Bromuconazole

Agrochemicals -> Pesticide active substances

Active substance -> EU Pesticides database: Approved

Environmental transformation -> Pesticides (parent, predecessor)

Pesticide (Bromuconazole) -> USDA PDB

log Kow = 3.24

3.24 (20 °C)

3.24

1.72 g/mL

Density (at 20 °C): 1.72 g/cm³

Colorless powder

White to off-white powder

Acetone 32 g/100 ml; dichloromethane 50 g/100 ml; ethyl acetate 23 g/100 ml; n-hexane 0.2 g/100ml; MeOH 30 g/100 ml; 1-octanol 6 g/100 ml; 2-propanol 6 g/100 ml; toluene 22 g/100 ml; water (distilled) 61 mg/L; water (pH 5) 52 mg/L

Moderate to high solubility in organic solvents.

In water, 50 mg/L at 25 °C

Solubility in water, mg/l at 25 °C: 50 (practically insoluble)

When heated to decomposition it emits toxic vapors of /nitrogen oxides, hydrogen bromide, and hydrogen chloride/.

The substance decomposes on burning producing toxic gases/fumes including nitrogen oxides, hydrogen chloride, hydrogen bromide, carbon monoxide.

84 °C

84 °C

3X10-8 mm Hg at 25 °C

Vapor pressure at 25 °C: negligible

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P273, P301+P317, P330, P391, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 76 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

Commission Regulation (EC) No 1490/2002

Bromuconazole is listed in the dataset of EPA Human Health Benchmarks for Pesticides under the Safe Drinking Water Act (40 eCFR 141)

2010/92/EU, Reg. (EU) 2024/324, Reg. (EU) No 2018/670, Reg. (EU) No 540/2011

REACH registered substance: Bromuconazole (EC: 408-060-3)

Acute Tox. 4 (100%)

Acute Tox. 4 (100%)

Fresh air, rest.

Rinse and then wash skin with water and soap.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth.

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.

Personal protection: particulate filter respirator adapted to the airborne concentration of the substance. Do NOT let this chemical enter the environment. Sweep spilled substance into covered containers. If appropriate, moisten first to prevent dusting. Carefully collect remainder. Then store and dispose of according to local regulations.

LD50 Anas platyrhynchos (Mallard duck) oral >2150 mg/kg[USEPA, Office of Pesticide Programs; Pesticide Ecotoxicity Database (2000) on 1-[

LC50 Anas platyrhynchos (Mallard duck) diet >5000 ppm/8 days[USEPA, Office of Pesticide Programs; Pesticide Ecotoxicity Database (2000) on 1-[

LC50 Colinus virginianus (Bobwhtie quail) diet >5000 ppm/8 days[USEPA, Office of Pesticide Programs; Pesticide Ecotoxicity Database (2000) on 1-[

LD50 Colinus virginianus (Bobwhite quail) oral >2150 mg/kg[USEPA, Office of Pesticide Programs; Pesticide Ecotoxicity Database (2000) on 1-[

For more Ecotoxicity Values (Complete) data for BROMUCONAZOLE (14 total), please visit the HSDB record page.

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1380(SRC), determined from a log Kow of 3.24(2) and a regression-derived equation(3), indicates that bromomuconazole is expected to have low mobility in soil(SRC). Volatilization of bromomuconazole from moist soil surfaces is not expected to be an important fate process(SRC) given a Henry's Law constant of 8.2X10-11 atm-cu m/mole(SRC) derived from its vapor pressure, 3X10-8 mm Hg(2), and water solubility, 50 mg/L(2). Bromomuconazole is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(2). Biodegradation data were not available (SRC, 2005).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1380(SRC), determined from a log Kow of 3.24(2) and a regression-derived equation(3), indicates that bromomuconazole is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) to be an important fate process(SRC) given a Henry's Law constant of 8.2X10-11 atm-cu m/mole(SRC) derived from its vapor pressure, 3X10-8 mm Hg(2), and water solubility, 50 mg/L(2). According to a classification scheme(4), an estimated BCF of 62(SRC), from its log Kow(2) and a regression-derived equation(5), suggests the potential for bioconcentration in aquatic organisms is moderate(SRC). Biodegrdation data were not available(SRC, 2005).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), bromomuconazole, which has a vapor pressure of 3X10-8 mm Hg at 25 °C(2), is expected to exist solely in the particulate phase in the ambient atmosphere. Particulate-phase bromomuconazole may be removed from the air by wet and dry deposition(SRC). Under simulated sunlight degradation of bromuconazole is pH dependent. Bromuconazole had a reported half-life of 18 days under acidic conditions(2).

The Koc of bromomuconazole is estimated as 1380(SRC), using a log Kow of 3.24(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that bromomuconazole is expected to have low mobility in soil.

An estimated BCF of 62 was calculated for bromomuconazole(SRC), using a log Kow of 3.24(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is moderate(SRC), provided the compound is not metabolized by the organism(SRC).

The Henry's Law constant for bromomuconazole is estimated as 8.2X10-11 atm-cu m/mole(SRC) derived from its vapor pressure, 3X10-8 mm Hg(1), and water solubility, 50 mg/L (1). This Henry's Law constant indicates that bromomuconazole is expected to be essentially nonvolatile from moist soil and water surfaces(2). Bromomuconazole is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(1).

/LABORATORY ANIMALS: Acute Exposure/ Non-irritating to eyes and skin of rabbits. Non-sensitising to skin of guinea pigs.[Tomlin CDS, ed. Bromuconazole (116255-48-2). In: The e-Pesticide Manual, 13th Edition Version 3.2 (2005-06). Surrey UK, British Crop Protection Council.]

/LABORATORY ANIMALS: Subchronic or Prechronic Exposure/ Rats /were administered/ 0, 40, 200, 1000, or 5000 ppm via the diet /for thirteen weeks/. NOAEL: 200 ppm (M: 13.8 mg/kg/day; F: 15.1 mg/kg/day) LOAEL: 1000 ppm (M: 68.1 mg/kg/day; F: 74.5 mg/kg/day) based on decreased body weight gains in females, changes in hematology/blood chemistry parameters and in the incidence of microscopic lesions consistent with liver toxicity, and increased liver weight gain in both sexes.[USEPA/Office of Prevention Pesticides and Toxic Substances; Pesticide Fact Sheet on Bromuconazole. Available from, as of July 13, 2006: http://www.epa.gov/opprd001/factsheets/bromuconazole.pdf]

/LABORATORY ANIMALS: Chronic Exposure or Carcinogenicity/ Rats were dosed at 20, 150, 1000, 2000 ppm in the diet; NOAEL: 20 ppm (0.88 mg/kg/day); LOAEL: 150 ppm (6.48 mg/kg/day) based on non-neoplastic lesions; Not oncogenic under the conditions of the study.[USEPA/Office of Prevention Pesticides and Toxic Substances; Pesticide Fact Sheet on Bromuconazole. Available from, as of July 13, 2006: http://www.epa.gov/opprd001/factsheets/bromuconazole.pdf]

/LABORATORY ANIMALS: Chronic Exposure or Carcinogenicity/ Mice were dosed at 0, 100, 1000, and 3000 ppm in the diet. NOAEL 100 ppm (M:12.3 mg/kg/day; F: 10.9 mg/kg/day); LOAEL 1000 ppm (F:134.5 mg/kg/day) based on decreased body weight gains.[USEPA/Office of Prevention Pesticides and Toxic Substances; Pesticide Fact Sheet on Bromuconazole. Available from, as of July 13, 2006: http://www.epa.gov/opprd001/factsheets/bromuconazole.pdf]

For more Non-Human Toxicity Excerpts (Complete) data for BROMUCONAZOLE (13 total), please visit the HSDB record page.

Bromomuconazole is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(1). Bromuconazole is susceptible to photolysis(SRC). This reaction is enhanced under acidic conditions; a photolysis half-life for bromomuconazole of 18 days under acidic conditions has been reported(2).

Bromomuconazole's production may result in its release to the environment through various waste streams; its use as an agricultural fungicide will result in its direct release to the environment. If released to air, a vapor pressure of 3X10-8 mm Hg at 25 °C indicates bromomuconazole will exist solely in the particulate phase in the atmosphere. Particulate-phase bromomuconazole will be removed from the atmosphere by wet and dry deposition. Bromuconazole is susceptible to pH dependent photolysis. A photolysis half-life of 18 days has been reported for bromuconazole under acidic conditions. If released to soil, bromomuconazole is expected to have low mobility based upon an estimated Koc of 1380. Volatilization from water and moist soil surfaces is not expected to be an important fate process based upon a Henry's Law constant of 8.2X10-11 atm-cu m/mole. Bromomuconazole is not expected to volatilize from dry soil surfaces based upon its vapor pressure. Biodegradation data were not available. If released into water, bromomuconazole is expected to adsorb to suspended solids and sediment based upon the estimated Koc. An estimated BCF of 62 suggests the potential for bioconcentration in aquatic organisms is moderate. Hydrolysis is not expected to be an important environmental fate process since this compound lacks functional groups that hydrolyze under environmental conditions. Occupational exposure to bromomuconazole may occur through dermal contact with this compound at workplaces where bromomuconazole is produced or used. (SRC)

Metabolism in animals (rat, cow, hen) is extensive. Nearly 60 different metabolites were detected in the rat, 57 of which had structures assigned. No evidence was found to suggest that the compound and/or its metabolites accumulate in the organs and tissues of those species, even following repeated administration.

For Bromuconazole (USEPA/OPP Pesticide Code: 120503) 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./

Agricultural fungicide; Ergosterol biosynthesis inhibiting triazole

Systemic fungicide generally applied by foliar spray, at a max. rate of 300 g/ha, against Ascomycetes, Basidiomycetes and Fungi Imperfecti including Alternaria, Fusarium, black and yellow Sigatoka, and Pseudocercosporella spp. in cereals, fruit, vines, vegetables, tropical crops, turf and ornamentals.

Fungicide; For use on cereals, fruit, tropical crops, vegetables, vines, turf, ornamentals.

A. Greiner, R. Pepin, European Patent Office patent 258,161(1988 to Rhone-Poulenc)

Produced by reaction of 1-bromomethoxyacetylene in toluene with ethylmagnesium bromide in THF, followed by the addition of 2,4-dichlorobenzoylmethyl chloride to give 2,4-dichlorophenyl-2'-chloromethyl-2'-hydroxy-2'-bromomethoxyacetylene. The product is then hydrogenated and treated with 4-methylphenylsulfonic acid in toluene to give 2-chloromethyl-2-(2,4-dichlorophenyl)-2,5-dihydrofuran, which is treated with 1,2,4-triazole in N-methylpyrrolidone in the presence of potassium carbonate

Emulsifiable concentrate, granule, suspension concentrate.

Technical is > or =96% pure.

Trade names: Granit, Vectra (Rhone-Poulenc)