Acifluorfen, Sodium Salt
CAS No. 62476-59-9
 
 

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Adverse Effects
Abstracts

ACTIVITY: Herbicide (diphenyl ether)

Scientific Name: SODIUM 5-(2-CHLORO-4-(TRIFLUOROMETHYL)PHENOXY)-2-NITROBENZOATE
Also known as:
• 5-(2-chloro-4- (triflouromethyl)phenoxy)-2-nitro-benzoic acid, sodium salt
BENZOIC ACID, 5-(2-CHLORO-4-(TRIFLUOROMETHYL)PHENOXY)-2-NITRO-, SODIUM SALT

Structure for Acifluorfen:

Adverse Effects:

Anemia
Body Weight Decrease
Bone
Brain
Cancer: Probable Human Carcinogen - LIVER
Endocrine: Testicular
Eye
Kidney
Liver
Stomach

Environmental Effects:

Persistent in soil and water.

Phototoxic

The following Regulatory Information
(only comprehensive for the US)
US EPA Registered:

Yes

US EPA PC Code:

114402

Old US EPA PC Code 20980
California Chemical Code 2218
US Tolerances: CFR 180.383
Acifluorfen:
Registered use in
Canada

Acifluorfen, sodium:
Registered use in

Australia, Hungary, Italy (soybean), US
European Commission: Acifluorfen:
Not allowed to be used as an active ingredient after July 25, 2003. However, a specific exemption for continued use of Acifluorfen has been allowed for use on Soybean in Italy 
US Maximum Residue Tolerance Levels

Permitted in or on 5 food commodities in the US:
Peanut; Rice, grain; Rice, straw; Soybean, seed; Strawberry

Other Information
Molecular Formula: C14H7Cl F3 NO5 ´Na
Inventing Co.: Mobil
EPA Permit Date
and Registrant:
1980, Rohm & Haas
Manufacturers: Aventis (Rhone-Poulenc),
Rohm & Haas,
BASF sold to
United Phosphorus Ltd. in 2003
Other Names: Blazer 2L
Blazer 2S
Blazer
Carbofuorfen
Status
Tackle 2AS
MC-10978
RH-6201
Manufacture site: US:

Rohm & Haas, Laporte, Texas 77571
Of special interest:
PAN BAD ACTOR - Carcinogen
Classified by the State of California: "Known to Cause Cancer"
2006. Re-evaluation of Acifluorfen. PACR2006-02. Canada Pest Management Regulatory Agency.
US EPA RED Assessment
US Map of 1991-1995 Pesticide Use
US Map of 1995-1998 Pesticide Use
US Herbicide Products
US Toxic Release Inventory. Year: 2000
Profile from Hazardous Substances Data Bank
Sept. 26, 2003: BASF sells acifluorfen to United Phosphorus

BASF HAS sold the compound acifluorfen to United Phosphorus Ltd., the companies have jointly announced. Acifluorfen, a herbicide active ingredient, is used primarily in the United States and Brazil in such products as Ultra Blazer, Storm and Volt herbicides. The sale includes all registrations, brands and trademarks. The sale is not subject to approval by any regulatory bodies. United Phosphorus, Inc., the North American subsidiary of UPL, will begin selling Ultra Blazer and Storm immediately in the United States. I shortly thereafter 2004,, UPL will begin selling Ultra Blazer and related acifluorfen products elsewhere in the world.
April 4, 2002 - Summary of EPA's human health and ecological risk findings for the herbicide sodium acifluorfen
Feb 11, 2002 - EPA's response to BASF's comments concerning the Environmental Fate, Transport and Water Assessment.
Jan 15, 2002 - Revised human health risk assessment for reregistration of the herbicide, sodium acifluorfen - US EPA
Dec 18, 2001 - Revised Product and Residue Chemistry Chapters of the Reregistration Eligibility Decision (RED) - US EPA
Dec 18, 2001 - BASF Comments Regarding the Product and Residue Chemistry Chapters of the RED document
Dec 6, 2001 - Dietary Exposure Analyses for the HED Preliminary Human Health Risk Assessment - US EPA
Dec 3, 2001 - EPA's response to BASF comments to the Occupational and Non-Occupational Exposure and Risk
Nov 29, 2001 - EPA's response to BASF's Phase 3 Comments on the Preliminary Risk Assessment Document for Sodium Acifluorfen.
Nov 13, 2001 - Second Revised Occupational and Residential Exposure and Risk Assessment for the Reregistration Eligibility Decision - US EPA
Nov 8, 2001 - Revised Quantitative Risk Assessment (Tackle , Blazer) - US EPA
July 2001 - Documents Available on Tolerance Reassessment and Reregistration - US EPA
June 7, 2001 - Overview of Sodium Acifluorfen Risk Assessment - US EPA
April 27, 2001 - Revised Human Health Risk Assessment for the reregistration of sodium acifluorfen - US EPA
March 7, 2001 - Phototoxic Pesticides: US EPA Memo Requesting Phototoxicity Study Protocol for Light-Dependent Peroxidizing Herbicides
May 24, 2000 - Cancer Assessment Document. Evaluation of the Carcinogenic Potential of Diclofop-Methyl. (Second Review). Final Report. Cancer Assessment Review Committee, Health Effects Division, US EPA Office of Pesticide Programs. "There are eight diphenyl ethers that are structurally similar to diclofop-methyl. Of the chemicals, fomesafen sodium, haloxyfop-methyl (Verdict), oxyfluorfen, acifluorfen sodium, nitrofen, and lactofen were reviewed in the initial CPRC report. All of these chemicals induced liver adenomas and carcinomas in rats and/or mice..."
Note from FAN: the pesticides highlighted in red are organofluorines
June 8, 2000 - Ecological Risk and Drinking Water Assessment - US EPA
April 21, 1994 - Acifluorfen: Toxicology summary data - California EPA
See also Acifluorfen (CAS No. 50594-66-6)
Abstracts
Note: Acifluorfen is normally used as a salt or an ester, the identity of which should be stated, e.g. acifluorfen-sodium [62476-59-9]. Two esters have their own common names: fluoroglycofen and lactofen.

Rationale for US EPA to add Acifluorfen, sodium to the Toxic Release Inventory

Acifluorfen sodium salt (5-(2-chloro-4- (triflouromethyl)phenoxy)-2-nitro-benzoic acid, sodium salt). Acifluorfen is classified as a Group B2 compound, i.e., the chemical is a probable human carcinogen. Acifluorfen produced an increased incidence of combined malignant and benign liver tumors in two different strains of mice. The compound also displayed positive mutagenic activity in several non-mammalian test systems, and is structurally similar to four other diphenyl ether herbicide compounds which caused increased incidences of liver tumors in two different strains of mice. EPA believes that there is sufficient evidence for listing acifluorfen sodium salt on EPCRA section 313 pursuant to EPCRA section 313(d)(2)(B) based on the available carcinogenicity data.

Ref. USEPA/OPP. Support Document for the Addition of Chemicals from Federal Insecticide, Fungicide, Rodenticide Act (FIFRA) Active Ingredients to EPCRA Section 313. U. S. Environmental Protection Agency, Washington, DC (1993). As cited by US EPA in: Federal Register: January 12, 1994. Part IV. 40 CFR Part 372. Addition of Certain Chemicals; Toxic Chemical Release Reporting; Community Right-to-Know; Proposed Rule.


US MAPS. Estimated Annual Agricultural Use as compiled by the Pesticide National Synthesis Project of the U. S. Geological Survey's National Water Quality Assessment Program
Crops From: 1991-1995 Data Map
Total Pounds Applied
From: 1995-1998 Data Map
Total Pounds Applied
From: 1991-1995 Data Map
Percent National Use
From: 1995-1999 Data Map
Percent National Use
Soybeans 1,517,072 1,705,603 89.69 92.46
Peanuts 148,196 112,526 8.76 6.10
Rice 26,284 25,516 1.55 1.44

November 26, 2002

Acifluorfen - European Commission: one of 320 pesticides to be withdrawn in July 2003. However, a specific exemption for continued use of Acifluorfen has been allowed for use on Soybean in Italy. "Some 320 substances used in plant protection products (PPPs) - including insecticides, fungicides and herbicides Ð are to be withdrawn from the market by 25 July 2003 as part of the European Commission's new approach to the evaluation of active substances in plant protection products. This aims to improve safeguards to ensure that all such products in use are safe for the environment and human health. Users, wholesalers and retailers of plant protection products will need to be aware of whether the products they use or sell are likely to be withdrawn, so as to prevent them being left with stocks of unusable material. Those concerned should contact their national authority to check the authorisation status for any particular product. The Regulation (n¡ 2076/2002 of 20 November 2002), with the list of the 320 substances, has been published in the Offical Journal.
Ref: MIDDAY EXPRESS. News from the Press and Communication Service's midday briefing.

Dec 10, 2001 Australia: Current List. RECORD OF APPROVED ACTIVE CONSTITUENTS FOR CHEMICAL PRODUCTS.
Oct 2001 Glossary of Pesticide Chemicals. A listing of pesticides subject to analysis of residues in foods and feeds by the US Food and Drug Administration.
August 8, 2001 Material Safety Data Sheet, Restek Corporation. The herbicide product [Name: 32061, 32061-5XX, & 32161 / Herbicide Mix # 4 / (Free acid)], contains 0.02 % Acifluorfen.
July 25, 2001 Registerred in the European Union (EU) countries: France, Italy. EU Note: "Out 7/03" -
Ref: "DOCUMENT SANCO/2692/2001 OF 25 JULY 2001 WORKING DOCUMENT OF THE COMMISSION SERVICES TECHNICAL ANNEX TO REPORT FROM THE COMMISSION TO THE EUROPEAN PARLIAMENT AND THE COUNCIL ON THE EVALUATION OF THE ACTIVE SUBSTANCES OF PLANT PROTECTION PRODUCTS."
April 2000 Tobacco Engineered for Resistance to the Herbicide Acifluorfen - Information Systems for Biotechnology
US EPA Index of Cleared Science Reviews
Cornell Extoxnet Pesticide Information Profile
Environmental Defense Fund

Chemical Profile
List of Pesticides which contain Acifluorfen

Australia December 10, 2001 - "Current List. RECORD OF APPROVED ACTIVE CONSTITUENTS FOR CHEMICAL PRODUCTS."
California California Air Toxics "Hot Spots" List (Assembly Bill 2588)

US Federal Register
Published Date Docket Identification Number

Details

September 15, 2006 EPA-HQ-OPP-2005-0459

Tolerance Actions. FINAL RULE.
EPA is modifying certain tolerances for the herbicide sodium acifluorfen. The regulatory actions in this document are part of the Agency's reregistration program under the FIFRA.
Tolerances are established for combined residues of the herbicide sodium salt of acifluorfen, sodium 5-[2-chloro-4-
(trifluoromethyl)phenoxy]-2-nitrobenzoate, and its metabolites (the corresponding acid, methyl ester, and amino analogues) in or on the following raw agricultural commodities:

-- Peanut at 0.1 ppm
-- Rice, grain at 0.1 ppm
-- Rice, straw at 0.2 ppm
-- Soybean, seed at 0.1 ppm
-- Strawberry at 0.05 ppm

Peanut; Rice, grain; Rice, straw; Soybean, seed; Strawberry.

April 26, 2006 EPA-HQ-OPP-2005-0459 Sodium Acifluorfen and Trifluralin; Proposed Tolerance Actions.
EPA is proposing to modify certain tolerances for the herbicides sodium acifluorfen and trifluralin. Electronic copies of REDs and TREDs are available on the internet for endosulfan, fenarimol, imazalil, oryzalin, sodium acifluorfen, trifluralin, and ziram in public dockets EPA-HQ-OPP-2003-0293, and EPA-HQ-OPP-2004-0142, respectively, at http://www.regulations.gov.
Feb 22, 2006 EPA-HQ-OPP-2006-0084

Requests to Voluntarily Cancel Certain Pesticide Registrations. Unless a request is withdrawn by August 21, 2006, orders will be issued canceling these registrations. The Agency will consider withdrawal requests postmarked no later than August 21, 2006.

Registration no. Product Name Chemical Name Registrants Requesting Voluntary Cancellation
007969-00080 Blazer 2S Herbicide Benzoic acid, 5-(2-chloro-4-(trifluoromethyl)phenoxy)-2-nitro, sodium salt BASF Corp., Agricultural
Products, PO Box 13528,
Research Triangle Pa, NC 27709-3528.
007969-00168 Conclude Ultra Herbicide same  
007969-00179 Conclude Xact same same
007969-00077  Galaxy Herbicide same same
000241-00321 Scepter O.T. Herbicide same same
August 17, 2005 OPP-2005-0222

Requests to Voluntarily Cancel Certain Pesticide Registrations.

Registration no. Product Name Chemical Name Registrants Requesting Voluntary Cancellation
007969-00168 Conclude Ultra Herbicide Benzoic acid, 5-(2-chloro-4-(trifluoromethyl)phenoxy)-2-nitro-, sodium salt BASF Corp., Agricultural
Products, PO Box 13528,
Research Triangle Pa, NC 27709-3528.
007969-00179 Conclude Xact same same
007969-00077  Galaxy Herbicide same same
007969-00080 Blazer 2S Herbicide same same
000241-00321 Scepter O.T. Herbicide same BASF Corp., PO Box 13528,
Research Triangle Pa, NC 27709-3528.
Feb 11, 2004 OPP-2003-0344

Tolerance Actions. FINAL RULE. This final rule revokes specific meat, milk, poultry, and egg (MMPE) tolerances for residues of the insecticide sodium acifluorfen. EPA determined that there are no reasonable expectations of finite residues in or on meat, milk, poultry, or eggs for the aforementioned pesticide active
ingredients and that these tolerances are no longer needed.
The regulatory actions in this document contribute toward the Agency's tolerance reassessment requirements of the Federal Food, Drug, and Cosmetic Act (FFDCA) section 408(q), as amended by the Food Quality Protection Act (FQPA) of 1996. By law, EPA is required by August 2006 to reassess the tolerances in existence on August 2, 1996. Because all the tolerances were previously reassessed, no reassessments are counted here toward the August, 2006 review deadline.

-- Label restrictions prohibit use of sodium acifluorfen treated peanut and soybean forage or hay for feed and grazing livestock on these treated crops. As noted in a memorandum dated April 21, 2002, available under docket ID number OPP-2003-0092,
EPA evaluated available ruminant and poultry metabolism data and determined that there is no reasonable expectation of residues being transferred to livestock commodities via consumption of feed items derived from crops treated with sodium acifluorfen according to current use directions. Based on the registered food/feed use patterns and metabolism data, EPA determined that there is no reasonable expectation of finite residues of sodium acifluorfen and its metabolites in eggs;
kidney and liver of cattle, goats, hogs, horses, and sheep; fat, meat, and meat byproducts of poultry; and milk. These tolerances are no longer needed under 40 CFR 180.6(a)(3). Therefore, EPA is revoking the tolerances in 40 CFR 180.383 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 commodities: Cattle, kidney; cattle, liver; egg; goat, kidney; goat, liver; hog, kidney; hog, liver; horse, kidney; horse, liver; milk; poultry, fat; poultry, meat; poultry, meat byproducts; sheep, kidney; and sheep, liver.

Jan 28, 2004 OPP-2003-293

Reregistration Eligibility Decision document (RED); Notice of Availability.
For the herbicide sodium acifluorfen, EPA is announcing the availability of the RED document and supporting technical documents. EPA has assessed the risks
associated with the use of sodium acifluorfen, reassessed the tolerances for sodium acifluorfen, and reached a reregistration eligibility decision. The Agency has determined that all currently registered uses of sodium acifluorfen are eligible for reregistration, provided that all the conditions identified in the RED document are
satisfied, including the implementation of risk mitigation measures through label amendments. The RED document also describes the tolerance reassessment decision for sodium acifluorfen. Comments on the RED must be
received by EPA on or before February 27, 2004.

July 30, 2003 OPP-2002-0327 US EPA's Pesticide Reregistration Performance Measures and Goals. Sodium acifluorfen: Candidate for Reregistration Eligibility Decision (RED) in Fiscal Year 2004  which runs from October 1, 2003, through September 30, 2004.
Sept 13, 2002 OPP-2002- 0121 EPA status of reregistration and tolerance reassessment.
May 17, 2002 OPP-2002-0037 Revocation of Expired Time Limited Tolerances. FINAL RULE. Time-limited tolerances for cowpeas, lima beans, and Southern peas are being removed from 40 CFR 180.383 because they expired on December 31, 1998.
April 12, 2002 OPP-2002-0008 Availability of Revised Risk Assessments (Blazer). The documents being released to the public through this notice provide some new information on the human health effects of sodium acifluorfen, and information on the revisions that were made to the sodium acifluorfen preliminary risk assessments, which were released to the public July 26, 2001 (66 FR 3904) (FRL-6789-4), through a notice in the Federal Register. This notice starts a 45-day public participation period during which the public is encouraged to submit comments on the new information not available previously during the earlier public comment period for the sodium acifluorfen preliminary risk assessment, and risk management proposals or other comments on risk management for sodium acifluorfen.
August 4, 1997 OPP-300523 Pesticides Subject to Tolerance Reassessment.
July 25, 1997 OPP-300516 Pesticide Tolerances for Emergency Exemptions. - FINAL RULE. This regulation establishes time-limited tolerances for the combined residues of the sodium salt of acifluorfen and its metabolites in or on lima beans, cowpeas, and southern peas at 0.1 PPM.. The tolerances will expire and are revoked on December 31, 1998.
June 14, 1996 PP 0E3821/R2242 Pesticide Tolerance for strawberry at 0.05 ppm.- FINAL RULE.
April 17, 1996 PP 0E3821/P649 Proposed Pesticide Tolerance for strawberry at 0.05 ppm.
Jan 12, 1994 OPPTS-400082 EPA's proposal to add 41 fluorine and organofluorine chemicals to the Toxics Release Inventory (TRI). See excerpt in box above. Also available at http://www.epa.gov/tri/frnotices/59fr1788.htm
1982 na From TOXNET: Acifluorfen, sodium: TOLERANCES AND EXEMPTIONS FROM TOLERANCES FOR PESTICIDE CHEMICALS IN OR ON RAW AGRICULTURAL COMMODITIES - 47:39490

 
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