBZHGPZIRHS UHFFFAOYSA NPBDE 59 C 12 H 6 Br 4 O displaystyle ce C12H6Br4O nbsp 2 3 3 6 tetrabromodiphenyl ether 446254 30 4 DMAMJZQQOWYEHT UHFFFAOYSA NPBDE 60 C 12 H 6 Br 4 O displaystyle ce C12H6Br4O nbsp 2 3 4 4 tetrabromodiphenyl ether 446254 31 5 ARERIMFZYPFJAV UHFFFAOYSA NPBDE 61 C 12 H 6 Br 4 O displaystyle ce C12H6Br4O nbsp 2 3 4 5 tetrabromodiphenyl ether 446254 32 6 NDRSXNBQWAOQPP UHFFFAOYSA NPBDE 62 C 12 H 6 Br 4 O displaystyle ce C12H6Br4O nbsp 2 3 4 6 tetrabromodiphenyl ether 446254 33 7 YIQYWYZZLOZVRM UHFFFAOYSA NPBDE 63 C 12 H 6 Br 4 O displaystyle ce C12H6Br4O nbsp 2 3 4 5 tetrabromodiphenyl ether 446254 34 8 HNICYXFGCWPYGC UHFFFAOYSA NPBDE 64 C 12 H 6 Br 4 O displaystyle ce C12H6Br4O nbsp 2 3 4 6 tetrabromodiphenyl ether 446254 35 9 LDCXVFJUWKKBNY UHFFFAOYSA NPBDE 65 C 12 H 6 Br 4 O displaystyle ce C12H6Br4O nbsp 2 3 5 6 tetrabromodiphenyl ether 446254 36 0 HPEUYVBOPJQVPN UHFFFAOYSA NPBDE 66 C 12 H 6 Br 4 O displaystyle ce C12H6Br4O nbsp 2 3 4 4 tetrabromodiphenyl ether 189084 61 5 DHUMTYRHKMCVAG UHFFFAOYSA NPBDE 67 C 12 H 6 Br 4 O displaystyle ce C12H6Br4O nbsp 2 3 4 5 tetrabromodiphenyl ether 446254 37 1 OARGWSONVLGXQA UHFFFAOYSA NPBDE 68 C 12 H 6 Br 4 O displaystyle ce C12H6Br4O nbsp 2 3 4 5 tetrabromodiphenyl ether 446254 38 2 UFWGRLCUOLLWAO UHFFFAOYSA NPBDE 69 C 12 H 6 Br 4 O displaystyle ce C12H6Br4O nbsp 2 3 4 6 tetrabromodiphenyl ether 327185 09 1 NHZNRCYNZJADTG UHFFFAOYSA NPBDE 70 C 12 H 6 Br 4 O displaystyle ce C12H6Br4O nbsp 2 3 4 5 tetrabromodiphenyl ether 446254 39 3 GHQMTYWQVJZWAR UHFFFAOYSA NPBDE 71 C 12 H 6 Br 4 O displaystyle ce C12H6Br4O nbsp 2 3 4 6 tetrabromodiphenyl ether 189084 62 6 COPAGYRSCJVION UHFFFAOYSA NPBDE 72 C 12 H 6 Br 4 O displaystyle ce C12H6Br4O nbsp 2 3 5 5 tetrabromodiphenyl ether 446254 40 6 GBBNZKQTOOZGIS UHFFFAOYSA NPBDE 73 C 12 H 6 Br 4 O displaystyle ce C12H6Br4O nbsp 2 3 5 6 tetrabromodiphenyl ether 446254 41 7 WQFLVWXBCRJAQN UHFFFAOYSA NPBDE 74 C 12 H 6 Br 4 O displaystyle ce C12H6Br4O nbsp 2 4 4 5 tetrabromodiphenyl ether 446254 42 8 LXCFDVVDUVPAGR UHFFFAOYSA NPBDE 75 C 12 H 6 Br 4 O displaystyle ce C12H6Br4O nbsp 2 4 4 6 tetrabromodiphenyl ether 189084 63 7 BWCNKMFFUGBFGB UHFFFAOYSA NPBDE 76 C 12 H 6 Br 4 O displaystyle ce C12H6Br4O nbsp 2 3 4 5 tetrabromodiphenyl ether 446254 43 9 NCSWBJSFVPJPPK UHFFFAOYSA NPBDE 77 C 12 H 6 Br 4 O displaystyle ce C12H6Br4O nbsp 3 3 4 4 tetrabromodiphenyl ether 93703 48 1 RYGLOWMCGZHYRQ UHFFFAOYSA NPBDE 78 C 12 H 6 Br 4 O displaystyle ce C12H6Br4O nbsp 3 3 4 5 tetrabromodiphenyl ether 446254 45 1 HWOBLTZZSVXBOJ UHFFFAOYSA NPBDE 79 C 12 H 6 Br 4 O displaystyle ce C12H6Br4O nbsp 3 3 4 5 tetrabromodiphenyl ether 446254 48 4 LELQGHJEUVRPEV UHFFFAOYSA NPBDE 80 C 12 H 6 Br 4 O displaystyle ce C12H6Br4O nbsp 3 3 5 5 tetrabromodiphenyl ether 103173 66 6 HFIOZJQRZKNPKJ UHFFFAOYSA NPBDE 81 C 12 H 6 Br 4 O displaystyle ce C12H6Br4O nbsp 3 4 4 5 tetrabromodiphenyl ether 446254 50 8 ULFOIXCXIWHJDS UHFFFAOYSA NPBDE 82 C 12 H 5 Br 5 O displaystyle ce C12H5Br5O nbsp 2 2 3 3 4 pentabromodiphenyl ether 327185 11 5 RQMSPGJESCCPQX UHFFFAOYSA NPBDE 83 C 12 H 5 Br 5 O displaystyle ce C12H5Br5O nbsp 2 2 3 3 5 pentabromodiphenyl ether 446254 51 9 XAHYSNUYJLNDBX UHFFFAOYSA NPBDE 84 C 12 H 5 Br 5 O displaystyle ce C12H5Br5O nbsp 2 2 3 3 6 pentabromodiphenyl ether 446254 52 0 PPIZNRAVQHNLJM UHFFFAOYSA NPBDE 85 C 12 H 5 Br 5 O displaystyle ce C12H5Br5O nbsp 2 2 3 4 4 pentabromodiphenyl ether 182346 21 0 DMLQSUZPTTUUDP UHFFFAOYSA NPBDE 86 C 12 H 5 Br 5 O displaystyle ce C12H5Br5O nbsp 2 2 3 4 5 pentabromodiphenyl ether 446254 53 1 YMVWYUWOUOQCQP UHFFFAOYSA NPBDE 87 C 12 H 5 Br 5 O displaystyle ce C12H5Br5O nbsp 2 2 3 4 5 pentabromodiphenyl ether 446254 54 2 WKYQUGCIKNOXFW UHFFFAOYSA NPBDE 88 C 12 H 5 Br 5 O displaystyle ce C12H5Br5O nbsp 2 2 3 4 6 pentabromodiphenyl ether 446254 55 3 OPZUHBCVIZNZFB UHFFFAOYSA NPBDE 89 C 12 H 5 Br 5 O displaystyle ce C12H5Br5O nbsp 2 2 3 4 6 pentabromodiphenyl ether 446254 56 4 XGFLJLJXVIMCNR UHFFFAOYSA NPBDE 90 C 12 H 5 Br 5 O displaystyle ce C12H5Br5O nbsp 2 2 3 4 5 pentabromodiphenyl ether 446254 57 5 BATFXMGTVIESIQ UHFFFAOYSA NPBDE 91 C 12 H 5 Br 5 O displaystyle ce C12H5Br5O nbsp 2 2 3 4 6 pentabromodiphenyl ether 446254 58 6 HWNJTZKDPNZUSO UHFFFAOYSA NPBDE 92 C 12 H 5 Br 5 O displaystyle ce C12H5Br5O nbsp 2 2 3 5 5 pentabromodiphenyl ether 446254 59 7 QWSQOVAGRDRZLM UHFFFAOYSA NPBDE 93 C 12 H 5 Br 5 O displaystyle ce C12H5Br5O nbsp 2 2 3 5 6 pentabromodiphenyl ether 446254 60 0 BRTPVPJQMWLDNO UHFFFAOYSA NPBDE 94 C 12 H 5 Br 5 O displaystyle ce C12H5Br5O nbsp 2 2 3 5 6 pentabromodiphenyl ether 446254 61 1 JOPASNJHCFYVHD UHFFFAOYSA NPBDE 95 C 12 H 5 Br 5 O displaystyle ce C12H5Br5O nbsp 2 2 3 5 6 pentabromodiphenyl ether 446254 62 2 BZDYRALIEYVMEP UHFFFAOYSA NPBDE 96 C 12 H 5 Br 5 O displaystyle ce C12H5Br5O nbsp 2 2 3 6 6 pentabromodiphenyl ether 446254 63 3 ZFCJNRDWGBZUED UHFFFAOYSA NPBDE 97 C 12 H 5 Br 5 O displaystyle ce C12H5Br5O nbsp 2 2 3 4 5 pentabromodiphenyl ether 446254 64 4 MAGYDGJRSCULJL UHFFFAOYSA NPBDE 98 C 12 H 5 Br 5 O displaystyle ce C12H5Br5O nbsp 2 2 3 4 6 pentabromodiphenyl ether 38463 82 0 OCLWEJVGAUFXQU UHFFFAOYSA NPBDE 99 C 12 H 5 Br 5 O displaystyle ce C12H5Br5O nbsp 2 2 4 4 5 pentabromodiphenyl ether 60348 60 9 WHPVYXDFIXRKLN UHFFFAOYSA NPBDE 100 C 12 H 5 Br 5 O displaystyle ce C12H5Br5O nbsp 2 2 4 4 6 pentabromodiphenyl ether 189084 64 8 NSKIRYMHNFTRLR UHFFFAOYSA NPBDE 101 C 12 H 5 Br 5 O displaystyle ce C12H5Br5O nbsp 2 2 4 5 5 pentabromodiphenyl ether 446254 65 5 QUZWDWNIWWAQDI UHFFFAOYSA NPBDE 102 C 12 H 5 Br 5 O displaystyle ce C12H5Br5O nbsp 2 2 4 5 6 pentabromodiphenyl ether 446254 66 6 JHFMCUVMAIQWRI UHFFFAOYSA NPBDE 103 C 12 H 5 Br 5 O displaystyle ce C12H5Br5O nbsp 2 2 4 5 6 pentabromodiphenyl ether 446254 67 7 RJEMKRNASVHYKR UHFFFAOYSA NPBDE 104 C 12 H 5 Br 5 O displaystyle ce C12H5Br5O nbsp 2 2 4 6 6 pentabromodiphenyl ether 446254 68 8 CRSCWEYUPUKHPI UHFFFAOYSA NPBDE 105 C 12 H 5 Br 5 O displaystyle ce C12H5Br5O nbsp 2 3 3 4 4 pentabromodiphenyl ether 373594 78 6 LBPWAGZGYNOKAM UHFFFAOYSA NPBDE 106 C 12 H 5 Br 5 O displaystyle ce C12H5Br5O nbsp 2 3 3 4 5 pentabromodiphenyl ether 446254 69 9 KLQKWMYXEWUAFP UHFFFAOYSA NPBDE 107 C 12 H 5 Br 5 O displaystyle ce C12H5Br5O nbsp 2 3 3 4 5 pentabromodiphenyl ether 446254 70 2 OMGVAMFMRSETEG UHFFFAOYSA NPBDE 108 C 12 H 5 Br 5 O displaystyle ce C12H5Br5O nbsp 2 3 3 4 5 pentabromodiphenyl ether 446254 71 3 VBKPKHVLHGOKOJ UHFFFAOYSA NPBDE 109 C 12 H 5 Br 5 O displaystyle ce C12H5Br5O nbsp 2 3 3 4 6 pentabromodiphenyl ether 446254 72 4 FXXXWTMLIQLDRP UHFFFAOYSA NPBDE 110 C 12 H 5 Br 5 O displaystyle ce C12H5Br5O nbsp 2 3 3 4 6 pentabromodiphenyl ether 446254 73 5 LESZGJVTZILBTK UHFFFAOYSA NPBDE 111 C 12 H 5 Br 5 O displaystyle ce C12H5Br5O nbsp 2 3 3 5 5 pentabromodiphenyl ether 446254 74 6 PCHDCOXHJBWEPW UHFFFAOYSA NPBDE 112 C 12 H 5 Br 5 O displaystyle ce C12H5Br5O nbsp 2 3 3 5 6 pentabromodiphenyl ether 446254 75 7 MFBMNSFADPTAKZ UHFFFAOYSA NPBDE 113 C 12 H 5 Br 5 O displaystyle ce C12H5Br5O nbsp 2 3 3 5 6 pentabromodiphenyl ether 446254 76 8 OGZHLJXRGZFVLI UHFFFAOYSA NPBDE 114 C 12 H 5 Br 5 O displaystyle ce C12H5Br5O nbsp 2 3 4 4 5 pentabromodiphenyl ether 446254 77 9 SFNAUTSNWPPDSY UHFFFAOYSA NPBDE 115 C 12 H 5 Br 5 O displaystyle ce C12H5Br5O nbsp 2 3 4 4 6 pentabromodiphenyl ether 446254 78 0 BKTLDVXDOVSTEV UHFFFAOYSA NPBDE 116 C 12 H 5 Br 5 O displaystyle ce C12H5Br5O nbsp 2 3 4 5 6 pentabromodiphenyl ether 189084 65 9 ACRQLFSHISNWRY UHFFFAOYSA NPBDE 117 C 12 H 5 Br 5 O displaystyle ce C12H5Br5O nbsp 2 3 4 5 6 pentabromodiphenyl ether 446254 79 1 SOJBOGWFDBDWEG UHFFFAOYSA NPBDE 118 C 12 H 5 Br 5 O displaystyle ce C12H5Br5O nbsp 2 3 4 4 5 pentabromodiphenyl ether 446254 80 4 VTMFEPLDDHZBGI UHFFFAOYSA NPBDE 119 C 12 H 5 Br 5 O displaystyle ce C12H5Br5O nbsp 2 3 4 4 6 pentabromodiphenyl ether 189084 66 0 KXEOYBYEJCRPGB UHFFFAOYSA NPBDE 120 C 12 H 5 Br 5 O displaystyle ce C12H5Br5O nbsp 2 3 4 5 5 pentabromodiphenyl ether 417727 71 0 AKSBEUHDCRZJAN UHFFFAOYSA NPBDE 121 C 12 H 5 Br 5 O displaystyle ce C12H5Br5O nbsp 2 3 4 5 6 pentabromodiphenyl ether 446254 81 5 GVGNVZBJVFDAAO UHFFFAOYSA NPBDE 122 C 12 H 5 Br 5 O displaystyle ce C12H5Br5O nbsp 2 3 3 4 5 pentabromodiphenyl ether 446254 82 6 CDNHGSPFIUITTN UHFFFAOYSA NPBDE 123 C 12 H 5 Br 5 O displaystyle ce C12H5Br5O nbsp 2 3 4 4 5 pentabromodiphenyl ether 446254 83 7 SBKMUEQNZNDYFW UHFFFAOYSA NPBDE 124 C 12 H 5 Br 5 O displaystyle ce C12H5Br5O nbsp 2 3 4 5 5 pentabromodiphenyl ether 446254 84 8 FGHJTAAHIFEHLT UHFFFAOYSA NPBDE 125 C 12 H 5 Br 5 O displaystyle ce C12H5Br5O nbsp 2 3 4 5 6 pentabromodiphenyl ether 446254 85 9 SESXKFPOVUVGLR UHFFFAOYSA NPBDE 126 C 12 H 5 Br 5 O displaystyle ce C12H5Br5O nbsp 3 3 4 4 5 pentabromodiphenyl ether 366791 32 4 SJNIIWPIAVQNRK UHFFFAOYSA NPBDE 127 C 12 H 5 Br 5 O displaystyle ce C12H5Br5O nbsp 3 3 4 5 5 pentabromodiphenyl ether 446254 86 0 RATMRXKBPDCKCZ UHFFFAOYSA NPBDE 128 C 12 H 4 Br 6 O displaystyle ce C12H4Br6O nbsp 2 2 3 3 4 4 hexabromodiphenyl ether 182677 28 7 WFLVELCLEGVBIH UHFFFAOYSA NPBDE 129 C 12 H 4 Br 6 O displaystyle ce C12H4Br6O nbsp 2 2 3 3 4 5 hexabromodiphenyl ether 446254 87 1 PRNCVYAUCSGSOE UHFFFAOYSA NPBDE 130 C 12 H 4 Br 6 O displaystyle ce C12H4Br6O nbsp 2 2 3 3 4 5 hexabromodiphenyl ether 446254 88 2 YURCHLXPAGSJHU UHFFFAOYSA NPBDE 131 C 12 H 4 Br 6 O displaystyle ce C12H4Br6O nbsp 2 2 3 3 4 6 hexabromodiphenyl ether 446254 89 3 MGKVPJFIGGBCBA UHFFFAOYSA NPBDE 132 C 12 H 4 Br 6 O displaystyle ce C12H4Br6O nbsp 2 2 3 3 4 6 hexabromodiphenyl ether 446254 90 6 FFEKBOKDYRZGRV UHFFFAOYSA NPBDE 133 C 12 H 4 Br 6 O displaystyle ce C12H4Br6O nbsp 2 2 3 3 5 5 hexabromodiphenyl ether 446254 91 7 XTBFPFHQPGZZJX UHFFFAOYSA NPBDE 134 C 12 H 4 Br 6 O displaystyle ce C12H4Br6O nbsp 2 2 3 3 5 6 hexabromodiphenyl ether 446254 92 8 MIBDGPWSGDWIQR UHFFFAOYSA NPBDE 135 C 12 H 4 Br 6 O displaystyle ce C12H4Br6O nbsp 2 2 3 3 5 6 hexabromodiphenyl ether 446254 93 9 AMGHASDTWACNCS UHFFFAOYSA NPBDE 136 C 12 H 4 Br 6 O displaystyle ce C12H4Br6O nbsp 2 2 3 3 6 6 hexabromodiphenyl ether 446254 94 0 NTWGDSLWLUPCDW UHFFFAOYSA NPBDE 137 C 12 H 4 Br 6 O displaystyle ce C12H4Br6O nbsp 2 2 3 4 4 5 hexabromodiphenyl ether 446254 95 1 HSTYYNPYXZYIAG UHFFFAOYSA NPBDE 138 C 12 H 4 Br 6 O displaystyle ce C12H4Br6O nbsp 2 2 3 4 4 5 hexabromodiphenyl ether 182677 30 1 IZFQCEZFGCMHOM UHFFFAOYSA NPBDE 139 C 12 H 4 Br 6 O displaystyle ce C12H4Br6O nbsp 2 2 3 4 4 6 hexabromodiphenyl ether 446254 96 2 YESDYWNWEVPOLZ UHFFFAOYSA NPBDE 140 C 12 H 4 Br 6 O displaystyle ce C12H4Br6O nbsp 2 2 3 4 4 6 hexabromodiphenyl ether 243982 83 4 FLRODCDHJZNIGA UHFFFAOYSA NPBDE 141 C 12 H 4 Br 6 O displaystyle ce C12H4Br6O nbsp 2 2 3 4 5 5 hexabromodiphenyl ether 446254 97 3 XTXIYMGRRUJOIT UHFFFAOYSA NPBDE 142 C 12 H 4 Br 6 O displaystyle ce C12H4Br6O nbsp 2 2 3 4 5 6 hexabromodiphenyl ether 446254 98 4 LJDGJCNHVGGOFW UHFFFAOYSA NPBDE 143 C 12 H 4 Br 6 O displaystyle ce C12H4Br6O nbsp 2 2 3 4 5 6 hexabromodiphenyl ether 446254 99 5 RQLZDUSZXOOBTM UHFFFAOYSA NPBDE 144 C 12 H 4 Br 6 O displaystyle ce C12H4Br6O nbsp 2 2 3 4 5 6 hexabromodiphenyl ether 446255 00 1 ZMSJCQOCTPYCQP UHFFFAOYSA NPBDE 145 C 12 H 4 Br 6 O displaystyle ce C12H4Br6O nbsp 2 2 3 4 6 6 hexabromodiphenyl ether 446255 01 2 BTKLHMBWCRVCLC UHFFFAOYSA NPBDE 146 C 12 H 4 Br 6 O displaystyle ce C12H4Br6O nbsp 2 2 3 4 5 5 hexabromodiphenyl ether 446255 02 3 HGXPYDNHBUCRTR UHFFFAOYSA NPBDE 147 C 12 H 4 Br 6 O displaystyle ce C12H4Br6O nbsp 2 2 3 4 5 6 hexabromodiphenyl ether 116995 33 6 OWBKWMDBTWHGHS UHFFFAOYSA NPBDE 148 C 12 H 4 Br 6 O displaystyle ce C12H4Br6O nbsp 2 2 3 4 5 6 hexabromodiphenyl ether 446255 03 4 OJMHGSMSQZEBFH UHFFFAOYSA NPBDE 149 C 12 H 4 Br 6 O displaystyle ce C12H4Br6O nbsp 2 2 3 4 5 6 hexabromodiphenyl ether 446255 04 5 UJOUSZKYGGTPFQ UHFFFAOYSA NPBDE 150 C 12 H 4 Br 6 O displaystyle ce C12H4Br6O nbsp 2 2 3 4 6 6 hexabromodiphenyl ether 446255 05 6 SQNOZOVDXXSLSG UHFFFAOYSA NPBDE 151 C 12 H 4 Br 6 O displaystyle ce C12H4Br6O nbsp 2 2 3 5 5 6 hexabromodiphenyl ether 446255 06 7 NGOQQUYCSISZMY UHFFFAOYSA NPBDE 152 C 12 H 4 Br 6 O displaystyle ce C12H4Br6O nbsp 2 2 3 5 6 6 hexabromodiphenyl ether 446255 07 8 BYBJJARTBKUIJD UHFFFAOYSA NPBDE 153 C 12 H 4 Br 6 O displaystyle ce C12H4Br6O nbsp 2 2 4 4 5 5 hexabromodiphenyl ether 68631 49 2 RZXIRSKYBISPGF UHFFFAOYSA NPBDE 154 C 12 H 4 Br 6 O displaystyle ce C12H4Br6O nbsp 2 2 4 4 5 6 hexabromodiphenyl ether 207122 15 4 VHNPZYZQKWIWOD UHFFFAOYSA NPBDE 155 C 12 H 4 Br 6 O displaystyle ce C12H4Br6O nbsp 2 2 4 4 6 6 hexabromodiphenyl ether 35854 94 5 HRSCBOSGEKXXSI UHFFFAOYSA NPBDE 156 C 12 H 4 Br 6 O displaystyle ce C12H4Br6O nbsp 2 3 3 4 4 5 hexabromodiphenyl ether 405237 85 6 JSDPCMJWYRDQEV UHFFFAOYSA NPBDE 157 C 12 H 4 Br 6 O displaystyle ce C12H4Br6O nbsp 2 3 3 4 4 5 hexabromodiphenyl ether 446255 08 9 JUOAMVUIJQJZSZ UHFFFAOYSA NPBDE 158 C 12 H 4 Br 6 O displaystyle ce C12H4Br6O nbsp 2 3 3 4 4 6 hexabromodiphenyl ether 446255 09 0 KRYHHTVQOOJNHQ UHFFFAOYSA NPBDE 159 C 12 H 4 Br 6 O displaystyle ce C12H4Br6O nbsp 2 3 3 4 5 5 hexabromodiphenyl ether 446255 10 3 IDYFFNCFLRCOPZ UHFFFAOYSA NPBDE 160 C 12 H 4 Br 6 O displaystyle ce C12H4Br6O nbsp 2 3 3 4 5 6 hexabromodiphenyl ether 446255 11 4 OCVOYHGOXIIONK UHFFFAOYSA NPBDE 161 C 12 H 4 Br 6 O displaystyle ce C12H4Br6O nbsp 2 3 3 4 5 6 hexabromodiphenyl ether 446255 12 5 WEYWRBBPPKSRGU UHFFFAOYSA NPBDE 162 C 12 H 4 Br 6 O displaystyle ce C12H4Br6O nbsp 2 3 3 4 5 5 hexabromodiphenyl ether 446255 13 6 UKPNCLHMNJCGCJ UHFFFAOYSA NPBDE 163 C 12 H 4 Br 6 O displaystyle ce C12H4Br6O nbsp 2 3 3 4 5 6 hexabromodiphenyl ether 446255 14 7 NUEAHMLXQFHEJN UHFFFAOYSA NPBDE 164 C 12 H 4 Br 6 O displaystyle ce C12H4Br6O nbsp 2 3 3 4 5 6 hexabromodiphenyl ether 446255 15 8 UJVYVXIHTJOJBZ UHFFFAOYSA NPBDE 165 C 12 H 4 Br 6 O displaystyle ce C12H4Br6O nbsp 2 3 3 5 5 6 hexabromodiphenyl ether 446255 16 9 KXERERDGMTWBGZ UHFFFAOYSA NPBDE 166 C 12 H 4 Br 6 O displaystyle ce C12H4Br6O nbsp 2 3 4 4 5 6 hexabromodiphenyl ether 189084 58 0 KVYODBMKQYVNEK UHFFFAOYSA NPBDE 167 C 12 H 4 Br 6 O displaystyle ce C12H4Br6O nbsp 2 3 4 4 5 5 hexabromodiphenyl ether 446255 17 0 NMUPLZRHSXJCJQ UHFFFAOYSA NPBDE 168 C 12 H 4 Br 6 O displaystyle ce C12H4Br6O nbsp 2 3 4 4 5 6 hexabromodiphenyl ether 53551 87 4 HWZAPXGFMVEGPW UHFFFAOYSA NPBDE 169 C 12 H 4 Br 6 O displaystyle ce C12H4Br6O nbsp 3 3 4 4 5 5 hexabromodiphenyl ether 446255 18 1 JKFBMDHBJYKFKL UHFFFAOYSA NPBDE 170 C 12 H 3 Br 7 O displaystyle ce C12H3Br7O nbsp 2 2 3 3 4 4 5 heptabromodiphenyl ether 327185 13 7 DLPNCMQTNWLTHD UHFFFAOYSA NPBDE 171 C 12 H 3 Br 7 O displaystyle ce C12H3Br7O nbsp 2 2 3 3 4 4 6 heptabromodiphenyl ether 446255 19 2 FRMMMROUUPQUMZ UHFFFAOYSA NPBDE 172 C 12 H 3 Br 7 O displaystyle ce C12H3Br7O nbsp 2 2 3 3 4 5 5 heptabromodiphenyl ether 407606 59 1 DSRRSKFMOJQETR UHFFFAOYSA NPBDE 173 C 12 H 3 Br 7 O displaystyle ce C12H3Br7O nbsp 2 2 3 3 4 5 6 heptabromodiphenyl ether 446255 20 5 NLBLNZDNOSSGPW UHFFFAOYSA NPBDE 174 C 12 H 3 Br 7 O displaystyle ce C12H3Br7O nbsp 2 2 3 3 4 5 6 heptabromodiphenyl ether 446255 21 6 VUUWOHUOYUGBEO UHFFFAOYSA NPBDE 175 C 12 H 3 Br 7 O displaystyle ce C12H3Br7O nbsp 2 2 3 3 4 5 6 heptabromodiphenyl ether 6255 22 7 YATZWTXATDYQCK UHFFFAOYSA NPBDE 176 C 12 H 3 Br 7 O displaystyle ce C12H3Br7O nbsp 2 2 3 3 4 6 6 heptabromodiphenyl ether 407606 61 5 SWUALKCOTZOSMY UHFFFAOYSA NPBDE 177 C 12 H 3 Br 7 O displaystyle ce C12H3Br7O nbsp 2 2 3 3 4 5 6 heptabromodiphenyl ether 446255 23 8 ZHUHLPXIJIBQBJ UHFFFAOYSA NPBDE 178 C 12 H 3 Br 7 O displaystyle ce C12H3Br7O nbsp 2 2 3 3 5 5 6 heptabromodiphenyl ether 446255 24 9 UWUVZUPEEORCRG UHFFFAOYSA NPBDE 179 C 12 H 3 Br 7 O displaystyle ce C12H3Br7O nbsp 2 2 3 3 5 6 6 heptabromodiphenyl ether 446255 25 0 COVXWWKOLMNRQE UHFFFAOYSA NPBDE 180 C 12 H 3 Br 7 O displaystyle ce C12H3Br7O nbsp 2 2 3 4 4 5 5 heptabromodiphenyl ether 446255 26 1 STMBXVOJNOJRPZ UHFFFAOYSA NPBDE 181 C 12 H 3 Br 7 O displaystyle ce C12H3Br7O nbsp 2 2 3 4 4 5 6 heptabromodiphenyl ether 189084 67 1 GVNRIAPLVGNZPL UHFFFAOYSA NPBDE 182 C 12 H 3 Br 7 O displaystyle ce C12H3Br7O nbsp 2 2 3 4 4 5 6 heptabromodiphenyl ether 442690 45 1 ZYHDTADADSNMLV UHFFFAOYSA NPBDE 183 C 12 H 3 Br 7 O displaystyle ce C12H3Br7O nbsp 2 2 3 4 4 5 6 heptabromodiphenyl ether 207122 16 5 ILPSCQCLBHQUEM UHFFFAOYSA NPBDE 184 C 12 H 3 Br 7 O displaystyle ce C12H3Br7O nbsp 2 2 3 4 4 6 6 heptabromodiphenyl ether 117948 63 7 JHDCZVAQPRXHEL UHFFFAOYSA NPBDE 185 C 12 H 3 Br 7 O displaystyle ce C12H3Br7O nbsp 2 2 3 4 5 5 6 heptabromodiphenyl ether 405237 86 7 YRNMIFAQDSUFTR UHFFFAOYSA NPBDE 186 C 12 H 3 Br 7 O displaystyle ce C12H3Br7O nbsp 2 2 3 4 5 6 6 heptabromodiphenyl ether 446255 27 2 WUFQDCMRKKDNSF UHFFFAOYSA NPBDE 187 C 12 H 3 Br 7 O displaystyle ce C12H3Br7O nbsp 2 2 3 4 5 5 6 heptabromodiphenyl ether 446255 28 3 RFZPXOBFDARWHV UHFFFAOYSA NPBDE 188 C 12 H 3 Br 7 O displaystyle ce C12H3Br7O nbsp 2 2 3 4 5 6 6 heptabromodiphenyl ether 116995 32 5 YGYDHFDPVGAMTL UHFFFAOYSA NPBDE 189 C 12 H 3 Br 7 O displaystyle ce C12H3Br7O nbsp 2 3 3 4 4 5 5 heptabromodiphenyl ether 259087 35 9 CQVLRTUESBMMJW UHFFFAOYSA NPBDE 190 C 12 H 3 Br 7 O displaystyle ce C12H3Br7O nbsp 2 3 3 4 4 5 6 heptabromodiphenyl ether 189084 68 2 OUEYHQIMJGHOQN UHFFFAOYSA NPBDE 191 C 12 H 3 Br 7 O displaystyle ce C12H3Br7O nbsp 2 3 3 4 4 5 6 heptabromodiphenyl ether 446255 30 7 BNBFKFHSIPERIM UHFFFAOYSA NPBDE 192 C 12 H 3 Br 7 O displaystyle ce C12H3Br7O nbsp 2 3 3 4 5 5 6 heptabromodiphenyl ether 407578 53 4 ABLZOLAUBUSUHT UHFFFAOYSA NPBDE 193 C 12 H 3 Br 7 O displaystyle ce C12H3Br7O nbsp 2 3 3 4 5 5 6 heptabromodiphenyl ether 446255 34 1 AUFJSWANTKXCFZ UHFFFAOYSA NPBDE 194 C 12 H 2 Br 8 O displaystyle ce C12H2Br8O nbsp 2 2 3 3 4 4 5 5 octabromodiphenyl ether 32536 52 0 ORYGKUIDIMIRNN UHFFFAOYSA NPBDE 195 C 12 H 2 Br 8 O displaystyle ce C12H2Br8O nbsp 2 2 3 3 4 4 5 6 octabromodiphenyl ether 446255 38 5 GPQLSLKPHQEEOP UHFFFAOYSA NPBDE 196 C 12 H 2 Br 8 O displaystyle ce C12H2Br8O nbsp 2 2 3 3 4 4 5 6 octabromodiphenyl ether 446255 39 6 IEWFKOVTVJNWFF UHFFFAOYSA NPBDE 197 C 12 H 2 Br 8 O displaystyle ce C12H2Br8O nbsp 2 2 3 3 4 4 6 6 octabromodiphenyl ether 117964 21 3 AAFUUKPTSPVXJH UHFFFAOYSA NPBDE 198 C 12 H 2 Br 8 O displaystyle ce C12H2Br8O nbsp 2 2 3 3 4 5 5 6 octabromodiphenyl ether 446255 42 1 IBKRHVDFFHQOSC UHFFFAOYSA NPBDE 199 C 12 H 2 Br 8 O displaystyle ce C12H2Br8O nbsp 2 2 3 3 4 5 5 6 octabromodiphenyl ether 446255 43 2 JNSLJYRXDGBNBE UHFFFAOYSA NPBDE 200 C 12 H 2 Br 8 O displaystyle ce C12H2Br8O nbsp 2 2 3 3 4 5 6 6 octabromodiphenyl ether 446255 46 5 JWMXGEPFVCRXQR UHFFFAOYSA NPBDE 201 C 12 H 2 Br 8 O displaystyle ce C12H2Br8O nbsp 2 2 3 3 4 5 6 6 octabromodiphenyl ether 446255 50 1 HQWFMMKREWXIGN UHFFFAOYSA NPBDE 202 C 12 H 2 Br 8 O displaystyle ce C12H2Br8O nbsp 2 2 3 3 5 5 6 6 octabromodiphenyl ether 67797 09 5 AHNZLQAZTWRRDW UHFFFAOYSA NPBDE 203 C 12 H 2 Br 8 O displaystyle ce C12H2Br8O nbsp 2 2 3 4 4 5 5 6 octabromodiphenyl ether 337513 72 1 RTUZOQFRIPIWPS UHFFFAOYSA NPBDE 204 C 12 H 2 Br 8 O displaystyle ce C12H2Br8O nbsp 2 2 3 4 4 5 6 6 octabromodiphenyl ether 446255 54 5 YZABCBOJTHQTSX UHFFFAOYSA NPBDE 205 C 12 H 2 Br 8 O displaystyle ce C12H2Br8O nbsp 2 3 3 4 4 5 5 6 octabromodiphenyl ether 446255 56 7 CVMKCYDBEYHNBM UHFFFAOYSA NPBDE 206 C 12 HBr 9 O displaystyle ce C12HBr9O nbsp 2 2 3 3 4 4 5 5 6 nonabromodiphenyl ether 63387 28 0 CYRHBNRLQMLULE UHFFFAOYSA NPBDE 207 C 12 HBr 9 O displaystyle ce C12HBr9O nbsp 2 2 3 3 4 4 5 6 6 nonabromodiphenyl ether 437701 79 6 IEEVDIAVLGLVOW UHFFFAOYSA NPBDE 208 C 12 HBr 9 O displaystyle ce C12HBr9O nbsp 2 2 3 3 4 5 5 6 6 nonabromodiphenyl ether 437701 78 5 ASGZXYIDLFWXID UHFFFAOYSA NPBDE 209 C 12 Br 10 O displaystyle ce C12Br10O nbsp decabromodiphenyl ether 1163 19 5 WHHGLZMJPXIBIX UHFFFAOYSA NHealth and environmental concerns EditSince the 1990s environmental concerns were raised because of the high hydrophobicity of PBDEs and their high resistance to degradation processes People are exposed to low levels of PBDEs through ingestion of food and by inhalation PBDEs bioaccumulate in blood breast milk and fat tissues Personnel associated with the manufacture of PBDE containing products are exposed to highest levels of PBDEs Bioaccumulation is of particular concern in such instances especially for personnel in recycling and repair plants working on PBDE containing products People are also exposed to these chemicals in their domestic environment because of their prevalence in common household items Studies in Canada have found significant concentrations of PBDEs in common foods such as salmon ground beef butter and cheese 5 PBDEs have also been found at high levels in indoor dust sewage sludge and effluents from wastewater treatment plants Increasing PBDE levels have been detected in the blood of marine mammals such as harbor seals There is also growing concern that PBDEs share the environmental long life and bioaccumulation properties of polychlorinated dibenzodioxins 6 It is not known if PBDEs can cause cancer in people although liver tumors developed in rats and mice that ate extremely large amounts of decaBDE throughout their lifetime Lower brominated PBDEs have not yet been tested for cancer in animals The International Agency for Research on Cancer IARC has classified PBDE as a Group 3 carcinogen not classifiable as to its carcinogenicity to humans based on inadequate evidence of carcinogenicity in humans and inadequate or limited evidence in experimental animals The EPA assigns the cancer category Group D not classifiable as to human carcinogenicity to mono di tri tetra penta hexa octa and nonaBDEs and reports inadequate information to classify the specific congeners 2 2 4 4 tetraBDE 2 2 4 4 5 pentaBDE and 2 2 4 4 5 5 hexaBDE However EPA assigns a classification of suggestive evidence of carcinogenic potential for decaBDE The Department of Health and Human Services has not classified PBDEs as carcinogens The American Conference of Governmental Industrial Hygienists ACGIH has no data regarding cancer classifications for PBDEs 7 Case studies Edit PBDEs have been shown to have hormone disrupting effects in particular on estrogen and thyroid hormones 8 A 2009 animal study conducted by the US Environmental Protection Agency EPA demonstrates that deiodination active transport sulfation and glucuronidation may be involved in disruption of thyroid homeostasis after perinatal exposure to PBDEs during critical developmental time points in utero and shortly after birth 9 The adverse effects on hepatic mechanism of thyroid hormone disruption during development have been shown to persist into adulthood citation needed The EPA noted that PBDEs are particularly toxic to the developing brains of animals 9 Peer reviewed studies have shown that even a single dose administered to mice during development of the brain can cause permanent changes in behavior including hyperactivity 10 Swedish scientists first reported substances related to pentaBDE were accumulating in human breast milk 11 Studies by the Swedish Society for Nature Conservation found for the first time very high levels of more highly brominated PBDEs BDE 209 in eggs of peregrine falcons 12 Two forms of PBDEs penta and octaBDE are no longer manufactured in the United States because of health and safety concerns Based on a comprehensive risk assessment under the Existing Substances Regulation 793 93 EEC the European Union has completely banned the use of penta and octaBDE since 2004 13 However both chemicals are still found in furniture and foam items made before the phase out was completed The most common PBDEs used in electronics are decaBDE DecaBDE is banned in Europe for this use and in some U S states For PBDE EPA has set reference dose of 7 micrograms per kilogram of body weight which is believed to be without appreciable effects However Linda Birnbaum PhD a senior toxicologist formerly with the EPA now at NIEHS notes concern What I see is another piece of evidence that supports the fact that levels of these chemicals in children appear to be higher than the levels in their parents I think this study raises a red flag 14 A previous study by the Environmental Working Group in 2003 published test results showing that the average level of fire retardants in breast milk from 20 American mothers was 75 times higher than the average levels measured in Europe 15 Increasing levels of PBDEs in the environment may be responsible for the increasing incidence of feline hyperthyroidism 16 A study in 2007 found PBDE levels in cats 20 to 100 fold greater than median levels in U S adults although it was not adequately powered to establish an association between hyperthyroid cats and serum PBDE levels 17 Subsequent studies have indeed found such an association 18 19 20 An experiment conducted at Woods Hole Oceanographic Institution in 2005 showed that the isotopic signature of methoxy PBDEs found in whale blubber contained carbon 14 the naturally occurring radioactive isotope of carbon Methoxy PBDEs are produced by some marine species 21 If the methoxy PBDEs in the whale had come from artificial human made sources they would have contained only stable isotopes of carbon because virtually all PBDEs that are produced artificially use petroleum as the source of carbon all carbon 14 would have long since completely decayed from that source 22 The isotopic signatures of the PBDEs themselves were not evaluated The carbon 14 may instead be in methoxy groups enzymatically added to man made PBDEs A 2010 study found that children with higher concentrations of PBDE congeners 47 99 and 100 in their umbilical cord blood at birth scored lower on tests of mental and physical development between the ages of one and six Developmental effects were particularly evident at four years of age when verbal and full IQ scores were reduced 5 5 to 8 0 points for those with the highest prenatal exposures after correcting for sex ethnicity tobacco smoke exposure and mother s IQ 23 Sediment contamination Edit Increasing environmental concentrations and changing distributions of PBDEs in sediments of the Clyde River Estuary in Scotland UK have been assessed 24 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 24 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 25 26 Regulations of PBDEs EditIn August 2003 the State of California outlawed the sale of penta and octaBDE and products containing them effective January 1 2008 27 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 28 29 In June 2008 the U S EPA set a safe daily exposure level ranging from 0 1 to 7 ug per kg body weight per day for the four most common PBDE congeners 30 29 31 28 In April 2007 the legislature of the state of Washington passed a bill banning the use of PBDEs 32 The State of Maine Department of Environmental Protection found that all PBDEs should be banned 33 In May 2007 the legislature of the state of Maine passed a bill phasing out the use of decaPBDE 34 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 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 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 35 In 2017 it was decided to also list decaBDE 36 37 References Edit Stapleton HM Klosterhaus S Keller A Ferguson PL van Bergen S Cooper E Webster TF Blum A 2011 Identification of flame retardants in polyurethane foam collected from baby products Environ Sci Technol 45 12 5323 31 Bibcode 2011EnST 45 5323S doi 10 1021 es2007462 PMC 3113369 PMID 21591615 Harley K Marks A Chevrier J Bradman A Sjodin A Eskenazi B 2010 PBDE Concentrations in Women s Serum and Fecundability Environmental Health Perspectives 118 5 699 704 doi 10 1289 ehp 0901450 PMC 2866688 PMID 20103495 Frank Rahman et al 2001 Polybrominated diphenyl ether PBDE flame retardants Science of the Total Environment 275 1 3 1 17 Bibcode 2001ScTEn 275 1R doi 10 1016 s0048 9697 01 00852 x PMID 11482396 Kellyn S Betts 2001 12 07 Rapidly rising PBDE levels in North America Environmental Science amp Technology Archived from the original on 2002 11 07 Globe and Mail article Archived 2008 11 19 at the Wayback Machine Common foods laced with chemical The PBDEs An Emerging Environmental Challenge and Another Reason for Breast Milk Monitoring Programs Archived from the original on 2011 06 14 Breysse Patrick N March 2017 TOXICOLOGICAL PROFILE FOR POLYBROMINATED DIPHENYL ETHERS PBDEs PDF Agency for Toxic Substances and Disease Registry Costa L G Giordano G 2011 Is decabromodiphenyl ether BDE 209 a developmental neurotoxicant NeuroToxicology 32 1 9 24 doi 10 1016 j neuro 2010 12 010 PMC 3046405 PMID 21182867 a b Szabo DT Richardson VM Ross DG Diliberto JJ Kodavanti PR Birnbaum LS 2009 Effects of perinatal PBDE exposure on hepatic phase I phase II phase III and deiodinase 1 gene expression involved in thyroid hormone metabolism in male rat pups Toxicol Sci 107 1 27 39 doi 10 1093 toxsci kfn230 PMC 2638650 PMID 18978342 Kuriyama Sergio N Talsness Chris E Grote Konstanze Chahoud Ibrahim 2005 Developmental exposure to low dose PBDE 99 effects on male fertility and neurobehavior in rat offspring Environmental Health Perspectives 113 2 149 154 doi 10 1289 ehp 7421 PMC 1277857 PMID 15687051 Lind Y Darnerud PO Atuma S et al October 2003 Polybrominated diphenyl ethers in breast milk from Uppsala County Sweden Environ Res 93 2 186 94 Bibcode 2003ER 93 186L doi 10 1016 S0013 9351 03 00049 5 PMID 12963403 Lindberg P Sellstrom U Haggberg L de Wit CA January 2004 Higher brominated diphenyl ethers and hexabromocyclododecane found in eggs of peregrine falcons Falco peregrinus breeding in Sweden Environ Sci Technol 38 1 93 6 Bibcode 2004EnST 38 93L doi 10 1021 es034614q PMID 14740722 S2CID 13671737 DIRECTIVE 2003 11 EC OF THE EUROPEAN PARLIAMENT AND OF THE COUNCIL PDF WebMD article Fire Retardants Found in Children s Blood Food Consumer article Archived 2008 09 07 at the Wayback Machine Toxic Compounds in Toddlers amp Preschoolers 3x Higher Than in Moms Anthes Emily 2017 05 16 The Mystery of the Wasting House Cats The New York Times ISSN 0362 4331 Retrieved 2017 05 24 Dye J A Venier Marta Zhu Lingyan Ward Cynthia R Hites Ronald A Birnbaum Linda S 2007 Elevated PBDE Levels in Pet Cats Sentinels for Humans Environmental Science amp Technology 41 18 6350 6356 Bibcode 2007EnST 41 6350D doi 10 1021 es0708159 PMID 17948778 S2CID 24426988 Norrgran Jessica Jones Bernt Bignert Anders Athanassiadis Ioannis Bergman Ake 2015 04 21 Higher PBDE Serum Concentrations May Be Associated with Feline Hyperthyroidism in Swedish Cats Environmental Science amp Technology 49 8 5107 5114 Bibcode 2015EnST 49 5107N doi 10 1021 acs est 5b00234 ISSN 0013 936X PMID 25807268 Guo Weihong Gardner Stephen Yen Simon Petreas Myrto Park June Soo 2016 02 02 Temporal Changes of PBDE Levels in California House Cats and a Link to Cat Hyperthyroidism Environmental Science amp Technology 50 3 1510 1518 Bibcode 2016EnST 50 1510G doi 10 1021 acs est 5b04252 ISSN 0013 936X PMID 26699103 Walter Kyla M Lin Yan ping Kass Philip H Puschner Birgit 2017 Association of Polybrominated Diphenyl Ethers PBDEs and Polychlorinated Biphenyls PCBs with Hyperthyroidism in Domestic Felines Sentinels for Thyroid Hormone Disruption BMC Veterinary Research 13 1 120 doi 10 1186 s12917 017 1031 6 ISSN 1746 6148 PMC 5415813 PMID 28468659 A Malmvarn Y Zebuhr L Kautsky A Bergman L Asplund 2008 Hydroxylated and methoxylated polybrominated diphenyl ethers and Polybrominated dibenzo p dioxins in red alga and cyanobacteria living in the Baltic Sea Chemosphere 72 6 910 916 Bibcode 2008Chmsp 72 910M doi 10 1016 j chemosphere 2008 03 036 PMID 18457860 Emma L Teuten Li Xu Christopher M Reddy 2005 Two Abundant Bioaccumulated Halogenated Compounds Are Natural Products Science 307 5711 917 920 Bibcode 2005Sci 307 917T doi 10 1126 science 1106882 PMID 15705850 S2CID 9377016 Herbstman J B Sjodin A Kurzon M Lederman S A Jones R S Rauh V Needham L L Tang D Niedzwiecki M Wang R Y Perera F 2010 Prenatal Exposure to PBDEs and Neurodevelopment Environmental Health Perspectives 118 5 712 719 doi 10 1289 ehp 0901340 PMC 2866690 PMID 20056561 a b Vane Christopher H Ma Yun Juan Chen She Jun Mai Bi Xian 2009 Increasing polybrominated diphenyl ether PBDE contamination in sediment cores from the inner Clyde Estuary UK PDF Environmental Geochemistry and Health 32 1 13 21 doi 10 1007 s10653 009 9261 6 ISSN 0269 4042 PMID 19347590 S2CID 102768 Hutzinger O Thoma H et al 1987 Polybrominated dibenzodioxins and dibenzofurans Chemosphere 16 8 9 1877 1880 Bibcode 1987Chmsp 16 1877H doi 10 1016 0045 6535 87 90181 0 Watanabe I Kashimoto Takashi Tatsukawa Ryo et al 1987 Polybrominated diphenyl ethers in marine fish shellfish and river sediments in Japan Chemosphere 16 10 12 2389 2396 Bibcode 1987Chmsp 16 2389W doi 10 1016 0045 6535 87 90297 9 BILL NUMBER AB 302 An act to add Chapter 10 commencing with Section 108920 to Part 3 of Division 104 of the Health and Safety Code relating to toxic substances www leginfo ca gov a b US Environmental Protection Agency Toxicological Profile for Decabromodiphenyl ether BDE 209 Integrated Risk Information System June 2008 a b US Environmental Protection Agency Toxicological Profile for 2 2 4 4 5 Pentabromodiphenyl ether BDE 99 Integrated Risk Information System June 2008 US Environmental Protection Agency Toxicological Profile for 2 2 4 4 Tetrabromodiphenyl ether BDE 47 Integrated Risk Information System June 2008 US Environmental Protection Agency Toxicological Profile for 2 2 4 4 5 5 Hexabromodiphenyl ether BDE 153 Integrated Risk Information System June 2008 Chemical ban puts industry on the defensive State of Washington bans use of PBDEs 1 permanent dead link DEP urges legislative ban on fire retardant Maine Legislature votes to ban toxic Deca flame retardant Archived 2013 01 13 at archive today State of Maine bans use of DecaBDE House Stockholm Convention Clearing Information on the 16 chemicals added to the Stockholm Convention Reference C N 766 2017 TREATIES XXVII 15 Depositary Notification Sharkey Martin Harrad Stuart Abou Elwafa Abdallah Mohamed Drage Daniel S Berresheim Harald 2020 Phasing out of legacy brominated flame retardants The UNEP Stockholm Convention and other legislative action worldwide Environment International 144 106041 doi 10 1016 j envint 2020 106041 PMID 32822924 External links EditU S EPA An Exposure Assessment of Polybrominated Diphenyl Ethers U S Environmental Protection Agency Washington DC EPA 600 R 08 086F 2010 Sandy Martha Polybrominated Diphenyl Ethers Recommendations to Reduce Exposure in California Office of Environmental Health Hazard Assessment 25 Apr 2008 Polybrominated diphenylethers PBDEs Pollution Prevention and Toxics OPPT Prevention Pesticides and Toxics OPPTS U S Environmental Protection Agency 25 Apr 2008 Retrieved from https en wikipedia org w index php title Polybrominated diphenyl ethers amp oldid 1143957645, wikipedia, wiki, book, books, library,

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