Etridiazole is a fungicide and pesticide used for prevention of pythium ultimum on cotton plants.[2]

Synthesis

Etridiazole can be synthesised from acetonitrile as follows:

It can also be is produced by the reaction of trichloroacetamidine hydrochloride with trichloromethanesulfenyl chloride, and then with sodium hydroxide in ethanol.[3]

Reactivity

Etridiazole is stable under normal conditions,[4] but degrades upon continuous exposure to sunlight,[5] and is hydrolysed by alkalis.[6] When heated to decomposition, it emits toxic fumes of hydrogen chloride, sulfur oxides, and nitrogen oxides.[7]

Safety

Etridiazole has been classified as a Group B2 Probable Human Carcinogen.[8]

References

  1. ^ MacBean C, ed; e-Pesticide Manual. 15th ed., ver. 5.1, Alton, UK; British Crop Protection Council. Etridazole (2593-15-9) (2008-2010)
  2. ^ "Applying a Fungicide May Prevent Cotton Replanting". Ag Alert. March 27, 2002.
  3. ^ Muller F et al; Ullmann's Encyclopedia of Industrial Chemistry 7th ed. (1999-2012). NY, NY: John Wiley & Sons; Fungicides, Agricultural, 2. Individual Fungicides. Online Posting Date: October 15, 2011
  4. ^ Worthing, C.R., S.B. Walker (eds.). The Pesticide Manual - A World Compendium. 7th ed. Lavenham, Suffolk, Great Britain: The Lavenham Press Limited, 1983., p. 252
  5. ^ Tomlin, C.D.S. (ed.). The Pesticide Manual - World Compendium. 10th ed. Surrey, UK: The British Crop Protection Council, 1994., p. 420
  6. ^ Spencer, E. Y. Guide to the Chemicals Used in Crop Protection. 7th ed. Publication 1093. Research Institute, Agriculture Canada, Ottawa, Canada: Information Canada, 1982., p. 279
  7. ^ Lewis, R.J. Sr. (ed) Sax's Dangerous Properties of Industrial Materials. 11th Edition. Wiley-Interscience, Wiley & Sons, Inc. Hoboken, NJ. 2004., p. 1623
  8. ^ USEPA Office of Pesticide Programs, Health Effects Division, Science Information Management Branch: "Chemicals Evaluated for Carcinogenic Potential" (April 2006)