Dichlofluanid (in atembarer Form)

Gefahreninformationscode (GHS)

• Bildanzeige (GHS)

  

• Alarmwort

  Warnung

• Gefahrenhinweise

  H317：Kann allergische Hautreaktionen verursachen.

  H319：Verursacht schwere Augenreizung.

  H332：Gesundheitsschädlich bei Einatmen.

  H400：Sehr giftig für Wasserorganismen.

• Sicherheit

  P261：Einatmen von Staub vermeiden.

  P273：Freisetzung in die Umwelt vermeiden.

  P280：Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.

  P302+P352：BEI BERÜHRUNG MIT DER HAUT: Mit viel Wasser/... (Hersteller kann, falls zweckmäßig, ein Reinigungsmittel angeben oder, wenn Wasser eindeutig ungeeignet ist, ein alternatives Mittel empfehlen) waschen.

  P305+P351+P338：BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach Möglichkeit entfernen. Weiter spülen.

DICHLOFLUANID Chemische Eigenschaften,Einsatz,Produktion Methoden

• R-Sätze Betriebsanweisung:

  R20:Gesundheitsschädlich beim Einatmen.
  R36:Reizt die Augen.
  R43:Sensibilisierung durch Hautkontakt möglich.
  R50/53:Sehr giftig für Wasserorganismen, kann in Gewässern längerfristig schädliche Wirkungen haben.
  R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.
  R11:Leichtentzündlich.

• S-Sätze Betriebsanweisung:

  S24:Berührung mit der Haut vermeiden.
  S37:Geeignete Schutzhandschuhe tragen.
  S60:Dieses Produkt und sein Behälter sind als gefährlicher Abfall zu entsorgen.
  S61:Freisetzung in die Umwelt vermeiden. Besondere Anweisungen einholen/Sicherheitsdatenblatt zu Rate ziehen.
  S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
  S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
  S16:Von Zündquellen fernhalten - Nicht rauchen.

• Beschreibung

  Dichlofluanid is solid sparingly soluble in water, soluble in most organic solvents, and decomposes in alkaline media.

• Verwenden

  Fungicide.

• Verwenden

  Dichlofluanid is used to control a wide range of fungal diseases including storage diseases on many crops.

• Definition

  ChEBI: A member of the class of sulfamides that is sulfamide in which the hydrogens attached to one of the nitrogens are replaced by methyl groups, while those attached to the other nitrogen are replaced by a phenyl and a [dichloro(fluoro)methyl]sulfanediyl group A fungicide introduced in 1965 and used in the cultivation of fruit and vegetables, as well as in wood preservatives, it is no longer approved for use in the European Union.

• Stoffwechselwegen

  Dichlofluanid contains an unstable dichlorofluoromethylthio (sulfenyl) moiety that has been shown to undergo rapid hydrolytic and metabolic degradation to N',N'-dimethyl-N-phenylsulfamide (2) (dimethylsulfanilide). By analogy with captan, presumably the dichlorofluoromethylthio moiety can be transferred to the sulfur atoms of cellular thiols such as cysteine and glutathione. Thus in the presence of thiols, dichlofluanid is probably cleaved at the N-S bond to form thiophosgene (3) or its monofluoro analogue and other gaseous products such as hydrogen sulfide, hydrogen chloride and carbonyl sulfide. Thiophosgene or its monofluoro analogue is rapidly hydrolysed by water. The dichlorofluoromethylthio group and thiophosgene may be intermediates in the formation of addition products such as thiazolidine-2-thione-4-carboxylic acid (4) by addition to cysteine. A thiazolidine derivative of glutathione may also be formed (5).

• Degradation

  Dichlofluanid is hydrolysed rapidly in alkaline conditions to form N',N'- dimethyl-N-phenylsulfamide (2). The hydrolytic DT₅₀ is >15 days, >18 hours and <10 minutes at pH 4,7 and 9, respectively, at 22 °C (PM).
  Dichlofluanid is unstable to light and its fungitoxicity decreases on exposure, albeit to a lesser extent than for captan. Dichlofluanid does not absorb light of wavelength of >295 nm and so photodegradation is unlikely to occur in the absence of photosensitisers. Dichlofluanid was reacted in vitru with glutathone or cysteine in water/methanol solutions. The reaction was carried out in a closed system at 40 °C using traps for COS and CO2 and analysis by TLC. The proposed route of degradation is given in Scheme 1. Short-lived intermediates are proposed that were not detected. It is not clear whether thiophosgene (3) or its monofluoro analogue were formed (Schuphan ef al., 1981).
  The photolysis of dichlofluanid was studied under artificial conditions that may not be relevant to typical environmental circumstances. Unlabelled dichlofluanid in methanol, benzene or acetone solution was irradiated with a medium pressure UV lamp (100 W) but the emission wavelengths were not given. As they photodegraded, the methanol and benzene solutions gave a brown solid and the acetone solution darkened. Products were separated and identified using IR, GC and MS methods. The products from acetone solution were N',N'-dimethyl-Nphenylsulfamide (2), phenyl isocyanate (6), phenyl isothiocyanate (7) and dimethylamidosulfonyl chloride (8). Studies using GC-MS indicated the presence of bis(dichlorofluoromethyl) disulfide (9). It was concluded that irradiation of dichlofluanid produced mainly the hydrolysis product dimethylsulfanilide (2) and the very active dichlorofluoromethyl sulfide radical (.SCCl2F), the latter reacting with other compounds in solution.
  For example, 1-(dichlorofluoromethylthio)propan-2-one (10), and 1- (dichlorofluoromethylsulfonyl)propan-2-one(11) were formed in acetone solution by reaction with solvent. The phenyl isothiocyanate (12) was also isolated In vitro tests against Botrytis cinerea showed that irradiation decreased the fungicidal activity of dichlofluanid (Clark and Watkins, 1978).

DICHLOFLUANID Upstream-Materialien And Downstream Produkte

Dichlofluanid (in atembarer Form) Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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