Chemical Properties
White crystalline solid or powder.
Commercial product is available as an emulsifiable con-
centrate. Practically insoluble in water; solubili-
ty≤2×10
-28 ppm.
Uses
Quizalofop-ethyl is a selective postemergence herbicide used to control both annual and perennial grasses in soybeans and cotton.
Definition
ChEBI: Ethyl 2-{4-[(6-chloroquinoxalin-2-yl)oxy]phenoxy}propanoate is an ethyl ester resulting from the formal condensation of the carboxy group of 2-{4-[(6-chloroquinoxalin-2-yl)oxy]phenoxy}propanoic acid with ethanol. It is an ethyl ester, an organochlorine compound, a quinoxaline derivative and an aromatic ether. It is functionally related to a 2-{4-[(6-chloroquinoxalin-2-yl)oxy]phenoxy}propanoic acid.
General Description
White crystals. Insoluble in water. Used as an herbicide.
Air & Water Reactions
Insoluble in water.
Reactivity Profile
A halogenated ester and amine. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides.
Agricultural Uses
Herbicide: Not approved for use in EU countries. Registered for use in the U.S.
Trade name
ASSURE®[C]; DPX-Y 6202®; FBC®; 32197; INY-6202; MATADOR®; LEOPARD EC (p-isomer); MON® 78746; NC-302®; PILOT®; SUPER MATADOR (p-isomer); TARGA®; ULTRA TARGA (p-isomer)
Potential Exposure
A chlorophenoxy/aryloxyphenoxypro-
pionate herbicide
Environmental Fate
Plant. Rapidly hydrolyzed in plants to quizalofop and ethanol (Humburg et al., 1989).
Shipping
UN3077 Environmentally hazardous substances,
solid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous haz-
ardous material, Technical Name Required.
Purification Methods
This (±)-herbicide forms white crystals from Me2CO/EtOH and sublimes in vacuo. Large quantities can be distilled at high vacuum. Its solubilities at 20o in g/10mL are 0.09 (EtOH), 1.1 (Me2CO), 1.2 (xylene), 2.9 (*C6H6), and is nearly insoluble in H2O (0.3mg/L). The (±)-acid has [95977-28-9]. The R-ester enantiomer has m 76-77o (pale brown crystals from EtOH), [ ] D 20 + 3 5 . 9o (EtOH). It is the more active fatty acid synthase inhibitor (designated DPX-Y6202) used to control grassy weeds in broadleaf crops.
Waste Disposal
It is the responsibility of chem-
ical waste generators to determine the toxicity and physical
properties and of a discarded chemical and to properly iden-
tify its classification and certification as a hazardous waste
and to determine the disposal method. United States
Environmental Protection Agency guidelines for the classifi-
cation determination are listed in 40 CFR Parts 261.3. In addi-
tion, waste generators must consult and follow all regional,
national, state, and local hazardous waste laws to ensure com-
plete and accurate classification and disposal methods.
