DITHIANON CAS 3347-22-6

Introduction：Basic information about DITHIANON CAS 3347-22-6, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

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

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
• Major Application: agriculture environmental
• InChI: 1S/C14H4N2O2S2/c15-5-9-10(6-16)20-14-12(18)8-4-2-1-3-7(8)11(17)13(14)19-9/h1-4H
• InChIKey: PYZSVQVRHDXQSL-UHFFFAOYSA-N
• SMILES: O=C1C2=C(SC(C#N)=C(S2)C#N)C(=O)c3ccccc13
• 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)

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
• Storage Class: 11 - Combustible Solids
• Hazard Classifications: Acute Tox. 4 Oral Aquatic Acute 1 Aquatic Chronic 1
• Hazardous Substances Data: 3347-22-6(Hazardous Substances Data)
• Toxicity: LD50 orally in rats, guinea pigs: 638, 110 mg/kg (Amadori, Heupt)

DITHIANON Usage And Synthesis

Description

Dithianone is an anthraquinone derivative, used as afungicide. With cymoxanil, it is contained in Aktuan.Cases have been sparsely reported for agriculturalworkers.

History

Theethylenebisdithiocarbamates were rediscovered in 1945when Dimond et al. (2) reported a “new water solubleprotectant fungicide.” The parent compound, disodiumethylenebisdithiocarbamate, was highly soluble in waterand was unstable in air, and it might have been onlya laboratory curiosity and remained unnoticed but forthe applications developed by Heuberger and Manns (3),who stabilized it by converting it into zinc salt by theaddition of zinc sulfate–lime mixture. This was followedby the introduction of zineb as fungicide by the Rohm andHaas Company, USA.
The same phenomenon was laterconfirmed by Barratt and Horsfall (4), who attributedthe stabilizing effect as due to zinc salt formation.From the numerous compounds suggested by Hester (5),only disodium ethylenebisdithiocarbamate and its zincand manganese salts are largely accepted for practicalapplication. Research on these dithiocarbamates led tosome 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 seeddressing; used to attack foliar diseases of fruits (pome,stone, etc,), coffeee, wine, and vegetables. Not currentlyregistered for use in the U.S. Approved for use in most EUcountries.

Trade name

DELAN®; DELAN-COL®; DELAN70WG®; 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.

Synthesis

Using sodium monophosphate disodium phosphate to prepare a buffer solution of pH 7 (prepared by adding 19.5 ml of 0.2 M dibasic sodium phosphate 30.5 ml / 0.2 M monobasic sodium phosphate in 500 ml of water) In 1.7 L of the solution, 60 g of diclones were dispersed using 3 g of a surfactant (polyethylene lauric acid), and the temperature was cooled to 10 ° C. 160.5 g of an aqueous solution of ethene salt (36% of ethene salt) is slowly added dropwise over 2 hours. After the addition was completed, the reaction was further performed for 1 hour, filtered at that temperature, washed with water, and dried to obtain 70.4 g (yield 90.0%, purity 93.5%) of dithianon.[1]

References

[1] Process for preparing high purity 2,3-dicyano-1,4-dithia anthraquinone. Patent No. KR100209582B1