1,2-Dibromo-3-chloropropane

1,2-Dibromo-3-chloropropane (dibromochloropropane), better known as DBCP, is the organic compound with the formula BrCH(CH2Br)(CH2Cl). It is a dense colorless liquid although commercial samples often appear amber or even brown. It is the active ingredient in the nematicide Nemagon, also known as Fumazone.

1,2-Dibromo-3-chloropropane
Names
Preferred IUPAC name
1,2-Dibromo-3-chloropropane
Other names
Dibromochloropropane
Identifiers
3D model (JSmol)
Abbreviations DBCP
ChemSpider
ECHA InfoCard 100.002.255
KEGG
PubChem CID
UNII
  • InChI=1S/C3H5Br2Cl/c4-1-3(5)2-6/h3H,1-2H2 Y
    Key: WBEJYOJJBDISQU-UHFFFAOYSA-N Y
  • InChI=1/C3H5Br2Cl/c4-1-3(5)2-6/h3H,1-2H2
    Key: WBEJYOJJBDISQU-UHFFFAOYAN
SMILES
  • BrC(CBr)CCl
Properties
C3H5Br2Cl
Molar mass 236.33 g/mol
Appearance Dense colorless liquid
Odor pungent odor at high concentrations
Density 2.05 g/mL
Melting point 6.1 °C (43.0 °F; 279.2 K)
Boiling point 195.5 °C (383.9 °F; 468.6 K)
0.1%
Vapor pressure 0.8 mmHg (20 °C)
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
carcinogen
GHS labelling:
H301, H340, H350, H360, H373, H412
P201, P273, P301+P310, P308+P313
NFPA 704 (fire diamond)
2
1
1
Flash point 76.7 °C (170.1 °F; 349.8 K)
NIOSH (US health exposure limits):
PEL (Permissible)
TWA 0.001 ppm
REL (Recommended)
Ca
IDLH (Immediate danger)
Ca, N.D.
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references

It is a soil fumigant formerly used in American agriculture. In mammals, it causes male sterility at high levels of exposure. After discovery of its deleterious health effects on humans, the compound was banned from use in 1979 by the United States Environmental Protection Agency (EPA). The continuing presence of the chemical as a contaminant in ground water remains a problem for many communities for years after end of use.

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