FLUORIDE ACTION NETWORK PESTICIDE PROJECT
Return to FAN's Pesticide Homepage
Return to Acifluorfen Index Page
Acifluorfen sodium. TOXNET profile from Hazardous Substances Data Base.
Ref and for Updates: http://toxnet.nlm.nih.gov/cgi-bin/sis/htmlgen?HSDB
ACIFLUORFEN-SODIUM
CASRN: 62476-59-9
For other data, click on the Table of Contents
Human Health Effects:
Probable Routes of Human Exposure:
Occupational exposure to acifluorfen-sodium may occur through inhalation of aerosols or mists and dermal contact with this herbicide during or after its application and at workplaces where acifluorfen-sodium is produced. (SRC)
Emergency Medical Treatment:
Animal Toxicity Studies:
Non-Human Toxicity Excerpts:
Non-mutagenic in Ames and mouse lymphoma assays. /Acifluorfen/
Non-toxic to bees. /Acifluorfen/
Severe eye irritant; moderate skin irritant (rabbit). /Acifluorfen/
Non-Human Toxicity Values:
LD50 Rat oral 1,300 mg/kg
LD50 Rat male oral 2,025 mg/kg, and for female 1,370 mg/kg /Acifluorfen/
LD50 male Mouse male oral 2,050 mg/kg, and for female 1,370 mg/kg /Acifluorfen/
LD50 Rabbit percutaneous >2,000 mg/kg /Acifluorfen/
LC50 Rat 4 hr inhalation= >6.9 mg/L air /Acifluorfen/
NOEL Rat 180 mg/kg /Acifluorfen; 2-yr trial/
Dermal LD50 rabbit = 3,680 mg/kg
Ecotoxicity Values:
LC50 rainbow trout 31 mg/L/96 hr /Conditions of bioassay not specified/
LC50 bluegill sunfish 54 mg/L/96 hr /Conditions of bioassay not specified/
LD50 mallard duck oral 2,821 mg/kg /Acifluorfen/
LD50 bobwhite quail oral 325 mg/kg /Acifluorfen/
8-Day LC50 mallard duck = >10,000 mg/kg diet /Acifluorfen/
LC50 rainbow trout 17 mg/L/96 hr /Acifluorfen; conditions of bioassay not specified/
LC50 bluegill sunfish 62 mg/L/96 hr /Acifluorfen; conditions of bioassay not specified/
Metabolism/Pharmacokinetics:
Metabolism/Metabolites:
Rapidly metabolized in plants to glucuronides, and homoglutathione and cysteine conjugates. /Acifluorfen/
Mechanism of Action:
Acts by inhibition of protoporphyrinogen oxidase.
Pharmacology:
Environmental Fate & Exposure:
Environmental Fate/Exposure Summary:
Acifluorfen-sodium's production and use as an herbicide will result in its release to the environment. If released to air, acifluorfen-sodium's measured vapor pressure of less than 9.8X10-9 mm Hg indicates that it will exist solely in the particulate phase in the ambient atmosphere. Particulate-phase acifluorfen-sodium may be physically removed from the atmosphere by wet and dry deposition. If released to soil, an estimated Koc of 3100 indicates acifluorfen-sodium is expected to have slight mobility. Field-aged residues show negligible leaching. Acifluorfen-sodium biodegrades to carbon dioxide and bound non-bioactive metabolites; half-lives in soil range from 14 to 60 days. Volatilization from wet and dry soil surfaces is not expected to be an important process. Acifluorfen photodecomposes to non-herbicidal products with a half-life of 2 to 2.5 days in aqueous media and 4.5 days in soil. A photolysis half-life of 4.6 days was determined in soil. If released into water, acifluorfen-sodium is expected to adsorb to suspended solids and sediment in the water column. The potential for bioconcentration in aquatic organisms is low based on an estimated BCF of 1.1. Volatilization from water surfaces and hydrolysis are not expected to be important processes. A photolysis half-life of 6.6 hours was determined for a 1X10-4 M aqueous solution. Occupational exposure to acifluorfen-sodium may occur through inhalation of aerosols or mists and dermal contact with this herbicide during or after its application and at workplaces where acifluorfen-sodium is produced. (SRC)
Probable Routes of Human Exposure:
Occupational exposure to acifluorfen-sodium may occur through inhalation of aerosols or mists and dermal contact with this herbicide during or after its application and at workplaces where acifluorfen-sodium is produced. (SRC)
Artificial Pollution Sources:
Acifluorfen-sodium's production and use as an herbicide for the pre-emergence and/or post-emergence control of many broadleaf weeds in soybean, peanuts, and rice(1,2) will result in its release to the environment(SRC).
Environmental Fate:
TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 3100(SRC), determined from a structure estimation method(2), indicates that acifluorfen-sodium is expected to have slight mobility in soil(SRC). Volatilization of acifluorfen-sodium from moist soil surfaces is not expected to be important given its ionic nature in aqueous solution(SRC). Acifluorfen-sodium is not expected to volatilize from dry soil surfaces based on a measured vapor pressure of less than 9.8X10-9 mm Hg(3). The photolysis rate constant for acifluorfen-sodium in soil has been observed to be 0.151 /day(3). This corresponds to a photolysis half-life of 4.6 days in soil(3). Biodegradation is expected to be an important process in soil(SRC). The half-life of acifluorfen-sodium in soil ranges from 14 to 60 days depending on soil conditions(4); factors that promote microbial activity enhance the breakdown of acifluorfen-sodium(4).
AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 3100(SRC), determined from a structure estimation method(2), indicates that acifluorfen-sodium is expected to adsorb to suspended solids and sediment in water(SRC). Volatilization of acifluorfen-sodium from water surfaces is not expected based on the ionic nature of this compound in water(SRC). According to a classification scheme(4), an estimated BCF of 1.1(3,SRC), from an estimated log Kow of 0.37(5,SRC), suggests that bioconcentration in aquatic organisms is low(SRC). Irradiation (peak outputs at 300 and 360 nm) of a 1X10-4 M aqueous solution of acifluorfen-sodium for 7 hours resulted in the decomposition of about 51% of the herbicide (first-order rate constant = 0.105 /hour), yielding 2-chloro-1-(4-nitrophenoxy)-4-trifluoromethylbenzene as the only product(6). Acifluorfen-sodium is not expected to undergo hydrolysis in the environment(7).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), acifluorfen-sodium, which has a measured vapor pressure of less than 9.8X10-9 mm Hg at 25 deg C(2,SRC), is expected to exist solely in the particulate phase in the ambient atmosphere. Particulate-phase acifluorfen-sodium may be physically removed from the air by wet and dry deposition(SRC).
Environmental Biodegradation:
Acifluorfen-sodium biodegrades in soil to CO2 and bound non-bioactive metabolites(1). Acifluorfen-sodium residues do not persist in the environment; the half-life ranges from 14 to 60 days depending on soil conditions(1). Factors that promote microbial activity enhance breakdown(1).
Environmental Abiotic Degradation:
Acifluorfen-sodium is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(1). Irradiation (peak outputs at 300 and 360 nm) of a 1X10-4 M aqueous solution of acifluorfen-sodium for 7 hours resulted in the decomposition of about 51% of the herbicide (first-order rate constant = 0.105 /hour), yielding 2-chloro-1-(4-nitrophenoxy)-4-trifluoromethylbenzene as the only product(2). The photolysis rate constant for acifluorfen-sodium in soil has been observed to be 0.151 /day(3). This corresponds to a photolysis half-life of 4.6 days in soil(3,SRC).
Environmental Bioconcentration:
An estimated BCF of 1.1 was calculated for acifluorfen-sodium(SRC), using an estimated log Kow of 0.37(1,SRC) and a recommended regression-derived equation(2). According to a classification scheme(3), this BCF suggests that bioconcentration in aquatic organisms is low(SRC).
Soil Adsorption/Mobility:
Using a structure estimation method based on molecular connectivity indices(1), the Koc for acifluorfen-sodium can be estimated to be about 3100(SRC). According to a recommended classification scheme(2), this estimated Koc value suggests that acifluorfen-sodium is expected to have slight mobility in soil(SRC). A pesticide leaching potential index value of 40 was calculated for foliar application of acifluorfen-sodium; pesticide leaching potential values of 0 and 100 indicate no leaching potential and maximum leaching potential, respectively(3). Field-aged residues of acifluorfen-sodium show negligible leaching(4).
Volatilization from Water/Soil:
The ionic nature of acifluorfen-sodium in aqueous solution suggests that volatilization from water surfaces will not occur(SRC). Acifluorfen-sodium is not expected to volatilize from wet or dry soil surfaces based on its ionic nature and its measured vapor pressure of less than 9.8X10-9 mm Hg, respectively(1).
Environmental Standards & Regulations:
FIFRA Requirements:
Tolerances are established for combined residues of the herbicide sodium salt of acifluorfen (sodium 5-(2-chloro-4-trifluoromethyl)phenoxy)-2-nitrobenzoic acid) and its metabolites (the corresponding acid, methyl ester, and amino analogues) in or on the following raw agricultural commodities: cattle, kidney; cattle, liver; eggs; goats, kidney; goats, liver; hogs, kidney; hogs, liver; horses, kidney; horses, liver; milk; peanuts; peanut, hulls; poultry, fat; poultry, mbyp; poultry, meat; rice grain; rice straw; sheep, kidney; sheep, liver; soybeans; and strawberry.
State Drinking Water Guidelines:
(FL) FLORIDA 4 ug/l /Acifluorfen/
(ME) MAINE 10 ug/l /Acifluorfen/
Allowable Tolerances:
Tolerances are established for combined residues of the herbicide sodium salt of acifluorfen (sodium 5-(2-chloro-4-trifluoromethyl)phenoxy)-2-nitrobenzoic acid) and its metabolites (the corresponding acid, methyl ester, and amino analogues) in or on the following raw agricultural commodities: cattle, kidney 0.02 ppm; cattle, liver 0.02 ppm; eggs 0.02 ppm; goats, kidney 0.02 ppm; goats, liver 0.02 ppm; hogs, kidney 0.02 ppm; hogs, liver 0.02 ppm; horses, kidney 0.02 ppm; horses, liver 0.02 ppm; milk 0.02 ppm; peanuts 0.1 ppm; peanut, hulls 0.1 ppm; poultry, fat 0.02 ppm; poultry, mbyp 0.02 ppm; poultry, meat 0.02 ppm; rice grain 0.1 ppm; rice straw 0.1 ppm; sheep, kidney 0.02 ppm; sheep, liver 0.02 ppm; soybeans 0.1 ppm; and strawberry 0.05 ppm.
Chemical/Physical Properties:
Molecular Formula:
C14-H6-Cl-F3-N-O5.Na
Molecular Weight:
383.6
Color/Form:
Yellow; as aqueous solution yellow to brown
Dark liquid (40% active ingredient)
Odor:
Odorless
Boiling Point:
>100 deg C /47% WATER SOLUTION/
Melting Point:
Greater than 100 deg C
Corrosivity:
Noncorrosive to equipment under normal use conditions.
Density/Specific Gravity:
1.26 at 23 deg C /TECHNICAL 47% WATER SOLUTION/
pH:
8 to 9
Solubilities:
Acetone >50%; benzene 1%; chloroform <1%; carbon tetrachloride <1%; dimethyl formamide >50%; dimethyl sulfoxide >50%; ethanol >50%; ethyl acetate >50%; hexane <1%; methanol >50%; methylene chloride <1%; xylene <1%. (all at 25 deg C)
In water, >2.5X10+5 mg/l at 25 deg C
Vapor Pressure:
<1.3X10-3 mPa.
Other Chemical/Physical Properties:
Photodegradation half-life of about 22 hours.
Chemical Safety & Handling:
Hazardous Decomposition:
Decomposes at 235 deg C. /Acifluorfen/
Decomposed by UV light, with a half-life of circa 110 hr. /Acifluorfen/
Protective Equipment & Clothing:
/Protective clothing includes/ Goggles, impermeable gloves and apron when handling undiluted product. Protective clothing and boots when handling undiluted and diluted product.
Stability/Shelf Life:
Stable in acid and alkaline media, pH 3 to pH 9 (40 deg C). /Acifluorfen/
Cleanup Methods:
Large spillages should be dammed-off and pumped into containers; soak up remainder with absorbent material and dispose of in accordance with local regulations.
Disposal Methods:
Must be disposed of by special means, e.g. suitable incineration, in accordance with local regulations.
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
Occupational Exposure Standards:
Manufacturing/Use Information:
Major Uses:
Post-emergence herbicide for annual broadleaf weeds (some side effects on some grasses) on soybeans, peanuts, rice. Controls weeds such as annual morning glory, cocklebur, jimson weed, hemp sesbania, nightshade, pigweed (Amaranthus spp.), smartweed, tropic croton, velvet leaf, and certain other weeds.
Selective herbicide for the pre-emergence and/or the post-emergence control of many broadleaf weeds ... .; Major broadleaf weeds controlled include ... common and giant ragweed, and lambsquarters. As an early post-emergence treatment, it also controls many grasses including foxtail species and seedling johnson grass.
Manufacturers:
Rohm and Haas Bayport Inc., Hq, 13300 Bay Area Boulevard, P.O. Box 1330, La Porte, TX 77571, (713) 474-4495; Production site: Bayport, TX 77071.
Formulations/Preparations:
Liquid concentrate of the sodium salt; Doble (acifluorfen-sodium + bentazon); Conclude, Manifest (acifluorfen-sodium + bentazon + sethoxydim).
Storm (1.33 lb/gal acifluorfen-sodium + 2.67 lb/gal bentazon); Galaxy (0.67 lb/gal acifluorfen-sodium + 3.0 lb/gal bentazon).
Laboratory Methods:
Analytic Laboratory Methods:
EC/GLC methods sensitive to 0.01 ppm exist for the parent compound, the free acid, the methyl ester, and any other compounds which can be converted to the methyl ester (BASF Corp).
Special References:
Synonyms and Identifiers:
Associated Chemicals:
Acifluorfen;5094-66-6
Formulations/Preparations:
Liquid concentrate of the sodium salt; Doble (acifluorfen-sodium + bentazon); Conclude, Manifest (acifluorfen-sodium + bentazon + sethoxydim).
Storm (1.33 lb/gal acifluorfen-sodium + 2.67 lb/gal bentazon); Galaxy (0.67 lb/gal acifluorfen-sodium + 3.0 lb/gal bentazon).
Administrative Information:
Hazardous Substances Databank Number: 6551
Last Revision Date: 20000929
Last Review Date: Reviewed by SRP on 9/18/1997
Update History:
Complete Update on 06/07/1999, 1 field added/edited/deleted.
Complete Update on 03/17/1999, 2 fields added/edited/deleted.
Complete Update on 06/03/1998, 42 fields added/edited/deleted.