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

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

Chemistry. 2001 Nov 19;7(22):4790-5.

PMID: 11763447

Abstract:

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.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AS26424	4-(3,6-Dimethyl-3-heptyl)phenol			Price