Synthesis and Characterization of Stable Isotope Labeled 2,3,3’,4,4’,5-Hexachlorobiphenyl-2’,6,6’-D3
- 1Anpel Laboratory Technologies (Shanghai) Inc., Shanghai 201600, China
Abstract
To fill the gap in the synthesis of polychlorinated biphenyl isotope internal standard reagents in China，this study investigates the synthesis and characterization method of stable isotope-labeled 2,3,3’,4,4’,5-hexachlorobiphenyl-2’,6,6’-D3. Using 1,2,3,4-tetrachlorobenzene-D2 as the starting material，the intermediate 1,2,3,4-tetrachloroiodobenzene-D was obtained via iodination. Meanwhile，using 3,4-dichloroaniline as the material，3,4-dichlorophenylboronic acid pinacol ester-2,6-D2 was synthesized through three steps: hydrogen/deuterium exchange，diazotization iodination，and boration. The target product 2,3,3’,4,4’,5-hexachlorobiphenyl-2’,6,6’-D3 was obtained via Suzuki coupling of the two intermediates. According to the amount of 1,2,3,4-tetrachlorobenzene-D2，the overall yield of this synthetic route was 31.14%. The structure of the target product was characterized by 1H NMR，gas chromatography and mass spectrometry. The chemical purity of the product was 99.04% and the abundance of deuterium isotope was 99.17 atom%D，and it can be used as a standard reference material for the detection of polychlorinated biphenyls.
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BibTeX
@article{wang2026synthesis,
title = {{Synthesis and Characterization of Stable Isotope Labeled 2,3,3’,4,4’,5-Hexachlorobiphenyl-2’,6,6’-D3}},
author = {Rong WANG and Hui GUO and Wulian CHEN},
journal = {Journal of Isotopes},
year = {2026},
month = oct,
doi = {10.7538/tws.2026.youxian.049},
url = {https://doi.org/10.7538/tws.2026.youxian.049},
note = {CC BY-NC-ND},
}
RIS
TY - JOUR
TI - Synthesis and Characterization of Stable Isotope Labeled 2,3,3’,4,4’,5-Hexachlorobiphenyl-2’,6,6’-D3
AU - Rong WANG
AU - Hui GUO
AU - Wulian CHEN
PY - 2026
DA - 2026/10/26
JO - Journal of Isotopes
DO - 10.7538/tws.2026.youxian.049
UR - https://doi.org/10.7538/tws.2026.youxian.049
AB - To fill the gap in the synthesis of polychlorinated biphenyl isotope internal standard reagents in China，this study investigates the synthesis and characterization method of stable isotope-labeled 2,3,3’,4,4’,5-hexachlorobiphenyl-2’,6,6’-D3. Using 1,2,3,4-tetrachlorobenzene-D2 as the starting material，the intermediate 1,2,3,4-tetrachloroiodobenzene-D was obtained via iodination. Meanwhile，using 3,4-dichloroaniline as the material，3,4-dichlorophenylboronic acid pinacol ester-2,6-D2 was synthesized through three steps: hydrogen/deuterium exchange，diazotization iodination，and boration. The target product 2,3,3’,4,4’,5-hexachlorobiphenyl-2’,6,6’-D3 was obtained via Suzuki coupling of the two intermediates. According to the amount of 1,2,3,4-tetrachlorobenzene-D2，the overall yield of this synthetic route was 31.14%. The structure of the target product was characterized by 1H NMR，gas chromatography and mass spectrometry. The chemical purity of the product was 99.04% and the abundance of deuterium isotope was 99.17 atom%D，and it can be used as a standard reference material for the detection of polychlorinated biphenyls.
SN - 1000-7512
ER -