Contact us: +91 9550333722 040 - 40102781
Structured search
India
Choose your country
Different countries will display different contents
Try our best to find the right business for you.
My chemicalbook

Welcome back!

HomeProduct name listTrifluralin

Trifluralin

Synonym(s):2,6-Dinitro-N,N-dipropyl-4-trifluoromethylaniline

  • CAS NO.:1582-09-8
  • Empirical Formula: C13H16F3N3O4
  • Molecular Weight: 335.28
  • MDL number: MFCD00055241
  • EINECS: 216-428-8
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-12-18 14:08:52
Trifluralin Structural

What is Trifluralin?

Description

Trifluralin is a dinitroaniline herbicide that is approved for preemergence use to control broadleaf weeds in a variety of crops and plants. First approved nearly 50 years ago, trifluralin is a common commercially available herbicide which is used extensively in the United States and other countries. In the early 2000s, trifluralin was banned in Europe following reports of persistence in soil and groundwater leading to concerns of increased risk for toxicity. In general, trifluralin is viewed as a safe herbicide when used according to the instructions. Minimal to no toxicity has been reported in humans following either oral, dermal, or inhalation exposure. There is some evidence that once trifluralin enters the soil and groundwater, it undergoes a complex and extensive series of metabolic steps and can exist as multiple intermediaries depending on the extent of the degradation. This has led to findings that trifluralin may have elevated toxicity in certain aquatic wildlife as particular species of fish and tadpoles have displayed biomarkers of trifluralin toxicity following exposure. Larger vertebrates such as canines have also demonstrated toxicological profiles suggesting an elevated toxicity compared to humans.

Chemical properties

Yellowish-orange solid. Insoluble in water; soluble in xylene, acetone, and ethanol.

Chemical properties

Trifluralin is an orange crystalline solid.

The Uses of Trifluralin

Trifluralin is a herbicide, first approved in 1963, for control of annual grasses and broadleaf weeds on a variety of crops. Trifluralin is registered for nonfood uses including residential use. Trifluralin comes in a variety of formulations and is applied as a soil-incorporated treatment.

The Uses of Trifluralin

Pre-emergence herbicide used for grass control in crops.

The Uses of Trifluralin

Preemergence herbicide for controlling many grasses and broad-leaved weeds.

Definition

ChEBI: A substituted aniline that is N,N-dipropylaniline substituted by a nitro groups at positions 2 and 6 and a trifluoromethyl group at position 4. It is an agrochemical used as a pre-emergence herbicide.

General Description

Yellow-orange crystalline solid. Denser than water and not soluble in water. Hence sinks in water. Melting point 48.5-49°C. Used as a selective pre emergence herbicide.

Reactivity Profile

Trifluralin is a trifluoromethyl dinitroaniline derivative. Dinitroaniline has a record of industrial explosions. Nothing has been reported implicating Trifluralin in any such accidents. This may be because of the trifluoromethyl substitution may mitigate the instability of the molecule. However, care should be taken in the extremes of heat, shock, and friction sources that may trigger an explosive release of energy.

Health Hazard

Dust may irritate eyes. No toxic symptoms have been observed during the manufacture and use of Trifluralin.

Fire Hazard

Special Hazards of Combustion Products: Toxic and irritating hydrogen fluoride gas may be formed in fires.

Agricultural Uses

Herbicide: Trifluralin is a selective, pre-emergence herbicide used to control many annual grasses and broadleaf weeds in a large variety of tree fruit, nut, vegetable, and grain crops, including soybeans, sunflowers, cotton, and alfalfa. It is also used on rights-of-way, on set-aside land (i.e., arable land temporarily taken out of use). A general use pesticide (GUP). Not approved for use in EU countries . Registered for use in the U.S.

Trade name

AGREFLAN®; AGRIFLAN® 24; ASHLADE TRIMARAN®; AUTUMN KITE®; BROADSTRIKE®; BUCKLE®; CALLIFORT®; CAMPBELL'S TRIFLURON®; CHANDOR®; COMMENCE®; CRISALIN®; DEVRINOL T®; DIGERMIN®; ELANCOLAN®; FLINT®; FLORA®; FLURENE SE®; FLUTRIX®; FREEDOM®; GORDON’S WEEDER®; HERBIFLURIN®; IPERSAN®; JANUS®; L-36352®; LILLY 36,352®; LINNET®; MARKSMAN®; MARKSMAN 2, TRIGARD®; M. T. F®; NITRAN®; OLITREF®; ONSLAUGHT®; PREMERLIN 600 CE®; SINFLOWAN®; SOLO®; SU SEGURO CARPIDOR®; TEAM®; TREFANOCIDE®; TREFICON®; TREFLAN®; TREFLANOCIDE®; TRIFARMON®; TRIFLURALINA® 600; TRIFLUREX®; TRIFUREX®; TRIGARD®; TRIKEPIN®; TRILIN®; TRILIN® 10G; TRIM®; TRIMARAN®; TRIPART TRIFLURALIN 48 EC; TRISTAR®; TRUST®; TURFLAN®; URANUS® (trifluralin + linuron)

Safety Profile

Moderately toxic by ingestion and intraperitoneal routes. Experimental teratogenic and reproductive effects. Questionable carcinogen with experimental carcinogenic and tumorigenic data. Human mutation data reported. When heated to decomposition it emits very toxic fumes of Fand NOx. See also FLUORIDES.

Potential Exposure

A potential danger to those involved in the manufacture, formulation and application of this selective, preemergence herbicide.

Environmental Fate

Biological. Laanio et al. (1973) incubated 14CF3-tri?uralin with Paecilomyces, Fusar- ium oxysporum, or Aspergillus fumigatus and reported that <1% was converted to 14CO2. From the first-order biotic and abiotic rate constants of tri?uralin in estuarine water and sediment/water systems, the estimated biodegradation half-lives were 2.5–9.7 and 2.4–7.1 days, respectively (Walker et al., 1988).
Soil. Anaerobic degradation in a Crowley silt loam yielded α,α,α-tri?uoro-N4,N4- dipropyl-5-nitrotoluene-3,4-diamine and α,α,α-tri?uoro-N4,N4-dipropyltoluene-3,4,5-tri- amine (Parr and Smith, 1973). Probst and Tepe (1969) reported that tri?ur
Golab et al. (1979) studied the degradation of tri?uralin in soil over a 3-year period. They found that the herbicide undergoes N-dealkylation, reduction of nitro substituents, followed by the formation cyclized products. Of the 28 transformation products
Zayed et al. (1983) studied the degradation of tri?uralin by the microbes Aspergillus carneus, Fusarium oxysporum and Trichoderma viride. Following an inoculation and incubation period of 10 days in the dark at 25°C, the following metabolites were identified: α,α,α-trifluoro-2,6-dinitro-N-propyl-p-toluidine, α,α,α-trifluoro-2,6-dinitro-p-toluidine, 2-amino-6-nitro-α,α,α-tri?uoro-p-toluidine and 2,6-dinitro-4-tri?uoromethyl phenol. The reported half-life in soil is 132 days (Jury et al., 1987).
The half-lives for tri?uralin in soil incubated in the laboratory under aerobic and anaerobic conditions ranged from 33 to 375 days (Probst et al., 1967; Parr and Smith, 1973; Kearney et al., 1976; Zimdahl and Gwynn, 1977) to 4 to 70 days, respectively (

Solubility in organics

Freely soluble in Stoddard solvent (Windholz et al., 1983), chloroform, methanol (Probst et al., 1967), acetone (400 g/L), xylene (580 g/L) (Worthing and Hance, 1991), ether, and ethanol (quoted, Bailey and White, 1965)

Shipping

UN2588 Pesticides, solid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required. UN3077 Environmentally hazardous substances, solid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required.

Toxicity evaluation

Technical trifluralin has low acute toxicity, whereas solvents often used for the emulsification of trifluralin have been shown to be irritating to the eyes and skin. An active component of trifluralin toxicity is the volatile nitrosamine, N-nitroso-din- propylamine, which may be the active compound in trifluralin toxicity.

Incompatibilities

Trifluralin is a trifluoromethyl dinitroaniline derivative. Dinitroaniline has a record of industrial explosions. Nothing has been reported implicating trifluralin in any such accidents. This may be because of the trifluoromethyl substitution may mitigate the instability of the molecule. However, care should be taken in the extremes of heat, shock, and friction sources that may trigger an explosive release of energy. Fluorocarbons can react violently with barium, potassium, sodium.

Waste Disposal

Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. All federal, state, and local environmental regulations must be observed. Trifluralin does contain fluorine, and therefore incineration presents the increased hazard of HF in the off-gases. Prior to incineration, fluorine-containing compounds should be mixed with slaked lime plus vermiculite, sodium carbonate or sand-soda ash mixture (90-10).

Properties of Trifluralin

Melting point: 48.5°C
Boiling point: 139°C
Density  1.294
vapor pressure  1.97 at 30 °C (effusion method, DePablo, 1976)
Flash point: 100 °C
storage temp.  APPROX 4°C
solubility  DMSO : ≥ 100 mg/mL (298.26 mM);Water : < 0.1 mg/mL (insoluble)
pka -1.45±0.50(Predicted)
form  Crystalline Solid
color  Bright orange
Water Solubility  <0.01 g/100 mL at 22.5 ºC
Merck  13,9757
BRN  1893555
Henry's Law Constant 10.19 and 14.89 in distilled water and 33.3‰ NaCl at 20 °C, respectively (wetted-wall column, Rice et al., 1997a)
CAS DataBase Reference 1582-09-8(CAS DataBase Reference)
IARC 3 (Vol. 53) 1991
NIST Chemistry Reference Trifluralin(1582-09-8)
EPA Substance Registry System Trifluralin (1582-09-8)

Safety information for Trifluralin

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
ghs
Health Hazard
GHS08
ghs
Environment
GHS09
GHS Hazard Statements H302:Acute toxicity,oral
H317:Sensitisation, Skin
H351:Carcinogenicity
H410:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes P202:Do not handle until all safety precautions have been read and understood.
P273:Avoid release to the environment.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P308+P313:IF exposed or concerned: Get medical advice/attention.

Computed Descriptors for Trifluralin

Related products of tetrahydrofuran

You may like

Statement: All products displayed on this website are only used for non medical purposes such as industrial applications or scientific research, and cannot be used for clinical diagnosis or treatment of humans or animals. They are not medicinal or edible.