Zineb
Names | |
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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 | |
ECHA InfoCard
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100.031.970 |
EC Number |
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KEGG | |
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[1] | |
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
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
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
- 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.
References
- ^ "Zinc, [[2-[(dithiocarboxy)amino]ethyl]carbamodithioato(2-)-kappaS,kappaS']-". pubchem.ncbi.nlm.nih.gov.
- ^ ISBN 978-3527306732.
- ^ ISBN 1-56670-190-2[page needed]
- ISBN 978-1-4615-8506-0.
- .
External links
- Zineb in the Pesticide Properties DataBase (PPDB)