Carbosulfan

Carbosulfan is an organic compound adherent to the carbamate class. At normal conditions, it is brown viscous liquid. It is not very stable; it decomposes slowly at room temperature. Its solubility in water is low but it is miscible with xylene, hexane, chloroform, dichloromethane, methanol and acetone. Carbosulfan is used as an insecticide. The European Union banned use of carbosulfan in 2007.

Carbosulfan

Names
IUPAC name 2,2-Dimethyl-2,3-dihydro-1-benzofuran-7-yl [(dibutylamino)sulfanyl]methylcarbamate
Other names 2,3-Dihydro-2,2-dimethyl-7-benzofuranyl[(dibutylamino)thio] methylcarbamate
Identifiers
CAS Number	55285-14-8 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:38476 Y
ChemSpider	37764 Y
ECHA InfoCard	100.054.132
PubChem CID	41384
UNII	V1DGN4AK6G Y
CompTox Dashboard (EPA)	DTXSID5023950
InChI InChI=1S/C20H32N2O3S/c1-6-8-13-22(14-9-7-2)26-21(5)19(23)24-17-12-10-11-16-15-20(3,4)25-18(16)17/h10-12H,6-9,13-15H2,1-5H3 Y Key: JLQUFIHWVLZVTJ-UHFFFAOYSA-N Y InChI=1/C20H32N2O3S/c1-6-8-13-22(14-9-7-2)26-21(5)19(23)24-17-12-10-11-16-15-20(3,4)25-18(16)17/h10-12H,6-9,13-15H2,1-5H3 Key: JLQUFIHWVLZVTJ-UHFFFAOYAN
SMILES O=C(Oc2cccc1c2OC(C1)(C)C)N(SN(CCCC)CCCC)C
Properties
Chemical formula	C20H32N2O3S
Molar mass	380.55 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

Its oral LD₅₀ for rats is 90 to 250 mg/kg bw, inhalation LC₅₀ is 0.61 mg/L. Carbosulfan is only slightly absorbed through skin (LD₅₀ >2000 mg/kg for rabbits). The mechanism of toxicity is based on reversible inhibition of acetylcholinesterase (as for carbamates generally). Carbosulfan has very low maximum residue limits for use in the EU and UK examples of this can be seen in apples and oranges, where it is 0.05 mg/kg.

See also

• Carbofuran
• Carbosulfan in the Pesticide Properties DataBase (PPDB)