Carbosulfan

Structural formula
General
Surname	Carbosulfan
other names	2,3-dihydro-2,2-dimethyl-7-benzofuryl [(dibutylamino) thio] methyl carbamate
Molecular formula	C 20 H 32 N 2 O 3 S
Brief description	brown liquid
External identifiers / databases
EC number	259-565-9
ECHA InfoCard	100.054.132
PubChem	13206391
Wikidata	Q408342
properties
Molar mass	380.55 g mol −1
Physical state	liquid
density	1.056 g cm −3
boiling point	124-128 ° C
solubility	practically insoluble in water; soluble in xylene , hexane , chloroform , methylene chloride , methanol and acetone ;
safety instructions
H and P phrases	H: 330-301-317-410
	P: 260-273-280-284-301 + 310
Toxicological data	51 mg kg −1 ( LD 50 , rat , oral )
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Carbosulfan is a chemical compound from the group of sulfenamides , carbamates and substituted oxygen-containing heterocycles .

Extraction and presentation

Carbosulfan can be obtained by reacting carbofuran with sulfur dichloride and dibutylamine .

properties

Carbosulfan is a brown liquid that is practically insoluble in water.

use

Carbosulfan is used as a broad spectrum insecticide similar to the related carbofuran. The effect is based on the inhibition of acetylcholinesterase . Several metabolites are produced upon breakdown, including carbofuran and dibutylamine.

Admission

In Switzerland, carbosulfan was contained in preparations against wireworms and white grubs, as well as against a number of insect pests on some vegetables and ornamentals. These products were taken off the market in May 2012, the use-by period expired in May 2013. In the EU countries including Germany and Austria as well as in Switzerland, no pesticides containing this active ingredient are currently approved.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ Entry for CAS no. 55285-14-8 in the GESTIS substance database of the IFA , accessed on May 31, 2011(JavaScript required) .
^ Joint Meeting on Pesticide Residues (JMPR), Monograph für Carbosulfan (1984) , accessed December 9, 2014.
↑ Entry on 2,3-dihydro-2,2-dimethyl-7-benzofuryl [(dibutylamino) thio] methylcarbamate Template: Linktext-Check / Escaped in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can use the expand harmonized classification and labeling .
↑ Thomas A. Unger, Pesticide Synthesis Handbook; P. 73; ISBN 978-0-81551401-5 .
^ Joint Meeting on Pesticide Residues (JMPR), Monograph for Carbosulfan (2002) , accessed December 9, 2014.
↑ garten.ch: Marshal / Carbosulfan no longer available , accessed on August 1, 2013.
↑ Directorate-General for Health and Food Safety of the European Commission: Entry on carbosulfan in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 8, 2016.

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ Entry for CAS no. 55285-14-8 in the GESTIS substance database of the IFA , accessed on May 31, 2011(JavaScript required) .

[2] Joint Meeting on Pesticide Residues (JMPR), Monograph für Carbosulfan (1984) , accessed December 9, 2014.

[CLP_100.054.132-3] Entry on 2,3-dihydro-2,2-dimethyl-7-benzofuryl [(dibutylamino) thio] methylcarbamate Template: Linktext-Check / Escaped in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can use the expand harmonized classification and labeling .

[4] Thomas A. Unger, Pesticide Synthesis Handbook; P. 73; ISBN 978-0-81551401-5 .

[5] Joint Meeting on Pesticide Residues (JMPR), Monograph for Carbosulfan (2002) , accessed December 9, 2014.

[6] rten.ch: Marshal / Carbosulfan no longer available , accessed on August 1, 2013.

[PSM-7] Directorate-General for Health and Food Safety of the European Commission: Entry on carbosulfan in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 8, 2016.