Zineb is the chemical compound with the formula {Zn[S2CN(H)CH2CH2N(H)CS2]}n. Structurally, it is classified as a coordination polymer and a dithiocarbamate complex. This pale yellow solid is used as fungicide.[2]

Production and applications

It is produced by treating ethylene bis(dithiocarbamate) sodium salt, "nabam", with zinc sulfate. This procedure can be carried out by mixing nabam and zinc sulfate in a spray tank.[3] Its uses include control of downy mildews, rusts, and redfire disease.[2] In the US it was once registered as a "General Use Pesticide", however all registrations were voluntarily cancelled following an EPA special review.[3] It continues to be used in many other countries.

Structure

Zineb is a polymeric complex of zinc with a dithiocarbamate.[2] The polymer is composed of Zn(dithiocarbamate)2 subunits linked by an ethylene (-CH2CH2-) backbone.[4] A reference compound is [Zn(S2CNEt2)2]2, which features a pair of tetrahedral Zn centers bridged by one sulfur center.[5]

See also

References

  1. ^ "Zinc, [[2-[(dithiocarboxy)amino]ethyl]carbamodithioato(2-)-kappaS,kappaS']-". pubchem.ncbi.nlm.nih.gov.
  2. ^ a b c Franz Müller; Peter Ackermann; Paul Margot (2012). "Fungicides, Agricultural, 2. Individual Fungicides". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.o12_o06. ISBN 978-3527306732.
  3. ^ a b Michael A. Kamrin, (1997) Pesticide Profiles: Toxicity, Environmental Impact, and Fate, CRC Press, ISBN 1-56670-190-2[page needed]
  4. ^ R. Engst; W. Schnaak (1974). "Residues of dithiocarbamate fungicides and their metabolites on plant foods". In Gunther F.A. (ed.). Residue Reviews. Vol. 52. New York, NY: Springer. pp. 45–46. doi:10.1007/978-1-4615-8504-6_3. ISBN 978-1-4615-8506-0.
  5. ^ Bonamico, M.; Mazzone, G.; Vaciago, A.; Zambonelli, L. (1965). "Structural studies of metal dithiocarbamates. III. The Crystal and Molecular Structure of Zinc Diethyldithiocarbamate". Acta Crystallogr. 19 (6): 898–909. doi:10.1107/S0365110X65004620.

External links

  • Zineb in the Pesticide Properties DataBase (PPDB)