Bromoxynil octanoate

Last updated
Bromoxynil octanoate
Bromoxynil octanoate.png
Names
IUPAC name
(2,6-Dibromo-4-cyanophenyl) octanoate
Other names
Bromoxynil octanoate
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.015.351 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 216-885-3
PubChem CID
UNII
UN number 2588
  • InChI=1S/C15H17Br2NO2/c1-2-3-4-5-6-7-14(19)20-15-12(16)8-11(10-18)9-13(15)17/h8-9H,2-7H2,1H3 Yes check.svgY
    Key: DQKWXTIYGWPGOO-UHFFFAOYSA-N Yes check.svgY
  • CCCCCCCC(=O)OC1=C(C=C(C=C1Br)C#N)Br
Properties
C15H17Br2NO2
Molar mass 403.114 g·mol−1
Appearancecreamy white solid
Melting point 45–46 °C (113–115 °F; 318–319 K) [1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Bromoxynil octanoate is a herbicide active ingredient, closely related to bromoxynil, ioxynil, and ioxynil octanoate. Bromoxynil controls broad leafed weeds in many crops, and is used in the USA, Europe and Australia, on crops, roadsides and turf. [2]

It has been sold under the trademarks Bromoxynil, Broclean, Bromox, Brominex, Bromolex, Bromolex and Bromoxymobeed.

Bromoxynil octanoate in the environment has a half-life of about 10 days, and breaks down into harmless compounds. [2] It breaks down much quicker than bromoxynil, ioxynil or chloroxynil, which all last about a month in aerobic soil. [3]

Bromoxynil octanoate acts by inhibiting photosynthesis at photosystem II, destroying cells, giving it a Group C (numeric: Group 6) HRAC. Weeds show symptoms after four to seven days of chlorotic leaves and desiccation. [4] [5]

References

  1. CID 15533 from PubChem
  2. 1 2 "Bromoxynil Octanoate: a wildly used herbicide".
  3. Nolte, J.; Heimlich, F.; Graß, B.; Zullei-Seibert, N.; Preuss, G. (1995). "Studies on the behaviour of dihalogenated hydroxybenzonitriles in water". Fresenius' Journal of Analytical Chemistry. 351 (1): 88–91. doi:10.1007/BF00324296.
  4. "4Farmers Bromoxynil 200 Leaflet" (PDF). 4farmers.com.au. 4Farmers Australia.
  5. "4Farmers Bromoxynil 200 Infosheet" (PDF). 4farmers.com.au. 4Farmers Australia.