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1861-40-1

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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

1861-40-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name benfluralin

1.2 Other means of identification

Product number -
Other names N-butyl-N-ethyl-2,6-dinitro-4-(trifluoromethyl)aniline

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Herbicide
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1861-40-1 SDS

1861-40-1Downstream Products

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.

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