Zineb

Zineb
Names

IUPAC name zinc ethane-1,2-diylbis(dithiocarbamate)
Other names [[1,2 ethanediylbis[dithiocarbamodithioato](2−)]] zinc, Dithane Z-78, Aphytora, Amitan
Identifiers
CAS Number	12122-67-7^Y
3D model (Jmol)	Interactive image
ChEBI	CHEBI:52498^N
ChemSpider	2297309^N
ECHA InfoCard	100.031.970
EC Number	235-180-1
KEGG	C15232^Y
PubChem CID	3032296
RTECS number	ZH3325000
InChI InChI=1S/C4H8N2S4.Zn/c7-3(8)5-1-2-6-4(9)10;/h1-2H2,(H2,5,7,8)(H2,6,9,10);/q;+2/p-2^N Key: AMHNZOICSMBGDH-UHFFFAOYSA-L^N InChI=1/C4H8N2S4.Zn/c7-3(8)5-1-2-6-4(9)10;/h1-2H2,(H2,5,7,8)(H2,6,9,10);/q;+2/p-2 Key: AMHNZOICSMBGDH-NUQVWONBAD
SMILES [Zn+2].[S-]C(=S)NCCNC(=S)[S-]
Properties
Chemical formula	C₄H₆N₂S₄Zn
Molar mass	275.8 g/mol (monomer)
Appearance	pale yellow powder
Hazards
EU classification (DSD)	Irritants (Xi) Sensitizers
R-phrases	R37 R43
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).
N (what is ^YN ?)
Infobox references

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

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.

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