Dataset for synthesis and authentication of 2,2',5,5'-tetrachlorobiphenyl-4-ol (4-OH-PCB 52)

Xueshu Li; Hans-Joachim Lehmler

doi:10.25820/data.006178

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Dataset for synthesis and authentication of 2,2',5,5'-tetrachlorobiphenyl-4-ol (4-OH-PCB 52)

Xueshu Li and Hans-Joachim Lehmler

University of Iowa

07/01/2022

DOI: 10.25820/data.006178

Files and links (24)

pdf

Compound1_2,5-dichloro-4-iodoanisole44.48 kBDownload View

Open Data Commons Attribution (ODC-By) V1.0, Open Access

pdf

Compound2_4-MeO-PCB52201.71 kBDownload View

Open Data Commons Attribution (ODC-By) V1.0, Open Access

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Compound3_4-OH-PCB52208.01 kBDownload View

Open Data Commons Attribution (ODC-By) V1.0, Open Access

csv

CompoundREADME1.45 kBDownload View

READMEListing of chemical identifiers for the three substances synthesized for this projectOpen Data Commons Attribution (ODC-By) V1.0, Open Access

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D1_GC-MS_4-iodo-2,5-dichloroanisole28.78 MBDownload View

Open Data Commons Attribution (ODC-By) V1.0, Open Access

Abstract

2,2',5,5'-Tetrachlorobiphenyl-4-ol (4-OH-PCB 52) was synthesized for toxicological studies from 4-iodo-2,5-dichloroanisole and 2,5-dichlorobenzene boronic acid using the Suzuki-coupling reaction with Pd2(dba)3/2-dicyclohexylphosphino-2',6'-dimethoxybiphenyl (DPDB) as catalyst, followed by demethylation of 2,2',5,5'-tetrachloro-4-methoxybiphenyl (4-MeO-PCB52) with boron tribromide (BBr3). The intermediate compounds and final product were authenticated using GC-MS, NMR, and elemental analysis.

Chemical Synthesis

Suzuki-coupling reaction

PCBs

Polychlorinated biphenyls

PCB derivatives

1,4-dichloro-2-iodo-5-methoxybenzene

1,4-dichloro-5-(2,5-dichlorophenyl)-2-methoxybenzene

1,4-dichloro-2-(2,5-dichlorophenyl)benzene

Details

Title: Subtitle: Dataset for synthesis and authentication of 2,2',5,5'-tetrachlorobiphenyl-4-ol (4-OH-PCB 52)
Creators: Xueshu Li - University of Iowa, Occupational and Environmental Health
Hans-Joachim Lehmler - University of Iowa, Occupational and Environmental Health
Contributors: Brian Westra (Data Curator) - University of Iowa, Humanities and Social Sciences/Scholarly Impact
Resource Type: Dataset
DOI: 10.25820/data.006178
Publisher: University of Iowa
Grants: Airborne PCBs: Sources, Exposures, Toxicities, Remediation, P42ES013661, National Institutes of Health (United States, Bethesda) - NIH
Environmental Health Sciences Research Center, P30ES005605, National Institutes of Health (United States, Bethesda) - NIH
PCB Enantiomers Implicated in Neurodevelopmental Disorders: Identification of Individual Metabolic Factors that Determine Risk and Vulnerability, R21ES027169, National Institutes of Health (United States, Bethesda) - NIH
Language: English
Date collected: 02/01/2022–06/15/2022
Date published: 07/01/2022
Academic Unit: Occupational and Environmental Health; Iowa Neuroscience Institute; Humanities and Social Sciences/Scholarly Impact; Iowa Superfund Research Program
Record Identifier: 9984265745302771

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