During
the investigation of dechlorane-related chemicals in North
American wildlife, two unknown polychlorinated compounds (referred
to as U1 and U2) were discovered. After extensive sample cleanup,
structural information on U1 and U2 was characterized by gas chromatography
(GC) coupled with single quadrupole mass spectrometer (MS) or GC-quadrupole
time-of-flight (QToF) MS. Mass spectral evidence suggests that both
U1 and U2 are structurally related to Dechlorane 603 (Dec603; C17H8Cl12), an analogue of the chlorinated
flame retardant Dechlorane Plus. From the results we suspect U1 (C17H9Cl11) to be a monohydro analogue
of Dec603 (i.e., one chlorine atom in Dec603 is replaced by a hydrogen
atom). U1 may be formed via the degradation of Dec603’s stereoisomers
or present as an impurity in commercial Dec603 products. Mass spectral
characterization of U2 (C17H7OCl11) suggests it is a carbonylic derivative of Dec603, likely formed
via metabolic transformation of Dec603 or its photoisomer. Semiquantitative
measurement revealed that U1 and U2 were present at estimated median
concentrations of 49 ng/g lipid weight (lw) and 59 ng/g lw in peregrine
falcon (Falco peregrinus) eggs, from
the mid-Atlantic region of the United States, and 4.6 and 3.0 ng/g
lw in shortfin mako shark (Isurus oxyrinchus) livers from the western North Atlantic Ocean, respectively. Our
results demonstrate the occurrence of these two novel Dec603-related
chemicals in both terrestrial and aquatic ecosystems.