Naled

For the form of ice, see Aufeis.
Naled
Skeletal formula of Naled
Ball-and-stick model of the Naled molecule
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 Edit this at Wikidata
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[1]
Molar mass 380.8 g/mol[1]
Appearance Colorless to white solid or straw-colored liquid[1]
Density 1.96 g/mL (25°C)[1]
Melting point 27 °C; 80 °F; 300 K[1]
Boiling point decomposes[1]
Vapor pressure 0.0002 mmHg (20°C)[1]
Hazards
GHS labelling:
GHS07: Exclamation markGHS09: Environmental hazard
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[1]
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)[2]
NIOSH (US health exposure limits):
PEL (Permissible)
 TWA 3 mg/m3 [skin][1]
REL (Recommended)
 TWA 3 mg/m3 [skin][1]
IDLH (Immediate danger)
 200 mg/m3[1]
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).

Naled (Dibrom) is an organophosphate insecticide.[3][4] Its chemical name is dimethyl 1,2-dibromo-2,2-dichloroethylphosphate.

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.[4]

  1. ^ a b c d e f g h i j k NIOSH Pocket Guide to Chemical Hazards. "#0225". National Institute for Occupational Safety and Health (NIOSH).
  2. ^ "Dimethyl-1,2-dibromo-2,2-dichlorethyl phosphate (Naled)". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH). 4 December 2014. Retrieved 17 March 2015.
  3. ^ "Naled Facts". Pesticides Reregistration. Environmental Protection Agency. Archived from the original on 14 June 2012. Retrieved 16 November 2011.
  4. ^ a b "Naled". Extoxnet. Cornell University. Retrieved 16 November 2011.