Physical and chemical properties of pyrethroids

Reviews of Environmental Contamination and Toxicology

Volumn 174, Issue , 2002, Pages 49-170

  Laskowski, Dennis A ^a  

^a DA Laskowski Consulting   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

INSECTICIDE; PYRETHROID;

ADSORPTION; ANIMAL; BIOAVAILABILITY; BIOREMEDIATION; CHEMISTRY; FISH; HYDROLYSIS; METABOLISM; MOLECULAR WEIGHT; PHOTOCHEMISTRY; REVIEW; SOIL POLLUTANT; SOLUBILITY; TISSUE DISTRIBUTION; VOLATILIZATION; WATER POLLUTANT;

ADSORPTION; ANIMALS; BIODEGRADATION, ENVIRONMENTAL; BIOLOGICAL AVAILABILITY; FISHES; HYDROLYSIS; INSECTICIDES; MOLECULAR WEIGHT; PHOTOCHEMISTRY; PYRETHRINS; SOIL POLLUTANTS; SOLUBILITY; TISSUE DISTRIBUTION; VOLATILIZATION; WATER POLLUTANTS;

EID: 0036046836     PISSN: 01795953     EISSN: None     Source Type: Book Series    
DOI: 10.1007/978-1-4757-4260-2_3     Document Type: Article

References (148)

1. Agrevo a (unknown date) RU 25474: study on the hydrolysis. AgrEvo report A73713.
2. Agrevo b (unknown date) Untitled. AgrEvo report A74007; EPA MRID 099741.
3. Allsup TL (1976) Hydrolysis of FMC 33297 insecticide. FMC report W-0103. EPA,
4. Alvarez M (1989) Permethrin: physical properties. FMC report P-2242, EPA MRID 42109801.
5. Alvarez M (1991a) Physical properties of FMC 56701. FMC report P-2595, EPA MRID # 41968203. EPA,
6. Alvarez M (1991b) Physical properties of cypermethrin. FMC report P-2594, EPA MRID 41887003. EPA,
7. Alvarez M (1995) Zetacypermethrin: octanol-water partition coefficient. FMC report P-3040.
8. Amos R, Donelan RB (1987) Permethrin: photolysis in sterile water at pH 5. Zeneca report RJ0577B; EPA MRID 40242801. U.S. Environmental Protection Agency.
9. Baldwin MK, Lad D (1978) The accumulation and elimination of WL 43467 by the rainbow trout (Salmo gairdneri). Zeneca report Shell TLGR.0041.78.
10. Bennett D (1981) The accumulation, distribution and elimination of RIPCORD by rainbow trout using a continuous-flow procedure. Zeneca report; Shell report SBGR. 81.026. Shell,
11. Bharti H, Bewick DW, White RD (1985) PP563 and PP321: degradation in soil. Zeneca report RJ 0382B.
12. Bixler TA, Gross E, Willow E (1983) FMC 54800 aerobic soil degradation. FMC report P-0712; EPA MRID 532540.
13. 14C-deltamethrin in aqueous solution. AgrEvo report A41919: EPA MRID 40254101.
14. Briggs G (1999) Personal communication. AgrEvo,
15. Brown PM, Leahey JP (1987) Permethrin: photolysis on a soil surface. Zeneca report RJ0581B; EPA MRID 40190101.
16. 14C-permethrin by bluegill sunfish (Lepomis macrochirus). FMC report PC-0117; EPA MRID 41300401.
17. Burhenne J (1996) Adsorption/desorption of cyfluthrin on soils. Bayer report 107397. Bayer,
18. Carlisle JC, Roney DJ (1984) Bioconcentration of cyfluthrin (BAYTHROID) by bluegill sunfish. Bayer report 86215.
19. 14C]esfenvalerate in/on soil surface by natural sunlight. DuPont report AMR-1798-90. DuPont,
20. 14C-fenpropathrin (revised). Valent report 9109227.
21. 14C] BAYTHROID on soil. Bayer report 88981.
22. Christensen KP (1993) Deltamethrin: determination of the sorption and desorption properties. AgrEvo report A73876; EPA MRID 42976501.
23. Clifton JL (1992) Environmental fate studies: hydrolysis studies of cypermethrin in aqueous buffered solutions. FMC report P-2771; EPA MRID 42620501.
24. Collis WMD, Leahey JP (1984) PP321: hydrolysis in water at pH 5, 7, and 9. Zeneca report RJ0338B.
25. 14C-alcohol] fenpropathrin in/on soil by natural sunlight. Valent report 9200548; EP 4254 6402.
26. 14C-alcohol]fenpropathrin at pH 5, 7 and 9. Valent report 9200714; EPA 141320253931.
27. 14C]- fenpropathrin. Valent report 9004803C; EPA MRID 42525902.
28. Curl EA, Leahey JP, Lloyd SJ (1984a) PP321: aqueous photolysis at pH 5. Zeneca report RJ0362B.
29. Curl EA, Leahey JP, Lloyd S (1984b) PP321: photodegradation on a soil surface. Zeneca report RJ0358B.
30. 14C-tralomethrin. AgrEvo report A72678.
31. 14C-fenpropathrin. Valent report 9200549; EPA MRID 42546403.
32. 14C-permethrin on soils by the batch equilibrium method. FMC report PC-0156; EPA MRID 41868001.
33. Devaux PH, Bolla P (1984) Photodegradation of tralomethrin in water. AgrEvo report A72969.
34. Ehman A, Ingamells JM (1981) Photodegradation of SD 43775 on soil thin layers. DuPont report RIR-22-002-81.
35. 14C-zeta- cypermethrin. FMC report P-3312.
36. 14C-alcohol]-cypermethrin in/on soil by natural sunlight. FMC report PC-0159; EPA MRID 42129001.
37. 14C-alcohol] cypermethrin in buffered aqueous solution at pH 7 by natural sunlight. FMC report PC-0163; EPA MRID 42141501.
38. 14C residues by bluegill (Lepomis macrochirus). AgrEvo report A47117; EPA MRID 41651040.
39. 14C] fenpropathrin by bluegill sunfish (Lepomis macrochirus). Valent report 9109227; EPA MRID 161672.
40. Froelich LW (1983) Soil adsorption/desorption characteristics of FMC 54800. FMC report P-0797; EPA MRID 141203.
41. Froelich LW (1991) Soil mobility studies: adsorption/desorption studies of cypermethrin. FMC report P-2658; EPA MRID 42129003.
42. Gaddamidi V, Bookhart SW III (1992) Anaerobic soil metabolism of esfenvalerate. DuPont report AMR 2075-91.
43. Gargot A (1994) Tralomethrin: determination of the octanol/water partition coefficient. AgrEvo report A74128.
44. 14C]Cypermethrin bioconcentration by bluegill sunfish (Lepomis macrochirus). FMC report PC-0189; EPA MRID 42868203.
45. Goggin U, Gentle W, Hamer MJ, Lane M CG (1996) Cypermethrin: adsorption and desorption properties in sediment. Zeneca report RC0004.
46. Grayson BT, Langner E, Wells D (1982) Comparison of two gas saturation methods for the determination of the vapour pressure of cypermethrin. Pestic Sci 13:552-556.
47. Grelet D (1990) Deltamethrin: active Ingredient. Summary of physical and chemical characteristics. AgrEvo report A70742; EPA MRID 41651003.
48. 14C] BAYTHROID in aqueous solution by sunlight. Bayer report 88598.
49. Gronberg RF (1987) Adsorption of BAYTHROID to sandy loam. Bayer report 94541.
50. Hall JS, Leahey JP (1983) Cyhalothrin: fate in river water. Zeneca report RJ 0320B.
51. Hand LH (2000) Permethrin: adsorption and desorption properties in four soils. Zeneca technical letter 00JH005/01 (interim report).
52. Hansch C, Leo A (1979) Substituent Constants for Correlation Analysis in Chemistry and Biology. Wiley, New York.
53. Harvey BR, Zinner CKJ, White RD, Hill IR (1981) Cypermethrin: degradation in soil in the laboratory. Zeneca report RJ 0162 B.
54. 14C-permethrin in aerobic sandy loam soil. FMC report HRC/ISN 247/91296; EPA MRID 41970602.
55. 14C-permethrin in sandy loam soil under anaerobic conditions. FMC report HRC/ISN 236/ 91107; EPA MRID 41970601.
56. 14C-permethrin. FMC report HRC/ISN 251/911499; EPA MRID 42410002.
57. Hellpointner E (1990) Determination of the quantum yield and assessment of the environmental half-life of the direct photodegradation of cyfluthrin in water. Bayer report 103228.
58. Herbst RM (1983a) Water solubility of FMC 54800. FMC report P-0699; EPA MRID 251725.
59. Herbst RM (1983b) Octanol water partition coefficient of FMC 54800. FMC report P-068; EPA MRID 251725.
60. Herbst RM (1983c) Hydrolysis of FMC 54800. FMC report P-0701; EPA MRID 132539.
61. Itoh K, Kodaka R, Kumada K, Nambu K, Kato T (1995) Aerobic soil metabolism of esfenvalerate and fenvalerate in European soils. DuPont report LLM-50-0039.
62. 14C-alcohol] fenpropathrin in a buffered aqueous solution at pH 5 by natural sunlight. Valent report 9200547; EPA 42546402.
63. 14C] fenpropathrin. Valent report 9600477; EPA MRID 44370004.
64. 14C]-fenpropathrin. Valent report 9600477; EPA MRID 44370003.
65. Kaufman DD, Kayser AJ, Russell BA (date unknown a) Degradation of the synthetic pyrethroid insecticide RU-25474 in soil. AgrEvo report A73235.
66. 14C-gem-methyl-tralomethrin in three soils. AgrEvo report A72967.
67. 14C-methylene tralomethrin in flooded soil. AgrEvo report A72965.
68. 14C-cyano-decamethrin in soil. AgrEvo report A71051; EPA MRID 41677405.
69. 14C-cyano-decamethrin in soil. AgrEvo report A71064; EPA MRID 41677404.
70. Krohn J (1983a) Properties of pesticides in water. Bayer report 85986.
71. Krohn J (1983b) Water solubility of cyfluthrin. Bayer report 86626.
72. Krohn J (1987a) Octanol water partition coefficient of cyfluthrin pure active ingredient. Bayer report 94669.
73. Krohn J (1987b) Water solubility of cyfluthrin pure active ingredient. Bayer report 94668.
74. Krohn J (1988) Water solubility of cyfluthrin K+L [FCR 4545]. Bayer report 98320.
75. Lee DY (1992) Adsorption and desorption of fenpropathrin to soils. Valent report 9200731; EPA 42584101.
76. 14C-chlorophenyl-SD43775. DuPont report AMR-1578-89, Appendix I.
77. 14C-chlorophenyl-SD 43775 in sterilized and nonsterilized Hanford sandy loam soil. DuPont report AMR-1578-89, Appendix IV.
78. Lee P, Stearns S, Powell W (1985) Comparative aerobic soil metabolism of SD 43775 (racemic) and SD 47443 (A-alpha). DuPont report AMR-1578-89, Appendix V; EPA MRID 00146578.
79. Lee PW (1985) Fate of fenvalerate (Pydrin insecticide) in the soil environment. DuPont report AMR-1578-89, Appendix VII.
80. 14C] DPX-GB800 in buffer solutions of pH 5, 7, and 9. DuPont report AMR-1185-88.
81. Lee PW (1990) Bioaccumulation of fenvalerate in fish. DuPont report AMR-1827-90.
82. 14C)-Esfenvalerate: biodegradation in natural water-sediment systems at 10 °C. DuPont report LLM-51-0040.
83. Lorence PJ (1991) Fenpropathrin: determination of vapor pressure. Valent report 9200342.
84. Lorence PJ (1996) Fenpropathrin (S-3206): water solubility. Valent report 9600092; EPA MRID 44370001.
85. 14C]-zeta cypermethrin: aerobic aquatic degradation in two water/sediment systems. FMC report PC-0298.
86. Marriott SH, Duley J, Hand L (1998) Lambda-cyhalothrin: degradation in water-sediment systems under laboratory conditions. Zeneca report RJ 2640B.
87. Mikami N, Takahashi N, Hayashi K, Miyamoto J (1980) Photodegradation of fenvalerate (Sumicidin) in water and on soil surface. J Pestic Sci 5:225-236.
88. Mikami N, Sakata S, Yamada H, Miyamoto J (1983) Degradation of fenpropathrin in soil. Valent report 9300185; EPA 126823249936.
89. Mikami N, Sakata S, Yamada H (1984a) Further studies on degradation of the pyrethroid insecticide fenvalerate in soils. DuPont report AMR-1578-89, Appendix VI.
90. Mikami N, Sakata S, Yamada H (1984b) The response to EPA's requirement concerning soil studies of fenpropathrin (Danitol): data on degradation in soils under aerobic conditions at shorter time points. Valent report 9102225; EPA 137768252780.
91. Moffatt F (1994a) Cypermethrin: quantum yield and environmental half-life for direct phototransformation in aqueous solution. Zeneca report RJ1667B.
92. Moffatt F (1994b) Lambda-cyhalothrin: environmental half-life and quantum yield for direct phototransformation in aqueous solution. Zeneca report RJ1617B.
93. Muller K, Goggin U, Lane MCG (1996) Lambda-cyhalothrin: adsorption and desorption in soil and sediment. Zeneca report RJ 1913B
94. 14C] deltamethrin. AgrEvo report A50953.
95. Ohkawa H, Nambu K, Inui H (1978) Metabolic fate of fenvalerate (Sumicidin) in soil and by soil microorganisms. DuPont report AMR-1578-89, Appendix III.
96. Parker S, Leahey JP (1986) PP321: photodegradation on a soil surface. Zeneca report RJ0537B.
97. Pepin M, Gargot A (1988) Tralomethrin solubility study in water. AgrEvo report A73322.
98. Pionke HB, DeAngelis RJ (1980) Method for distributing pesticide loss in field runoff between the solution and adsorbed phase. In: Knisel WG (ed) CREAMS: a field scale model for chemicals, runoff, and erosion from agricultural management systems. Report 26, Chapter 19. U.S. Department of Agriculture Conservation, Washington, DC.
99. 14C-phenoxyphenyl SD 43775. DuPont report AMR-1578-89, Appendix II.
100. Priestley DB, Leahey JP (1988) PP321: aqueous photolysis at pH 5. Zeneca report RJ0605B.
101. 14C in aqueous solution and on soil. Bayer report 86182.
102. Ramsey AA (1991a) Environmental fate studies: aerobic soil metabolism of cypermethrin in a sandy loam soil. FMC report P-2616; EPA MRID 42156601.
103. Ramsey AA (1991b) Environmental fate studies: anaerobic soil metabolism of cypermethrin in a sandy loam soil. FMC report P-2617; EPA MRID 42156602.
104. 14C-zeta- cypermethrin. FMC report P-3329.
105. Rapley JH, Arnold DJ, Vincent J (1981) Cypermethrin: degradation in river and pond waters and sediments. Zeneca report RJ 0175B.
106. Rekker R (1977) The Hydrophobic Fragmental Constant. Elsevier, Amsterdam.
107. 14C FMC 54800 and metabolite characterization. FMC report P-0872; EPA MRID 141202.
108. 14C FMC 54800 in soil under anaerobic conditions. FMC report P-1338; EPA MRID 264642.
109. Roberts TR, Standen ME (1976) The degradation of the insecticide WL 41706 in soil under laboratory conditions. Valent report 9300185; EPA 130868126822.
110. Saito S, Itoh K (1992) Water solubility of fenpropathrin. Valent report 9200341; EPA MRID 424998-01
111. Sandie FE (1983) Hydrolysis of BAYTHROID in sterile, aqueous buffered solutions. Bayer report 86051.
112. Schocken MJ (1993) Deltamethrin: bioconcentration exposure with bluegill sunfish (Lepomis macrochirus) and identification of resulting metabolites. AgrEvo report A70918; EPA MRID 43072701.
113. Sewekow B (1981) Determination of vapor pressure of cyfluthrin. Bayer report 86627.
114. Shelby DJ (1996) Report amendment to: Adsorption and desorption of fenpropathrin to soils MRID 42584101. Valent report 9600478; EPA MRID 44370002.
115. Smith AM (1990a) Determination of aqueous hydrolysis rate constant and half-life of deltamethrin. AgrEvo report A43049; EPA MRID 41651038.
116. Smith AM (1990b) Determination of the adsorption and desorption coefficients of deltamethrin. AgrEvo report A47159; EPA MRID 41651039.
117. 14C]DPX-GB800 in water at pH 5. DuPont report AMR-868-87.
118. 14C-FMC 54800. FMC report PC-0038; EPA MRID 264642.
119. Swaine H, Hayward GJ (1979) Cypermethrin: laboratory degradation on two standard soils, Part I. Zeneca report RJ 0115B.
120. Takahashi N, Mikami N, Yamada H, Miyamoto J (1983a) Photodegradation of fenpropathrin in water, and on soil and plant foliage. Valent report 9200622.
121. Takahashi N, Mikami N, Yamada H, Miyamoto J (1983b) Hydrolysis of fenpropathrin in aqueous media. Valent report 9200620; EPA 131438251415.
122. 14C]-fenpropathrin in carp (Cyprinus carpio). Valent report 9109227; EPA MRID 153802.
123. Talbot TD, Mosier B (1987) Vapor pressure of BAYTHROID pure active ingredient. Bayer report 94330.
124. Tillier C (1993) RU 25474: determination of vapor pressure. AgrEvo report A74125.
125. Tomlin C (1994) The Pesticide Manual, 10th Ed. British Crop Protection Council and Royal Society of Chemistry, United Kingdom.
126. Valent (1983) Partition coefficient (n-octanol/water) of fenpropathrin. Valent report 9102150.
127. Wagner K, Neitzel H, Oehlmann L (1983) Decomposition of BAYTHROID in soil under aerobic and anaerobic conditions. Bayer report 86052.
128. 14C-tralomethrin. AgrEvo report A72955.
129. 14C-tralomethrin. AgrEvo report A72956.
130. 14C-tralomethrin in water at pH 4, pH 5, pH 7, and pH 9. AgrEvo report A45108.
131. 14C-tralomethrin. AgrEvo report A72957.
132. 14C-tralomethrin. AgrEvo report A72954.
133. 14C-deltamethrin. AgrEvo report A47918; EPA MRID 42114821.
134. 14C deltamethrin. AgrEvo report A47917; EPA MRID 42114820.
135. 14C- deltamethrin. AgrEvo report A47960; EPA MRID 42114818.
136. 14C- deltamethrin. AgrEvo report A47919; EPA MRID 42114819.
137. Warren J (1984) Photodegradation of tralomethrin on soil surface exposed to artificial sunlight. AgrEvo report A72966.
138. Williams IH, Brown MJ (1979) Persistence of permethrin and WL 43775 in soil. J Agric Food Chem 27:130-132.
139. Wollerton C (1987) Permethrin water solubility and octanol-water partition coefficient. Zeneca summary, September 2, 1987.
140. Wollerton C, Husband R (1988a) PP321: water solubility, octanol-water partition coefficient, vapour pressure, and Henry's law constant. Zeneca report RJ 0699B.
141. Wollerton C, Husband R (1988b) Cypermethrin: water solubility, octanol-water partition coefficient and Henry's law constant. Zeneca report RJ0672B.
142. Wolt JD (1996) Personal communication to the FIFRA Exposure Model Validation Task Force.
143. Wu J, Gross EM, Gavin D (1986a) Photodegradation of FMC 54800 in aqueous solution. FMC report P-1349; EPA MRID 264642.
144. Wu J, Gross EM, Gavin D (1986b) Photodegradation of FMC 54800 in/on soil. FMC report P-1351; EPA MRID 264642.
145. Yamauchi F (1985) PP-563 Cyhalothrin: accumulation in fish (carp) in a flow-through water system. Zeneca report; MITES report 58-367.
146. Yoder SJ (1991a) Deltamethrin A.I. Determination of vapor pressure. AgrEvo report A47916; EPA MRID 42137502.
147. Yoder SJ (1991b) Deltamethrin A.I. Determination of octanol/water partition coefficient. AgrEvo report A47915; EPA MRID 42114802.
148. Yoshida H, Yoshimoto Y, Takase I (1984) Residual fate of cyfluthrin (FCR 1272) in soils under laboratory and field conditions. Bayer report 1197.