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.^[1] The European Union banned use of carbosulfan in 2007.^[2]

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).^[3] 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)

References

1. CARBOSULFAN – Pesticide residues in food – 1984
2. COMMISSION DECISION of 13 June 2007 concerning the non-inclusion of carbosulfan in Annex I to Council Directive 91/414/EEC and the withdrawal of authorisations for plant protection products containing that substance
3. CARBOSULFAN – Pesticide residues in food – 2003