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ethalfluralin (Ref: EL 161)
** ethalfluraline ** HSDB 6474 ** Translations

Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home

GENERAL INFORMATION Click here for an explantaion of the general chemical status information
for ethalfluralin

Description: A pe-plant soil-applied herbicide used to control most germinating annual grasses and broad-leaved weeds

Example pests controlled: Volunteer grains; Barnyard grass; Crab grass; Carpetweed; Chickweed; Foxtail; Nightshade; Pigweed; Shattercane; Russian thistle

Example applications: Soybeans; Curcubits; Dry beans; Sunflowers; Potatoes; Canola; peanuts; Lentils

Efficacy & activity: -

Availability status: Voluntarily withdrawn

Introduction & key dates: circa 1975, Turkey

EC Regulation 1107/2009 (repealing 91/414):
Status Not approved
Dossier rapporteur/co-rapporteur Greece
Date inclusion expires Not applicable
EU Candidate for substitution (CfS) -
Listed in EU database Yes

Approved for use () or known to be used () in the following European countries: Click to access a note on the approvals information on this site

AT

BE

BG

CY

CZ

DE

DK

EE

EL

ES

FI

FR

HR

HU

IE

IT

LT

LU

LV

MT

NL

PL

PT

RO

SE

SI

SK

UK

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism -
Chemical formula C13H14F3N3O4
Canonical SMILES CCN(CC(=C)C)C1=C(C=C(C=C1[N+](=O)[O-])C(F)(F)F)[N+](=O)[O-]
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) PTFJIKYUEPWBMS-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C13H14F3N3O4/c1-4-17(7-8(2)3)12-10(18(20)21)5-9(13(14,15)16)6-11(12)19(22)23/h5-6H,2,4,7H2,1,3H3
2D structure diagram/image available? Yes

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Herbicide
Substance group Dinitroaniline
Minimum active substance purity 950 g/kg
Known relevant impurities EU dossier - nitrosamines
Substance origin Synthetic
Mode of action Selective. Microtube inhibitor - reducing seedling root growth.
CAS RN 55283-68-6
EC number 259-564-3
CIPAC number 516
US EPA chemical code 113101
PubChem CID 41381
Molecular mass (g mol-1) 333.3
PIN (Preferred Identification Name) -
IUPAC name N-ethyl-α,α,α-trifluoro-N-(2-methylallyl)-2,6-dinitro-p-toluidine
CAS name N-ethyl-N-(2-methyl-2-propenyl)-2,6-dinitro-4-(trifluoromethyl)benzenamine
Other status information Chemical subject to PIC regulations
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) K1
Herbicide Resistance Classification (WSSA) 3
Insecticide Resistance Classification (IRAC) Not applicable
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance Lolium rigidum
Physical state Yellow to orange coloured crystals
Related substances & organisms -

Formulations:
Property Click here for information on the general product and branding information used on this site Value
Example manufacturers & suppliers of products using this active now or historically
  • Hillfield Trading Cyprus
  • Dow AgroSciences
  • Loveland Products
  • Elanco
Example products using this active
  • Gilan
  • Sonalan
  • Curbit
  • Sonalen
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details Usually supplied as an emulsifiable concentrate.


ENVIRONMENTAL FATE

for ethalfluralin

Property Click here for information on the parameters used to describe environmental fate on this site Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with fate data Interpretation Click here for information on the way in which we interpret environmental fate data
Solubility - In water at 20oC (mg l-1) 0.01 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 1000000 A5 - Acetone -
130000 A5 - n-Hexane -
124000 A5 - Methanol -
1000000 A5 - Dichloromethane -
Melting point (oC) 55.5 A5 -
Boiling point (oC) Decomposes before boiling L3 -
Degradation point (oC) 256 L3 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 1.29 X 1005 Calculated -
Log P 5.11 A5 High
Bulk density (g ml-1)/Specific gravity - - -
Dissociation constant (pKa) at 25oC Not applicable A5 -
Note: No dissociation
Vapour pressure at 20oC (mPa) 12 A5 Highly volatile
Henry's law constant at 25oC (Pa m3 mol-1) 18.0 A5 Moderately volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 0.47 Calculated Low leachability
SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate Click here for a note on the limitations of the SCI-GROW index Value 9.71 X 10-03 Calculated -
Note -
Potential for particle bound transport index Click here for a note on the limitations of the potential for particle bound transport index - Calculated High
Maximum UV-vis absorption L mol-1 cm-1 Neutral solution: 269nm = 8110, 377nm = 2330; [Acidic solution: 269nm = 8060, 377nm = 2360; [Basic solution: 269nm = 7860, 377nm = 2360 A5 -
Surface tension (mN m-1) - - -

Degradation:
Property Click here for information on the parameters used to describe substance degradation Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with degradation data Interpretation Click here for information on the way in which we interpret substance degradation data
General biodegradability -
Soil degradation (days) (aerobic) DT50 (typical) 45 L3 Moderately persistent
DT50 (lab at 20oC) 39.8 A5 Moderately persistent
DT50 (field) 53 A5 Moderately persistent
DT90 (lab at 20oC) 107 A5 -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range 20-70 days, DT90 range 80-155 days, field study DT50 range 21-104 days; Other sources: 60 days (DW4)
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value - - -
Note -
Aqueous photolysis DT50 (days) at pH 7 Value 0.3 A4 Fast
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note Not pH sensitive: DT50 > 1 year pH 3 to pH 9 at 20 degC
Water-sediment DT50 (days) 13.5 A5 Fast
Water phase only DT50 (days) 10.5 A5 Moderately fast

Soil adsorption and mobility:
Property Click here for information on the parameters used to describe substance adsorption and mobility Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with adsorption and mobility data Interpretation Click here for information on the way in which we interpret substance adsorption and mobility
Linear Kd 55.8 A5 Non-mobile
Koc 6364
Notes and range EU dossier Kd range 15.6-95.9 mL/g, Koc range 5200-7992 mL/g, Soils=4
Freundlich Kf 48.6 A5 Non-mobile
Kfoc 5356
1/n 0.964
Notes and range EU dossier Kd range 11.9-97.0, Kfoc range 3967-8083 mL/g, 1/n range 0.954-0.984, Soils=4
pH sensitivity No

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
2,6-dinitro-4-(trifluoromethyl)phenol - Soil (Aerobic) - -
N-ethyl-N-(2-methyl-2-propenyl)-5-(trifluoromethyl)-1,2,3-benzenetriamine - Water (Anaerobic) - -
2-methyl-6-trifluoromethyl-4-nitro-1H-benzimidazole - Water (Photolysis) - -
s-trifluoromethyl-3-nitro-1,2-benzen-diamene - Soil (Photolysis) - -
2,6-dinitro-4-(trifluoromethyl)benzeneamine - Soil (Anaerobic) - -
N-ethyl-N-(2-methyl-2-propenyl)-3-nitro-5-(trilfuoromethyl)-1,2-benzenediamine - Soil (Aerobic) - -
1-ethyl-2-(1-methylethyl)-7-nitro-5-(trifluoromethyl)benzimidazole - Soil (Anaerobic) - -
N-(2-methyl-2-propenyl)-2,6-dinitro-4-trifluoromethyl)benzenamine - Soil (Aerobic) - -
2,3,4,5-tetrahydro-5-ethyl-3-methylene-6-nitro-8-(trifluoromethyl)-1H-1,5-benzod iazepine - Soil (Anaerobic) - -
1-hydroxy-2-methyl-4-nitro-6-trifluoro-methyl-1H-benzimidazole - Water (Photolysis) - -
N-ethyl-2,6-dinitro-4-(trifluoromethyl)benzenamine - Soil (Aerobic) - -
2-methyl-7-nitro-5-trifluoromethyl-1H-benzimidazole-3-oxide - Soil (Photolysis) - -


ECOTOXICOLOGY

for ethalfluralin

Property Click here for information on the parameters used to describe substance ecotoxicology Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with ecotoxicology data Interpretation Click here for information on the way in which we interpret substance ecotoxicology
Bio-concentration factor BCF (l kg-1) 1330 A5 Whole fish Threshold for concern
CT50 (days) 3 -
Mammals - Acute oral LD50 (mg kg-1) > 5000 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) - - -
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) > 2000 A5 Colinus virginianus Low
Birds - Short term dietary (LC50/LD50) > 832 mg kg bw-1 day-1 A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) 0.136 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 0.0004 A4 Oncorhynchus mykiss, 50 day High
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) > 0.13 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.0237 A5 Daphnia magna Moderate
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 0.23 A5 Americamysis bahia Moderate
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l-1) 0.3 A5 Chironomus riparius Moderate
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) - - -
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) 0.080 A5 Lemna gibba Moderate
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) 0.009 A5 Pseudokirchneriella subcapitata High
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees (Apis spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) > 100 A5 Low
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) > 109.9 A5 Low
Unknown mode acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Bumblebees (Bombus spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
-
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
-
Mason bees (Osmia spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Other pollinators (1) Acute LD50 (worst case from 24 , 48 and 72 hour values - μg insect-1) - - -
Mode of exposure -
Other pollinators (2) Acute LD50 (worst case from 24 , 48 and 72 hour values - μg insect-1) - - -
Mode of exposure -
Earthworms - Acute 14 day LC50 (mg kg-1) > 1000 A5 Eisenia foetida Low
Earthworms - Chronic NOEC, reproduction (mg kg-1) 25.3 A5 Eisenia foetida Moderate
Other soil macro-organisms Acute LC50 (mg kg-1) - - -
Chronic NOEC (mg kg-1) - - -
Other arthropod (1) LR50 g ha-1 639 >, Mortality
A5 Typhlodromus pyri
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 33.4 >, Mortality
A5 Aphidius rhopalosiphi
-
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 6.92 mg kg-1 soil
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for ethalfluralin

General:
Property Click here for information on the parameters used to describe human health and protection issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with human health and protection data Interpretation Click here for information on the way in which we interpret human health and protection data
Threshold of Toxicological Concern (Cramer Class) Click here for a note on the limitations of the Cramer class High (class III) - -
Mammals - Acute oral LD50 (mg kg-1) > 5000 A5 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A4 Rabbit -
Mammals - Inhalation LC50 (mg l-1) > 2.8 L3 Rat -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.042 A2 Rat, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) None allocated A5 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.2 A2 Dog, SF=100 -
Dermal penetration studies (%) - - -
Dangerous Substances Directive 76/464 List II - -
Exposure Routes Public No unacceptable risks to bystanders identified
Occupational No unacceptable risks to operators or other workers identified
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) - - -

Health issues:
Carcinogen Genotoxic Endocrine disrupter Reproduction / development effects Cholinesterase inhibitor Neurotoxicant

A0; B0; C0; D0; E0

-

-

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

General human health issues May cause dyspnea, anorexia, nausea and vomiting
USEPA - possible human carcinogen
Key: Genotoxicity
A: Chromosome aberration (EFSA database)
B: DNA damage/repair (EFSA database)
C: Gene mutation (EFSA database)
D: Genome mutation (EFSA database)
E: Unspecified genotoxicity type (miscellaneous data source)
0: No data
1: Positive
2: Mixed/ambiguous results
3: Negative
Key: Other
: Yes, known to cause a problem
: No, known not to cause a problem
: Possibly, status not identified
- : No data found

Handling issues:
Property Click here for information on the parameters used to describe substance handling issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with data on handling issues Interpretation Click here for information on the way in which we interpret data on handling issues
General Click here for a description of the International Maritime Dangerous Goods (IMDG) codes Prevent generation of mists
Not explosive or oxidising
CLP classification 2013 Health: H315, H317, H319, H351
Environmernt: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases Carcinogen category 3: R40
Xn - Harmful: R43
Xi - Irritant: R36/38
EC Safety Classification Click here to view information omn the EU safety phrases -
WHO Classification U - Unlikely to present an acute hazard
UN Number Usually 3077
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for ethalfluralin

Language Name
English ethalfluralin
French ethalfluraline
German Ethalfluralin
Danish ethalfluralin
Italian etafluralin
Spanish etafluralina
Greek -
Slovenian etafluralin
Polish etalfluralina
Swedish -
Hungarian etalfluralin
Dutch -

Record last updated: Wednesday 27 November 2019
Contact: aeru@herts.ac.uk