Bromacil

Bromacil
Names
IUPAC name
5-bromo-3-(butan-2-yl)-6-methylpyrimidine-2,4(1H,3H)-dione or 5-bromo-3-sec-butyl-6-methyluracil
Other names
Bromazil, Borea, Bromax 4G, Cynogan, Uragan, 5-Bromo-6-methyl-3-(1-methylpropyl)uracil
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.005.679 Edit this at Wikidata
EC Number
  • 206-245-1
KEGG
RTECS number
  • YQ9100000
UNII
  • InChI=1S/C9H13BrN2O2/c1-4-5(2)12-8(13)7(10)6(3)11-9(12)14/h5H,4H2,1-3H3,(H,11,14) checkY
    Key: CTSLUCNDVMMDHG-UHFFFAOYSA-N checkY
  • InChI=1/C9H13BrN2O2/c1-4-5(2)12-8(13)7(10)6(3)11-9(12)14/h5H,4H2,1-3H3,(H,11,14)
    Key: CTSLUCNDVMMDHG-UHFFFAOYAA
  • O=C1C(\Br)=C(/NC(=O)N1C(CC)C)C
Properties
C9H13BrN2O2
Molar mass 261.1157
Appearance Odorless, colorless to white, crystalline solid
Density 1.46 g/cm3
Melting point 157.5 to 160 °C (315.5 to 320.0 °F; 430.6 to 433.1 K) sublimes[1]
Boiling point none - sublimes[1]
0.08% (25°C)[1]
Hazards
GHS labelling:
GHS07: Exclamation markGHS09: Environmental hazard
Warning
H302, H315, H319, H335, H410
P261, P264, P270, P271, P273, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P391, P403+P233, P405, P501
NIOSH (US health exposure limits):
PEL (Permissible)
 none[1]
REL (Recommended)
 TWA 1 ppm (10 mg/m3)[1]
IDLH (Immediate danger)
 N.D.[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 checkY☒N ?)

Bromacil is an organic compound with the chemical formula C9H13BrN2O2, commercially available as a herbicide. Bromacil was first registered as a pesticide in the U.S. in 1961.[2] It is used for brush control on non-cropland areas.[3] It works by interfering with photosynthesis by entering the plant through the root zone and moving throughout the plant.[4] Bromacil is one of a group of compounds called substituted uracils. These materials are broad spectrum herbicides used for nonselective weed and brush control on non-croplands, as well as for selective weed control on a limited number of crops, such as citrus fruit and pineapple.[3] Bromacil is also found to be excellent at controlling perennial grasses.

  1. ^ a b c d e f NIOSH Pocket Guide to Chemical Hazards. "#0063". National Institute for Occupational Safety and Health (NIOSH).
  2. ^ United States Environmental Protection Agency. "Bromacil". 1996, p.1-11. Accessed October 9, 2012
  3. ^ a b Cornell University. “Bromacil”. 1993, p. 1. Accessed October 9, 2012
  4. ^ USDOE-Bonneville Power Administration. 2000, p.1-9. Accessed October 9, 2012