Spiromesifen

Suitable Extinguishing Media: water spray, carbon dioxide (CO2), dry chemical. /Oberon 4 SC Insecticide/Miticide/

Fire Fighting Instructioins: Keep out of smoke. Fight fire from upwind position. Cool closed containers exposed to fire with water spray. Do not allow run-off from fire fighting to enter drains or water courses. Equipment or materials involved in pesticide fires may become contaminated. Wear self-contained breathing apparatus and protective suit. /Oberon 4 SC Insecticide/Miticide/

Oberon 4 SC Insecticide/Miticide is packaged in poly-ethylene containers. Do not allow product or containers to freeze. Store in a cool, dry place and in such a manner as to prevent cross contamination with other pesticides, fertilizers, food and feed. Store in original container and out of the reach of children, preferably in a locked storage area. /Oberon 4 SC Insecticide/Miticide/

Safe Storage of Pesticides. Always store pesticides in their original containers, complete with labels that list ingredients, directions for use, and first aid steps in case of accidental poisoning. Never store pesticides in cabinets with or near food, animal feed, or medical supplies. Do not store pesticides in places where flooding is possible or in places where they might spill or leak into wells, drains, ground water, or surface water. /Residential users/

Do not contaminate water when cleaning equipment or disposing of equipment washwater. /Oberon 4 SC Insecticide/Miticide/

ACCIDENTAL RELEASE MEASURES. Keep unauthorized people away. Isolate hazard area. Avoid contact with spilled product or contaminated surfaces. ... Take up with absorbent material (e.g. sand, diatomaceous earth or a proprietary absorbent material). Keep in suitable, closed containers for disposal. Clean contaminated floors and objects thoroughly, observing environmental regulations. ... Use personal protective equipment. Avoid breathing vapors and avoid skin contact. Do not allow material to enter streams, sewers, or other waterways. /Oberon 4 SC Insecticide/Miticide/

If a spill occurs, clean it up promptly. Don't wash it away. Instead, sprinkle the spill with sawdust, vermiculite, or kitty litter. Sweep it into a plastic garbage bag, and dispose of it as directed on the pesticide product label./Residential users/

After Applying a Pesticide, Indoors or Outdoors. To remove pesticide residues, use a bucket to rinse tools or equipment three times, including any containers or utensils that you used when mixing the pesticide. Then pour the rinsewater into the pesticide sprayer and reuse the solution by applying it according to the pesticide product label directions. After applying any pesticide wash your hands and any other parts of your body that may have come in contact with the pesticide. To prevent tracking pesticides inside, remove or rinse your boots or shoes before entering your home. Wash any clothes that have been exposed to a lot of pesticide separately from your regular wash. /Residential users/

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal and plant life; and conformance with environmental and public health regulations.

PESTICIDE DISPOSAL. Pesticide wastes are acutely hazardous. Improper disposal of excess pesticide, spray mixture, or rinsate is a violation of Federal Law. If these wastes cannot be disposed of by use according to label instructions, contact your State Pesticide or Environmental Control Agency, or the Hazardous Waste representative at the nearest EPA Regional Office for guidance. /Oberon 4 SC Insecticide/Miticide/

CONTAINER DISPOSAL. Non-refillable container. Do not reuse or refill this container. Triple rinse or equivalent. Then offer for recycling or reconditioning or puncture and dispose of in a sanitary landfill, or by other procedures approved by state and local authorities. /Oberon 4 SC Insecticide/Miticide/

Safe Disposal of Pesticides. The best way to dispose of small amounts of excess pesticides is to use them - apply them - according to the directions on the label. If you cannot use them, ask your neighbors whether they have a similar pest control problem and can use them. If all of the remaining pesticide cannot be properly used, check with your local solid waste management authority, environmental agency, or health department to find out whether your community has a household hazardous waste collection program or a similar program for getting rid of unwanted, leftover pesticides. These authorities can also inform you of any local requirements for pesticide waste disposal. /Residential users/

Safe Disposal of Pesticides. An empty pesticide container can be as hazardous as a full one because of residues left inside. Never reuse such a container. When empty, a pesticide container should be rinsed carefully three times and the rinsewater thoroughly drained back onto the sprayer or the container previously used to mix the pesticide. Use the rinsewater as a pesticide, following label directions. Replace the cap or closure securely. Dispose of the container according to label instructions. Do not puncture or burn a pressurized container like an aerosol - it could explode. Many communities have programs to recycle household waste such as empty bottles and cans. Do not recycle any pesticide containers, however, unless the recycling program specifically accepts pesticide containers and you follow the program's instructions for preparing the empty containers for collection. /Residential users/

Use this product only in accordance with its labeling and with the Worker Protection Standard, 40 CFR part 170. /Oberon 4 SC Insecticide/Miticide/

This pesticide is toxic to fish and aquatic invertebrates. Do not contaminate surface water through spray drift. Do not apply directly to water, or to areas where surface water is present or to intertidal areas below the mean high water mark. /Oberon 4 SC Insecticide/Miticide/

Do not apply this product in a way that will contact workers or other persons, either directly or through drift. Only protected handlers may be in the same area during application. /Oberon 4 SC Insecticide/Miticide/

Do not enter or allow worker entry into treated areas during the restricted entry interval (REI) of 12 hours following application. /Oberon 4 SC Insecticide/Miticide/

For more Preventive Measures (Complete) data for Spiromesifen (13 total), please visit the HSDB record page.

Tolerances are established for residues of the insecticide/miticide spiromesifen, including its metabolites and degradates, in or on the commodities listed below. Compliance with the tolerance levels specified below is to be determined by measuring only the sum of spiromesifen [2-oxo-3-(2,4,6-trimethylphenyl)-1-oxaspiro[4.4]non-3-en-4-yl 3,3-dimethylbutanoate] and 4-hydroxy-3-(2,4,6-trimethylphenyl)-1-oxaspiro[4.4]non-3-en-2-one, calculated as the stoichiometric equivalent of spiromesifen, in or on the following primary crop commodities: [Table#7654]

Tolerances are established for residues of the insecticide/miticide spiromesifen, including its metabolites and degradates, in or on the commodities listed below. Compliance with the tolerance levels specified below is to be determined by measuring only the sum of spiromesifen [2-oxo-3-(2,4,6-trimethylphenyl)-1-oxaspiro[4.4]non-3-en-4-yl 3,3-dimethylbutanoate] and its metabolites containing the 4-hydroxy-3-(2,4,6-trimethylphenyl)-1-oxaspiro[4.4]non-3-en-2-one and 4-hydroxy-3-[4-(hydroxymethyl)-2,6-dimethylphenyl]-1-oxaspiro[4.4]non-3-en-2-one moieties, calculated as the stoichiometric equivalent of spiromesifen, in the following livestock commodities: [Table#7655]

Time-limited tolerances specified in the following table are established for residues of the insecticide/miticide spiromesifen, including its metabolites and degradates, in or on the commodities listed below. Compliance with the tolerance levels specified below is to be determined by measuring only the sum of spiromesifen [2-oxo-3-(2,4,6-trimethylphenyl)-1-oxaspiro[4.4]non-3-en-4-yl 3,3-dimethylbutanoate] and 4-hydroxy-3-(2,4,6-trimethylphenyl)-1-oxaspiro[4.4]non-3-en-2-one, calculated as the stoichiometric equivalent of spiromesifen, in or on the specified agricultural commodities, resulting from use of the pesticide pursuant to FIFRA section 18 emergency exemptions. The tolerances expire and are revoked on the date specified in the table. [Table#7656]

Tolerances are established for the inadvertent or indirect residues of the insecticide/miticide spiromesifen, including its metabolites and degradates, in or on the commodities listed below. Compliance with the tolerance levels specified below is to be determined by measuring only the sum of spiromesifen [2-oxo-3-(2,4,6-trimethylphenyl)-1-oxaspiro[4.4]non-3-en-4-yl 3,3-dimethylbutanoate], 4-hydroxy-3-(2,4,6-trimethylphenyl)-1-oxaspiro[4.4]non-3-en-2-one, and its metabolites containing the 4-hydroxy-3-[4-(hydroxymethyl)-2,6-dimethylphenyl]-1-oxaspiro[4.4]non-3-en-2-one moiety, calculated as the stoichiometric equivalent of spiromesifen, in the following rotational crop commodities: [Table#7657]

Mixers, loaders and other handlers must wear: Long-sleeved shirt and long pants, chemical resistant gloves (such as natural rubber, selection category A), and shoes plus socks. /Oberon 4 SC Insecticide/Miticide/

Applicators must wear: Long-sleeved shirt and long pants and shoes plus socks. /Oberon 4 SC Insecticide/Miticide/

... Restricted entry interval (REI) of 12 hours following application. PPE required for early entry to treated areas that is permitted under the Worker Protection Standard and that involves contact with anything that has been treated such as plants, soil or water, are: Coveralls over short sleeved shirt and short pants. Chemical resistant gloves (such as natural rubber, selection category A). Shoes plus socks. /Oberon 4 SC Insecticide/Miticide/

When handlers use closed systems or enclosed cabs in a manner that meets the requirements listed in the Worker Protection Standard (WPS) for agricultural pesticides [40 CFR 170.240 (d)(4-6)], the handler PPE requirements may be reduced or modified as specified in the WPS. /Oberon 4 SC Insecticide/Miticide/

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 34,000(SRC), determined from a structure estimation method(2), indicates that spiromesifen is expected to be immobile in soil(SRC). Volatilization of spiromesifen from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 5.6X10-4 atm-cu m/mole(SRC), based upon its vapor pressure, 1.5X10-4 mm Hg(3), and water solubility, 0.13 mg/L(3). However, adsorption to soil is expected to attenuate volatilization(SRC). Spiromesifen is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(3). Soil biodegradation half-lives of spiromesifen have been reported as 2.6 to 17.9 days(3).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 34,000(SRC), determined from a structure estimation method(2), indicates that spiromesifen is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 5.6X10-4 atm-cu m/mole(SRC), derived from its vapor pressure, 1.5X10-4 mm Hg(4), and water solubility, 0.13 mg/L(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 8.6 hours and 8.5 days, respectively(SRC). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column. The estimated volatilization half-life from a model pond is 206 days if adsorption is considered(5). According to a classification scheme(6), an estimated BCF of 470(SRC), from its log Kow of 4.55(7) and a regression-derived equation(8), suggests the potential for bioconcentration in aquatic organisms is high(SRC). Spiromesifen hydrolysis half-lives are reported as 53.3, 24.8 and 4.3 days at pH 4, 7 and 9, respectively(4). Biodegradation of spiromesifen may take place in aquatic environments based on reported half-lives in soil of 2.6 to 17.9 days(4).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), spiromesifen, which has a vapor pressure of 1.5X10-4 mm Hg at 20 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase spiromesifen is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 5 hours(SRC), calculated from its rate constant of 7.6X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Vapor-phase spiromesifen is also degraded in the atmosphere by reaction with ozone(SRC); the half-life for this reaction in air is estimated to be 13 hours(SRC), calculated from its rate constant of 2.1X10-17 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Spiromesifen contains chromophores that absorb at wavelengths >290 nm(4) and therefore may be susceptible to direct photolysis by sunlight(SRC).

Spiromesifen in/on unprocessed green tea (Camellia sinesis (L) O'Kuntze) leaf samples after foliar application. Plants were located at the Tea Experimental Farm, Dept of Tea Husbandry and Technology, CSK Himachal Pradesh Krishi Vishvavidyalaya Palampur (Himachal Pradesh), India(1).

The average processed tea consumption by a person in a day is 25 g, the theoretical maximum daily intake of spiromesifen is calculated as 0.099 mg/person/day, based on 3 year trials of pesticide residue, from tea harvested 3 days after dosage of 150 g/ha(1). At a dosage of 300 g/ha of spiromesifen on tea leaves the theoretical maximum daily intake increases to 0.158 mg/person/day(1).

Using a structure estimation method based on molecular connectivity indices(1), the Koc of spiromesifen can be estimated to be 34,000(SRC). According to a classification scheme(2), this estimated Koc value suggests that spiromesifen is expected to be immobile in soil.

An estimated BCF of 470 was calculated in fish for spiromesifen(SRC), using a log Kow of 4.55(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is high(SRC).

The Henry's Law constant for spiromesifen is estimated as 5.6X10-4 atm-cu m/mole(SRC) derived from its vapor pressure, 1.5X10-5 mm Hg(1), and water solubility, 0.13 mg/L(1). This Henry's Law constant indicates that spiromesifen is expected to volatilize from water surfaces(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as 8.6 hours(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 8.5 days(SRC). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column(SRC). The estimated volatilization half-life from a model pond is 206 days if adsorption is considered(3). Spiromesifen's estimated Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). Spiromesifen is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(1).

/LABORATORY ANIMALS: Acute Exposure/ Study type: Skin sensitization - guinea pig; Results: Potential moderate contact sensitizer. /From table/c

/LABORATORY ANIMALS: Acute Exposure/ Spiromesifen is believed to exert its effects through the inhibition of lipid biosynthesis. The critical effects observed are loss of body weight, adrenal effects (discoloration, decrease in fine vesiculation, and the presence of cytoplasmic eosinophilia in zona fasciculata cells), thyroid effects (increased thyroid-stimulating hormone, increased thyroxine binding capacity, decreased T3 and T4 levels, colloidal alteration and thyroid follicular-cell hypertrophy), liver effects (increased alkaline phosphatase, ALT and decreased cholesterol, triglycerides), and spleen effects (atrophy, decreased spleen-cell count, and increased macrophages).

/LABORATORY ANIMALS: Subchronic or Prechronic Exposure/ In a 90-day oral toxicity study, BSN 2060 Technical (/spiromesifen/ purity: 97.6%) was administered to 4 beagle dogs/sex/dose in the diet at dose levels of 0, 3000 or 5000 ppm (equivalent to 0, 98.4, 172.5 mg/kg bw/day for males and 0, 102.8, 170.8 mg/kg bw/day for females) for 13 weeks. There were no treatment-related effects on the mean body weights, body weight gain, food consumption or the various physiological parameters which were evaluated (reflexes, body temperature, blood pressure, heart rate, and electrocardiogram). Ophthalmoscopy, hematology and urinalysis did not indicate any treatment-related effects. In the clinico-chemical evaluation, the alanine aminotransferase and alkaline phosphatase activities were elevated for both sexes in both treatment groups. The liver enzymes, N- and O-demethylase, Cytochrome P450, 7-ethoxycoumarin deethylase, aldrin epoxidase, and epoxide hydrolase had elevated activity levels for both of the treatment groups. There was an increase in both the mean absolute and mean relative liver weights for both treatment groups. In the histopathological examination, predominantly moderate hepatocellular hypertrophy, cytoplasmic change and a minimal to slight increase in lipid content was noted for animals in both of the treatment groups. Minimal to slight hepatocellular degeneration was observed in one animal of both treatment groups. A minimal to slightly increased cortical vacuolation in the adrenal glands was observed in one animal in both treatment groups. Although serum thyroxine levels were decreased for the treated animals throughout the study, there were no other effects which directly indicated thyroid toxicity. The mean absolute and relative thyroid weights were not affected in a treatment-related manner. There was no treatment-related histopathology in the thyroid and the other thyroid-related clinical parameters (triiodothyronine, thyroxine-binding index, thyroxine-stimulating hormone) were not apparently affected by the treatment. Histopathological examination of the epididymides of the males in the two treated groups revealed an increased incidence of cellular debris (4 of 8 animals) and oligospermia in one animal of the 5000 ppm group. The mean absolute and relative epididymal weights were lower in a dose-related manner. The study authors attributed these results to the sexual immaturity of the test animals even though the controls animals did not demonstrate similar effects. The increasing concentration of the metabolite in the plasma indicated an extended half life for the parent compound. The target organ was the liver. These study data were not adequate to establish a LOAEL or a NOAEL.

The rate constant for the vapor-phase reaction of spiromesifen with photochemically-produced hydroxyl radicals has been estimated as 7.6X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 5 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). The rate constant for the vapor-phase reaction of spiromesifen with ozone has been estimated as 2.1X10-17 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(1). This corresponds to an atmospheric half-life of about 13 hours at an atmospheric concentration of 7X10+11 ozone molecules per cu cm(2). Spiromesifen hydrolysis half-lives are reported as 53.3, 24.8 and 4.3 days at pH 4, 7 and 9, respectively(3). Spiromesifen contains chromophores that absorb at wavelengths >290 nm(4) and therefore may be susceptible to direct photolysis by sunlight(SRC).

Occupational exposure to spiromesifen may occur through inhalation and dermal contact with this compound at workplaces where spiromesifen is produced or used. Monitoring and use data indicate that the general population may be exposed to spiromesifen via ingestion of food treated with spiromesifen. (SRC).

Tolerances are established for residues of the insecticide/miticide spiromesifen, including its metabolites and degradates, in or on the commodities listed below. Compliance with the tolerance levels specified below is to be determined by measuring only the sum of spiromesifen [2-oxo-3-(2,4,6-trimethylphenyl)-1-oxaspiro[4.4]non-3-en-4-yl 3,3-dimethylbutanoate] and 4-hydroxy-3-(2,4,6-trimethylphenyl)-1-oxaspiro[4.4]non-3-en-2-one, calculated as the stoichiometric equivalent of spiromesifen, in or on the following primary crop commodities: [Table#7658]

Tolerances are established for residues of the insecticide/miticide spiromesifen, including its metabolites and degradates, in or on the commodities listed below. Compliance with the tolerance levels specified below is to be determined by measuring only the sum of spiromesifen [2-oxo-3-(2,4,6-trimethylphenyl)-1-oxaspiro[4.4]non-3-en-4-yl 3,3-dimethylbutanoate] and its metabolites containing the 4-hydroxy-3-(2,4,6-trimethylphenyl)-1-oxaspiro[4.4]non-3-en-2-one and 4-hydroxy-3-[4-(hydroxymethyl)-2,6-dimethylphenyl]-1-oxaspiro[4.4]non-3-en-2-one moieties, calculated as the stoichiometric equivalent of spiromesifen, in the following livestock commodities: [Table#7659]

Time-limited tolerances specified in the following table are established for residues of the insecticide/miticide spiromesifen, including its metabolites and degradates, in or on the commodities listed below. Compliance with the tolerance levels specified below is to be determined by measuring only the sum of spiromesifen [2-oxo-3-(2,4,6-trimethylphenyl)-1-oxaspiro[4.4]non-3-en-4-yl 3,3-dimethylbutanoate] and 4-hydroxy-3-(2,4,6-trimethylphenyl)-1-oxaspiro[4.4]non-3-en-2-one, calculated as the stoichiometric equivalent of spiromesifen, in or on the specified agricultural commodities, resulting from use of the pesticide pursuant to FIFRA section 18 emergency exemptions. The tolerances expire and are revoked on the date specified in the table. [Table#7660]

Tolerances are established for the inadvertent or indirect residues of the insecticide/miticide spiromesifen, including its metabolites and degradates, in or on the commodities listed below. Compliance with the tolerance levels specified below is to be determined by measuring only the sum of spiromesifen [2-oxo-3-(2,4,6-trimethylphenyl)-1-oxaspiro[4.4]non-3-en-4-yl 3,3-dimethylbutanoate], 4-hydroxy-3-(2,4,6-trimethylphenyl)-1-oxaspiro[4.4]non-3-en-2-one, and its metabolites containing the 4-hydroxy-3-[4-(hydroxymethyl)-2,6-dimethylphenyl]-1-oxaspiro[4.4]non-3-en-2-one moiety, calculated as the stoichiometric equivalent of spiromesifen, in the following rotational crop commodities: [Table#7661]

Insecticides (tetronic acid insecticides)

For spiromesifen (USEPA/OPP Pesticide Code: 024875) ACTIVE products with label matches. /SRP: Registered for use in the U.S. but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./

Insecticide

For use on cotton, field corn, ornamentals, pome fruit, strawberries, and vegetables

Suspension concentrate (= flowable concentrate)

Forbid 4F Ornamental Insecticide/Miticide (Bayer Environmental Science) 45.2% Spiromesifen

Oberon 4 SC Insecticide/Miticide (Bayer Cropscience LP.) 45.2% Spiromesifen

Oberon 2SC Insecticide/Miticide (Bayer Cropscience LP.) 23.1% Spiromesifen

For more Formulations/Preparations (Complete) data for Spiromesifen (6 total), please visit the HSDB record page.