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SODIUM 2-METHOXY-3,6-DICHLOROBENZOATE

Hazardous Substances DataBank Number
5861
Related PubChem Records
Related CIDs

1 Animal Toxicity Studies

1.1 FIFRA Requirements (Complete)

As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their future use. Under this pesticide reregistration program, EPA examines health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether they are eligible for reregistration. In addition, all pesticides must meet the new safety standard of the Food Quality Protection Act of 1996. Sodium dicamba is found on List A, which contains most food use pesticides and consists of the 194 chemical cases (or 350 individual active ingredients) for which EPA issued registration standards prior to FIFRA, as amended in 1988. Case No: 0065; Pesticide type: herbicide; Registration Standard Date: 09/30/83; Case Status: OPP is reviewing data from the pesticide's producers regarding its human health and/or environmental effects, or OPP is determining the pesticide's eligibility for reregistration and developing the Reregistration Eligibility Decision (RED) document.; Active ingredient (AI): Sodium dicamba; Data Call-in (DCI) Date(s): 01/28/93, 03/03/95, 10/13/95; AI Status: The producers of the pesticide has made commitments to conduct the studies and pay the fees required for reregistration, and are meeting those commitments in a timely manner.
USEPA/OPP; Status of Pesticides in Registration, Reregistration and Special Review p.111 (Spring, 1998) EPA 738-R-98-002

2 Chemical / Physical Properties

2.1 Molecular Formula

C8-H6-Cl2-O3.Na

2.2 Molecular Weight

244.01

2.3 Solubility (Complete)

38 G SOLUBLE IN 100 ML WATER
Spencer, E. Y. Guide to the Chemicals Used in Crop Protection. 7th ed. Publication 1093. Research Institute, Agriculture Canada, Ottawa, Canada: Information Canada, 1982., p. 183
The solubility of the sodium salt of dicamba in water is about 40%.
Hartley, D. and H. Kidd (eds.). The Agrochemicals Handbook. 2nd ed. Lechworth, Herts, England: The Royal Society of Chemistry, 1987., p. A133

2.4 Other Experimental Properties (Complete)

Stable to oxidation and hydrolysis under conventional conditions. Resistant to acid and strong alkali. Vapor pressure 3.41X10-5 mmHg at 25 °C. Solubility at 25 °C per 100 ml solvent: ethanol 92.2 g, heavy aromatic naphthane solvent 5.2 g, water 0.65 g, xylene 7.8 g, diacetone alcohol 91.0 g, acetone 81.0 g, methylene chloride 26.0 g, cyclohexanone 91.6 g, pentane is insoluble. /Dicamba/
Weed Science Society of America; Herbicide Handbook. 6th ed. Champaign, IL: Weed Science Society of America. p 88-91 (1989)

3 Chemical Safety & Handling

3.1 Disposal Methods (Complete)

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.

4 Manufacturing / Use Information

4.1 Uses (Complete)

Dicamba sodium salt is used as a herbicide to control broadleaf weeds.
Crop Protection Chemicals Reference. Chemical and Pharmaceutical Press. New York, NY. p.1770-1774 (1992)

4.2 Manufacturers

Sandoz Agro, Inc. 1300 East Touhy Avenue, Des Plaines, IL 60018(708)699-1616; Production Site: Beaumont TX 77705.
Crop Protection Chemicals Reference. Chemical and Pharmaceutical Press. New York, NY. p.1770-1774 (1992)

4.3 Methods of Manufacturing (Complete)

Dicamba has been synthesized from 1,2,4-trichlorobenzene by (a) reaction with methanol and NaOH to yield 2,5-dichlorophenol, (b) carboxylation with CO2 under pressure to yield 3,6-dichlorosalicylic acid, and (c) methylation of 3,6-dichlorosalicylic acid with dimethyl sulfate to yield dicamba. /Dicamba/
Kearney PC, Kaufman DD; Herbicides: chemistry, degradation, and mode of action. Marcel Dekker, Inc. V2: 563-564 (1976)

4.4 Formulations / Preparations (Complete)

Banvel SGF contains 23.15% sodium salt of dicamba (3,6-dichloro-o-anisic acid), 5.79% sodium salts of related acids, and 71.06% of inert ingredients.
Crop Protection Chemicals Reference. Chemical and Pharmaceutical Press. New York, NY. p.1770-1774 (1992)

5 Laboratory Methods

5.1 Analytic Laboratory Methods (Complete)

The principal analytical method employed in the crop and milk residue analysis for dicamba is electron capture gas chromatography which is sensitive to 0.05 ppm (Smith, H., H. Suzuki, and M. Malina. (1965). Analysis of dicamba in crops and milk include a rapid cleanup method (J. Assoc. Off. Anal. Chem. (1965)) 48:1164). Improved residue analysis methodology is found in the Dicamba chapter of Vol. X, Specific Methods for Newer Pesticides, Analytical Methods of Pesticides and Plant Growth Regulators. 1977. Academic Press, Inc. New York. Additional methods of analysis for different substrates including water are available from Sandoz Crop Protection, 1300 E. Touhy Ave., Des Plaines, IL 60018. /Dicamba/
Weed Science Society of America; Herbicide Handbook. 6th ed. Champaign, IL: Weed Science Society of America. p 88-91 (1989)
AOAC method No. 984.07. Dicamba, 2,4-D, and MCPP in Pesticide formulations. Combinations of dicamba, 2,4-D, and MCPP in liquid formulations as their salts are detected in any combination, using binary mobile phase 22% and 33% CH3CN-H2O, phosphate buffered, pH 2.68-2.7, on reverse phase bonded microparticulate column. /Salts of dicamba/
Association of Official Analytical Chemists. Official Methods of Analysis. 15th ed. and Supplements. Washington, DC: Association of Analytical Chemists, 1990, p. 188
EAD Method 1618. Organo-halide Pesticides and PCB's, Organo-Phosphorus Pesticides, and Phenoxy-acid Herbicides by Wide Bore Capillary Column Gas Chromatography with Selective Detectors. Dicamba is measured using capillary gas chromatography with selected detectors. The detection limit is 110 ng/L.
USEPA; EMMI. Environmental Monitoring Methods Index. Version 1.02. USEPA- 821-B-92-001 (NTIS PB-92-503098). August 1992.
EMSLC Method 515.1. Determination of Chlorinated Acids in Water by Gas Chromatography with an Electron Capture Detector. Dicamba is measured using capillary gas chromatography with an electron capture detector. The detection limit is 0.081 ug/L. /Dicamba/
USEPA; Methods for the Determination of Metals in Environmental Samples. Document USEPA/600/4-91/010, June 1991
EMSLC Method 615. The Determination of Chlorinated Herbicides in Industrial and Municipal Wastewater. Dicamba is measured using gas chromatography with an electron capture detector. The detection limit is 0.27 ug/L. /Dicamba/
USEPA; Methods for the Determination of Metals in Environmental Samples. Document USEPA/600/4-91/010, June 1991
OSW Method 8150A. Chlorinated Herbicides by Gas Chromatography. Dicamba is measured using gas chromatography with an electron capture detector. The detection limit is 0.27 ug/L. /Dicamba/
USEPA/Office of Solid Waste (OSW); Test Methods for Evaluating Solid Waste, Physical/Chemical Methods SW846 Methods (1986)

6 Synonyms and Identifiers

Synonyms

6.2 Substance Title

7 Administrative Information

7.1 Hazardous Substances DataBank Number

5861

7.2 Last Revision Date

20020806

7.3 Last Review Date

Reviewed by SRP on 5/11/1995

7.4 Update History

Complete Update on 08/06/2002, 1 field added/edited/deleted.

Complete Update on 01/14/2002, 1 field added/edited/deleted.

Complete Update on 08/09/2001, 1 field added/edited/deleted.

Complete Update on 03/13/2000, 1 field added/edited/deleted.

Complete Update on 02/02/2000, 1 field added/edited/deleted.

Complete Update on 09/21/1999, 1 field added/edited/deleted.

Complete Update on 08/27/1999, 1 field added/edited/deleted.

Complete Update on 06/03/1998, 1 field added/edited/deleted.

Complete Update on 03/10/1998, 1 field added/edited/deleted.

Complete Update on 11/01/1997, 1 field added/edited/deleted.

Complete Update on 05/09/1997, 1 field added/edited/deleted.

Complete Update on 03/21/1996, 1 field added/edited/deleted.

Complete Update on 01/30/1996, 1 field added/edited/deleted.

Complete Update on 09/05/1995, 14 fields added/edited/deleted.

Field Update on 01/09/1995, 1 field added/edited/deleted.

Complete Update on 04/04/1994, 1 field added/edited/deleted.

Field update on 01/10/1993, 1 field added/edited/deleted.

Field update on 03/06/1990, 1 field added/edited/deleted.

Complete Update on 03/09/1985

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