1861-40-1 Usage
Description
Since 1970, benfluralin has been registered in the United
States as a preemergent dinitroaniline herbicide. In 2004, the
US Environmental Protection Agency (EPA) conducted an
assessment to determine if pesticide products containing the
active ingredient of benfluralin were eligible for pesticide
reregistration. The criteria included meeting current human
health and safety standards, and determining if the pesticide
being used poses any unreasonable risks to human health
and the environment. Results of the US EPA assessment were
explained in the Reregistration Eligibility Decision (RED) of
benfluralin. The RED document determined that pesticides
with the active ingredient of benfluralin were eligible for
reregistration provided certain stipulations listed in the RED
document were met that included additional label requirements.
Under the Federal Insecticide, Fungicide, and Rodenticide
Act (FIFRA) Section 3, all new pesticides used in the
United States must be registered by the Administrator of the
US EPA. There are 38 products registered for benfluralin.
Chemical Properties
Yellowish-orange crystalline solid.
Commercial product is available as an emulsifiable concentrate.
Uses
Different sources of media describe the Uses of 1861-40-1 differently. You can refer to the following data:
1. Herbicide.
2. A dinitroanilie heribicide used for the control of a wide range annual grass and broadleaf weeds in crops such as groundnuts, tobacco, lettuce, turf, alfalfa, clover, watermelons and sweet melons.
3. Benfluralin is a preemergent herbicide registered to control
monocot (one cotyledon: plant embryo with single ‘seed
leaf’) and dicot (two cotyledon: plant embryo with two
‘seed leaves’) weeded species in commercial and residential
applications. Target species for benfluralin include Johnson
grass seedlings, chickweed, lamb quarters, purslane, knotweed,
clover, and barnyard grass. Benfluralin affects seed
germination and prevents weed growth by inhibition of root
development. Absorbed by roots, benfluralin inhibits
microtubule formation by binding to tubulin, thereby disrupting
cell division and leading to microfibril disorientation.
Benfluralin can be used alone or formulated with other
structurally related preemergent herbicides. Benfluralin has been formulated with oryzalin, isoxaben, triclopyr and/or
trifluralin. Various formulated types include emulsifiable
concentrate, granules, soluble concentrate/liquid, and water
dispersed granules. Benfluralin is formulated as granules in
42 end-use products and one product in the form of water
dispersible granules. Applications can be by broadcast
(granules and fertilizer mixed) and band treatment, golf
course treatment, soil incorporated treatment, and spray
with ground/sprinkler irrigation systems. Agricultural usage
of benfluralin is predominately on lettuce, alfalfa, clover,
birdsfoot trefoil, nonbearing fruit and nut trees, and vineyards.
4. A trifluoromethyl dinitroaniline selective preemergence herbicide for control of
annual grasses and some broad-leaved weeds in vegetables and turf.
Definition
ChEBI: A tertiany amino compound that is 2,6-dinitro-4-(trifluoromethyl)aniline in which the hydrogens attached to the aniline nitrogen have been replaced by one ethyl and one butyl group. It is used as a pre-emergence herbicide used for the control of grass and
ther weeds in a range of food and non-food crops.
General Description
Yellow-orange solid. Herbicide.
Air & Water Reactions
Slightly water soluble.
Reactivity Profile
A dinitroaniline derivative.
Hazard
Highly toxic.
Agricultural Uses
Herbicide: Selective pre-emergence herbicidal control of annual
grasses and broad-leaf weeds. Used on alfalfa, red
clover, seeded lettuce, trefoil; peanuts, certain tobaccos,
vegetables such as endive, field and French beans and
lentils.
Trade name
BALAN?; BALFIN?; BENEFEX?;
BETHRODINE?; BHULAN?; BINNELL?;
BONALAN?; CARPIDOR?; EL-110?; EMBLEM?;
FLUBALEX?; PEL-TECH?; QUILAN?; TEAM; XL 2G
Chemical class: 2,6-Dinitroaniline
Potential Exposure
Selective preemergence herbicide used
to control of annual grasses and broad-leaf weeds. Used on
alfalfa, red clover, seeded lettuce, trefoil; peanuts, certain
tobaccos, vegetables such as endive, field and French
beans, and lentils. A dinitroaniline derivative.
Environmental Fate
Soil. Benfluralin degraded faster in flooded soils under anaerobic conditions than when
oxygen was present. The major route of benfluralin degradation in flooded soil is the
formation of polar products (Golab et al., 1970) including N-butyl-N-ethyl-α,α,α-trifluoro-
5-nitrotoluene-3,4-diamine, N-butyl-N-ethyl-α,α,α-trifluorotoluene-3,4,5-triamine, N butyl-N-ethyl-α,α,α-trifluorotoluene-3,4,5-triamine, N-butyl-α,α,α-trifluoro-2,6-dinitro p-toluidine, N-ethyl-α,α,α-trifluoro-2,6-dinitro-p-toluidine, N-butyl-α,α,α-trifluoro-5-
nitrotoluene-3,4-diamine, N-butyl-α,α,α-trifluorotoluene-3,4,5-triamine, N-ethyl-α,α,α-
trifluoro-5-nitrotoluene-3,4-diamine, α,α,α-trifluoro-5-nitrotoluene-3,4-diamine, and
α,α,α-trifluorotoluene-3,4,5-triamine (Williams, 1977). The rate of degradation was high est under anaerobic conditions.Nash (1988) reported a dissipation half-life of 2 days for benfluralin in soil.Photolytic. Though no products were identified, benfluralin is subject to photodegra dation by UV light (Worthing and Hance, 1991). A photodegradation yield of 79% was
achieved after the herbicide in dry soil was subjected to sunlight for 7 daysChemical/Physical. In aqueous solutions (pH 5–9 and 26°C), benfluralin is stable up
to 30 days (Worthing and Hance, 1991).
Shipping
UN3077 Environmentally hazardous substances,
solid, n.o.s., Hazard class: 9; Labels: 9—Miscellaneous
hazardous material, Technical Name Required. UN1596
Dinotoanilines, Hazard Class: 6.1; Labels: 6.1—Poisonous
materials.
Toxicity evaluation
Use of benfluralin as a preemergent herbicide results in
a direct release into the environment. Benfluralin has an
estimated Henry’s law constant of 2.91×10-4 atm-m3mol-1
derived from a vapor pressure of 6.6×105 mmHg. Benfluralin
has a water solubility of 0.1 mg l-1, an octanol/water
partition coefficient of Kow = 5.29 and a soil organic carbon–
water partitioning coefficient range of Koc= 9840 to
11660.
Based on the Henry’s law constant, volatilization of benfluralin
from moist soil surfaces and water surfaces is expected.
However, volatilization of benfluralin from dry soil surface is
not expected. Benfluralin is typically formulated and applied to
minimize volatilization. Benfluralin Koc value range indicates
a decreased mobility in soil. The Koc value also indicates that
benfluralin can be expected to adsorb to suspended solids and
sediment in the water column.
Incompatibilities
Incompatible with oxidizers (chlorates,
nitrates, peroxides, permanganates, perchlorates, chlorine,
bromine, fluorine, etc.); contact may cause fires or explosions.
Keep away from alkaline materials, strong bases,
strong acids, oxoacids, epoxides. Moderate heat causes
decomposition that produces toxic vapors that can form an
explosive mixture with air.
Waste Disposal
Do not discharge into drains
or sewers. Dispose of waste material as hazardous waste
using a licensed disposal contractor to an approved landfill.
Consult with environmental regulatory agencies for guidance
on acceptable disposal practices. If allowed,
Incineration with effluent gas scrubbing is recommended.
Containers must be disposed of properly by following package
label directions or by contacting your local or federal
environmental control agency, or by contacting your
regional EPA office. Ultraviolet-radiation: This liquid herbicide
is reported to be susceptible to decomposition by
UV radiation.
Check Digit Verification of cas no
The CAS Registry Mumber 1861-40-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,8,6 and 1 respectively; the second part has 2 digits, 4 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 1861-40:
(6*1)+(5*8)+(4*6)+(3*1)+(2*4)+(1*0)=81
81 % 10 = 1
So 1861-40-1 is a valid CAS Registry Number.
InChI:InChI=1/C13H16F3N3O4/c1-3-5-6-17(4-2)12-10(18(20)21)7-9(13(14,15)16)8-11(12)19(22)23/h7-8H,3-6H2,1-2H3
1861-40-1Relevant articles and documents
Regioselectivity and stereoelectronic effects in the reactions of the dinitroaniline herbicides trifluralin and benefin with nucleophiles
Annandale, Michael T.,VanLoon, Gary W.,Buncel, Erwin
, p. 873 - 883 (2007/10/03)
The reactions of two members of the dinitroaniline class of herbicides, N,N-di-n-propyl-2,6-dinitro-4-(trifluoromethyl)aniline (trifluralin; 1) and N-ethyl-N-n-butyl-2,6-dinitro-4-(trifluoromethyl)aniline (benefin; 2), along with their analogue, N-phenyl-2,6-dinitro-4-(trifluoromethyl)aniline (3), with the nucleophiles, OD- and SO32-, have been investigated using 400 MHz 1H NMR spectroscopy. The reactions of both 1 and 2 with OD- result in formation of Meisenheimer anionic σ-complexes according to a K3T1 (kinetic preference for formation of the C-3 adduct with thermodynamic preference for formation of the C-1 adduct) reaction sequence while the reaction of 3 with OD- and that of 1 with SO32- follow a K3T3 (kinetic and thermodynamic preference for formation of the C-3 adduct) sequence. There was no observation of the C-1 adducts of 1 and 2 with OD-, but the products of S(N)Ar displacement at C-1 were observed as the final thermodynamic products. Geometry optimization calculations support our hypothesis of n → σ* stabilization of the C-1 adduct leading to S(N)Ar displacement. In the reaction of 3 with OD-, initial N-deprotonation to form the anion, 3a, is followed by σ-complex formation. The final thermodynamic product observed in this system is 3,5-dinitro-4-(N-phenylamino)benzoic acid formed through hydrolysis of the trifluoromethyl group on the anion, 3a. Aryl H-D exchange has been found for the systems of 1 and 2 with OD-, but not for the SO32- system and neither for the reaction of 3 with OD-. Since dimethylpicramide showed significantly slower H-D exchange under identical conditions, it is argued that this discrepancy has as origin the ability of the amino N lone electron pair to interact with the π-system of the ring. With both 1 and 2 the larger size of the amino alkyl chains prevent the amino N lone pair from aligning with the π-system of the ring, thus hindering electron density donation to the electron-deficient ring carbons.
4-Trifluoromethyl-2,6-dinitroanilines
-
, (2008/06/13)
This invention relates to a group of novel substituent anilines, useful in eliminating germinating and seedling weed grasses and selected broadleaf weeds.
Plant-protective and pest-control agent
-
, (2008/06/13)
A herbicidal composition capable of preventing weed growth of potatoes or soybean plants consists of a triazene or an aromatic nitro compound together with an inorganic salt, especially sodium bisulfate or potassium bisulfate which reduced the quantity of the organic herbicide below that usually required to obtain a corresponding herbicidal effect and hence prevents phytotoxic damage. The composition contains 0.1:1 to 15:1 parts by weight of the inorganic compound to the organic compound and is applied in an amount of 0.1 to 30 kg of the composition per hectare.