Thiophanat-methyl

Bezeichnung:Thiophanat-methyl

CAS-Nr23564-05-8

Englisch Name:Thiophanate-methyl

CBNumberCB7249734

SummenformelC12H14N4O4S2

Molgewicht342.39

MOL-Datei23564-05-8.mol

Synonyma

Thiophanat-methyl

Thiophanat-methyl physikalisch-chemischer Eigenschaften

Schmelzpunkt	172°C
Dichte	1.4542 (rough estimate)
Dampfdruck	<1.3 x 10^-5 Pa (25 °C)
Brechungsindex	1.6000 (estimate)
storage temp.	Sealed in dry,Room Temperature
Löslichkeit	DMF: 30 mg/mL; DMSO: 30 mg/mL
pka	7.28
Aggregatzustand	Solid
Farbe	White to off-white
Wasserlöslichkeit	<0.1 g/100 mL at 20 ºC
Merck	13,9427
BRN	937942
Henry's Law Constant	8.2×10³ mol/(m³Pa) at 25℃, HSDB (2015)
Stabilität	Stable. Incompatible with strong oxidizing agents, alkalies, copper salts.
Major Application	agriculture cleaning products cosmetics environmental food and beverages personal care
InChI	1S/C12H14N4O4S2/c1-19-11(17)15-9(21)13-7-5-3-4-6-8(7)14-10(22)16-12(18)20-2/h3-6H,1-2H3,(H2,13,15,17,21)(H2,14,16,18,22)
InChIKey	QGHREAKMXXNCOA-UHFFFAOYSA-N
SMILES	COC(=O)NC(=S)Nc1ccccc1NC(=S)NC(=O)OC
LogP	1.4 at 25℃
EPA chemische Informationen	Thiophanate-methyl (23564-05-8)

Sicherheit

Kennzeichnung gefährlicher	Xn;N,N,Xn
R-Sätze:	20-43-50/53-68
S-Sätze:	36/37-46-60-61
RIDADR	UN 3077
WGK Germany	2
RTECS-Nr.	BA3675000
HS Code	29309090
Speicherklasse	11 - Combustible Solids
Hazard Classifications	Acute Tox. 4 Inhalation Aquatic Acute 1 Aquatic Chronic 1 Carc. 2 Muta. 2 Skin Sens. 1
Giftige Stoffe Daten	23564-05-8(Hazardous Substances Data)
Toxizität	LD50 in rats, mice, guinea pigs, rabbits (g/kg): 3.40, 6.64, 3.64, 2.27 orally (Hashimoto)

Gefahreninformationscode (GHS)

Thiophanate-methyl Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R20:Gesundheitsschädlich beim Einatmen.
R43:Sensibilisierung durch Hautkontakt möglich.
R50/53:Sehr giftig für Wasserorganismen, kann in Gewässern längerfristig schädliche Wirkungen haben.
R68:Irreversibler Schaden möglich.
S-Sätze Betriebsanweisung:
S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.
S46:Bei Verschlucken sofort ärztlichen Rat einholen und Verpackung oder Etikett vorzeigen.
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.
Chemische Eigenschaften
Methyl thiophanate is a colorless crystals, prisms or light brown powder.
Chemische Eigenschaften
colourless crystals, or white or light brown powder
Verwenden
Thiophanate methyl is a fungicide/wound protectant used to control plant diseases in stone fruit, pome fruit, tropical and subtropical fruit crops, grapes and fruiting vegetables. Thiophanate methyl is effective against a wide variety of fungal diseases such as leaf spots, blotches and blights; fruit spots and rots; sooty mould; scabs; bulb, corn and tuber decays; blossom blights; powdery mildews; certain rusts; and common soil borne crown and root rots.
Verwenden
Systemic fungicide.
Verwenden
Thiophanate-Methyl is a systematic fungicide of the thiophanate class. Thiophanate-Methyl is commonly used in agriculture to protect against powdery mildew, rot and other fungal diseases in fruits, ve getables and other crops.
Definition
ChEBI: A member of the class of thioureas that is the dimethyl ester of (1,2-phenylenedicarbamothioyl)biscarbamic acid. A fungicide effective against a broad spectrum of diseases in fruit, vegetables, turf and other crops including eyespot, scab, powdery mildew a d grey mould.
Allgemeine Beschreibung
Colorless crystals or light brown powder.
Air & Water Reaktionen
Insoluble in water.
Reaktivität anzeigen
Thiophanate-methyl is incompatible with strong acids and bases, and with strong reducing agents such as hydrides. Produces flammable gaseous hydrogen with active metals or nitrides. Incompatible with strong oxidizing acids, peroxides. Incompatible with alkaline material. Forms complexes with copper salts .
Brandgefahr
Flash point data for Thiophanate-methyl are not available. Thiophanate-methyl is probably combustible.
Flammability and Explosibility
Not classified
Landwirtschaftliche Anwendung
Fungicide: Thiophanate-methyl is a systemic fungicide used to control a broad spectrum of fungal diseases on fruits, vegetables, turf and ornamentals, including shade trees, and diseases in the field, nurseries, and in greenhouses. Note: Do not confuse with thiophanate-ethyl (CAS: 23564-06-9), which is not currently registered for use in the U.S. Registered for use in EU countries. Registered for use in the U.S.
Handelsname
BASF® 32500 F; BASF® 32500 Fungicide; CERCOBIN®; CLEARY® 3336; CONSYST®; DITEK®[C]; DOMAIN®; DOUSAN®[C]; ENOVIT®; EVOLVE®; FANATE®; FUNGITOX®; FUNGO®; MILDOTHANE® Turf Liquid; NEOTOPSIN®; NF- 35®; NF-44®; NSC 170810®; PELT®; PRO-TURF®; SIPCAVIT®; SNARE®; SPECTRO®; SYSTEC®; SYSTEMIC® FUNGICIDE; TD 1771®; TOPSIN®; TOPSIN-WP METHYL®; 3336 TURF FUNGICIDE®; ZYBAN®
mögliche Exposition
Methyl thiophanate is thiocarbamate ester, used in the synthesis of polymers and in agriculture as pesticides, soil fumigants, and seed disinfectants.
Carcinogenicity
Those long-term studies evaluated a variety of toxicity end points including carcinogenicity. Both benomyl and carbendazim were weak carcinogens in some in vivo studies. Rats of the SpDxAug strain were fed 80, 400, and 2000 ppm for 2 years and no evidence for an increase in tumors was seen. In carcinogenicity studies in mice with carbendazim, similar liver tumor finding were found in CD-1 or Swiss strains. On the other hand, no evidence of tumors was seen in a similar study conducted using the NMRKf mouse strain, a strain that has a low incidence of spontaneous tumors.
Stoffwechselwegen
Thiophanate methyl degradation in water (hydrolytic/ photolysis), soils, plants and animals follows a common pathway that involves the initial conversion into methyl benzimidazol-2-ylcarbamate (carbendazim). Prior to benzimidazole ring formation, at least one side chain undergoes an oxidative desulfuration reaction and partial hydrolysis (even to the substituted aniline). Once formed, carbendazim is degraded primarily via an oxidative mechanism (in animals) or through hydrolysis to 2-aminobenzimidazole (in soils). Possible metabolism pathways of thiophanate methyl are depicted in Scheme 1.
Versand/Shipping
UN2771 Thiocarbamate pesticides, solid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials. UN3077 Environmentally hazardous substances, solid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required.
Degradation
Thiophanate methyl (1) is susceptible to alkaline hydrolysis. The principal degradation product is carbendazim (2). Thiophanate methyl degraded slowly in water (pH 7-7.4, Noguchi et al., 1971), and in fruit juice (grape homogenate, Shiga et al., 1985) to primarily carbendazim, but also to 1-(3- methoxycarbony1thioureido)-2-(3-methoxycarbony1ureido)benzene (3) and dimethyl 4,4'-(o-phenylene)bis(allophanate) (4). Thiophanate methyl underwent photolysis in aqueous solution to carbendazim (DT₅₀ <1 day) when illuminated with UV light (254 nm) or natural sunlight. A similar photolytic transformation occurred on moist cotton foliage, although no photolysis occurred when thiophanate methyl was exposed as a dry film to light (Buchenauer et al., 1973). Thiophanate methyl on wet filter paper decomposed in sunlight to yield carbendazim and small amounts of compounds 3 and 4 (Ono and Tohyama, 1982).
Inkompatibilitäten
Thiocarbamate esters are combustible; dust may form explosive mixture with air. Decomposes163℃Thiocarbamate esters are combustible. They react violently with powerful oxidizers such as calcium hypochlorite. Poisonous gases are generated by the thermal decomposition of thiocarbamate compounds, including carbon disulfide, oxides of sulfur, oxides of nitrogen, hydrogen sulfide, ammonia, and methylamine. Thio and dithio carbamates slowly decompose in aqueous solution to form carbon disulfide and methylamine or other amines. Such decompositions are accelerated by acids. Flammable gases are generated by the combination of thiocarbamates with aldehydes, nitrides, and hydrides. Thiocarbamates are incompatible with acids, peroxides, and acid halides.
Waste disposal
In accordance with 40CFR 165 recommendations for the disposal of pesticides and pesticide containers. Must be disposed properly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office. Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste containing this contaminant (≥100 kg/mo) must conform with EPA regulations governing storage, transportation, treatment, and waste disposal.

Thiophanate-methyl Upstream-Materialien And Downstream Produkte

Thiophanat-methyl Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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