Decomposition of Basamid in Douglas-Fir Heartwood: Laboratory Studies of A Potential Wood Fumigant
Keywords:Basamid, fumigants, internal decay, utility poles, catalysis, Douglas-fir
AbstractBasamid (3, 5-dimethyl-1,3,5,2H-tetrahydrothiadiazine-2-thione), a crystalline powder first used as a soil sterilant, has shown promise as a wood fumigant. This chemical decomposes to methylisothiocyanate (MITC), the primary active ingredient, as well as other products; but the rate of decomposition in wood is too slow to be effective unless certain catalysts are used. This study explored conditions and additives that accelerated Basamid decomposition in Douglas-fir heartwood. MITC production increased with increasing temperature and moisture content. Decomposition was also enhanced by a buffer powder formulated to reach pH 12 when mixed with 100 ml of water and, more efficiently, by copper sulfate. Carbon disulfide, a less fungitoxic compound, was the only other decomposition product detected in this study. Additional tests using a purge-and-trap system indicated that MITC was produced at a steady, moderate rate over a 28-day period. Addition of copper as a catalyst in these tests increased MITC production only during the first 7 days. Chemical analyses of residues at the conclusion of the tests indicated that most of the Basamid remained unchanged, providing a reservoir of chemical that should provide long-term MITC release.
Ainley, A. D., W. H. Davies, H. Gudgeon, J. C. Harland, and W. A. Sexton. 1944. The constitution of the so-called carbothial-dines and the preparation of some homologous compounds. J. Chem. Soc. 1:147-152.nAshley, M. G., and B. L. Leigh. 1963. The action of metham-sodium in soil. I. Development of an analytical method for the determination of methyl isothiocyanate residues in soil. J. Sci. Food Agric. 14:148-153.nChandra, P., and W. B. Bollen. 1961. Effects of Nabam and Mylone on nitrification, soil respiration, and microbial numbers in four Oregon soils. Soil Sci. 92:387-393.nCody, R. P., and J. K. Smith. 1987. Applied statistics and the SAS programming language. Elsevier Science Publishing Co., New York, NY.nElzner, J. 1980. Basamid-soil-HPLC determination. Method No. 161. BASF AG.nEslyn, W. E., and T. L. Highley. 1985. Efficacy of various fumigants in the eradication of decay fungi implanted in Douglas-fir timbers. Phytopathology 75:588-592.nForsyth, P. G. 1993. Decomposition of Basamid in Douglas-fir heartwood. Ph.D. thesis, Oregon State University, Corvallis, OR.nForsyth, P. G. and J. J. Morrell. 1992. The effect of selected additives and conditions on the decomposition of Basamid in Douglas-fir heartwood. IRG/WP/3698-92.nForsyth, P. G. and J. J. Morrell. 1993. Preliminary field trials using the solid fumigant Basamid amended with selected additives. Forest Prod. J. 43(2):41-44.nGoksoyr, J. 1964. Chemical and fungicidal reactions of 3, 5-dimethyltetrahydro-1,3,5-thiadiazine-2-thione (3,5-D). A comparison with sodium N-methyl dithiocarbamate and methyl isothiocyanate. Acta Chem. Scand. 18:1341-1352.nGraham, R. D. 1973. Fumigants can stop internal decay of wood products. Forest Prod. J. 23(2):35-38.nGraham, R. D. and M. E. Corden. 1980. Controlling biological deterioration of wood with volatile chemicals. Final Report, Project 212-1. Electric Power Research Institute, Palo Alto, CA.nHand, O. F., P. A. Lindgren, and A. F. Wetsch. 1970. The control of fungal decay and insects in transmission poles by gas phase treatment. Branch Laboratory, Bonneville Power Administration, Vancouver, WA.nHartley, D., and H. Kidd, ed. 1987. The agrochemicals handbook, 2nd ed. Royal Society of Chemistry. Unwin Brothers Ltd., Old Woking, Surrey, UK.nHelsing, G. G., J. J. Morrell, and R. D. Graham. 1984. Evaluations of fumigants for control of internal decay in pressure-treated Douglas-fir poles and piles. Holzforschung 38:277-280.nHerschler, R. J. 1953. Microbiological control studies—Evaluation of a new biocide. TAPPI 36(9):163A-166A.nHighley, T. L. and W. E. Eslyn. 1986. Efficacy of fumigants in the eradication of decay fungi implanted in southern pine timbers. IRG/WP/3365. International Research Group on Wood Preservation, Stockholm, Sweden.nKeays, J. W., and R. J. Zedler. 1957. A new herbicide, soil fungicide, and nematocide called Mylone. Proc. Northeast. Weed Control Conf. 11:58-64.nMerck and Co., Inc. 1989. The Merck index, 11th ed. Rahway, NJ. 2, 828 pp.nMiller, D. B., and J. J. Morrell. 1989. Stability and methylisothiocyanate production of 12 potential solid wood fumigants for controlling wood decay. Holzforschung 43:191-194.nMorrell, J. J. 1992. Effect of wood species on decomposition efficiency of metham sodium. IRG/WP/3699-92. International Research Group on Wood Preservation, Stockholm, Sweden.nMorrell, J. J., C. M. Sexton, and S. Lebow. 1988. The effect of pH on decomposition of Mylone (Dazomet) and Tri-dipam to fungitoxic methylisothiocyanate in wood. Wood Fiber Sci. 20(4):422-430.nMunnecke, D. E., and J. P. Martin. 1964. Release of methylisothiocyanate from soil treated with Mylone (3, 5-dimethyl-tetrahydro-1,3,5, 2H-thiadiazine-2-thione). Phytopathology 54:941-945.nMunnecke, D. E., K. H. Domsch, and J. W. Eckert. 1962. Fungicidal activity of air passed through columns of soil treated with fungicides. Phytopathology 52:1298-1306.nRuch, J. E., and J. B. Johnson. 1957. "Crag" Mylone: An investigation of its degradation in soil. Internal Report. Union Carbide Corp, Danbury, CT.nSpencer, E. Y. 1981. Guide to the chemicals used in crop protection. Publication 1093, 7th ed. Research Branch, Agriculture Canada, London, Ontario. 159 pp.nTorgeson, D. C., D. M. Yoder, and J. B. Johnson. 1957. Biological activity of Mylone breakdown products. Phytopathology 47:536.nTurner, N. J. 1962. Decomposition of sodium N-methyl dithiocarbamate, Vapam, in soil. Ph.D. thesis, Oregon State University, Corvallis OR.nTurner, N. J. and M. E. Corden. 1963. Decomposition of sodium-N-methyldithiocarbamate in soil. Phytopathology 53:1388-1394.nWeast, R. C., Ed. 1984. CRC handbook of chemistry and physics, 64th ed. CRC Press, Inc., Boca Raton, FL.nWorthing, C. R., ed. 1987. The pesticide manual. A world compendium, 8th ed. British Crop Protection Council, Thornton Heath, UK. Pp. 227-228.nZahora, A. R., and J. J. Morrell. 1988. Decomposition of methylisothiocyanate in Douglas-fir heartwood. Forest Prod. J. 38(10):46-52.n
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