**UNITED STATES ENVIRONM ENTAL PROTECTION AGENCY**  **WASHINGTON, D.C. 20460**

**OFFICE OF PESTICIDES AND TOXIC SUBSTANCES** MEMORANDUM

DATE: February 22, 2010

SUBJECT : Registration Review: Product Chemistry Data Review for the Pesticide Menthol

Registration Review Case #: 4063 PC Codes: 051601 CAS Numbers: 1490-04-6 Chemical Class: Biochemical

FROM: Jacob Moore, Chemist /s/ 02/22/10 Biochemical Pesticides Branch Biopesticides & Pollution Prevention Division (7511P)

TO: Colin Walsh, Regulatory Action Leader Biochemical Pesticides Branch Biopesticides & Pollution Prevention Division (7511P)

ACTION REQUESTED A preliminary assessment of available information on product chemistry data associated with the pesticide menthol and its biochemical products in support of the development of a Registration Review Work Plan.Menthol Case #: 4063 051601

Introduction The EPA has made the determination that there is adequate information available on menthol. Menthol is currently registered as an active ingredient in two products, summarized below:

Table 1. Summary of products containing menthol as an active ingredient. Name Registration Number Concentration (w/w) Use Mite-A-Thol 61671-1 99.94% Control of Tracheal Mite API Life Var 73219-1 3.73% Control of Varroa Mite

Concerning the product chemistry of menthol much information has been provided by registrants. Also, as menthol has many commercial uses outside of the realm of pesticides, a wealth of information is available in the public literature. Given this, a complete product chemistry data set is available for menthol. The Agency does not anticipate the need for additional data at this point.

Table 2. Menthol Chemical Identity Common Name Menthol Chemical Name 5-methyl-2-(1-methylethyl)cyclohexanol Trade Names N/A Molecular Weight 156.26 g/mol PC Code 051601 CAS Registry Number 1490-04-6 Empirical Formula C 10 H 20 O Registration Review Case Number 4063

Chemical Structure

.

Product Chemistry SummaryMenthol Case #: 4063 051601

The Agency has conducted a review of the available product chemistry data and information. These data are summarized below.

Table 3. Product Chemistry Data Requirements Summary Guideline No. Physical and Chemical Properties Status

1 Value

830.1100 Product Identity and Composition A Refer to Tables 1 & 2.

830.1200 Description of starting materials, production and formulation

process A CBI

830.1400 Discussion of formation of impurities A CBI

830.1700 Preliminary analysis A CBI 830.6302 Color A Colorless or white 830.6303 Physical state A Crystals (solid) 830.6304 Odor A Peppermint 830.6313 Stability to normal and elevated temperatures, metals and metal ions A Stable

830.7000 pH N/A Testing done on EP 830.7220 Melting point/melting range A 41-44 o C Boiling point/boiling range A 212 o C 830.7300 Density A 0.890 at 30 o C 830.7520 Particle size, fiber length, and diameter distribution N/A

830.7550 830.7560 830.7570 Partition coefficient (nOctanol/Water) N/A Partially soluble in water

830.7840 Water solubility A Slightly soluble in water; very soluble in alcohol, chloroform, and ether. 830.7950 Vapor pressure A 0.8 mmHg at 20 o C 1. A=Acceptable, N/A=Not Applicable, N/D=Not Determined

SourcesMenthol Case #: 4063 051601

1. Report of the Food Quality Protection Act (FQPA) Tolerance Reassessment Progress and Risk Management Decision (TRED) for Menthol. September 2004.

2. EPA Memorandum from C. Swartz thru W. Hazel to K. Davis and F. Chow. October 26, 1992.