Nuclear magnetic resonance identification of o,p-isomers in an ethoxylated alkylphenol nonionic surfactant as tris(2,2,6,6-tetramethylheptane-3,5-dione)europium(III) complexes

Behavior and fate of ethoxylated alkylphenol nonionic surfactant in barley plants

“…This mixture of several components (Figure 1, S-2) contained up to 20% of the 14C in excised barley tissues. They were predominantly lower ethoxylates, f-octPhlEO through f-octPh5EO, as indicated by comparison with reference materials (Kelly and Greenwald, 1958; Stolzenberg et al, 1971) by GC, TLC, and/or HPLC (Figures 1 and 2; Table IV). Small amounts of other unidentified nonpolar metabolites were present in the extracts.…”

“…The remaining 5% in the holding solution was predominantly less polar than the parent compound. Chromatography by two-dimensional TLC (S-l and S-2; see Figure 1) indicated that the less polar compounds were a señes of lower ethoxylates (Stolzenberg et al, 1971).…”

“…Analytical Methods. Nitrogen carrier gas and OV-1 silicone liquid phase were used in gas chromatographic (GO) analyses (Stolzenberg et al, 1971). The purity of many reference materials was verified by GC. A stream splitter was used to trap materials for 14C determinations or mass spectrometric (MS) analyses.…”

“…Nonradioactive Triton X-100 (Rohm and Haas), a heterogeneous 9.5 mol (average) EO adduct derived from -octPhOH, was purchased commercially. The chromatographic methods for isolating the individual EO adducts have been described (Kelly and Greenwald, 1958;Bürger, 1963;Stolzenberg et al, 1971). Homogeneous radiolabeled surfactants were synthesized by first reacting -octPhOH with chloro[carboxy-14C]acetic acid (Tanaka .…”

“…Homogeneous, specifically 14C-labeled nonionic surfactants with six EO (6EO) and nine EO (9EO) units and welldefined hydrophobic moieties have been synthesized ; . Analytical methods and reference materials were available (Stolzenberg et al, 1971) for the 14C-labeled surfactants derived from p-(1,1,3,3-tetramethylbutyl)phenol, i.e., p-tertoctylphenol ( -octPhOH). This report describes the uptake, effect, and metabolism of these materials in leaf tissue of young barley plants (Hordeum uulgare L.).…”