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| Home > Publications database > Synthesis of defined endocrine-disrupting nonylphenol isomers for biological and environmental studies > print |
| 001 | 12358 | ||
| 005 | 20200423202842.0 | ||
| 024 | 7 | _ | |2 pmid |a pmid:20452641 |
| 024 | 7 | _ | |2 DOI |a 10.1016/j.chemosphere.2010.03.064 |
| 024 | 7 | _ | |2 WOS |a WOS:000280688700020 |
| 024 | 7 | _ | |a altmetric:13594655 |2 altmetric |
| 037 | _ | _ | |a PreJuSER-12358 |
| 041 | _ | _ | |a eng |
| 082 | _ | _ | |a 333.7 |
| 084 | _ | _ | |2 WoS |a Environmental Sciences |
| 100 | 1 | _ | |a Boehme, R.M. |b 0 |0 P:(DE-HGF)0 |
| 245 | _ | _ | |a Synthesis of defined endocrine-disrupting nonylphenol isomers for biological and environmental studies |
| 260 | _ | _ | |a Amsterdam [u.a.] |b Elsevier Science |c 2010 |
| 300 | _ | _ | |a 813 - 821 |
| 336 | 7 | _ | |a Journal Article |0 PUB:(DE-HGF)16 |2 PUB:(DE-HGF) |
| 336 | 7 | _ | |a Output Types/Journal article |2 DataCite |
| 336 | 7 | _ | |a Journal Article |0 0 |2 EndNote |
| 336 | 7 | _ | |a ARTICLE |2 BibTeX |
| 336 | 7 | _ | |a JOURNAL_ARTICLE |2 ORCID |
| 336 | 7 | _ | |a article |2 DRIVER |
| 440 | _ | 0 | |a Chemosphere |x 0045-6535 |0 1228 |y 7 |v 80 |
| 500 | _ | _ | |a Record converted from VDB: 12.11.2012 |
| 520 | _ | _ | |a Nonylphenols are very important environmentally relevant substances in the focus of the world-wide endocrine disrupter research for over 25 years. Thus, they are among the 10 priority hazardous substances of the new European Union Water Framework Directive. They consist of a very complex mixture of isomers representing therefore a multi-component problem like dioxins or PCBs. As estrogenic effect and degradation behavior in the environment of individual 4-nonylphenols are heavily dependent on the structure and bulkiness of the side chain, it is absolutely necessary to consider the nonylphenol problem from an isomer-specific viewpoint. Therefore a range of 28 differently branched nonylphenol isomers were synthesized for biological and environmental studies. Nonylphenols with a quaternary alpha-carbon, like 4-(1,1,3,4-tetramethylpentyl)phenol (4-NP(95)) and 4-(1-ethyl-1,3,3-trimethylbutyl)phenol (4-NP(170)), were obtained by Friedel-Crafts alkylation of anisole with tertiary nonyl bromides and demethylation with BI(3). Nonylphenols with a tertiary alpha-carbon, such as 4-(1,2-dimethylheptyl)phenol (4-NP(10)) and 4-(1,2,4-trimethylhexyl)phenol (4-NP(41)), were accessible via coupling of p-methoxyphenylmagnesium bromide with ketones. Nonylphenols bearing a quaternary beta-carbon, like 4-(2,2-dimethylheptyl)phenol (4-NP(15)) and 4-(1,2,2-trimethylhexyl)phenol (4-NP(39)), were synthesized starting from 4'-methoxyisobutyrophenone. The compounds were characterized by GC-MS and NMR-spectroscopy. The individual isomers were designated according to the Juelich Nomenclature. |
| 536 | _ | _ | |a Terrestrische Umwelt |c P24 |2 G:(DE-HGF) |0 G:(DE-Juel1)FUEK407 |x 0 |
| 588 | _ | _ | |a Dataset connected to Web of Science, Pubmed |
| 650 | _ | 2 | |2 MeSH |a Endocrine Disruptors: chemical synthesis |
| 650 | _ | 2 | |2 MeSH |a Endocrine Disruptors: chemistry |
| 650 | _ | 2 | |2 MeSH |a Environmental Monitoring |
| 650 | _ | 2 | |2 MeSH |a Environmental Pollutants: chemical synthesis |
| 650 | _ | 2 | |2 MeSH |a Environmental Pollutants: chemistry |
| 650 | _ | 2 | |2 MeSH |a Isomerism |
| 650 | _ | 2 | |2 MeSH |a Molecular Structure |
| 650 | _ | 2 | |2 MeSH |a Phenols: chemistry |
| 650 | _ | 7 | |0 0 |2 NLM Chemicals |a Endocrine Disruptors |
| 650 | _ | 7 | |0 0 |2 NLM Chemicals |a Environmental Pollutants |
| 650 | _ | 7 | |0 0 |2 NLM Chemicals |a Phenols |
| 650 | _ | 7 | |0 25154-52-3 |2 NLM Chemicals |a nonylphenol |
| 650 | _ | 7 | |a J |2 WoSType |
| 653 | 2 | 0 | |2 Author |a Nonylphenol synthesis |
| 653 | 2 | 0 | |2 Author |a Grignard reaction |
| 653 | 2 | 0 | |2 Author |a Friedel-Crafts alkylation |
| 653 | 2 | 0 | |2 Author |a Quaternary nonylphenol isomers |
| 653 | 2 | 0 | |2 Author |a Tertiary nonylphenol isomers |
| 653 | 2 | 0 | |2 Author |a Isomer design |
| 700 | 1 | _ | |a Andries, T. |b 1 |0 P:(DE-HGF)0 |
| 700 | 1 | _ | |a Dötz, K.H. |b 2 |0 P:(DE-HGF)0 |
| 700 | 1 | _ | |a Thiele, B. |b 3 |u FZJ |0 P:(DE-Juel1)129410 |
| 700 | 1 | _ | |a Guenther, K. |b 4 |u FZJ |0 P:(DE-Juel1)VDB40956 |
| 773 | _ | _ | |a 10.1016/j.chemosphere.2010.03.064 |g Vol. 80, p. 813 - 821 |p 813 - 821 |q 80<813 - 821 |0 PERI:(DE-600)1496851-4 |t Chemosphere |v 80 |y 2010 |x 0045-6535 |
| 856 | 7 | _ | |u http://dx.doi.org/10.1016/j.chemosphere.2010.03.064 |
| 856 | 4 | _ | |u https://juser.fz-juelich.de/record/12358/files/FZJ-12358.pdf |z Published final document. |y Restricted |
| 909 | C | O | |o oai:juser.fz-juelich.de:12358 |p VDB |
| 913 | 1 | _ | |k P24 |v Terrestrische Umwelt |l Terrestrische Umwelt |b Erde und Umwelt |0 G:(DE-Juel1)FUEK407 |x 0 |
| 913 | 2 | _ | |a DE-HGF |b Key Technologies |l Key Technologies for the Bioeconomy |1 G:(DE-HGF)POF3-580 |0 G:(DE-HGF)POF3-582 |2 G:(DE-HGF)POF3-500 |v Plant Science |x 0 |
| 914 | 1 | _ | |y 2010 |
| 915 | _ | _ | |0 StatID:(DE-HGF)0010 |a JCR/ISI refereed |
| 920 | 1 | _ | |k IBG-2 |l Pflanzenwissenschaften |g IBG |0 I:(DE-Juel1)IBG-2-20101118 |x 1 |
| 970 | _ | _ | |a VDB:(DE-Juel1)123961 |
| 980 | _ | _ | |a VDB |
| 980 | _ | _ | |a ConvertedRecord |
| 980 | _ | _ | |a journal |
| 980 | _ | _ | |a I:(DE-Juel1)IBG-2-20101118 |
| 980 | _ | _ | |a UNRESTRICTED |
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