Oxamyl

• Vydate
• Thioxamyl
• S-methyl -1-( dimethylcarbamoyl ) N-(( methylcarbamoyl ) oxy ) thioformamidat
• Methyl-N ', N' -dimethyl- N-(( methylcarbamoyl ) oxy )-1- thio - oxamidat
• N ', N'- dimethylcarbamoyl (methylthio )-methyl amine -N- methylcarbamate

Colorless solid with a weak sulfurous odor

Fixed

0.97 g · cm -3

3.059 · 10-5 kPa (25 ° C)

• Soluble in water ( 280 g · l-1 at 25 ° C ), methanol, DMF, acetone, ethanol, and cyclohexanone,
• Insoluble in hexane

Risk

• 2.5 mg · kg -1 ( LD50, rat, oral)
• 740 mg · kg -1 ( LD50, Rabbit, transdermal)

Template: Infobox chemical / molecular formula search available

Oxamyl is an active ingredient for plant protection and a chemical compound from the group of the carbamates.

Production and representation

By reacting with hydroxylamine glyoxalate the corresponding oxime is obtained by elimination of water. This is chlorinated with chlorine at the elementary carbon of the oxime group. The chloride is then, reacted with methylthiol under nucleophilic attack of the sulfur to give the thioether. Gefolg by amidation with dimethylamine gives the corresponding amide. The last step is the reaction with methyl isocyanate, giving the oxamyl.

1982 were produced in the U.S., about 180 t.

Properties

Oxamyl is a colorless solid with a weak sulfurous odor. A melting point is 100-102 ° C, whereby a second polymorphic form is recrystallized from the melt which has a melting point of 108-110 ° C. The compound is stable under neutral or acidic conditions.

Use

Oxamyl is used as an active ingredient in pesticides. It is used as an insecticide, nematicide and acaricide. In Germany, the active ingredient of 1977-1987 was approved.

Oxamyl may be used in the countries of the European Union as an insecticide and nematicide. In Germany, Austria and Switzerland, however, no pesticide products containing this active ingredient are allowed.

Oxamyl is neurotoxic and acts by inhibition of cholinesterases.