SPECTRUM

Chemical Fact Sheet

Chemical Abstract Number (CAS #) 1582098
CASRN 1582-09-8
SynonymsTrifluralin
Treflan
p-Toluidine, alpha, alpha, alpha-trifluoro-2,6-dinitro-N,N-dipropyl-
Analytical Methods EPA Method 508
EPA Method 617
EPA Method 627
EPA Method 8081
Molecular FormulaC13H16F3N3O4

Link to the National Library of Medicine's Hazardous Substances
Database for more details on this compound.

Use HERBICIDE
Consumption Patterns SELECTIVE HERBICIDE FOR GRASSES & BROADLEAF WEEDS, OF WHICH 52% IS USED ON SOYBEANS, 40% ON COTTON, 8% ON OTHER FIELD CROPS, VEGETABLES, FRUIT, NUTS, NURSERY CROPS, ALFALFA, PASTURE LAND, & SUMMER FALLOW, & 2% AS SELECTIVE HERBICIDE IN OTHER APPLICATIONS (1972)
Apparent Color YELLOW CRYSTALS ; YELLOW-ORANGE PRISMS
Odor NO APPRECIABLE ODOR
Boiling Point 139-140 DEG C @ 4.2 MM HG
Melting Point 46-47 DEG C
Molecular Weight 335.29
Sensitivity Data Cause eye irritation. May cause skin sensitization reactions in certain individuals.
Environmental Impact Trifluralin is an anthropogenic compound used as a pre-emergence herbicide. It may be released to the environment during its production and will be released during its application to agricultural fields. If released to soil, trifluralin is expected to biodegrade and volatilize to the atmosphere. The persistence of trifluralin in soil has been estimated at approximately 6 months although it is more persistent in northern climates. Trifluralin is expected to biodegrade under both aerobic and anaerobic conditions in soil. It is also expected to rapidly volatilize from both moist and dry soils to the atmosphere. Trifluralin will strongly adsorb to soil. If released to water, trifluralin is expected to biodegrade under both aerobic and anaerobic conditions and undergo direct photolytic degradation. It is expected to bioconcentrate in fish and aquatic organisms and adsorb strongly to sediment and suspended organic matter. It may also volatilize from water to the atmosphere. If released to the atmosphere, trifluralin is expected to undergo a rapid gas-phase photolysis. The rate of this process increases in the presence of ozone. Trifluralin may also undergo atmospheric removal by a gas-phase reaction with photochemically produced hydroxyl radicals with an estimated half-life of 4.6 hours. Occupational exposure to trifluralin may occur by inhalation or dermal contact. The general population may be exposed to trifluralin from lawn products or by ingestion of contaminated agricultural products or fish.
Environmental Fate IT SHOWS LOSS IN SOIL OF 85 TO 90% IN 0.5 TO 1.0 YEAR. TERRESTRIAL FATE: If released to soil, trifluralin is expected to biodegrade and volatilize to the atmosphere. The persistence of trifluralin in soil has been estimated at 6 months and >40 weeks . Its persistence is less in southern climes than in northern ones . Biodegradation of trifluralin in soil may occur under both aerobic and anaerobic conditions(1,2,4,5,7). Both aerobic and anaerobic biodegradation of trifluralin lead to the formation of 3,4,5-benzotriamine . Trifluralin is known to rapidly volatilize from both moist and dry soils to the atmosphere(6-9), although the volatilization rate is greater for moist soils(10). Experimental soil adsorption coefficients as high as 13700(11) indicate that trifluralin will be essentially immobile in soil(12). AQUATIC FATE: If released to water, trifluralin is expected to biodegrade under both aerobic and anaerobic conditions(1-3), although the rate under anaerobic conditions is expected to be faster . Both processes lead to the formation of 3,4,5-benzotriamine . Experimental bioconcentration factors ranging from 1689 to 5421 indicate that trifluralin will bioconcentrate in fish and aquatic organisms; it has been detected in fish(5-6). An experimental soil adsorption coefficient of 30550 obtained using pond sediment(7) indicates that it will strongly adsorb to sediment and suspended organic matter. Trifluralin may also rapidly volatilize from water(8), although its strong adsorption to sediment and suspended organic matter may attenuate the rate of this process. It is not expected to hydrolyze in water(9). ATMOSPHERIC FATE: If released to the atmosphere, trifluralin is expected to undergo rapid photolytic degradation; the observed half-life for trifluralin in July sunlight ranged from 25-60 min . In the presence of ozone, the rate of this reaction increases(2-3). An estimated rate constant for the gas-phase reaction of trifluralin with photochemically produced hydroxyl radicals of 8.4X10-11 cu cm/molec-sec translates to a half-life of 4.6 hrs using an average atmospheric hydroxyl radical concn of 5X10 5 molec/cu cm . TRIFLURALIN WAS MORE PERSISTENT IN SOIL (PH 6.56) THAN METRIBUZIN. HALF-LIFE OF TRIFLURALIN WAS 38 DAYS FOR 670 G/HA & 61 DAYS FOR 1100 G/HA.
Drinking Water Impact TRIFLURALIN WAS DETECTED IN FINISHED WATER IN US GROUNDWATER: Trifluralin was detected in well water samples at a concn of 41 ug/L in 1 out of 179 wells from farms in a heavily agricultural area in Ontario, Canada, 1984-86(1-2). Trifluralin has been qualitatively detected in groundwater samples in 4 states . It was detected in 1 of 1443 wells monitored in NE, at a concn of 0.42 ppb . In a survey of U.S. groundwater quality, trifluralin was detected in samples from KS, MD, MS, and NE as a result of normal use at a mean and maximum concn of 2.20 ppb and 0.40 ppb, it was detected in ND as a result of a point source contamination at 0.03 ppb and in KS from unknown origin at a maximum and mean concn of 5.40 ppb and 3.09 ppb . SNOW: The concn of trifluralin in "brown snow", snow contaminated by a long range transport event, 1988, was 764 pg/L(6). SURFACE WATER: The concn of trifluralin in the Ochre and Turtle River, Canada, 1984, ranged from <0.6 to 3.3 ug/cu m and <0.5 to 5.2 ug cu m . Water samples taken from the Wabash River, IN, 1974, 8 km downstream from a pesticide manufacturing facility contained 874 parts/per trillion trifluralin . It was detected in Mississippi River water samples obtained 20 miles below Memphis, TN, 1984, at a concn of 19 ng/L . Trifluralin has been detected in water from Lake Erie and Lake Michigan watersheds . Its concentration in the Wabash River, 1975, ranged from 3.12 ug/L to 548 ug/L <1 mile from a pesticide manufacturing facility . The concn of trifluralin in the Shell Creek, NE, 1988, after a spring storm event ranged from trace to 0.5 ug/L(6). DRINKING WATER: Trifluralin was qualitatively detected in raw and finished drinking water obtained from the Llobregat River, Barcelona, Spain . EFFL: The concn of trifluralin in wastewater samples from a pesticide manufacturer in Barcelona, Spain, 1984, was 2 ppm . The estimated total discharges of trifluralin into the Ochre and Turtle Rivers, Canada, 1984, from the surrounding watershed are 119 and 37 g/yr .

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