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N-ブチル-N-エチル-4-トリフルオロメチル-2,6-ジニトロアニリン

Benfluralin

HCID 2319
ノート反応
基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
部分構造検索類似構造を探す

基本情報

CAS
1861-40-1
標準SMILES
CCCCN(CC)c1c([N+](=O)[O-])cc(C(F)(F)F)cc1[N+](=O)[O-]
InChIKey
SMDHCQAYESWHAE-UHFFFAOYSA-N
分子式
C13H16F3N3O4
平均分子量
335.28 g/mol
単同位体質量
335.10929049

概要

Benfluralin is a yellow-orange solid. Herbicide.

名称と識別子

優先名称
Benfluralin
IUPAC
N-butyl-N-ethyl-2,6-dinitro-4-(trifluoromethyl)aniline
現地名
N-ブチル-N-エチル-4-トリフルオロメチル-2,6-ジニトロアニリン
英語名
Benfluralin
分子式
C13H16F3N3O4
分子量
335.28

名称と別名

benfluralin1861-40-1BethrodineBalanBENEFINBenfluralineBenephinFlubalexBalfinBenefexBinnellBonalan
名称をさらに表示
N-ブチル-N-エチル-2,6-ジニトロ-4-(トリフルオロメチル)ベンゼンアミンベネフェックスバランフルバレックスボナランベスロジンベネフィンベンフルラリンキランベトロジンビンネルN-ブチル-N-エチル-4-トリフルオロメチル-2,6-ジニトロアニリンN-ブチル-N-エチル-2,6-ジニトロ-4-(トリフルオロメチル)アニリンベンフルラリン標準品N-ブチル-N-エチル-アルファ,アルファ,アルファ-トリフルオロ-2,6-ジニトロ-p-トルイジン(I)N-ブチル-N-エチル-2,6-ジニトロ-4-トリフルオロメチルベンゼンアミンCS_N-11136-250MG_ベンフルラリンベスロジン標準品ベンフルラリン STANDARDベンフルラリン Standard, 100 µg/mL in MeOHBinnTEAMXL-2GBhulan
QuilanBanafineCarpidorBenalanEmblemN-butyl-N-ethyl-2,6-dinitro-4-(trifluoromethyl)anilineBlulanEL-110

物性

構造計算による物性

XLogP
5.3
極性表面積
94.9 Ų
水素結合供与体数
0
水素結合受容体数
8
回転可能結合数
5
重原子数
23
形式電荷
0
複雑度
398

実験および物理化学的性質

SpringerMaterials PropertiesFusion temperature
Pesticides · 6 件

Pesticide -> EPA IRIS

Herbicides

Active substance -> EU Pesticides database: Not approved

Pesticides -> Herbicides, Nitroaromatic

Pesticide

Pesticide (Benfluralin) -> USDA PDB

LogP · 2 件

log Kow = 5.29

5.29

OdorNO APPRECIABLE ODOR
Color/FormYellow-orange crystals
Solubility · 3 件

G/100 ML AT 25 °C: >50 IN ACETONE; >25 IN ACETONITRILE; >50 IN CHLOROFORM; 45 IN DIMETHYLFORMAMIDE; 60 IN DIOXANE; 4 IN METHANOL; 58 IN METHYL ETHYL KETONE; 45 IN XYLENE

2.4 G/100 ML ETHANOL AT 25 °C

In water, 0.1 mg/L at 25 °C

CorrosivityNon-corrosive
Endocrine DisruptorsPotential endocrine disrupting compound
Boiling Point148-149 °C at 7 mm Hg; 121-122 °C at 0.5 mm Hg
Melting Point · 2 件

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 6 件

Warning

H315: Causes skin irritation [Warning Skin corrosion/irritation]

P203, P261, P264, P264+P265, P272, P273, P280, P302+P352, P305+P351+P338, P318, P321, P332+P317, P333+P317, P337+P317, P362+P364, P391, P405, and P501 (click each P-code to see the statement)

Warning

H315 (58%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P272, P273, P280, P302+P352, P305+P351+P338, P321, P332+P317, P333+P317, P337+P317, P362+P364, P391, and P501 (click each P-code to see the statement)

危険有害性情報

Regulatory Information · 4 件

Commission Regulation No 844/2012

Benfluralin is listed in the dataset of EPA Human Health Benchmarks for Pesticides under the Safe Drinking Water Act (40 eCFR 141)

2008/108, Reg. (EU) 2019/168, Reg. (EU) 2019/2094, Reg. (EU) 2021/2068, Reg. (EU) 2021/52, Reg. (EU) 2023/149, Reg. (EU) No 540/2011

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

Other Safety InformationIMAP assessments - Benzenamine, N-butyl-N-ethyl-2,6-dinitro-4-(trifluoromethyl)-: Human health tier I assessment
DOT LabelClass 9
Fire HazardsExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Fire PotentialTECHNICAL MATERIAL IS NOT FLAMMABLE. FOR THE EMULSIFIABLE CONCENTRATES, USE ORDINARY PRECAUTIONS FOR VOLATILE SOLVENTS.
Health HazardsExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Hazards Summary

化学と産業

薬理情報

Mechanism of ActionAffects seed germination and prevents weed growth by inhibition of root and shoot development.
Metabolism/Metabolites · 3 件

After 12 hr incubation of benefin in artificial rumen fluid, 99% ... had been degraded. /structural formulas of metabolites given in source/ non-identified polar products & non-extractable radioactive products incr continuously.

N4-Butyl-N4-ethyl-alpha,alpha,alpha-trifluoro-5-nitrotoluylene-3,4-diamine, N4-butyl-N4-ethyl-alpha,alpha,alpha-trifluorotoluene-3,4,5-triamine, N4-butyl-alpha,alpha,alpha-trifluorotoluene-3,4,5-triamine, & alpha,alpha,alpha-trifluorotoluene-3,4,5-triamine ... anaerobic metabolites of benefin ... in lactating goats ... via feces.

Degradation products found in plant tissues of peanuts & alfalfa grown in treated soil reflected those products found in soil. /three products (structures given in source)/ appeared in highest concn (9-39 ppb, 2-57 ppb, & 8-33 ppb ...). other compd appeared in amt ... less than 2 ppb.

Absorption, Distribution and Excretion · 5 件

... not normally applied to plant foliage. ... no significant absorption or translocation of benefin in crops grown in soil treated with benefin.

... In lactating goats ... excreted via feces. No products were secreted into milk.

Following oral admin of benefin to lactating goat, almost complete recovery of admin radioactivity was obtained in urine (10.8%) & feces (89.1%) within 5 days. ... it was assumed that the excretory products ... would be analogous to those found with trifluralin ...

Radioactivity /residue/ from (14)C-labeled benefin orally admin to the lactating ruminant animals was excreted in the urine. Radioactivity residue was found in milk.

Absorbed by the roots.

用途と製造

Uses · 6 件

Used as pre-emergence dinitroaniline herbicide to control grasses and weeds in alfalfa, vegetables, non-bearing cropland, turf, public easements, and recreational, industrial, and residential areas; [HSDB]

Farming (Pesticides) [Category: Industry]

関連反応

2 件
反応記録を作成
HRID 1112187 の反応式
HRID 1112187生成物としてuspto-grants-1978_10
HRID 2346405 の反応式
HRID 2346405生成物としてTraining data from https://doi.org/10.1039/C8SC04228D (10/10)

化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート

データベース識別子

CAS
1861-40-1
PubChem CID
2319
DTXSID
DTXSID3023899
ChEMBL
CHEMBL1256668
ChEBI
CHEBI:132878
UNII
28224BUY6R
EC Number
217-465-2
Nikkaji
J1.786H

65-66.5 °C

MP: 64-66 °C /TECHNICAL PRODUCT/

Vapor Pressure · 2 件

0.0000653 [mmHg]

6.5X10-5 mm Hg at 25 °C

Physical Description · 2 件

Benfluralin is a yellow-orange solid. Herbicide.

Yellow-orange solid; [Merck Index] Orange crystalline solid; [MSDSonline]

物理化学的性質

融点
65 · 65-66.5°
沸点
121 · 121~122℃ (0.5mmHg)
比重(密度)
1.3435 · 1.3435 (estimate)
貯蔵温度
0 · 0-6°C
溶解性
soluble in Chloroform, Methanol
外見
結晶性固体
酸解離定数(Pka)
-0.59 · -0.59±0.50(Predicted)
色
イエローオレンジ
水溶解度
1 mg/L · <1mg/L(25℃)
Merck
13 · 13,1037
Henry's Law Constant
3.4 · 3.4×10-2 mol/(m3Pa) at 25℃, HSDB (2015)
主な用途
農業環境
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
5.29 · 5.290
CAS データベース
1861 · 1861-40-1(CAS DataBase Reference)
NISTの化学物質情報
Benfluralin(1861-40-1)
EPAの化学物質情報
Benfluralin (1861-40-1)

化学的性質

化学的特性Yellowish-orange crystalline solid. Commercial product is available as an emulsifiable concentrate.

· 1 件

May cause skin and eye irritation and skin sensitization; Mildly irritating to eyes and moderately irritating to skin of rabbits; In Beuhler topical patch test, 7 of 12 guinea pigs tested positive for skin sensitization, although formulated products (19-60%) produced no positive results; Effects in high-dose animal studies include histopathological changes to liver and kidneys; [HSDB] Does not uncouple oxidative phosphorylation or induce methemoglobinemia; [EPA Pesticides, p. 120] May cause irritation; [MSDSonline]

Reactive GroupAmines, Phosphines, and Pyridines
Special Reports · 1 件

USEPA/Office of Pesticide Programs; Reregistration Eligibility Decision Document - Benfluralin EPA 738-R-04-012 (July 2004). The RED summarizes the risk assessment conclusions and outlines any risk reduction measures necessary for the pesticide to continue to be registered in the U.S.[Available from, as of June 14, 2007: http://www.epa.gov/pesticides/reregistration/status.htm]

FIFRA Requirements · 3 件

Tolerances are established for residues of the herbicide N-butyl-N-ethyl-alpha,alpha,alpha-trifluoro-2,6,-p-toluidine in or on the following food commodities: [Table#1223]

The Agency has completed its assessment of the dietary, occupational, residential, and ecological risk associated with the use of pesticide products containing the active ingredient benfluralin. Based on a review of these data and on public comments on the Agency's assessments for the active ingredient benfluralin, the Agency has sufficient information on the human health and ecological effects of benfluralin to make decisions as part of the tolerance reassessment process under FFDCA and reregistration process under FIFRA, as amended by FQPA. The Agency has determined that benfluralin containing products are eligible for reregistration provided that: (i) current data gaps and confirmatory data needs are addressed; (ii) the risk mitigation measures outlined in this document are adopted; and (iii) label amendments are made to reflect these measures.

As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their future use. Under this pesticide reregistration program, EPA examines health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether they are eligible for reregistration. In addition, all pesticides must meet the new safety standard of the Food Quality Protection Act of 1996. Pesticides for which EPA had not issued Registration Standards prior to the effective date of FIFRA '88 were divided into three lists based upon their potential for human exposure and other factors, with List B containing pesticides of greater concern and List D pesticides of less concern. Benefin is found on List B. Case No: 2030; Pesticide type: Herbicide; Case Status: Pre-RED - OPP is reviewing data from the pesticide's producers regarding its human health and/or environmental effects, or OPP is determining the pesticide's eligibility for reregistration and developing the RED document. Active ingredient (AI): N-Butyl-N-ethyl-a,a,a-trifluoro-2,6-dinitro-p-toluidine; Data Call-in (DCI) Date(s): 04/01/91, 03/03/95, 10/13/95; AI Status: Supported - The producers of the pesticide have made commitments to conduct the studies and pay the fees required for reregistration, and are meeting those commitments in a timely manner.

Reactivity ProfileA dinitroaniline derivative.
Air and Water ReactionsSlightly water soluble.

安全と保護具

Fire FightingExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
First AidExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Storage Conditions · 3 件

Avoid freezing; store above 40 °F. Do not store near heat or open flame.

/EMULSIFIABLE CONCENTRATES/ SHOULD NOT BE OR STORED /AT TEMP/ NEAR FLASH-POINT.

... SHOULD NOT BE FROZEN

Nonfire Spill ResponseExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Disposal Methods · 3 件

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

Ultraviolet-radiation: This liquid herbicide is reported to be susceptible to decomposition by UV radiation. ...

Do not discharge effluent containing this product into lakes, streams, ponds, estuaries, oceans, or other waters unless in accordance with the requirements of a National Pollution Discharge Elimination System (NPDES) permit and the permitting authority has been notified in writing prior to discharge. Do not discharge effluent containing this product to sewer systems without previously notifying the local sewage treatment plant authority. For guidance contact your State Water Board or Regional Office of the EPA.

Preventive Measures · 5 件

SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

Restricted-Entry Interval for products with directions for use within the scope of the Worker Protection Standard for Agricultural Pesticides (WPS): Do not enter or allow worker entry into treated areas during the restricted entry interval (REI) of 12 hours. Except for those people involved in the watering-in, do not enter or allow other people (or pets) to enter the treated area until dusts have settled and until the watering-in is complete and the surface is dry.

Do not apply this product in a way that will contact workers or other persons, either directly or through drift. Only protected handlers may be in the area during application.

Follow manufacturer's instructions for cleaning/maintaining PPE. If no such instructions for washables exist, use detergent and hot water. Keep and wash PPE separately from other laundry.

For more Preventive Measures (Complete) data for BENFLURALIN (7 total), please visit the HSDB record page.

Isolation and EvacuationExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Allowable TolerancesTolerances are established for residues of the herbicide N-butyl-N-ethyl-alpha,alpha,alpha-trifluoro-2,6,-p-toluidine in or on the following food commodities: [Table#1221]
Personal Protective Equipment (PPE) · 5 件

Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:

For granular formulations and for liquid and dry flowable formulations, all loaders, applicators, and other handlers must wear: - long sleeved shirt and long pants, - socks plus shoes.

PPE required for early entry to treated areas that is permitted under the Worker Protection Standard and that involves contact with anything that has been treated, such as plants, soil, or water, is: coveralls, shoes plus socks, and chemical-resistant gloves made of any waterproof material.

Wear goggles or face shield when handling concn.

Coveralls, long-sleeved shirt, impermeable gloves when handling.

毒性情報

Target OrgansHematologic
Health EffectsBenfluralin has shown to be toxic to the kidneys, liver and thyroid in long-term animal studies.
Ecotoxicity Values · 5 件

LD50 Anas platyrhynchos (Mallard duck, female, age 3-4 months) oral >2000 mg/kg /Technical, 97.2%/

LC50 Gammarus fasciatus (Scud, mature) 1.1 mg/L/96 hr (95% confidence limit: 0.6-1.9 mg/L), static bioassay without aeration, 15 °C, pH 7.2-7.5, hardness 40-50 mg/L as CaCO3 and alkalinity 30-35 mg/L

LC50 Carassius auratus (Goldfish, weight 1.0 g) 0.8 mg/L/96 hr (95% condfidence limit: 0.7-1.0 mg/L), static bioassay without aeration, 18 °C, pH 7.2-7.5, hardness 40-50 mg/L CaCO3 and alkalinity 30-35 mg/L

LC50 Pimephales promelas (Fathead minnow, weight 0.9 g) <1.0 mg/L/96 hr; static bioassay without aeration, pH 7.2-7.5, hardness 40-50 mg/L as CaCO3, alkalinity 30-35 mg/L, 18 °C

For more Ecotoxicity Values (Complete) data for BENFLURALIN (19 total), please visit the HSDB record page.

Environmental Fate · 5 件

TERRESTRIAL FATE: Based on a classification scheme(1), Koc values of 9,840-11,660(2) indicate that benfluralin is expected to have no mobility in soil(SRC). Volatilization of benfluralin from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 2.9X10-4 atm-cu m/mole(SRC), derived from its vapor pressure of 6.6X10-5 mm Hg(3) and water solubility of 0.1 mg/L(3); however, adsorption may attenuate this process(SRC). Volatilization from dry soil surfaces is not expected(SRC) based on the vapor pressure of this compound(3). Benfluralin is metabolized with a half-life of 20 to 86 days under aerobic soil conditions and 12 days in laboratory studies under anaerobic conditions(2). Benfluralin may also be susceptible to photolysis on soil surfaces based on a half-life of 12.5 days in which benfluralin was applied to the surface of a soil and irradiated with natural sunlight(2). A biodegradation half-live range of 20 to 86 days in soil(4) suggests that biodegradation is a slow process in terrestrial environments(SRC).

WHEN SOIL TREATED WITH BENEFIN WAS FLOODED WITH WATER, BENEFIN DECOMP RAPIDLY. ONLY 4.6% WAS DETECTABLE AFTER 16 DAYS. THE MAJOR DEGRADATION PRODUCTS WERE BENEFIN WITH ONE NITRO GROUP REDUCED; WITH BOTH NITRO GROUPS REDUCED; & WITH BOTH NITRO GROUPS REDUCED PLUS REMOVAL OF BOTH ALKYL GROUPS. FIVE OTHER METABOLITES WERE DETECTED. THESE CMPD ... CONSTITUTED LESS THAN 5% OF THE TOTAL RADIOACTIVITY. EXTRACTABLE POLAR PRODUCTS WERE OBSERVED & BELIEVED TO BE AROMATIC AMINE CONDENSATION PRODUCTS. UNDER AEROBIC CONDITIONS, BENEFIN DEGRADATION IN SOIL WAS SLOWER. /STRUCTURAL FORMULAS OF DEGRADATION PRODUCTS GIVEN IN SOURCE/

BENEFIN DECOMP RAPIDLY IN SOIL UNDER DEFINED ANEROBIC CONDITIONS, WITH APPROX 5% DETECTABLE AFTER 16 DAYS. UNDER DEFINED AEROBIC CONDITIONS, 50% OF THE ORIGINALLY INCORPORATED BENEFIN WAS DETECTABLE AFTER 120 DAYS & ONLY 12.1% AFTER 352 DAYS. IDENTIFIABLE DEGRADATION PRODUCTS WERE THE DEALKYLATED, REDUCED & OXIDIZED DERIVATIVES OF BENEFIN & AN UNIDENTIFIED POLAR MIXT.

Duration of residual activity in soil is about 4-8 months.

For more Environmental Fate (Complete) data for BENFLURALIN (6 total), please visit the HSDB record page.

Food Survey Values · 1 件

Benfluralin was analyzed for but not detected (detection limit = 0.050 ppm) on 6970 produce samples(1). Benfluralin was analyzed for but not detected in the 2000, 2001, 2002, and 2003 FDA Market Basket Survey of domestic and imported food items(2).

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Milk ConcentrationsEXPERIMENTAL: RADIOACTIVITY /RESIDUE/ FROM (14)C-LABELED BENEFIN ORALLY ADMIN TO THE LACTATING RUMINANT ANIMALS WAS FOUND IN MILK.
Ecotoxicity Excerpts · 5 件

/BIRDS and MAMMALS/ Ataxia, weakness, falling. Regurgitation also occurred in first 2 hr after treatment. The other signs occurred 2 to 14 days after treatment. Although no birds died, considerable wt losses had occurred by the end of the 14 day observation period. /Female mallards, acute oral/

/BIRDS and MAMMALS/ Because there are no mortalities at the highest concentration tested (LD50 greater than 2000 mg/kg, LC50 greater than 4360 ppm), benfluralin is considered to be practically non-toxic to birds on an acute and subacute basis. The likelihood of acute or subacute risk to non-endangered and endangered species of birds is low. Benfluralin caused reproductive effects in chronic avian studies. Avian reproductive toxicity was assessed in two studies that are presented in Table 11 below. The bobwhite quail endpoint cannot be assumed conservative, as effects were observed at the lowest dose tested of 96 ppm. Another quail study is needed to establish a No Observed Adverse Effect Concentration (NOAEC) for reproductive effects since a NOAEC was not established in this test. At the Lowest Observed Adverse Effect Concentration (LOAEC) the reproductive toxicity study with the Northern Bobwhite Quail, showed developmental effects that included a decrease in the number of surviving hatchlings, decreased egg set, and decrease in 14-day hatchling survivor weight. At the LOAEC, of the reproductive toxicity study with the Mallard Duck showed an increase in the percentage of eggs that cracked. Chronic risks to birds are expected from both spray and granular formulations of benfluralin ...

/AQUATIC SPECIES/ Available acute toxicity data on technical benfluralin indicate that it is very highly toxic to estuarine/marine invertebrates. The 96-hour flow-through study yielded an EC50 of 0.043 ppm a.i. and NOAEC of 16 ppb. No data are available to assess chronic toxicity endpoints for estuarine/marine fish and invertebrates.

/AQUATIC SPECIES/ Freshwater Species. The available acute toxicity data on benfluralin ... indicate that it is very highly toxic to freshwater fish on an acute basis, based on typical end-use product (TEP) LC50 values of less than 100 ppb ai in bluegill sunfish. Based on TEP data, benfluralin is moderately toxic to freshwater aquatic invertebrates on an acute basis with a daphnid LC50 of 2.18 ppm active ingredient. This study is for a formulated product ... Chronic data for freshwater fish show that growth and development was the most sensitive endpoint for benfluralin. Test results indicate that benfluralin may affect fish length and survival at concentrations greater than 1.9 ppb.

For more Ecotoxicity Excerpts (Complete) data for BENFLURALIN (6 total), please visit the HSDB record page.

Acute Toxicity LinkChemical: BENEFIN
EPA IRIS Information · 3 件

Benefin

Hematologic

3 x 10 ^-1 mg/kg-day

Soil Adsorption/Mobility · 1 件

Soil adsorption (Kd) coefficients for benfluralin in 10 Wisconsin soils ranged from 4.2-30.3, with a mean value of 16.7 (1). Other investigators have reported Koc values of 10,700(2), 10,715(4), and 9,000(3). Benfluralin was much more highly adsorbed to soil than other dinitroaniline herbicides(5). In soil thin layer chromatography experiments, the Rf (retention factor) range was 0-0.03 for benfluralin(6). Therefore, it was concluded that benfluralin was immobile in soil(6). In the EPA Registration Eligibility Decision document for benfluralin, it was reported that the Koc ranged from 9,840-11,660(7). According to a classification scheme(8), this range of Koc values indicates that benfluralin is expected to have no mobility in soil(SRC).

Atmospheric ConcentrationsURBAN/SUBURBAN: Benfluralin was identified, not quantified in urban air samples from Jackson, MS(1) and from air samples located around golf courses in Kanagawa, Japan(2).

法規制情報

FIFRA Requirements · 3 件

Tolerances are established for residues of the herbicide N-butyl-N-ethyl-alpha,alpha,alpha-trifluoro-2,6,-p-toluidine in or on the following food commodities: [Table#1223]

The Agency has completed its assessment of the dietary, occupational, residential, and ecological risk associated with the use of pesticide products containing the active ingredient benfluralin. Based on a review of these data and on public comments on the Agency's assessments for the active ingredient benfluralin, the Agency has sufficient information on the human health and ecological effects of benfluralin to make decisions as part of the tolerance reassessment process under FFDCA and reregistration process under FIFRA, as amended by FQPA. The Agency has determined that benfluralin containing products are eligible for reregistration provided that: (i) current data gaps and confirmatory data needs are addressed; (ii) the risk mitigation measures outlined in this document are adopted; and (iii) label amendments are made to reflect these measures.

As the federal pesticide law FIFRA directs, EPA is conducting a comprehensive review of older pesticides to consider their health and environmental effects and make decisions about their future use. Under this pesticide reregistration program, EPA examines health and safety data for pesticide active ingredients initially registered before November 1, 1984, and determines whether they are eligible for reregistration. In addition, all pesticides must meet the new safety standard of the Food Quality Protection Act of 1996. Pesticides for which EPA had not issued Registration Standards prior to the effective date of FIFRA '88 were divided into three lists based upon their potential for human exposure and other factors, with List B containing pesticides of greater concern and List D pesticides of less concern. Benefin is found on List B. Case No: 2030; Pesticide type: Herbicide; Case Status: Pre-RED - OPP is reviewing data from the pesticide's producers regarding its human health and/or environmental effects, or OPP is determining the pesticide's eligibility for reregistration and developing the RED document. Active ingredient (AI): N-Butyl-N-ethyl-a,a,a-trifluoro-2,6-dinitro-p-toluidine; Data Call-in (DCI) Date(s): 04/01/91, 03/03/95, 10/13/95; AI Status: Supported - The producers of the pesticide have made commitments to conduct the studies and pay the fees required for reregistration, and are meeting those commitments in a timely manner.

安全データ

wgk
WGK 2
rtecs
XU4550000
ridadr
UN 3077
毒性
LD50 orally in female rats: >10,000 mg/kg (Goldenthal)
hs_code
29214300
risk_code
50/53
消防法
危-5-NC-2-II
hazard_code
N
safety_code
22-24/25-60-61
Hazard Classifications
Aquatic Acute 1Aquatic Chronic 1
ストレージクラス
11 - Combustible Solids
有毒物質データの
1861-40-1(Hazardous Substances Data)

For benefin (USEPA/OPP Pesticide Code: 84301) ACTIVE products with label matches. /SRP: Registered for use in the U.S. but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./

Benfluralin has been registered in the United States since l970 for use as a pre-emergent dinitroaniline herbicide.

Benfluralin is a pre-emergent dinitroaniline herbicide used to control grasses and other weed species. Benfluralin is used alone and is also commonly formulated with trifluralin and oryzalin. Benfluralin is used on a single food crop (pre-plant on lettuce), and on several feed crops (pre-plant on alfalfa, clover, trefoil). There are tolerances for benfluralin on alfalfa, birdsfoot trefoil, clover, and lettuce. The use for peanuts has been voluntarily canceled by the registrant ... Benfluralin is registered for use on non-bearing fruit and nut trees, non-bearing berries, non-bearing vineyards, turf, ornamentals, rights of way (including industrial sites, utility substations, highway guardrails, sign posts, and delineators), fence rows/hedgerows, and Christmas tree plantations.

Control of annual grasses and some annual broad-leaved weeds in peanuts, lettuce cucumbers, chicory, endives, field beans, french beans, lentils, lucerne. Applied pre-emergence, with soil incorporation.

Consumption PatternsBenfluralin Usage Summary
Methods of Manufacturing · 3 件

Benfluralin is produced by nitration of 4-chloro-trifluorotoluene, followed by treatment with N-ethylbutylamine.

Benfluralin is made from 1-chloro-4-trifluoromethylbenzene which in turn may be made by the reaction of 4-chloro-3,5-dinitrobenzoic acid with sulfur tetrafluoride. The product of the first step is then reacted with butylethylamine to give benfluralin.

LAB METHOD OF PURIFICATION: THE CRUDE MIXTURE IS DISSOLVED IN HEXANE & PASSED OVER A FLORISIL CHROMATOGRAPHIC COLUMN. THE FIRST ORANGE-COLORED BAND IS PURE BENEFIN. IT CAN BE RECRYSTALLIZED FROM HEXANE.

Formulations/Preparations · 5 件

RIVERDALE PRE-EMERGENT CRABGRASS CONTROL CONCENTRATE Active Ingredient 10.00% Benefin; RIVERDALE PRE-EMERGENT WEED KILLER PLUS FERTILIZER Active Ingredient 0.92% Benefin; RIVERDALE 34-0-10 & BENEFIN CRABGRASS PREVENTER Active Ingredient 1.175% Benefin; RIVERDALE 2.5G PRE-EMERGENT HERBICIDEActive Ingredient 2.50% Benefin; RIVERDALE TEAM 1.15 LAWN WEED AND FEED Active Ingredients 0.38% Trifluralin and 0.77% Benefin; RIVERDALE TEAM 1.33% LAWN WEED AND FEED Active Ingredients 0.44% Trifluralin and 0.89% Benefin

GREENSKEEPER BALAN Active Ingredient 2.50% Benefin; GREENVIEW SPRING CRABICIDE Active Ingredient 1.72% Benefin; GREENFIELD CRABICIDE GREEN Active Ingredient 0.86% Benefin; LEBANON COUNTRY CLUB 18-5-9 FERTILIZER WITH HERBICIDE (BALAN) Active Ingredient 1.22% Benefin; LEBANON LAWN CRABGRASS PREVENTER WITH FERTILIZER Active Ingredients 0.385% Trifluralin and 0.770% Benefin; LEBANON LAWN FERTILIZER WITH TEAM CRABGRASS CONTROL Active Ingredients 0.515% Trifluralin and 1.030% Benefin; LEBANON LAWN FERTILIZER CONTAINS CONFRONT AND TEAM Active Ingredients 0.43% Trifluralin, 0.82% Benefin (84301), 0.50% Triethylamine triclopyr, and 0.180% Clopyralid, triethanolamine; LEBANON TURF FERTILIZER WITH CONFRONT AND TEAM Active Ingredients 0.43% Trifluralin, 0.82% Benefin, 0.50% Triethylamine triclopyr and 0.18% Clopyralid, triethanolamine

SETRE 1.5 LB. BENFLURALIN E.C. Active Ingredient 19.1% Benefin; HELENA XL2G Active Ingredients 1.00% Benefin and 1.00% Oryzalin

SHAW'S CRABGRASS CONTROL AND FERTILIZER Active Ingredient 1.15% Benefin; SHAW'S PROFESSIONAL PRE-EMERGE CRABGRASS CONTROL AND FERTILIZER Active Ingredient 0.92% Benefin; 25-5-10 TURF FOOD WITH CRABGRASS CONTROL Active Ingredients 0.38% Trifluralin and 0.76% Benefin; 25-3-3 PREMIUM LAWN FOOD WITH CRABGRASS CONTROL Active Ingredients 0.43% Trifluralin and 0.84% Benefin; PREMIUM LAWN FOOD WITH CRABGRASS CONTROL Active Ingredients 0.50% Trifluralin and 1.00% Benefin; SHAW'S 18-5-9 TURF FOOD WITH XL CRABGRASS CONTROL Active Ingredients 0.30% Trifluralin and 0.62% Benefin; BALAN 2.5G Active Ingredient 2.50%Benefin; SHAW'S TURF FOOD & CRABGRASS CONTROL W/TEAM 142 Active Ingredients 0.49% Trifluralin and 0.93% Benefin

For more Formulations/Preparations (Complete) data for BENFLURALIN (19 total), please visit the HSDB record page.

Household ProductsInformation on 1 consumer products that contain Benfluralin in the following categories is provided:
Use ClassificationHERBICIDES
General Manufacturing Information · 5 件

Benfluralin products are marketed for homeowner use on residential lawns and landscape ornamental plants. Benfluralin containing products are also marketed for use by professional applicators (Lawn Control Operators, or LCOs) on residential turf, on golf courses, other turf such as recreational or commercial areas, and on ornamental plantings.

Target pests include Johnsongrass seedlings, chickweed, lambsquarters, purslane, knotweed, clover, pigweed, plantain, crabgrass, foxtail, goosegrass, and Poa annua, barnyardgrass and fescue. Benfluralin works by inhibiting growth (mitotic disruptor). Benfluralin is applied as band treatment, broadcast, golf course treatment, soil incorporated treatment, and spray with ground or sprinkler irrigation systems. Equipment used to apply benfluralin include groundboom, push spreader, bellygrinder, shaker can, low pressure hand wand, tractor/ATV drawn spreader, pump-feed and gravity-feed backpack sprayer, handgun sprayer, and bucket and spoon. Current maximum labeled agricultural rates per application are 1.2 - 3.0 lbs ai/A. Current maximum labeled non-agricultural rate per application is 1.5 - 6.0 lbs ai/A. The current maximum agricultural rate per year is 6 lbs ai/acre. The current maximum non-agricultural rate per year is 12 lbs ai/A. Timing: Applied pre-emergent for all use sites.

BALAN ... IS THE N-ETHYL, N-BUTYL ANALOG OF TRIFLURALIN.

MAY BE APPLIED & SOIL INCORPORATED AS EARLY AS 10 WK PRIOR TO PLANTING. WILL NOT CONTROL ESTABLISHED WEEDS.

For more General Manufacturing Information (Complete) data for BENFLURALIN (8 total), please visit the HSDB record page.

応用分野 · 3 件

説明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.

使用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.

一般的な説明Yellow-orange solid. Herbicide.

サプライヤー56 社

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補足説明 · 1 件

定義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.