Synthesis and odour thresholds of mixed halogenated anisoles in water

Abstract

Earthy-musty off-flavour compounds in water samples are usually associated with the presence of geosmin and 2-methylisoborneol. However, the presence of 2,3,6- and 2,4,6-trichloroanisoles or other halogenated anisoles can impart objectionable tastes and odours to the water even at very low trace levels. This paper shows the synthesis of non-commercial 2,3,6- and 2,4,6- mixed chloro/bromoanisoles which can be present in bromide rich waters and could also be suspected of imparting earthy-musty off-flavours to the water. All the synthesized compounds were subjected to the flavour profile analysis (FPA) method and their odour threshold concentrations (OTC) in water were carried out giving values in the low ng/L range.