Flumioxazin

354.33

354.33

600-425-7

L0PX7OGI22

DTXSID7032555

Light tan powdered solid|Yellow-brown powder|Yellow brown solid (technical); Light brown solid (end-use)

66.9

2.55 @ 20 deg C

Solid

1.5136 g/cm³ @ Temp: 20 °C

201-204 °C

644.4±55.0 °C at 760 mmHg

343.5±31.5 °C

1.662

In water, 1.79 mg/l @ 25 deg C

0-6°C

2.41X10-6 mm Hg @ 25°C

Slight (end-use)

pH= 6.2-6.4 @ 20 °C (end-use)

Does not dissociate

Odorless; pH= 7.29 @ 25 °C /Technical/

Formulated products are non-corrosive to containers

UN 3077 9 / PGIII

61-50/53

53-45-60-61

T,N

Stable under normal storage conditions.

P201-P273-P308 + P313-P391-P501

H360D-H410

|Danger|H360D: May damage the unborn child [Danger Reproductive toxicity]|P201, P202, P273, P281, P308+P313, P391, P405, and P501|H360 (100%): May damage fertility or the unborn child [Danger Reproductive toxicity]|Aggregated GHS information provided by 229 companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

LD50 Rat oral >5000 mg/kg|LD50 Rat percutaneous >2000 mg/kg|LC50 Rat inhalation >3930 mg/cu m air/ 4 hr

Flumioxazin's production may result in its release to the environment through various waste streams; it's use as a herbicide(1) will result in its direct release to the environment(SRC).

TERRESTRIAL FATE: Based on column leaching studies and the short aerobic soil half-life, the potential for flumioxazin to leach in field agricultural soil is low(1). In soils that have been treated with flumioxazin, it is generally not found below 3 inches in depth(2). Volatilization losses from soil surfaces are negligible(1). Flumioxazin degrades rapidly in soil water via hydrolysis with half-lives of 3.4 to 5.1 days at pH 5.0, 21.4-24.6 hours at pH 7.0, and 14.6-22.0 minutes at pH 9.0(1); therefore, aqueous hydrolysis in moist soils will be an important fate process(SRC). Microbial degradation in soil is also an important fate process(1); the half-life for aerobic soil metabolism is 11.9 to 17.5 days, with an average of 14.7 days(1,2). The photolysis half-life on soil is 3.2 to 8.4 days (average 5.8 days)(2). The rapid soil dissipation rate indicates flumioxazin is not persistent in soil(1).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 13000(SRC), determined from a structure estimation method(2), indicates that flumioxazin is expected to adsorb to suspended solids and sediment(SRC). The hydrolytic degradation half-life of flumioxazin in soil water is 3.4 to 5.1 days at pH 5.0, 21.4-24.6 hours at pH 7.0, and 14.6-22.0 minutes at pH 9.0(3); therefore, hydrolysis will be the major degradation process in water(SRC). An anaerobic aquatic metabolism half-life of 0.2 days has been reported(4). The photolysis half-life in water at pH 5 is 1 day(4). Volatilization from water surfaces is expected to be slow(5) based upon an estimated Henry's Law constant of 6.28X10-7 atm-cu m/mole(SRC), derived from its vapor pressure, 2.41X10-6 mm Hg(6), and water solubility, 1.79 mg/l(4). Using this estimated Henry's Law constant and an estimation method(5), volatilization half-lives for a model river and model lake are 1,765 hours and 809 days, respectively(SRC). According to a classification scheme(7), an estimated BCF of 18(SRC), from a log Kow of 2.55(4) suggests the potential for bioconcentration in aquatic organisms is low(SRC).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), flumioxazin, which has a vapor pressure of 2.41X10-6 mm Hg at 25 °C (2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase flumioxazin 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 6.8 hours(SRC), calculated from its rate constant of 5.68X10-11 cu cm/molecule-sec at 25 °C(SRC) (that was derived using a structure estimation method(3). Particulate-phase flumioxazin may be removed from the air by wet and dry deposition(SRC).

The hydrolytic degradation half-life of flumioxazin in soil water is 3.4 to 5.1 days at pH 5.0, 21.4-24.6 hours at pH 7.0, and 14.6-22.0 minutes at pH 9.0(1). Similar chemical hydrolysis half-lives of 4.2 days (pH 5), 1 day (pH 7), and 0.01 days (pH 9) are also reported(2). The photolysis half-life in water at pH 5 is 1 day(2). The photolysis half-life on soil is 3.2 to 8.4 days (average 5.8 days)(1).|The rate constant for the vapor-phase reaction of flumioxazin with photochemically-produced hydroxyl radicals has been estimated as 5.68X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 6.8 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1).

An estimated BCF of 18 was calculated for flumioxazin(SRC), using an experimental log Kow of 2.55(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).

Using a structure estimation method based on molecular connectivity indices(1), the Koc for flumioxazin can be estimated to be 13000(SRC). The Koc can also be estimated as 581 and 2000(SRC), using a log Kow of 2.55(3) and a water solubility of 1.79 mg/l at 25 °C(3) and regression-derived equations(2). According to a classification scheme(3), these estimated Koc values suggests that flumioxazin is expected to have low to no mobility in soil.|The mobility (unaged leaching) of flumioxazin is reported as moderately mobile(1); fluxioxazin is generally not found below 3 inches of soil depth(1). Available data indicate flumioxazin is relatively unstable and its potential to leach to groundwater is low(1); however, the potential for degradation products to leach to groundwater is high(1).

The Henry's Law constant for flumioxazin is estimated as 6.28X10-7 atm-cu m/mole(SRC) derived from its vapor pressure, 2.41X10-6 mm Hg(1), and water solubility, 1.79 mg/l at 25 °C(1). This estimated Henry's Law constant indicates that flumioxazin is expected to be volatilize slowly from water surfaces(2). Based on this estimated 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 1765 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 809 days(SRC). Flumioxazin is reported to have negligible volatilization losses from soil(3).

Occupational exposure to flumioxazin may occur through short- and intermediate-term dermal and inhalation exposure during mixing, loading, applying and post-application activities(1).

Pesticides used to destroy unwanted vegetation, especially various types of weeds, grasses (POACEAE), and woody plants. Some plants develop HERBICIDE RESISTANCE. (See all compounds classified as Herbicides.)

/In rats after oral dose/ GI tract absorption >90% at 1 mg/kg & up to 50% at 100 mg/kg. At least 97% recovery in feces & urine 7 days after dosing. Highest levels of residues (36-49 ppb) in blood cells at low dose & 2800-3000 ppb at high dose (RBC levels > plasma). In addition to untransformed parent, 7 metabolites identified in urine & feces (38-46% for low dose & about 71% at high dose).|/Rat/ males dosed with suspension of 50 /Valor/ WDG formulation in water at 0.02, 0.20 or 1.0 mg/rat (0.002, 0.020 or 0.100 sq cm. At 0.02 mg/rat, absorption ranged from 0.48% at 0.5 hr to 5.46% at 24 hr. At 0.2 mg/rat, absorption ranged from 0.007% at 0.5 hr to 0.74% at 24 hr. At 1.0 mg/rat, absorption ranged from 0.004% at 0.5 hr to 10.47% at 24 hr. Females dosed with 200 or 800 mg/kg b.w. Dermal absorption for 200 & 800 mg/kg was 3.9 & 8.0% by 48 hr after initiation of treatment for 6 hr. Blood levels at 6-24 hr after dermal dosing with 200 mg/kg were similar to those obtained at 2-6 hr after oral dosing with 1 mg/kg. Blood levels at 6-24 hr after dermal dosing with 800 mg/kg were similar to those obtained at 2-6 hr after oral dosing with 30 mg/kg.

Mode of action: Herbicide, absorbed by foliage & germinating seedlings. Acts, in the presence of light & oxygen, by inducing massive accumulation of porphyrins, & enhancing peroxidation of membrane lipids, which leads to irreversible damage of the membrane function & structure of susceptible plants.

7-fluoro-6-((3,4,5,6-tetrahydro)phthalimido)-4-(2-propynyl)-1,4-benzoxazin-3(2 H)-one

USEPA/OPP Pesticide Code 129034; Trade Names: V-53482.|97.9% technical grade; 51% emulsifiable concentrate end-use product|Wettable powder

Registered for use on soybeans and peanuts. ... One application is allowed per season.

Agrochemicals -> Herbicides|Environmental transformation -> Pesticides (parent, predecessor)

Flumioxazin has known environmental transformation products that include 482-CA, 482-HA, APF, IMOXA, THPA, and delta-TPA.