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Topic summary

Carbofuran

Carbofuran
Names Preferred IUPAC name
2,2-Dimethyl-2,3-dihydro-1-benzofuran-7-yl methylcarbamate
Other names
Furadan, Curater, Furacarb
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard100.014.867KEGG
UNII
  • InChI=1S/C12H15NO3/c1-12(2)7-8-5-4-6-9(10(8)16-12)15-11(14)13-3/h4-6H,7H2,1-3H3,(H,13,14)
    Key: DUEPRVBVGDRKAG-UHFFFAOYSA-N
  • CNC(=O)Oc1cccc2c1OC(C)C2
Properties C12H15NO3Molar mass221.256 g·mol Appearance White, crystalline solid Density1.18 g/cm Melting point151 °C (304 °F; 424 K) Boiling point313.3 °C (595.9 °F; 586.5 K) 320 mg/L SolubilityHighly soluble in N-methyl-2-pyrrolidone, dimethylformamide, dimethyl sulfoxide, acetone, acetonitrile, methylene chloride, cyclohexanone, benzene, and xylenelog P2.32 (octanol/water) Hazards Flash point143.3 °C (289.9 °F; 416.4 K) Lethal dose or concentration (LD, LC): 8–14 mg/kg (oral, rat)
19 mg/kg (oral, dog) NIOSH (US health exposure limits):
PEL (Permissible)
none
REL (Recommended)
TWA 0.1 mg/m
IDLH (Immediate danger)
N.D.
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Carbofuran is a carbamateinsecticide, banned in the US, the EU and Canada but still widely used in South America, Australia and Asia. It is a systemic insecticide, which means that the plant absorbs it through the roots, and from there the plant distributes it throughout its organs where insecticidal concentrations are attained. Carbofuran also has contact activity against pests. It is one of the most toxic pesticides still in use.

It is marketed under the trade names Furadan, by FMC Corporation and Curaterr 10 GR, by Bayer among several others.

Carbofuran exhibits toxicity mediated by the same mechanism as that of the notorious V-series nerve agents and presents a risk to human health. It is classified as an extremely hazardous substance in the United States as defined in Section 302 of the United States Emergency Planning and Community Right-to-Know Act (42 U.S.C. 11002), and is subject to strict reporting requirements by facilities which produce, store, or use it in significant quantities.

Wikipedia source