Naled

Naled (Dibrom) is an organophosphate insecticide. Its chemical name is dimethyl 1,2-dibromo-2,2-dichloroethylphosphate.

For the form of ice, see Aufeis.
Naled
Names
IUPAC name
Dimethyl-1,2-dibromo-2,2-dichlorethyl phosphate
Other names
Dibrom, 1,2-Dibromo-2,2-dichloroethyl dimethyl phosphate
Identifiers
3D model (JSmol)
2049930
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.005.545
EC Number
  • 206-098-3
KEGG
RTECS number
  • TB9450000
UNII
UN number 3018 2783
  • InChI=1S/C4H7Br2Cl2O4P/c1-10-13(9,11-2)12-3(5)4(6,7)8/h3H,1-2H3
    Key: BUYMVQAILCEWRR-UHFFFAOYSA-N
  • InChI=1/C4H7Br2Cl2O4P/c1-10-13(9,11-2)12-3(5)4(6,7)8/h3H,1-2H3
    Key: BUYMVQAILCEWRR-UHFFFAOYAA
  • COP(=O)(OC)OC(C(Cl)(Cl)Br)Br
Properties
C4H7O4PBr2Cl2
Molar mass 380.8 g/mol
Appearance Colorless to white solid or straw-colored liquid
Density 1.96 g/mL (25°C)
Melting point 27 °C; 80 °F; 300 K
Boiling point decomposes
Vapor pressure 0.0002 mmHg (20°C)
Hazards
GHS labelling:
Warning
H302, H312, H315, H319, H400
P264, P270, P273, P280, P301+P312, P302+P352, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P391, P501
Flash point noncombustible
Lethal dose or concentration (LD, LC):
156 mg/kg (inhaled, mouse)
222 mg/kg (oral, mouse)
160 mg/kg (oral, rat)
430 mg/kg (oral, mammal)
250 mg/kg (oral, rat)
330 mg/kg (oral, mouse)
NIOSH (US health exposure limits):
PEL (Permissible)
 TWA 3 mg/m3 [skin]
REL (Recommended)
 TWA 3 mg/m3 [skin]
IDLH (Immediate danger)
 200 mg/m3
Safety data sheet (SDS) MSDS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Naled is stable in anhydrous condition and must be stored away from light. It must also be stored under normal pressure and temperatures. It degrades in the presence of water and alkali, and produces toxic chloride fumes if exposed to acids or acidic fumes. Contact with metals, reducing agents, or sulfhydryls cause naled to release bromide and revert to dichlorvos.

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