Silthiofam

Structural formula
General
Surname	Silthiofam
other names	N -Allyl-4,5-dimethyl-2- (trimethylsilyl) thiophene-3-carboxamide
Molecular formula	C 13 H 21 NOSSi
Brief description	white crystalline odorless powder
External identifiers / databases
EC number	605-752-9
ECHA InfoCard	100.124.592
PubChem	9881821
Wikidata	Q18630756
properties
Molar mass	267.46 g mol −1
Physical state	firmly
Melting point	86.1-88.3 ° C
solubility	practically insoluble in water (35.3 mg l −1 at 20 ° C)
safety instructions
GHS labeling of hazardous substances	no GHS pictograms
	no GHS pictograms
H and P phrases	H: no H-phrases
	P: no P-phrases
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Silthiofam is a chemical compound from the group of thiophenecarboxamides.

Extraction and presentation

Silthiofam can be obtained from 3-chlorobutan-2-one and methyl 3-methoxyacrylate .

use

Silthiofam is a fungicide developed by Monsanto and launched in 1999 . The active ingredient works by inhibiting ATP production in the mitochondria . It prevents the release of ATP through the impermeable inner mitochondrial membrane by translocases .

Silthiofam is used in seed dressings against black- leggedness, which is caused by the fungus Gaeumannomyces graminis . Silthiofam has a protective and long-lasting effect.

Admission

In Switzerland and Austria there is no approval, in Germany, however, a plant protection product with Silthiofam as an active ingredient is approved (trade name Latitude ).

literature

GL Bateman, RJ Gutteridge, JF Jenkyn, MM Self: Effects of fluquinconazole and silthiofam, applied as seed treatments to single or consecutive crops of wheat, on take-all epidemic development and grain yields . In: Ann. Appl. Biol. Band 152 , no. 2 , April 2008, p. 243-254 , doi : 10.1111 / j.1744-7348.2007.00204.x .

Individual evidence

↑ ^a ^b Datasheet Silthiofam, PESTANAL at Sigma-Aldrich , accessed on May 9, 2017 ( PDF ).
↑ ^a ^b ^c ^d Entry on Silthiofam. In: Römpp Online . Georg Thieme Verlag, accessed on November 9, 2014.
↑ Process Research on the Synthesis of Silthiofam: A Novel Fungicide for Wheat. doi: 10.1021 / op020206f .
↑ Michael Henningsen: Modern fungicides: Fighting fungi in agriculture . In: ChiuZ . tape 37 , no. 2 , 2003, p. 98–111 , doi : 10.1002 / ciuz.200300283 .
↑ General Directorate Health and Food Safety of the European Commission: Entry on Silthiofam in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on February 14, 2016.

[Sigma-1] Datasheet Silthiofam, PESTANAL at Sigma-Aldrich , accessed on May 9, 2017 ( PDF ).

[roempp-2] Entry on Silthiofam. In: Römpp Online . Georg Thieme Verlag, accessed on November 9, 2014.

[3] Process Research on the Synthesis of Silthiofam: A Novel Fungicide for Wheat. doi: 10.1021 / op020206f .

[4] Michael Henningsen: Modern fungicides: Fighting fungi in agriculture . In: ChiuZ . tape 37 , no. 2 , 2003, p. 98–111 , doi : 10.1002 / ciuz.200300283 .

[PSM-5] General Directorate Health and Food Safety of the European Commission: Entry on Silthiofam in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on February 14, 2016.