Dazomet

Structural formula
General
Surname	Dazomet
other names	3,5-dimethylperhydro-1,3,5-thiadiazine-2-thione; Dimethylformocarbothialdine; Thiadiazine; Thiazon; Basamide;
Molecular formula	C 5 H 10 N 2 S 2
Brief description	colorless combustible solid
External identifiers / databases
EC number	208-576-7
ECHA InfoCard	100,007,798
PubChem	10788
Wikidata	Q424814
properties
Molar mass	162.28 g mol −1
Physical state	firmly
density	1.37 g cm −3
Melting point	104 ° C (decomposition)
solubility	heavy in water (3.6 g l −1 at 20 ° C); easily in chloroform (390 g l −1 at 20 ° C) and acetone (170 g l −1 at 20 ° C);
safety instructions
H and P phrases	H: 302-319-410
	P: 273-305 + 351 + 338-501
Toxicological data	320 mg kg −1 ( LD 50 , rat , oral ) ; 7000 mg kg −1 ( LD 50 , rabbit , transdermal ) ;
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Dazomet is an active ingredient for crop protection and a chemical compound from the group of dithiocarbamates .

history

Dazomet was first discovered in 1890 by Dr. Delepine synthesized by reacting carbon disulphide with trimethyltrimethylene triimine and first registered as a plant protection product by BASF in Belgium in 1968 . It was examined for its effects in Germany in 1971 and was patented in Europe until 2012.

The trade name Basamid was owned by BASF until 2003. The buyer, Kanesho Soil Treatment is a joint venture between Mitsui Bussan and Agro-Kanesho . The trademark rights were licensed to Amvac for the USA .

Extraction and presentation

Dazomet is obtained commercially from the reaction of carbon disulfide with methylamine and formaldehyde .

properties

Dazomet decomposes at temperatures above 104 ° C. As a technical product, it comes onto the market with a purity of 98%. It is moderately stable, but sensitive to temperatures greater than 35 ° C and humidity. It hydrolyzes rapidly in water. When Dazomet decomposes, methyl isothiocyanate , the actual active ingredient, is produced. A compound with the same basic structure is the antifungal agent sulbentine .

use

Dazomet is used as a fungicide , herbicide , insecticide, and nematicide .

Admission status

In Germany, Switzerland and Austria pesticides containing dazometh are approved for use against soil-borne pests.

Web links

Paul G. Forsyth: Decomposition of basimid
Metham Sodium, Dazomet and Methylisothiocyanate (MITC) Volume III June 1997 NRA Special Review Series 97.2 by the Chemical Review Section National Registration Authority

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ Entry on Dazomet in the GESTIS substance database of the IFA , accessed on February 7, 2017(JavaScript required) .
↑ ^a ^b ^c Dazomet ( Memento from May 22, 2014 in the Internet Archive ) Summaries of Toxicity Studies on Dazomet
↑ Entry on Dazomet in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
↑ dazomet Nematicide Fungicide Herbicide Insecticide
↑ ^a ^b FAO: Dazomet (PDF; 213 kB).
↑ BASF Sells Agricultural Soil fumigant business to Kanesho Soil Treatment BVBA , November 4th of 2003.
↑ AMVAC Chemical and Kanesho Soil Treatment Agree on US Distribution Rights to Basamid® , October 14, 2010.
↑ Dazomet (pesticide info) .
↑ Entry on Dazomet. In: Römpp Online . Georg Thieme Verlag, accessed on May 2, 2014.
↑ General Directorate Health and Food Safety of the European Commission: Entry on Dazomet in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on December 6, 2019.

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ Entry on Dazomet in the GESTIS substance database of the IFA , accessed on February 7, 2017(JavaScript required) .

[wwwsoc-2] Dazomet ( Memento from May 22, 2014 in the Internet Archive ) Summaries of Toxicity Studies on Dazomet

[CLP_100.007.798-3] Entry on Dazomet in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .

[4] zomet Nematicide Fungicide Herbicide Insecticide

[FAO-5] FAO: Dazomet (PDF; 213 kB).

[6] BASF Sells Agricultural Soil fumigant business to Kanesho Soil Treatment BVBA , November 4th of 2003.

[7] AMVAC Chemical and Kanesho Soil Treatment Agree on US Distribution Rights to Basamid® , October 14, 2010.

[8] Dazomet (pesticide info) .

[9] Entry on Dazomet. In: Römpp Online . Georg Thieme Verlag, accessed on May 2, 2014.

[PSM-10] General Directorate Health and Food Safety of the European Commission: Entry on Dazomet in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on December 6, 2019.