Analysis of Three Hexabromocyclododecane (HBCD) Isomers by C30=
Liquid Chromatography and Tandem Mass Spectrometry
=
Nathan G. D=
odder,
Lane C. Sander, Heather M. Stapleton and Michael J. Welch
Analytical =
Chemistry
Division, Chemical Science and Technology Laboratory
National In=
stitute of
Standards and Technology, Gaithersburg, MD 20899-8392<=
/p>
Hexabromocyclododecane (H=
BCD) is
a brominated flame retardant. Due
to its production level and ability to escape from treated products, it has
been detected in the environment.
Data on the environmental occurrence of HBCD is lacking, but it is
likely that HBCD will fall into the same category as other persistent
environmental pollutants, such as polychlorinated biphenyls (PCBs) and
polybrominated diphenyl ethers (PBDEs), which have the ability to be atmospherically transported long distances and
bioaccumulate.
The commercial HBCD mixtu=
re
consists of three isomers, termed α-HBCD, β-HBCD and γ-HBCD.=
There
is currently a discrepancy in the literature regarding the exact stereochem=
ical
structure of the three isomers.

Figure 1.
HBCD Structure
The commercial mixture is approximately 6% α-HBCD, 8% β-HBCD
and 76% γ-HBCD. However,
reports in the literature have shown that α-HBCD is the dominant isomer
found in biota. This could be=
the
result of a selective degradation process, a selective uptake process, or
both. In either case, an isom=
er specific
detection method is necessary to understand the fate of these compounds. Gas chromatography is unable to se=
parate
the three isomers; therefore, a liquid chromatog=
raphy
tandem mass spectrometry method was developed.
Liquid chromatography usi=
ng a C30
column was able to separate the three HBCD isomers. Negative mode ESI and tandem mass
spectrometry were used to detect the HBCD.=
Linear calibration curves were generated for the three isomers. Also, an investigation was made into the retention mechanism of the C3=
0 column. Data on the temporal trend of HBCD=
in
sea lions will be presented. =
Name: Nathan G. Dodder
Mentor’s na=
me:
Michael J. Welch
Analytical Chemistry Division
Chemical Science and Technology Laboratory
Building 227, Room B154
Mail Stop 8392
Tel: 301-975-3389
Fax: 301-977-0685
E-mail: nathan.dodder@nist.gov
Not a Sigma Xi member.
Category: Chemistry
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