Bound Chlorinated Residue in Chloropicrin-Treated Douglas-Fir

Barry S. Goodell, Robert L. Krahmer, Robert D. Graham

Abstract


Douglas-fir wafers exposed to chloropicrin vapors, then aerated and heated or extracted with acetone, were analyzed under a scanning electron microscope equipped with an energy dispersive X-ray analyzer. Chlorinated residues appeared to be most concentrated in the middle lamellae and in areas where wood extractives were located, which indicates that the residues were selectively binding to phenolic materials. Thin layer chromatography of acetone extracts of the treated wood suggested that chlorinated residues were binding to extractives, particularly to a portion of the phenolic extractive dihydro-quercetin. Analysis of a mixture of vanillin (a phenolic lignin derivative) and chloropicrin showed the presence of two other compounds. Mass spectroscopy tentatively identified these as CCl3-vanillin and NO2-vanillin. This identification suggests that the chloropicrin molecule was fragmented and that the two components were chemically linked to the vanillin molecule at an unspecified point. The data suggest an explanation for the presence of a phenolic-bound chlorinated residue in chloropicrin-treated wood.

Keywords


Douglas-fir;vanillin;chloropicrin;residue;fumigant;decay-control;energy dispersive X-ray analysis;mass spectroscopy;thin-layer chromatography

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