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词条 Zineb
释义

  1. Production and applications

  2. Structure

  3. See also

  4. References

  5. External links

{{chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 431571449
| ImageFile1 = ZinebWNormalBonding.png
| ImageSize1 = 360px
| IUPACName = zinc ethane-1,2-diylbis(dithiocarbamate)
| OtherNames = 1,2 ethanediylbis[dithiocarbamodithioato](2−) zinc,
Dithane Z-78, Aphytora, Amitan
|Section1={{Chembox Identifiers
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 12122-67-7
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = C15232
| ChEBI_Ref = {{ebicite|changed|EBI}}
| ChEBI = 52498
| SMILES = [Zn+2].[S-]C(=S)NCCNC(=S)[S-]
| PubChem = 3032296
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 2297309
| EINECS = 235-180-1
| RTECS = ZH3325000
| 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
| InChIKey = AMHNZOICSMBGDH-NUQVWONBAD
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 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
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = AMHNZOICSMBGDH-UHFFFAOYSA-L
|Section2={{Chembox Properties
| C=4 | H=6 | N=2 | S=4 | Zn=1
| MolarMass = 275.8 g/mol (monomer)
| Appearance = pale yellow powder
| Density =
| MeltingPt =
| BoilingPt =
| Solubility = }}
|Section3={{Chembox Hazards
| MainHazards =
| EUClass = Irritants (Xi)
Sensitizers
| RPhrases = {{R37}} {{R43}}
| SPhrases = {{S2}} {{S8}} {{S24/25}} {{S46}}
| FlashPt =
| AutoignitionPt = }}
}}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.[1]

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.[2]

Its uses include control of downy mildews, rusts, and redfire disease.[1] In the US it was once registered as a "General Use Pesticide", however all registrations were voluntarily cancelled following an EPA special review.[2] It continues to be used in many other countries.

Structure

Zineb is a polymeric complex of zinc with a dithiocarbamate.[1] The polymer is composed of Zn(dithiocarbamate)2 subunits linked by an ethylene (-CH2CH2-) backbone.[3] A reference compound is [Zn(S2CNEt2)2]2, which features a pair of tetrahedral Zn centers bridged by one sulfur center.[4]

See also

  • Metam sodium - A related dithiocarbamate salt which is also used as a fungicide
  • Maneb - ethylene bis(dithiocarbamate) with manganese instead of zinc

References

1. ^{{cite encyclopedia|authors=Franz Müller, Peter Ackermann, Paul Margot|title=Fungicides, Agricultural, 2. Individual Fungicides|encyclopedia=Ullmann's Encyclopedia of Industrial Chemistry|publisher=Wiley-VCH|place=Weinheim|year=2012|doi=10.1002/14356007.o12_o06}}
2. ^Michael A. Kamrin, (1997) Pesticide Profiles: Toxicity, Environmental Impact, and Fate, CRC Press, {{ISBN|1-56670-190-2}}{{page needed|date=March 2015}}
3. ^{{cite journal|journal=Residue Reviews|pages=45-6|title=Residues of dithiocarbamate fungicides and their metabolites on plant foods|authors=R. Engst, W. Schnaak|year=1974|editor=Gunther F.A.|volume=52|publisher=Springer|place=New York, NY|doi=10.1007/978-1-4615-8504-6_3}}
4. ^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}}

External links

  • {{PPDB|683}}

4 : Fungicides|Endocrine disruptors|Zinc compounds|Dithiocarbamates

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