title: A persistent hexabromonaphthalene isomer is 2,3,4,5,6,7-hexabromonaphthalene.
abstract: Polybrominated biphenyl (PBB) mixtures are contaminated with brominated naphthalenes formed during the synthesis procedure. Synthesis of hexabromonaphthalenes (HBNs) by direct bromination of naphthalene results in a mixture of two isomers. The identity of the major isomer, 1,2,3,4,6,7-HBN, was previously confirmed (Birnbaum et al., 1983). The minor isomer is definitively identified as 2,3,4,5,6,7-HBN by high-field nuclear magnetic resonance (NMR) spectroscopic analysis of brominated [1-13C]naphthalene-derived products. This isomer is extremely persistent and can be isolated from the liver of rats 10 d after treatment with the HBN mixture by a combination of solvent extraction and partition and adsorption chromatography.
mesh_terms: D000818:Animals; D001835:Body Weight; D055598:Chemical Phenomena; D002621:Chemistry; D006842:Hydrocarbons, Brominated / Q000378:metabolism; D007536:Isomerism; D008099:Liver / Q000378:metabolism; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D009281:Naphthalenes / Q000378:metabolism; D009929:Organ Size; D051381:Rats; D011916:Rats, Inbred F344
chemical_list: C039699:2,3,4,5,6,7-hexabromonaphthalene; D006842:Hydrocarbons, Brominated; D009281:Naphthalenes; C039698:1,2,3,4,6,7-hexabromonaphthalene