138164-12-2

Butroxydim is an obsolete herbicide. It has a low aqueous solubility, is relatively volatile and, based on its chemical properties, is non-mobile and would not be expected to leach to groundwater. It is generally non-persistent in soil systems but may persist in aquatic systems under certain conditions. It is not generally susceptible to hydrolysis. It has a moderate mammalian toxicity and has a high potential to bioaccumulate. It is moderately toxic to most aquatic species, birds and earthworms but relatively non-toxic to honeybees.

ChEBI: Butroxydim is a butanone.

The production of butroxydim involves synthesising a cyclohexane-1,3-dione core, which serves as the backbone for its herbicidal activity. The process begins with constructing the substituted aromatic ring, typically a 3-butanoyl-2,4,6-trimethylphenyl group, through Friedel–Crafts acylation and methylation reactions. This aromatic moiety is then coupled to the cyclohexanedione ring via condensation, forming a stable enone intermediate. Next, the key oxime ether side chain is introduced by reacting the enone with ethoxyamine, yielding the biologically active ketoxime structure.

Selective and systemic. Absorbed by leaves and translocated. Acetyl CoA carboxylase inhibitor (ACCase) - distrupts fatty acid biosynthesis and lipid formation.

Herbicide