[[1,2 ethanediylbis[dithiocarbamodithioato](2−)]] zinc,
Dithane Z-78, Aphytora, Amitan
3D model (Jmol)
|Molar mass||275.8 g/mol (monomer)|
|Appearance||pale yellow powder|
EU classification (DSD)
|S-phrases||(S2) S8 S24/25 S46|
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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. Its uses include control of downy mildews, rusts and redfire disease. In the US it was once registered as a "General Use Pesticide", however all registrations were voluntarily cancelled following an EPA special review. It continues to be used in many other countries.
Zineb is a polymeric complex of zinc with the bis(dithiocarbamate) derived from the reaction. The polymer is composed of Zn(dithiocarbamate)2 subunits linked by ethylene backbone. A reference compound is [Zn(S2CNEt2)2]2, which features a pair of tetrahedral Zn centers bridged by one sulfur center.
- Metam sodium - A related dithiocarbamate salt which is also used as a fungicide
- Maneb - ethylene bis(dithiocarbamate) with manganese instead of zinc
- Michael A. Kamrin, (1997) Pesticide Profiles: Toxicity, Environmental Impact, and Fate, CRC Press, ISBN 1-56670-190-2[page needed]
- Ullmann's Agrochemicals, Wiley-VCH Staff , Wiley-Vch (COR), 2007 ISBN 3-527-31604-3[page needed]
- Genchev, M.; Davarski, K. "Structure of some metal complexes of ethylenediaminebis(dithiocarbamate) used as active fungicides" Burgas 1978, 13, Pt. 1, 39-44.
- Bonamico, M.; Mazzone, G.; Vaciago, A.; Zambonelli, L., "Structural studies of metal dithiocarbamates. III. The Crystal and Molecular Structure of Zinc Diethyldithiocarbamate", Acta Crystallogr. 1965, volume 19, pp. 898-909. doi:10.1107/S0365110X65004620
- Zineb in the Pesticide Properties DataBase (PPDB)