Polybromierte Dibenzodioxine und Dibenzofurane

mini|Allgemeine Struktur von polybromierten Dibenzo-p-dioxinen mini|Allgemeine Struktur von polybromierten Dibenzofuranen Polybromierte Dibenzodioxine und Dibenzofurane (abgekürzt PBDD/PBDF) sind eine Gruppe von Chemikalien, die den polychlorierten Dibenzodioxinen und -furanen sowohl in ihren chemischen Strukturen als auch in ihrer Wirkung entsprechen. Sie entstehen durch die Verbrennung verbleiten Benzins oder durch die thermische Zersetzung von Kunststoffen, die bromierte Flammschutzmittel enthalten.

Kongenere PBDDs besitzen ein Dibenzodioxin-Grundgerüst, an dem ein oder mehrere Wasserstoff- durch Bromatome ersetzt werden. Die allgemeine Summenformel von PBDFs lautet somit C12H(8−x)BrxO2 (x = 1, 2, ..., 8) und die Gruppe besteht aus 75 verschiedenen Kongeneren. +Tabelle mit allen 75 PBDD-KongenerenNummerSummenformelNameCAS NummerInChIKeySMILESPBDD-1C12H7BrO21-Bromdibenzo-p-dioxinHEAUGIUDKRRLPJ-UHFFFAOYSA-NBrC1=CC=CC2=C1OC1=CC=CC=C1O2PBDD-2C12H7BrO22-Bromdibenzo-p-dioxinGSUCEGNAROQSGU-UHFFFAOYSA-NBrC1=CC2=C(OC3=CC=CC=C3O2)C=C1PBDD-12C12H6Br2O21,2-Dibromdibenzo-p-dioxinMKXZILBIAQNODC-UHFFFAOYSA-NBrC1=C(Br)C2=C(OC3=CC=CC=C3O2)C=C1PBDD-13C12H6Br2O21,3-Dibromdibenzo-p-dioxinCEMPIZJFPAOXRG-UHFFFAOYSA-NBrC1=CC2=C(OC3=CC=CC=C3O2)C(Br)=C1PBDD-14C12H6Br2O21,4-Dibromdibenzo-p-dioxinQQAGNUPFYUKNFT-UHFFFAOYSA-NBrC1=C2OC3=CC=CC=C3OC2=C(Br)C=C1PBDD-16C12H6Br2O21,6-Dibromdibenzo-p-dioxinYGASKWLMBOFPBM-UHFFFAOYSA-NBrC1=C2OC3=CC=CC(Br)=C3OC2=CC=C1PBDD-17C12H6Br2O21,7-Dibromdibenzo-p-dioxinJBAGOCOYBUKMHH-UHFFFAOYSA-NBrC1=CC2=C(OC3=C(O2)C=CC=C3Br)C=C1PBDD-18C12H6Br2O21,8-Dibromdibenzo-p-dioxinZKCDEBHZNFDFEO-UHFFFAOYSA-NBrC1=CC2=C(OC3=C(O2)C(Br)=CC=C3)C=C1PBDD-19C12H6Br2O21,9-Dibromdibenzo-p-dioxinQAFQDALOECIFLN-UHFFFAOYSA-NBrC1=CC=CC2=C1OC3=C(O2)C=CC=C3BrPBDD-23C12H6Br2O22,3-Dibromdibenzo-p-dioxinOBHJJRTXDMGYAE-UHFFFAOYSA-NBrC1=C(Br)C=C2OC3=CC=CC=C3OC2=C1PBDD-27C12H6Br2O22,7-Dibromdibenzo-p-dioxinFPZRQZSGNKQNMF-UHFFFAOYSA-NBrC1=CC2=C(OC3=C(O2)C=CC(Br)=C3)C=C1PBDD-28C12H6Br2O22,8-Dibromdibenzo-p-dioxinDSECKYFAHOXKDM-UHFFFAOYSA-NBrC1=CC2=C(OC3=CC=C(Br)C=C3O2)C=C1PBDD-123C12H5Br3O21,2,3-Tribromdibenzo-p-dioxinKZPCRMUPGLGTEF-UHFFFAOYSA-NBrC1=C(Br)C(Br)=C2OC3=CC=CC=C3OC2=C1PBDD-124C12H5Br3O21,2,4-Tribromdibenzo-p-dioxinBrC1=CC(Br)=C(Br)C2=C1OC1=CC=CC=C1O2PBDD-126C12H5Br3O21,2,6-Tribromdibenzo-p-dioxinBrC1=C(Br)C2=C(OC3=C(Br)C=CC=C3O2)C=C1PBDD-127C12H5Br3O21,2,7-Tribromdibenzo-p-dioxinBrC1=CC2=C(OC3=C(O2)C=CC(Br)=C3Br)C=C1PBDD-128C12H5Br3O21,2,8-Tribromdibenzo-p-dioxinBrC1=CC2=C(OC3=C(O2)C(Br)=C(Br)C=C3)C=C1PBDD-129C12H5Br3O21,2,9-Tribromdibenzo-p-dioxinXRDZJUVNIHWMRQ-UHFFFAOYSA-NBrC1=CC=CC2=C1OC1=C(O2)C=CC(Br)=C1BrPBDD-136C12H5Br3O21,3,6-Tribromdibenzo-p-dioxinFHIRZQPOOCIEGI-UHFFFAOYSA-NBrC1=CC2=C(OC3=C(O2)C(Br)=CC=C3)C(Br)=C1PBDD-137C12H5Br3O21,3,7-Tribromdibenzo-p-dioxinRIATZSLLGBMQMM-UHFFFAOYSA-NBrC1=CC2=C(OC3=C(O2)C=C(Br)C=C3Br)C=C1PBDD-138C12H5Br3O21,3,8-Tribromdibenzo-p-dioxinNLKFBKPFQWQPPL-UHFFFAOYSA-NBrC1=CC2=C(OC3=C(O2)C(Br)=CC(Br)=C3)C=C1PBDD-139C12H5Br3O21,3,9-Tribromdibenzo-p-dioxinBrC1=CC2=C(OC3=C(O2)C=CC=C3Br)C(Br)=C1PBDD-146C12H5Br3O21,4,6-Tribromdibenzo-p-dioxinBrC1=CC=CC2=C1OC1=C(Br)C=CC(Br)=C1O2PBDD-147C12H5Br3O21,4,7-Tribromdibenzo-p-dioxinBrC1=CC2=C(OC3=C(Br)C=CC(Br)=C3O2)C=C1PBDD-178C12H5Br3O21,7,8-Tribromdibenzo-p-dioxinBrC1=CC2=C(OC3=C(Br)C=CC=C3O2)C=C1BrPBDD-237C12H5Br3O22,3,7-Tribromdibenzo-p-dioxinBYNRLLTUMJGOGR-UHFFFAOYSA-NBrC1=CC=C2OC3=C(OC2=C1)C=C(Br)C(Br)=C3PBDD-1234C12H4Br4O21,2,3,4-Tetrabromdibenzo-p-dioxinAKUPIABWVUYZPX-UHFFFAOYSA-NBrC1=C(Br)C2=C(OC3=CC=CC=C3O2)C(Br)=C1BrPBDD-1236C12H4Br4O21,2,3,6-Tetrabromdibenzo-p-dioxinBrC1=CC2=C(OC3=CC=CC(Br)=C3O2)C(Br)=C1BrPBDD-1237C12H4Br4O21,2,3,7-Tetrabromdibenzo-p-dioxinWFXIVWMZZGUVEW-UHFFFAOYSA-NBrC1=CC2=C(OC3=C(Br)C(Br)=C(Br)C=C3O2)C=C1PBDD-1238C12H4Br4O21,2,3,8-Tetrabromdibenzo-p-dioxinCBSAIDDFGMKSRP-UHFFFAOYSA-NBrC1=CC2=C(OC3=C(O2)C(Br)=C(Br)C(Br)=C3)C=C1PBDD-1239C12H4Br4O21,2,3,9-Tetrabromdibenzo-p-dioxinBrC1=CC2=C(OC3=C(Br)C=CC=C3O2)C(Br)=C1BrPBDD-1246C12H4Br4O21,2,4,6-Tetrabromdibenzo-p-dioxinBrC1=CC(Br)=C(Br)C2=C1OC1=C(Br)C=CC=C1O2PBDD-1247C12H4Br4O21,2,4,7-Tetrabromdibenzo-p-dioxinXFJDIUZCJOVBRG-UHFFFAOYSA-NBrC1=CC=C2OC3=C(OC2=C1)C(Br)=CC(Br)=C3BrPBDD-1248C12H4Br4O21,2,4,8-Tetrabromdibenzo-p-dioxinUIBQCPSRVNKSBM-UHFFFAOYSA-NBrC1=CC=C2OC3=C(OC2=C1)C(Br)=C(Br)C=C3BrPBDD-1249C12H4Br4O21,2,4,9-Tetrabromdibenzo-p-dioxinBrC1=CC=CC2=C1OC1=C(O2)C(Br)=CC(Br)=C1BrPBDD-1267C12H4Br4O21,2,6,7-Tetrabromdibenzo-p-dioxinDEUVQPIVQGWXBY-UHFFFAOYSA-NBrC1=CC=C2OC3=C(OC2=C1Br)C=CC(Br)=C3BrPBDD-1268C12H4Br4O21,2,6,8-Tetrabromdibenzo-p-dioxinBrC1=CC2=C(OC3=CC=C(Br)C(Br)=C3O2)C(Br)=C1PBDD-1269C12H4Br4O21,2,6,9-Tetrabromdibenzo-p-dioxinAXQIJJXLMDHTLJ-UHFFFAOYSA-NBrC1=C(Br)C2=C(OC3=C(Br)C=CC(Br)=C3O2)C=C1PBDD-1278C12H4Br4O21,2,7,8-Tetrabromdibenzo-p-dioxinOLWHHLCKVXCKNO-UHFFFAOYSA-NBrC1=C(Br)C2=C(OC3=CC(Br)=C(Br)C=C3O2)C=C1PBDD-1279C12H4Br4O21,2,7,9-Tetrabromdibenzo-p-dioxinJBVHNYBXUUBMGP-UHFFFAOYSA-NBrC1=CC2=C(OC3=C(Br)C(Br)=CC=C3O2)C(Br)=C1PBDD-1289C12H4Br4O21,2,8,9-Tetrabromdibenzo-p-dioxinFJYATKRZOCTZBO-UHFFFAOYSA-NBrC1=C(Br)C2=C(OC3=C(O2)C(Br)=C(Br)C=C3)C=C1PBDD-1368C12H4Br4O21,3,6,8-Tetrabromdibenzo-p-dioxinFLEIILCTHUDZIV-UHFFFAOYSA-NBrC1=CC(Br)=C2OC3=CC(Br)=CC(Br)=C3OC2=C1PBDD-1369C12H4Br4O21,3,6,9-Tetrabromdibenzo-p-dioxinBrC1=CC2=C(OC3=C(Br)C=CC(Br)=C3O2)C(Br)=C1PBDD-1378C12H4Br4O21,3,7,8-Tetrabromdibenzo-p-dioxinDKKJDGGGXMTZKQ-UHFFFAOYSA-NBrC1=CC(Br)=C2OC3=CC(Br)=C(Br)C=C3OC2=C1PBDD-1379C12H4Br4O21,3,7,9-Tetrabromdibenzo-p-dioxinXQDUOAUBGVDINZ-UHFFFAOYSA-NBrC1=CC2=C(OC3=C(Br)C=C(Br)C=C3O2)C(Br)=C1PBDD-1469C12H4Br4O21,4,6,9-Tetrabromdibenzo-p-dioxinMZVVCYLHZMSQOJ-UHFFFAOYSA-N BrC1=CC=C(Br)C2=C1OC1=C(Br)C=CC(Br)=C1O2PBDD-1478C12H4Br4O21,4,7,8-Tetrabromdibenzo-p-dioxinPFZPPIOMQAXVGZ-UHFFFAOYSA-NBrC1=CC=C(Br)C2=C1OC1=CC(Br)=C(Br)C=C1O2PBDD-2378 (TCDD)C12H4Br4O22,3,7,8-Tetrabromdibenzo-p-dioxinJZLQUWSWOJPCAK-UHFFFAOYSA-NBrC1=C(Br)C=C2OC3=CC(Br)=C(Br)C=C3OC2=C1PBDD-12346C12H3Br5O21,2,3,4,6-Pentabromdibenzo-p-dioxinYPFFNRNCRCZYKK-UHFFFAOYSA-NBrC1=C2OC3=C(OC2=CC=C1)C(Br)=C(Br)C(Br)=C3BrPBDD-12347C12H3Br5O21,2,3,4,7-Pentabromdibenzo-p-dioxinBrC1=CC=C2OC3=C(OC2=C1)C(Br)=C(Br)C(Br)=C3BrPBDD-12367C12H3Br5O21,2,3,6,7-Pentabromdibenzo-p-dioxinBrC1=CC=C2OC3=C(OC2=C1Br)C=C(Br)C(Br)=C3BrPBDD-12368C12H3Br5O21,2,3,6,8-Pentabromdibenzo-p-dioxinBrC1=CC(Br)=C2OC3=C(OC2=C1)C(Br)=C(Br)C(Br)=C3PBDD-12369 (PBDD-14678)C12H3Br5O21,2,3,6,9-Pentabromdibenzo-p-dioxinBrC1=CC2=C(OC3=C(Br)C=CC(Br)=C3O2)C(Br)=C1BrPBDD-12378C12H3Br5O21,2,3,7,8-Pentabromdibenzo-p-dioxinZIFMQFDZODRVTG-UHFFFAOYSA-NBrC1=CC2=C(OC3=CC(Br)=C(Br)C=C3O2)C(Br)=C1BrPBDD-12379 (PBDD-23468)C12H3Br5O21,2,3,7,9-Pentabromdibenzo-p-dioxinKQJRGCOLGQJBMS-UHFFFAOYSA-NBrC1=CC(Br)=C2OC3=C(OC2=C1)C=C(Br)C(Br)=C3BrPBDD-12389 (PBDD-23467)C12H3Br5O21,2,3,8,9-Pentabromdibenzo-p-dioxinBASDYTCMFMVWAF-UHFFFAOYSA-NBrC1=CC=C2OC3=C(OC2=C1Br)C(Br)=C(Br)C(Br)=C3PBDD-12467C12H3Br5O21,2,4,6,7-Pentabromdibenzo-p-dioxinBrC1=CC=C2OC3=C(OC2=C1Br)C(Br)=CC(Br)=C3BrPBDD-12468C12H3Br5O21,2,4,6,8-Pentabromdibenzo-p-dioxinFPGDCFSGMHTTLK-UHFFFAOYSA-NBrC1=CC(Br)=C2OC3=C(OC2=C1)C(Br)=C(Br)C=C3BrPBDD-12469C12H3Br5O21,2,4,6,9-Pentabromdibenzo-p-dioxinBrC1=CC(Br)=C(Br)C2=C1OC1=C(Br)C=CC(Br)=C1O2PBDD-12478C12H3Br5O21,2,4,7,8-Pentabromdibenzo-p-dioxinBUTCDYWYGPQTPC-UHFFFAOYSA-NBrC1=CC(Br)=C(Br)C2=C1OC1=CC(Br)=C(Br)C=C1O2PBDD-12479 (PBDD-13468)C12H3Br5O21,2,4,7,9-Pentabromdibenzo-p-dioxinJABBMGVQICJEJF-UHFFFAOYSA-NBrC1=CC(Br)=C2OC3=C(OC2=C1)C(Br)=CC(Br)=C3BrPBDD-12489 (PBDD-13467)C12H3Br5O21,2,4,8,9-Pentabromdibenzo-p-dioxinBrC1=CC=C2OC3=C(OC2=C1Br)C(Br)=C(Br)C=C3BrPBDD-123467C12H2Br6O21,2,3,4,6,7-Hexabromdibenzo-p-dioxinRZDHYIJHBJEYLW-UHFFFAOYSA-NBrC1=CC=C2OC3=C(OC2=C1Br)C(Br)=C(Br)C(Br)=C3BrPBDD-123468C12H2Br6O21,2,3,4,6,8-Hexabromdibenzo-p-dioxinSPZKBZTVCHRNQS-UHFFFAOYSA-NBrC1=CC(Br)=C2OC3=C(OC2=C1)C(Br)=C(Br)C(Br)=C3BrPBDD-123469C12H2Br6O21,2,3,4,6,9-Hexabromdibenzo-p-dioxinBrC1=C2OC3=C(OC2=C(Br)C=C1)C(Br)=C(Br)C(Br)=C3BrPBDD-123478C12H2Br6O21,2,3,4,7,8-Hexabromdibenzo-p-dioxinJGZILVYVJLWSIH-UHFFFAOYSA-NBrC1=C(Br)C=C2OC3=C(OC2=C1)C(Br)=C(Br)C(Br)=C3BrPBDD-123678C12H2Br6O21,2,3,6,7,8-Hexabromdibenzo-p-dioxinQHJJFBHAYBGEDA-UHFFFAOYSA-NBrC1=CC2=C(OC3=CC(Br)=C(Br)C(Br)=C3O2)C(Br)=C1BrPBDD-123679 (PBDD-124678)C12H2Br6O21,2,3,6,7,9-Hexabromdibenzo-p-dioxinBrC1=CC(Br)=C(Br)C2=C1OC1=C(Br)C(Br)=C(Br)C=C1O2PBDD-123689 (PBDD-134678)C12H2Br6O21,2,3,6,8,9-Hexabromdibenzo-p-dioxinBrC1=CC(Br)=C2OC3=C(OC2=C1Br)C(Br)=C(Br)C(Br)=C3PBDD-123789 (PBDD-234678)C12H2Br6O21,2,3,7,8,9-Hexabromdibenzo-p-dioxinBQLIEPWVZAEMQP-UHFFFAOYSA-NBrC1=CC2=C(OC3=C(O2)C=C(Br)C(Br)=C3Br)C(Br)=C1BrPBDD-124679C12H2Br6O21,2,4,6,7,9-Hexabromdibenzo-p-dioxinLFCXBJLENYNRHW-UHFFFAOYSA-NBrC1=CC(Br)=C2OC3=C(OC2=C1Br)C(Br)=CC(Br)=C3BrPBDD-124689 (PBDD-134679)C12H2Br6O21,2,4,6,8,9-Hexabromdibenzo-p-dioxinBrC1=CC(Br)=C2OC3=C(OC2=C1Br)C(Br)=C(Br)C=C3BrPBDD-1234678C12HBr7O21,2,3,4,6,7,8-Heptabromdibenzo-p-dioxinFPCROEVBHPWKPI-UHFFFAOYSA-NBrC1=C(Br)C(Br)=C2OC3=C(OC2=C1)C(Br)=C(Br)C(Br)=C3BrPBDD-1234679C12HBr7O21,2,3,4,6,7,9-Heptabromdibenzo-p-dioxinFWPZKTXUNSTROI-UHFFFAOYSA-NBrC1=CC(Br)=C2OC3=C(Br)C(Br)=C(Br)C(Br)=C3OC2=C1BrPBDD-12346789C12Br8O2Octabromdibenzo-p-dioxinXAHTWKGGNHXJRP-UHFFFAOYSA-NBrC1=C(Br)C2=C(OC3=C(Br)C(Br)=C(Br)C(Br)=C3O2)C(Br)=C1Br PBDFs besitzen ein Dibenzofuran-Grundgerüst, an dem ein oder mehrere Wasserstoff- durch Bromatome ersetzt werden. Die allgemeine Summenformel von PBDFs lautet somit C12H(8−x)BrxO (x = 1, 2, ..., 8) und die Gruppe besteht aus 135 verschiedenen Kongeneren.