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oxyfluorfen (Ref: RH 2915)
** oxyfluorofene ** oxyfluorfen ** 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 oxyfluorfen

Description: A broad-spectrum, pre- and post-emergent herbicide used to control certain annual weeds in vegetables, fruit and other crops

Example pests controlled: Annual broad-leaved; Grassy weeds

Example applications: Sugarcane; Vegetables including alliums, peas, cabbage; Fruit; Nuts including almonds; Cotton; Ornamentals; non-crop areas including landscapes, residential and amenity sites

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1975, first reported; 1976, first marketed

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Spain/Hungary
Date inclusion expires 31/12/2021
EU Candidate for substitution (CfS) Yes - two 'Persistent-Bioaccumulative-Toxic' criteria
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, USA

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism -
Chemical formula C15H11ClF3NO4
Canonical SMILES CCOC1=C(C=CC(=C1)OC2=C(C=C(C=C2)C(F)(F)F)Cl)[N+](=O)[O-]
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) OQMBBFQZGJFLBU-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C15H11ClF3NO4/c1-2-23-14-8-10(4-5-12(14)20(21)22)24-13-6-3-9(7-11(13)16)15(17,18)19/h3-8H,2H2,1H3
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 Diphenyl ether
Minimum active substance purity 970 g/kg
Known relevant impurities EU dossier - N,N-domethylnitrosamine 0.01g/kg
Substance origin Synthetic
Mode of action Selective with contact action. Inhibits protoporphyrinogen oxidase, leading to irreversible cell membrane damage.
CAS RN 42874-03-3
EC number 255-983-0
CIPAC number 538
US EPA chemical code 111601
PubChem CID 39327
Molecular mass (g mol-1) 361.7
PIN (Preferred Identification Name) -
IUPAC name 2-chloro-α,α,α-trifluoro-p-tolyl 3-ethoxy-4-nitrophenyl ether
CAS name 2-chloro-1-(3-ethoxy-4-nitrophenoxy)-4-(trifluoromethyl)benzene
Other status information -
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) E
Herbicide Resistance Classification (WSSA) 14
Insecticide Resistance Classification (IRAC) Not applicable
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance -
Physical state Orange to brown crystalline powder
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
  • Dow AgroSciences
  • Cequisa SA SPAIN
  • Makhteshim-Agan
  • Rohm & Haas
Example products using this active
  • Goal
  • Scualo 24 EC
  • Koltar
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details Usually supplied as granules or an emulsifiable concentrate.


ENVIRONMENTAL FATE

for oxyfluorfen

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) 0.116 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 134000 A5 - Acetone -
3800 A5 - n-Heptane -
30000 A5 - Methanol -
132000 A5 - Ethyl acetate -
Melting point (oC) 85.3 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 331 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 7.24 X 1004 Calculated -
Log P 4.86 A5 High
Bulk density (g ml-1)/Specific gravity 1.53 A5 -
Dissociation constant (pKa) at 25oC Not applicable A5 -
Note: No dissociation
Vapour pressure at 20oC (mPa) 0.026 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 0.02382 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 0.26 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 7.35 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 Medium
Maximum UV-vis absorption L mol-1 cm-1 Neutral solution: 275nm = 6135, 320nm = 4730; [Acidic solution: 273nm = 6276, 320nm = 4730; [Basic solution: 273nm = 6445, 320nm = 4828 A5 -
Surface tension (mN m-1) 72.19 A5 at 19oC -

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) 35 G3 Moderately persistent
DT50 (lab at 20oC) 138 A5 Persistent
DT50 (field) 73 A5 Moderately persistent
DT90 (lab at 20oC) 663 A5 -
DT90 (field) 417 A5 -
DT50 modelling endpoint - - -
Note EU dossier Lab studies DT50 range 62-438 days; DT90 range 231-1771 days, Field data DT50 range 31-172 days, DT90 range 274-571 days; Other literature data DT50 30-60 days
Dissipation rate RL50 on plant matrix Value 1.6 R3 -
Note Onion leaves, n=1
Dissipation rate RL50 on and in plant matrix Value 3.6 R4 -
Note Published literature RL50 range 1.0-6.0 days, 2 field crops, various matrices, n=2
Aqueous photolysis DT50 (days) at pH 7 Value 5.6 A5 Moderately fast
Note DT50: 4.3 days at 30 deg N, 5.6 days 40 deg N, 8.9 days 50 deg N, 20.5 days 60 deg N, mean seasonal value
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note Stable pH 5 to pH 9
Water-sediment DT50 (days) - - -
Water phase only DT50 (days) - - -

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 - - -
Koc -
Notes and range -
Freundlich Kf 99.37 A5 Non-mobile
Kfoc 7566
1/n 0.92
Notes and range EU dossier Kf range 8.5-228.6, Kfoc range 2891-13711 mL/g, 1/n range 0.787-1.076
pH sensitivity No

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
(Ref: RH-120162) - Rat (Faeces) - -
(Ref: RH-120450) - Rat (Faeces) - -
(Ref: RH-120832) - Rat (Faeces) - -
(Ref: RH-123394)
Note: Minor metabolite
- Water (Photolysis) - -
3-Chloro-4-hydroxy benzoic acid
(Ref: RH-31680)
- Unknown - -
(Ref: RH-31689) - Soil (Photolysis) - -
(Ref: RH-34670) hydro-oxyfluorfen Rat (Faeces); Water (Photolysis) - -
4-trifluoromethyl-2-chlorophenol
(Ref: RH-34800)
- Rat (Urinary); Water (Photolysis); Soil (Photolysis) - -
(Ref: RH-35451)
Note: Minor metabolite
- Water (Photolysis) - -
(Ref: RH-36329) - Soil (Photolysis) - -
(Ref: RH-45298C) - Rat (Urinary) - -
(Ref: RH-45298-C) - Rat (Urinary) - -
(Ref: RH-45451) - Rat (Faeces) - -
(Ref: RH-45469)
Note: Minor metabolite
- Water (Photolysis); Rat (Faeces) - -


ECOTOXICOLOGY

for oxyfluorfen

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) 1637 A4 Threshold for concern
CT50 (days) 6 -
Mammals - Acute oral LD50 (mg kg-1) > 5000 G4 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) - P4 Rat -
(ppm diet) > 200 -
Birds - Acute LD50 (mg kg-1) > 947 A5 Colinus virginianus Moderate
Birds - Short term dietary (LC50/LD50) > 462 mg kg bw-1 day-1 A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) 0.25 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 0.038 A5 Pimephales promelas Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 0.072 A5 Daphnia magna High
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.013 A5 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) 0.08 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) 0.0014 A5 Lemna gibba High
Non-target plants 14.6 A5 Pomes, Vines
Vegetative vigour, ER50
as g/ha
-
13.4 A5 Pomes, Vines
Seedling emergence, ER50
as g/ha
-
Algae - Acute 72 hour EC50, growth (mg l-1) > 2.0 A5 Pseudokirchneriella subcapitata Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) 2.0 A5 Pseudokirchneriella subcapitata Low
Honeybees Contact acute 48 hour LD50 (μg bee-1) > 100 A5 Low
Oral acute 48 hour LD50 (μg bee-1) > 100 A5 Low
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) > 1000 A5 Eisenia foetida Low
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) 24.09 A5 Eisenia foetida Moderate
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect 1.25 A5 Folsomia candida, NOEC reproduction mg kg-1 -
Other arthropod (1) LR50 g ha-1 1440 >
A5 Typhlodromus pyri, protonymphs
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 1440 >
A5 Pardosa spp.
-
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 1.44 kg ha-1
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for oxyfluorfen

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 G4 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 5000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 3.71 A5 Rat (nose only, aerosol) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.003 A5 Rat, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.30 A5 Rabbit, SF=100 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.013 A5 Dog, SF=100 -
Dermal penetration studies (%) - - -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public No unacceptable risks to bystanders identified
Occupational Acceptable risk to operator for intended uses
Risks identified for workers re-entering sprayed ruit/wine areas - clsoed re-entry periods must be imposed
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) - - -

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 Liver and spleen toxicant
USEPA - probable human carcinogen

: 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
IMDG Transport Code is usually 3
CLP classification 2013 None allocated at this time
EC Risk Classification Click here to view information omn the EU risk phrases Carcinogen category 3: R40
N - Dangerous for the environment: R50, R53
EC Safety Classification Click here to view information omn the EU safety phrases S1/2
WHO Classification U - Unlikely to present an acute hazard
US EPA Classification (formulation) IV - Caution - Not acutely toxic
UN Number Usually 1145
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group II (medium danger)


TRANSLATIONS

for oxyfluorfen

Language Name
English oxyfluorfen
French oxyfluorfene
German Oxyfluorfen
Danish oxyfluorfen
Italian oxifluorfen
Spanish oxifluorfen
Greek -
Slovenian oksifluorfen
Polish oksyfluorfen
Swedish -
Hungarian oxifluorfen
Dutch -

Record last updated: Wednesday 31 October 2018
Contact: aeru@herts.ac.uk