Benfluralin CAS 1861-40-1

Introduction：Basic information about Benfluralin CAS 1861-40-1, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Benfluralin Basic information

• Product Name: Benfluralin
• Synonyms: n-butyl-2,6-dinitro-n-ethyl-4-(trifluoromethyl)aniline;N-Butyl-2,6-dinitro-N-ethyl-4-trifluoromethylaniline;n-butyl-n-ethyl-2,6-dinitro-4-(trifluoromethyl)-benzenamin;N-Butyl-N-ethyl-2,6-dinitro-4-(trifluoromethyl)benzenamine;n-butyln-ethyl-2,6-dinitro-4-(trifluoromethyl)benzeneamine;Binn;Benuralin;EL-110
• CAS: 1861-40-1
• MF: C13H16F3N3O4
• MW: 335.28
• EINECS: 217-465-2
• Product Categories: Agro-Products;Amines;Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 1861-40-1.mol

Benfluralin Chemical Properties

• Melting point: 65-66.5°
• Boiling point: 121～122℃ (0.5mmHg)
• density: 1.3435 (estimate)
• storage temp.: 0-6°C
• solubility: soluble in Chloroform, Methanol
• form: Crystalline Solid
• pka: -0.59±0.50(Predicted)
• color: Yellow-orange
• Water Solubility: <1mg/L(25 ºC)
• Merck: 13,1037
• Major Application: agriculture environmental
• InChI: 1S/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
• InChIKey: SMDHCQAYESWHAE-UHFFFAOYSA-N
• SMILES: CCCCN(CC)c1c(cc(cc1[N+]([O-])=O)C(F)(F)F)[N+]([O-])=O
• LogP: 5.290
• CAS DataBase Reference: 1861-40-1(CAS DataBase Reference)
• NIST Chemistry Reference: Benfluralin(1861-40-1)
• EPA Substance Registry System: Benfluralin (1861-40-1)

Safety Information

• Hazard Codes: N
• Risk Statements: 50/53
• Safety Statements: 22-24/25-60-61
• RIDADR: UN 3077
• WGK Germany: WGK 2
• RTECS: XU4550000
• HS Code: 29214300
• Storage Class: 11 - Combustible Solids
• Hazard Classifications: Aquatic Acute 1 Aquatic Chronic 1
• Hazardous Substances Data: 1861-40-1(Hazardous Substances Data)
• Toxicity: LD50 orally in female rats: >10,000 mg/kg (Goldenthal)

Benfluralin Usage And Synthesis

Description

Since 1970, benfluralin has been registered in the UnitedStates as a preemergent dinitroaniline herbicide. In 2004, theUS Environmental Protection Agency (EPA) conducted anassessment to determine if pesticide products containing theactive ingredient of benfluralin were eligible for pesticidereregistration. The criteria included meeting current humanhealth and safety standards, and determining if the pesticidebeing used poses any unreasonable risks to human healthand the environment. Results of the US EPA assessment wereexplained in the Reregistration Eligibility Decision (RED) ofbenfluralin. The RED document determined that pesticideswith the active ingredient of benfluralin were eligible forreregistration provided certain stipulations listed in the REDdocument were met that included additional label requirements.Under the Federal Insecticide, Fungicide, and RodenticideAct (FIFRA) Section 3, all new pesticides used in theUnited States must be registered by the Administrator of theUS EPA. There are 38 products registered for benfluralin.

Chemical Properties

Yellowish-orange crystalline solid.Commercial product is available as an emulsifiable concentrate.

Uses

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.

Uses

Benfluralin is a preemergent herbicide registered to controlmonocot (one cotyledon: plant embryo with single ‘seedleaf’) and dicot (two cotyledon: plant embryo with two‘seed leaves’) weeded species in commercial and residentialapplications. Target species for benfluralin include Johnsongrass seedlings, chickweed, lamb quarters, purslane, knotweed,clover, and barnyard grass. Benfluralin affects seedgermination and prevents weed growth by inhibition of rootdevelopment. Absorbed by roots, benfluralin inhibitsmicrotubule formation by binding to tubulin, thereby disruptingcell division and leading to microfibril disorientation.Benfluralin can be used alone or formulated with otherstructurally related preemergent herbicides. Benfluralin has been formulated with oryzalin, isoxaben, triclopyr and/ortrifluralin. Various formulated types include emulsifiableconcentrate, granules, soluble concentrate/liquid, and waterdispersed granules. Benfluralin is formulated as granules in42 end-use products and one product in the form of waterdispersible granules. Applications can be by broadcast(granules and fertilizer mixed) and band treatment, golfcourse treatment, soil incorporated treatment, and spraywith ground/sprinkler irrigation systems. Agricultural usageof benfluralin is predominately on lettuce, alfalfa, clover,birdsfoot trefoil, nonbearing fruit and nut trees, and vineyards.

Uses

A trifluoromethyl dinitroaniline selective preemergence herbicide for control ofannual grasses and some broad-leaved weeds in vegetables and turf.

Uses

Herbicide.

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 annualgrasses and broad-leaf weeds. Used on alfalfa, redclover, seeded lettuce, trefoil; peanuts, certain tobaccos,vegetables such as endive, field and French beans andlentils.

Trade name

BALAN®; BALFIN®; BENEFEX®;BETHRODINE®; BHULAN®; BINNELL®;BONALAN®; CARPIDOR®; EL-110®; EMBLEM®;FLUBALEX®; PEL-TECH®; QUILAN®; TEAM; XL 2GChemical class: 2,6-Dinitroaniline

Potential Exposure

Selective preemergence herbicide usedto control of annual grasses and broad-leaf weeds. Used onalfalfa, red clover, seeded lettuce, trefoil; peanuts, certaintobaccos, vegetables such as endive, field and Frenchbeans, and lentils. A dinitroaniline derivative.

Environmental Fate

Soil. Benfluralin degraded faster in flooded soils under anaerobic conditions than whenoxygen was present. The major route of benfluralin degradation in flooded soil is theformation 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, andα,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% wasachieved after the herbicide in dry soil was subjected to sunlight for 7 days
Chemical/Physical. In aqueous solutions (pH 5–9 and 26°C), benfluralin is stable upto 30 days (Worthing and Hance, 1991).

Shipping

UN3077 Environmentally hazardous substances,solid, n.o.s., Hazard class: 9; Labels: 9—Miscellaneoushazardous material, Technical Name Required. UN1596Dinotoanilines, Hazard Class: 6.1; Labels: 6.1—Poisonousmaterials.

Toxicity evaluation

Use of benfluralin as a preemergent herbicide results ina direct release into the environment. Benfluralin has anestimated Henry’s law constant of 2.91×10-4 atm-m3mol^-1derived from a vapor pressure of 6.6×105 mmHg. Benfluralinhas a water solubility of 0.1 mg l^-1, an octanol/waterpartition coefficient of Kow = 5.29 and a soil organic carbon–water partitioning coefficient range of Koc= 9840 to11660.Based on the Henry’s law constant, volatilization of benfluralinfrom moist soil surfaces and water surfaces is expected.However, volatilization of benfluralin from dry soil surface isnot expected. Benfluralin is typically formulated and applied tominimize volatilization. Benfluralin Koc value range indicatesa decreased mobility in soil. The Koc value also indicates thatbenfluralin can be expected to adsorb to suspended solids andsediment 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 causesdecomposition that produces toxic vapors that can form anexplosive mixture with air.

Waste Disposal

Do not discharge into drainsor sewers. Dispose of waste material as hazardous wasteusing a licensed disposal contractor to an approved landfill.Consult with environmental regulatory agencies for guidanceon acceptable disposal practices. If allowed,Incineration with effluent gas scrubbing is recommended.Containers must be disposed of properly by following packagelabel directions or by contacting your local or federalenvironmental control agency, or by contacting yourregional EPA office. Ultraviolet-radiation: This liquid herbicideis reported to be susceptible to decomposition byUV radiation.