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Zineb
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IUPAC name
zinc ethane-1,2-diylbis(dithiocarbamate)
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Other names
1,2 ethanediylbis[dithiocarbamodithioato](2−) zinc,
Dithane Z-78, Aphytora, Amitan | |
Identifiers | |
3D model (JSmol)
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4165797 | |
ChEBI | |
ChemSpider |
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ECHA InfoCard | 100.031.970 |
EC Number |
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KEGG |
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PubChem CID
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RTECS number |
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UNII | |
UN number | 2771 |
CompTox Dashboard (EPA)
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Properties | |
C4H6N2S4Zn | |
Molar mass | 275.8 g/mol (monomer) |
Appearance | pale yellow powder |
Hazards | |
Occupational safety and health (OHS/OSH): | |
Main hazards
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skin sensitizer |
GHS labelling: | |
Warning | |
H317, H335 | |
P261, P271, P280, P302+P352, P304+P340, P312, P333+P313, P363, P403+P233, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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.
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.
Structure
Zineb is a polymeric complex of zinc with a dithiocarbamate. The polymer is composed of Zn(dithiocarbamate)2 subunits linked by an ethylene (-CH2CH2-) backbone. A reference compound is [Zn(S2CNEt2)2]2, which features a pair of tetrahedral Zn centers bridged by one sulfur center.
See also
- Metam sodium - A related dithiocarbamate salt which is also used as a fungicide.
- Maneb - ethylene bis(dithiocarbamate) with manganese instead of zinc.
- Mancozeb - A common fungicide containing Zineb and Maneb.
External links
- Zineb in the Pesticide Properties DataBase (PPDB)