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DITHIANON

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DITHIANON Basic information

Product Name:
DITHIANON
Synonyms:
  • 1,4-dithiaanthraquinone-2,3-dicarbonitrile
  • 3-b)-p-dithiin-2,3-dicarbonitrile,5,10-dihydro-5,10-dioxo-naphtho(
  • 3-b]-1,4-dithiin-2,3-dicarbonitrile,5,10-dihydro-5,10-dioxo-Naphtho[2
  • 5,10-dihydroxy-5,10-dioxonaphtho-(2,3,b)-p-dithiin-2,3-dicarbonitrile
  • delan(fungicide)
  • dithianone
  • it931
  • dithianon (bsi,iso,jmaf)
CAS:
3347-22-6
MF:
C14H4N2O2S2
MW:
296.32
EINECS:
222-098-6
Product Categories:
  • Alpha sort
  • D
  • DAlphabetic
  • DIO - DIZPesticides
  • Fungicides
  • Pesticides&Metabolites
  • Quinones
Mol File:
3347-22-6.mol
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DITHIANON Chemical Properties

Melting point:
225°
Boiling point:
402.1±45.0 °C(Predicted)
Density 
d18 1.55
refractive index 
1.6360 (estimate)
storage temp. 
0-6°C
Water Solubility 
0.5mg/L(temperature not stated)
Merck 
13,3404
BRN 
1325563
LogP
2.840
CAS DataBase Reference
3347-22-6(CAS DataBase Reference)
NIST Chemistry Reference
Dithianone(3347-22-6)
EPA Substance Registry System
Dithianon (3347-22-6)
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Safety Information

Hazard Codes 
Xn;N,N,Xn
Risk Statements 
22-50/53
Safety Statements 
24-60-61
RIDADR 
UN 3077
WGK Germany 
3
RTECS 
QL0700000
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
29349990
Hazardous Substances Data
3347-22-6(Hazardous Substances Data)
Toxicity
LD50 orally in rats, guinea pigs: 638, 110 mg/kg (Amadori, Heupt)

MSDS

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DITHIANON Usage And Synthesis

Description

Dithianone is an anthraquinone derivative, used as a fungicide. With cymoxanil, it is contained in Aktuan. Cases have been sparsely reported for agricultural workers.

History

The ethylenebisdithiocarbamates were rediscovered in 1945 when Dimond et al. (2) 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. This was followed by the introduction of zineb as fungicide by the Rohm and Haas Company, USA.
The same phenomenon was later confirmed by Barratt and Horsfall (4), who attributed the stabilizing effect as due to zinc salt formation. 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.

Uses

Fungicide.

Definition

ChEBI: A naphthodithiin that is 5,10-dioxo-5,10-dihydronaphtho[2,3-b][1,4]dithiin which is substituted by nitrile groups at positions 2 and 3. It is a broad spectrum fungicide used to control scab, downy mildew, rust, and leaf spot in the commercial rowing of grapes and other fruit, citrus, coffee, and vegetables.

Agricultural Uses

Fungicide: Fungicide used to control certain mildews. A seed dressing; used to attack foliar diseases of fruits (pome, stone, etc,), coffeee, wine, and vegetables. Not currently registered for use in the U.S. Approved for use in most EU countries.

Trade name

DELAN®; DELAN-COL®; DELAN 70WG®; DITHIANON FLOWABLE®; DITHIANONWG®; IT 931®; MV 119A®; STAUFFER MV-119A®; THYNON®

Contact allergens

Dithianon is an anthraquinone derivative, used as a fungicide agent. With cymoxanil, it is contained in Aktuan. Cases in agricultural workers were reported sparsely.

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