Methyl Anthranilate Case #: 6056

128725 Product Chemistry

— Registration Review

**UNITED STATES ENVIRONMENTAL PROTECTION AGENCY**

**WASHINGTON, D.C. 20460**
August 9, 2011

**OFFICE OF CHEMICAL SAFETY AND POLLUTION PREVENTION MEMORANDUM**  **SUBJECT** : Product Chemistry Scoping Document for the Registration Review of Methyl Anthranilate
. **Registration Review Case #: 6070**  **PC Code :**  **128725 CAS Num**  **bers: 134**  **- 20**  **- 3**  **Chem ical Class:**  **Biochem ical**  **FROM:** Jacob Moore, Chemist /s/ 08/09/2011

Biochemical Pesticides Branch Biopesticides & Poll ution Prevention Division (7511P ) **TO :**  Ch ris Pfeifer , Regulatory Action L eader Biochemical Pesticides Branch Biopesticides & Poll ution Prevention Division (7511P )

**ACTION REQUESTED** A preliminary

assessment of available information on product chemistry data associated with the biopesticide me thyl anthranilate and its biochemical products in support of the development of a Registration Review Work Plan.Methyl Anthranilate Case #: 6056

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**Introduction** The EPA has made the determination that there is adequate information available on methyl anthranilate and does not for esee the need to require additional data from products currently registered that contain methyl anthranilate as the active ingredient
. Methyl anthranilate is used as a bird repellent of various sites including golf courses and airports. Methyl anthranilat e products have been registered with the EPA since 1994
. Having a sweet aromatic odor, methyl anthranilate is found naturally in some grape varieties and is commonly used as a flavoring agent. Currently there are 10 active registrations containing methyl anthranilate, consisting of one technical grade active ingredient registration , eight end
- use or manufacturing
- use products, and one experimental use permit
. The registered technical contains 98.5% methyl anthranilate and related impurities. According to 40 CFR §180.1143, the Agency exempts methyl anthranilate from the requirement of a tolerance in or on all food commodities, when used in accordance with good agricultural practices. Concerning the product chemistry of methyl anthranilate , all biochemical pe sticide data requirement s for the technical grade active ingredient are summarized in Tables 1 and 2 **Table 1. Product Identity and Composition for Methyl Anthranilate**  **Common Name** Methyl Anthranilate **Chemical Name, IUPAC** 2
- aminobenzoic acid methyl ester **Molecular Weight** 151.2 g/mol **PC Code** 128725 **CAS Registry Number** 134
- 20
- 3 **Empirical Formula** C 8 H 9 N O 2 **Registration Review Case Number** 6070 **Chemical Structure**Methyl Anthranilate Case #: 6056

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3 **Product Chemistry Summary** The Agency

has conducted a review of the available product chemistry data and information. These data are summarized below. **Table 2. Biochemical Pesticides Product Chemistry Data Requirements for Met**  **hyl Anthranilate.**  **Guideline No. Physical and Chemical**  **Properties Status**  **1 Value**  **830.1100** Product I dentity and Composition A Refer to Table 1. **830.1200** Description of starting materials,

production and formulation process A CBI **830.1400** Discussion of form ation of

impurities A CBI **830.1700** Preliminary analy sis A CBI **830.6302** Color A Pale Yellow **830.6303** Phy sical state A Li quid or cry stals **830.6304** Odor A Orange blossoms; Grapes **830.6313** Stability to normal and elevated temperatures, metals and metal io ns A No degradation observed. **830.7000** pH N/ A N/A; pH testing done on end
- use products. **830.7050** UV/Visible light absorption

λ al = 248, 341 nm A 5012 M - 1 cm - 1 **830.7200** Melting point/melting range A 24
- 25 °C **830.7220** Boiling point/boiling range A 256°C **830.7300** Density A 1.168 g/mL **830.7520** Particle size, fiber length, and

diameter distribution N/A N/A; water soluble **830. 7550**  **830.7560 830.7570**  Partition coefficient (n
Octanol/Water) A Lo g K ow = 1.88 **830.7840** Water solubility A 0.29 g/100m L **830.7950** Vapor pressure A 0.012 mm (20°C) 1. A=Acceptable. N/A=Not Applicable.Methyl Anthranilate Case #: 6056

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4 **References** C.Hansch, A. L eo and D. Hoekman, Explo ring QSAR: hy drophobic, electronic and steric constants, American Chemical Society , Washington (1995). CRC Handbook of Chemistry and Phy sics. 80 th ed. CRC Press: Boca Raton, FL , 1979
- 9180; p
. C
- 181. EPA. Selected Mammal and Bird Repellents. http://www.ep a.gov/pesticides/biopesticides/ingredients/factsheets/factsheet_mam
- bird
repel.htm . 07/26/2011. Merck Index, Online. 07/19/2011. Primus, T.M., Griffin, D.L ., Avery , M.L ., Johnston, J.J. Li quid Chromatographic Method for the Determination of Methyl Anthranilate in L iquid Formulation and Residues on Formulated Rice See Bait. J. Ag ric
. Food Chem. **1995,** 43(12), pp 3052
- 3056. PubChem. http://pubchem.ncbi.nlm.nih.gov/summary /summary .chi?cid=6434508. 07/25/2011.