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GET ADDITIONAL DATA HERE!

fenoxaprop-P-ethyl (Ref: AE F046360)
** HOE 046360 ** 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 fenoxaprop-P-ethyl

Description: A post-emergence herbicide used to control annual and perennial grasses

Example pests controlled: Goosegrass; Grabgrass; Bermuda grass; Barnyard grass; Foxtails

Example applications: Turf; Ornamentals; Rice; Cereals including wheat, barley, rye, triticale

Efficacy & activity: Efficiacy demonstrated via field trials and extensive global use

Availability status: Current

Introduction & key dates: 1989, first reported

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Austria/Finland
Date inclusion expires 31/12/2018
EU Candidate for substitution (CfS) No
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

Also used in: Australia

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism Fenoxaprop is a chiral molecule existing in the R- and S-forms. Fenoxaprop-P is the R-isomer.
Chemical formula C18H16ClNO5
Canonical SMILES CCOC(=O)C(C)OC1=CC=C(C=C1)OC2=NC3=C(O2)C=C(C=C3)Cl
Isomeric SMILES CCOC(=O)[C@@H](C)OC1=CC=C(C=C1)OC2=NC3=C(O2)C=C(C=C3)Cl
International Chemical Identifier key (InChIKey) PQKBPHSEKWERTG-LLVKDONJSA-N
International Chemical Identifier (InChI) InChI=1S/C18H16ClNO5/c1-3-22-17(21)11(2)23-13-5-7-14(8-6-13)24-18-20-15-9-4-12(19)10-16(15)25-18/h4-11H,3H2,1-2H3/t11-/m1/s1
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 Aryloxyphenoxypropionate
Minimum active substance purity 920 g/kg
Known relevant impurities EU dossier - None declared
Substance origin Synthetic
Mode of action Selective, systemic with contact action. Inhibits fatty acid synthesis (ACCase).
CAS RN 71283-80-2
EC number -
CIPAC number 484
US EPA chemical code -
PubChem CID 91707
Molecular mass (g mol-1) 361.78
PIN (Preferred Identification Name) ethyl (2R)-2-{4-[(6-chloro-1,3-benzoxazol-2-yl)oxy]phenoxy}propanoate
IUPAC name (R)-2[4-[(6-chloro-2-benzoxazolyl)oxy]-phenoxy]-propanoic acid
CAS name (R)-2-(4-((6-chloro-1,3-benzoxazolyl)oxy)phenoxy)propanoate ethyl
Other status information -
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) A
Herbicide Resistance Classification (WSSA) 1
Insecticide Resistance Classification (IRAC) Not applicable
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance Many recorded cases
Alopecurus myosuroides
Avena fatua
Avena sterilis
Echinochloa colona
Physical state White solid
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
  • Bayer CropScience
  • Headland
Example products using this active
  • Cheetah Super
  • Foxtrot EW
  • Tigress Ultra
  • Triumph
  • Puma S
  • Oskar
UK LERAP status None
Formulation and application details Often supplied as an oil emulsion which is mixed with water and applied as a spray.


ENVIRONMENTAL FATE

for fenoxaprop-P-ethyl

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) 0.43 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 7000 A5 - n-Hexane -
400000 A5 - Acetone -
43100 A5 - Methanol -
380000 A5 - Ethyl acetate -
Melting point (oC) 89 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 330 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 3.80 X 1004 Calculated -
Log P 4.58 A5 High
Bulk density (g ml-1)/Specific gravity 1.32 A5 -
Dissociation constant (pKa) at 25oC 0.18 A5 -
Note: Very strong acid
Vapour pressure at 20oC (mPa) 6.50 X 10-03 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 5.5 X 10-03 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 0.02 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 5.35 X 10-03 Calculated -
Note Estimated concentrations of chemicals with Koc values greater than 9995 ml g-1 are beyond the scope of the regression data used in SCI-GROW development. If there are concerns for such chemicals, a higher tier groundwater exposure assessment should be considered, regardless of the concentration returned by SCI-GROW
Potential for particle bound transport index Click here for a note on the limitations of the potential for particle bound transport index - Calculated Low
Maximum UV-vis absorption L mol-1 cm-1 239nm = 22862, 278nm = 7980, 291nm = 1488 A5 -
Surface tension (mN m-1) 70.5 A5 at 20 degC -

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) 0.36 Click here to see a warning relating to modelling and this active substance A5 Non-persistent
DT50 (lab at 20oC) 0.36 A5 Non-persistent
DT50 (field) - - -
DT90 (lab at 20oC) 2.4 A5 -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note EU 2018 dossier lab studies DT50 (normalised) range 0.07-1.4 days, DT90 range 0.24-6.1 days, Soils=8; Other sources: 10.5 days (DW4)
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value 1.8 R4 -
Note Published literature RL50 range 1.5-2.1 days, 2 field crops, various matrices, n=3
Aqueous photolysis DT50 (days) at pH 7 Value 105 A5 Stable
Note DT50 57.5 days at pH 5 (sterile buffer), 7.2 days at pH 9 (natural waters)
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 22.2 A5 Non-persistent
Note pH sensitive: DT50 2.8 days at pH 4, 19.2 days at pH 5, 0.7 days at pH 9, all at 25 degC
Water-sediment DT50 (days) 0.1 A5 Fast
Water phase only DT50 (days) 0.1 A5 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 278.5 A5 Non-mobile
Koc 11354
Notes and range EU 2018 dossier Kd range 57-443 mL/g; Koc range 5419-26200; Soils=8, for FOCUS GW studies use Koc = 6000
Freundlich Kf - - -
Kfoc -
1/n -
Notes and range -
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
fenoxaprop-P (Ref: AE-F088406) This metabolite may cause environmental pollution, click here for further information Soil   0.858   Major fraction, Relevant
chlorobenzoxazolone (Ref: AE-F054014) This metabolite may cause environmental pollution, click here for further information Soil   0.191   Major fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
mercapturic acid - Rat (Urinary) - -
6-chloro-2,3-dihydrobenzoxazol-2-one - Plant - -
3-acetyl-6-chloro-2,3-dihydrobenzoxazol-2-one - Plant - -
6-hydroxy-2,3-dyhydro-benzoxazol-2-one
(Ref: AE 0316854)
- Water (Photolysis) - -
hydroxy phenoxy propionic acid
(Ref: AE F020686)
HOPP-acid Soil (Anaerobic); Groundwater - -


ECOTOXICOLOGY

for fenoxaprop-P-ethyl

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) 338 A5 Whole fish Threshold for concern
CT50 (days) 0.4 -
Mammals - Acute oral LD50 (mg kg-1) > 300 A5 Rat Moderate
Mammals - Short term dietary NOEL (mg kg-1) > 0.7 A5 Rat High
(ppm diet) > 10 -
Birds - Acute LD50 (mg kg-1) > 2000 A5 Coturnix japonica Low
Birds - Short term dietary (LC50/LD50) > 401 mg kg bw-1 day-1 A5 Coturnix japonica -
Fish - Acute 96 hour LC50 (mg l-1) 0.19 A5 Lepomis macrochirus Moderate
Fish - Chronic 21 day NOEC (mg l-1) 0.036 A4 Oncorhynchus mykiss Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) > 1.06 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.22 A4 Daphnia magna Moderate
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) - - -
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l-1) 0.2 A5 Chironomus riparius, emergence Moderate
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) - - -
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) >= 2.76 A5 Lemna gibba Moderate
Non-target plants 8.14 A5 Zea mais
Vegetative vigour, ER50
as g/ha
-
> 1200 A5 10 species non-target terrestrial plants
Seedling emergence, ER50
as mL formulation/ha
-
Algae - Acute 72 hour EC50, growth (mg l-1) 0.54 A5 Scenedemus subspicatus Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) 0.32 Q2 Unknown species Moderate
Honeybees Contact acute 48 hour LD50 (μg bee-1) > 36.4 A5 Apis mellifera Moderate
Oral acute 48 hour LD50 (μg bee-1) > 109.5 A5 Apis mellifera Low
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) > 500 A5 Eisenia foetida, corr Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) - - -
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 46.4 48 hour
A5 Aphidius rhopalosiphi, adult
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 82.2 >, 7 day
A5 Typhlodromus pyri, protonymph
-
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 0.56 mg kg-1 soil, 28 days
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for fenoxaprop-P-ethyl

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) > 300 A5 Rat Moderate
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 1.22 A5 Rat (nose only) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.01 A5 Dog, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.1 A5 Rat, SF=100 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) 0,.1 A5 Rat, SF=100 -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.014 A5 Rat, SF=100 -
Dermal penetration studies (%) 0.7-27.0 A5 concentration dependent -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public Negligible risk to bystanders
Minimal risk of dietary exposure
Occupational Risk of dermal absorption during handling
Risk of exposure acceptable under label recommendations for use for personal protection clothing and equipment
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) 0.1 EU Dir 89/778/EC limit; A5 -

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

-

-

-

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

General human health issues Possible liver and kidney toxicant

: 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 Not explosive or oxidising
IMDG Transport Code is usually 9
CLP classification 2013 Health: H302, H317, H373
Environment: H410
EC Risk Classification Click here to view information omn the EU risk phrases Xn - Harmful: R43
N - Dangerous for the environment: R51/53
EC Safety Classification Click here to view information omn the EU safety phrases S1/2, S13, S24, S36/37, S56, S57, S60, S61
WHO Classification NL - Not listed
US EPA Classification (formulation) - -
UN Number Usually 3077
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for fenoxaprop-P-ethyl

Language Name
English fenoxaprop-P-ethyl
French fenoxaprop-P-ethyle
German Fenoxaprop-P
Danish fenoxaprop-P-ethyl
Italian fenoxaprop-P-etile
Spanish fenoxaprop-P-etil
Greek -
Slovenian fenoksaprop-P-etil
Polish fenoksaprop-P etylu
Swedish fenoxaprop-P-etylester
Hungarian -
Dutch -

Record last updated: Friday 02 November 2018
Contact: aeru@herts.ac.uk