Bromoxynil octanoate

Bromoxynil octanoate
Names
	IUPAC name (2,6-Dibromo-4-cyanophenyl) octanoate
	Other names Bromoxynil octanoate
Identifiers
CAS Number	1689-99-2 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL1903970 ;
ChemSpider	14777 ;
ECHA InfoCard	100.015.351
EC Number	216-885-3;
PubChem CID	15533;
UNII	9HL5XAW9SK;
UN number	2588
CompTox Dashboard (EPA)	DTXSID7023932 ;
	InChI 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 Key: DQKWXTIYGWPGOO-UHFFFAOYSA-N ;
	SMILES CCCCCCCC(=O)OC1=C(C=C(C=C1Br)C#N)Br;
Properties
Chemical formula	C15H17Br2NO2
Molar mass	403.114 g·mol−1
Appearance	creamy white solid
Melting point	45–46 °C (113–115 °F; 318–319 K)
Related compounds
Related compounds	Bromoxynil, Ioxynil, Chloroxynil
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

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]

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, making it a Group C, (Aus), Group C3, (Global), or Group 6 (numeric) under the HRAC system. Weeds show symptoms after four to seven days of chlorotic leaves and desiccation.^[4]^[5]

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

References

^ CID 15533 from PubChem
^ ^a ^b "Bromoxynil Octanoate: a wildly used herbicide".
^ 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.
^ "4Farmers Bromoxynil 200 Leaflet" (PDF). 4farmers.com.au. 4Farmers Australia.
^ "4Farmers Bromoxynil 200 Infosheet" (PDF). 4farmers.com.au. 4Farmers Australia.

Links

Bromoxynil octanoate in the Pesticide Properties DataBase (PPDB)

[1] CID 15533 from PubChem

[article-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.

[4f_leaflet-4] "4Farmers Bromoxynil 200 Leaflet" (PDF). 4farmers.com.au. 4Farmers Australia.

[4f_infosheet-5] "4Farmers Bromoxynil 200 Infosheet" (PDF). 4farmers.com.au. 4Farmers Australia.

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