PuSH - Publication Server of Helmholtz Zentrum München: Regioselective Synthesis of a Branched Isomer of Nonylphenol, 4-(3',6'-Dimethyl-3'-heptyl)phenol and Determination of its Important Environmental Properties.

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Lalah, J.O.* ; Schramm, K.-W. ; Lenoir, D. ; Henkelmann, B. ; Hertkorn, N. ; Matuschek, G. ; Kettrup, A. ; Günther, K.*

Regioselective Synthesis of a Branched Isomer of Nonylphenol, 4-(3',6'-Dimethyl-3'-heptyl)phenol and Determination of its Important Environmental Properties.

Chem. Eur. J. 7, 4790-4795 (2001)

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Open Access Green as soon as Postprint is submitted to ZB.

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A method for the synthesis of a pure nonylphenol isomer, 4-(3′,6′-dimethyl-3′-heptyl)phenol, by Friedel–Crafts reaction between anisole and 3-bromo-3,6-dimethylheptane that gives a 47.3 % overall yield is reported. The reactions were followed by GC-MS, and the chemical structures are in agreement with the NMR and IR spectra. The log K_ow value for this compound, its water solubility, vapor pressure, and Henry's Law constant were also determined. These physicochemical properties were required for prediction of the compound's behavior in aquatic ecosystems.

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