Article · Wikipedia archive · Last revised Jul 26, 2026

Zineb

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.

Last revised
Jul 26, 2026
Read time
≈ 2 min
Length
439 w
Citations
8
Source
Wikipedia ↗
Zineb
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Names
IUPAC name
zinc ethane-1,2-diylbis(dithiocarbamate)
Other names
1,2 ethanediylbis[dithiocarbamodithioato](2−) zinc,
Dithane Z-78, Aphytora, Amitan
Identifiers
3D model (JSmol)
4165797
ChEBI
ChemSpider
ECHA InfoCard 100.031.970
EC Number
  • 235-180-1
KEGG
RTECS number
  • ZH3325000
UNII
UN number 2771
  • 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
  • [Zn+2].[S-]C(=S)NCCNC(=S)[S-]
Properties
C4H6N2S4Zn
Molar mass 275.8 g/mol (monomer)
Appearance pale yellow powder
Hazards1
Occupational safety and health (OHS/OSH):
Main hazards
 skin sensitizer
GHS labelling:
GHS07: Exclamation mark
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).
☒N verify (what is checkY☒N ?)

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 countries, including the United States.

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

See also

References

References

  1. "Zinc, [[2-[(dithiocarboxy)amino]ethyl]carbamodithioato(2-)-kappaS,kappaS']-". pubchem.ncbi.nlm.nih.gov.
  2. 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. Michael A. Kamrin, (1997) Pesticide Profiles: Toxicity, Environmental Impact, and Fate, CRC Press, ISBN 1-56670-190-2
  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. Bibcode:1965AcCry..19..898B. doi:10.1107/S0365110X65004620.
External links
  • Zineb in the Pesticide Properties DataBase (PPDB)