Aminoethoxyvinylglycine Hydrochloride Case #: 6070

129104 Product Chemistry

— Registration Review

UNITED STATES ENVIRONMENTAL PROTECTION AGENCY

WASHINGTON, D.C. 20460
July 27 , 2011 OFFICE OF CHEMICAL SAFETY AND POLLUTION PREVENTION **MEMORANDUM SUBJECT**  : Product Chemistry Scoping Document for the Registration Review of Aminoethoxy

vinylglyci ne Hydrochloride. **Registration Review Case #: 6070**  **PC Code :**  **129104 CAS Num**  **bers: 55720**  **- 26**  **- 8**  **Chem ical Class:**  **Biochem ical**  **FROM:** Jacob Moore, Chemist /s/ 07/27 /2011

Biochemical Pesticides Branch Biopesticides & Poll ution Prevention Divisio n (7511P ) **TO :**  John Fournier, 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 aminoethoxy vinylglycine hydrochloride in support of the development of a Registration Review Work Plan.Aminoethoxyvinylglycine Hydrochloride Case #: 6070

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**Introduction** The EPA has made the determination that there is adequate information available on aminoethoxy

vinylglycine hydr ochloride, commonly known as AVG, and does not foresee the need to require additional data from products currently registered that contain AVG as the active ingredient
. AVG is a plant growth regulator used on apples, pears, and ornamentals. Inapples, it may delay fruit maturity , leading to benefits such as a reduction in pre
- harvest fruit drop and improved fruit quality . In pears, AVG may help maintain fruit firmness. For specific ornamentals (miniature carnations, hibiscus, and rooted geranium cuttings a nd seedlings), AVG may

reduce problems, such as flower senescence and flower bud abscission, that occur during shipping. AVG products have been registered with the EPA since 1997 . Currently there are 11 active registrations containing AVG, including two t echnical grade active ingredient registrations, six end
- use or manufacturing
- use products, and three experimental use permits
. The technical registrations contain 86% active ingredient by weight with the balance consisting of impurities. The Agency

exempts AVG from the requirement of a tolerance under the following conditions: **Commodity Parts Per Million**  Apple 0.08 Fruit, stone, group 12, except cherry 0.170 Pear 0.08 40 CFR §180.502 Concerning the product chemistry of AVG , all biochemical pesticide d ata requirement s for the technical grade active ingredient have been satisfied and are summarized in Table 2. While no further product chemistry data are necessary

for the products currently registered, future products must adequately

address all of the b iochemical pesticides product chemistry data requirements.Aminoethoxyvinylglycine Hydrochloride Case #: 6070

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3 **Table 1. Product Identity and Composition for AVG Common Name**  Aminoethoxy vinylglycine Hydrochloride (AVG) **Chemical Name, IUPAC** (3E)
- 2
- amino
- 4
- (2
- aminoethoxy )
- 3
- butenoic acid **Molecular Weigh t**  196.6 g/mol **PC Code** 129104 **CAS Registry Number** 55720
- 26
- 8 **Empirical Formula** C 6 H 1 3 N 2 O 3 Cl **Registration Review Case Number** 6070 **Chemical Structure**Aminoethoxyvinylglycine Hydrochloride Case #: 6070

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4 **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 AVG 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 formation of

impurities A CBI **830.1700** Preliminary analy sis A CBI **830.6302** Color A Li ght Brown **830.6303** Phy sical state A Powder **830.6304** Odor A Slightly musty **830.6313** Stability to normal and elevated temperatures, metals and metal ions N/ D Stable
**830.7000** pH A 6.9 (0.1% solution) **830.7050** UV/Visible light absorption

Water , 303.0 1N HCl/water (10/90) , 300.9 1N NaOH/water (10/90 ) , 303.0 A Molar Absor p tivity ( ε) 41.4 ± 0.5 Lmol - 1 cm - 1 40.2 ± 0.2 Lmol - 1 cm - 1 39.8 ± 2.2 Lmol - 1 cm - 1 **830.7200** Melting point/melting range A 193
- 195°C **830.7220** Boiling point/boiling range N/A
-- **830.7300** Density A 0.42 g/cm 3 **830.7520** Particle size, fiber length, and

diameter dis tribution N/A N/A; water soluble **830.7550 830.7560**  **830.7570** Partition coefficient (n
Octanol/Water) A Lo g P ow = - 4.36±0.58
**830.7840** Water solubility A H 2 O pH 5.0 = 660 ± 39 g/L H 2 O pH 6.0 = 674 ± 23 g/L H 2 O pH 9.0 = 689 ± 10 g/L **830.7950** Vapor pressure A Very low; ty pical solid 1. A=Acceptable. N/A=Not Applicable.Aminoethoxyvinylglycine Hydrochloride Case #: 6070

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5 **References** Devisetty , B., Bade, T. Product I dentity , Manufacturing Process, VBC
- 30102 (AVG HCLL iquid Formulation). Private Study by Valent Biosciences Corp Submitted to EPA. MRI D 477707
- 01. 2009. Merck Index, Online. 07/19/2011. PubChem. http://pubchem.ncbi.nlm.ni h.gov/summary /summary .chi?cid=6434508. 07/25/2011.