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Ethylene bisdithiocarbamate

HCID 3033851
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Grundinformationen

CAS
34731-32-3
Standard-SMILES
NC(=S)SCCSC(N)=S
InChIKey
QRNATDQRFAUDKF-UHFFFAOYSA-N
Summenformel
C4H8N2S4
Durchschnittliche Molmasse
212,39 g/mol
Monoisotopische Masse
211,95703226

Namen und Bezeichner

Bevorzugter Name
Ethylene bisdithiocarbamate
IUPAC
Ethane-1,2-diyl bis(hydrogen carbonodithioimidate)
Englischer Name
Ethylenebis-(dithiocarbamate)
Summenformel
C4H8N2S4
Molmasse
212.37972

Namen und Synonyme

Ethylenebis-(dithiocarbamate)

Datenbank-Bezeichner

CAS
34731-32-3
PubChem CID
3033851
DTXSID
DTXSID30864197
Nikkaji
J478.223B

Eigenschaften

Physikochemische Eigenschaften

EPA chemische Informationen
Ethylenebis(dithiocarbamate) (34731-32-3)

Chemie und Industrie

Anwendungen · 3 Einträge

BeschreibungThe presence of ethylenebisdithiocarbamate (EBCD) fungicides in treated plants is of concern because these fungicides can be transformed into ethylenethiourea (ETU), a metabolite of proven oncogenic and teratogenic effect. ETU may also occur in commercially available formulations of EBCD fungicides, and the amount present may increase on storage because of atmospheric oxidation. ETU has been found in thermally treated foods in which residues of EBCD fungicides were detected before thermal treatment.From the numerous compounds suggested by Hester (5), only disodium ethylenebisdithiocarbamate and its zinc and manganese salts are largely accepted for practical application. Research on these dithiocarbamates led to some promising variants.

HistoryThe ethylenebisdithiocarbamates were rediscovered in 1945 when Dimond et al. reported a “new water soluble protectant fungicide.” The parent compound, disodium ethylenebisdithiocarbamate, was highly soluble in water and was unstable in air, and it might have been only a laboratory curiosity and remained unnoticed but for the applications developed by Heuberger and Manns (3), who stabilized it by converting it into zinc salt by the addition of zinc sulfate–lime mixture.

VerwendenEthylenebisdithiocarbamates have strong metal binding capacity and act as inhibitors of enzymes. They have a profound effect on biological systems, and so they are widely used in medicine and in agriculture as fungicides. Their residues on food and fodder are hazardous and may potentially cause chronic damage to health, because humans consume these items as a part of their normal dietary intake and ethylenebisdithiocarbamates are widely used as fungicides. Therefore, their residues must be closely checked because their persistent, as well as cumulative, action may be harmful. Some of the most-used ethylenebisdithiocarbamate fungicides are nabam [disodium ethylenebis (dithiocarbamate)], mancozeb [manganese/zinc ethylenebis (dithiocarbamate)], and maneb [manganese ethylenebis (dithiocarbamate)].

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