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haloxyfop-P-methyl (Ref: DE 535)
** haloxyfop-R-methyl ** haloxyfop-P-methyl ester ** haloxyfop-R-methyl ester ** haloxyfop-R-ME ** haloxyfop-P-ME ** 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 haloxyfop-P-methyl

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

Example pests controlled: Annual and perennial grass weeds

Example applications: Orchards; Soybeans; Sugarbeet; Oilseed rape; Sunflower; Cotton; Bananas; Non-crop situations; Forestry

Efficacy & activity: -

Availability status: Current

Introduction & key dates: circa 1993

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Hungary/Czech Republic
Date inclusion expires 31/12/2023
EU Candidate for substitution (CfS) Yes - low ADI / ARfD / AOEL; 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

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism Haloxyfop-P-methyl is the herbicidally active R-isomer of haloxyfop-methyl. The parent haloxyfop is a chiral molecule.
Chemical formula C16H13ClF3NO4
Canonical SMILES CC(C(=O)OC)OC1=CC=C(C=C1)OC2=C(C=C(C=N2)C(F)(F)F)Cl
Isomeric SMILES C[C@H](C(=O)OC)OC1=CC=C(C=C1)OC2=C(C=C(C=N2)C(F)(F)F)Cl
International Chemical Identifier key (InChIKey) MFSWTRQUCLNFOM-SECBINFHSA-N
International Chemical Identifier (InChI) InChI=1S/C16H13ClF3NO4/c1-9(15(22)23-2)24-11-3-5-12(6-4-11)25-14-13(17)7-10(8-21-14)16(18,19)20/h3-9H,1-2H3/t9-/m1/s1
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 Aryloxyphenoxypropionate
Minimum active substance purity 940 g/kg
Known relevant impurities EU dossier - None declared
Substance origin Synthetic
Mode of action Selective, absorbed by roots and foliage. ACCase inhibitor.
CAS RN 72619-32-0
EC number 406-250-0
CIPAC number -
US EPA chemical code -
PubChem CID 13363033
Molecular mass (g mol-1) 375.7
PIN (Preferred Identification Name) methyl (2R)-2-(4-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoate
IUPAC name methyl (R)-2-{4-[3-chloro-5-(trifluoromethyl)-2-pyridyloxy]phenoxy}propionate
CAS name methyl (2R)-2-(4-((3-chloro-5-(trifluoromethyl)-2-pyridinyl)oxy)phenoxy)propanoate
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
Bromus diandrus
Hordeum leporinum
Physical state Light amber coloured liquid
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 -
Example products using this active
  • Gallant Super
  • Eloge
  • Gallant Winner
  • Gallant S
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 applied in aqueous solution by broadcast sprayer.


ENVIRONMENTAL FATE

for haloxyfop-P-methyl

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) 7.9 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) Miscible A5 - Acetone -
Miscible A5 - Toluene -
Miscible A5 - Hexane -
Miscible A5 - Ethyl acetate -
Melting point (oC) -12.4 A5 -
Boiling point (oC) 437 A5 -
Degradation point (oC) - - -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 1.00 X 1004 Calculated -
Log P 4.0 A5 High
Bulk density (g ml-1)/Specific gravity 1.37 A5 -
Dissociation constant (pKa) at 25oC Not applicable A5 -
Note: No dissociation
Vapour pressure at 20oC (mPa) 0.055 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 0.0012 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index - - -
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 - - -
Note -
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 Acidic solution: 274.8nm = 64100, 223.5nm = 16300, 202.0nm = 19500 A5 -
Surface tension (mN m-1) 58.97 A5 -

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) 0.5 Click here to see a warning relating to modelling and this active substance Q3 Non-persistent
DT50 (lab at 20oC) 0.5 A5 Non-persistent
DT50 (field) - - -
DT90 (lab at 20oC) 0.98 A5 -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range 0.001-0.6 days, DT90 range 0.0033 1.8 days
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value 5.0 R3 -
Note Cabbage head, n=1
Aqueous photolysis DT50 (days) at pH 7 Value 20 A5 Slow
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 43 A5 Moderately persistent
Note pH sensitive: stable at pH 4, DT50 0.63 days at pH 9
Water-sediment DT50 (days) 0.22 A5 Fast
Water phase only DT50 (days) 0.25 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 - A3 -
Koc -
Notes and range No data for ester due to rapid hydrolysis
Freundlich Kf - - -
Kfoc -
1/n -
Notes and range -
pH sensitivity -

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
4-(3-chloro-5-trifluoromethyl-2-pyridyloxyphenol) This metabolite may cause environmental pollution, click here for further information Soil   0.33   Major fraction, Relevant
3-chloro-5-trifluoromethylpyridin-2-ol This metabolite may cause environmental pollution, click here for further information Soil   0.72   Major fraction, Relevant
3-chloro-1-methyl-5-(trifluoromethyl)-2(1H)-pyridinone This metabolite may cause environmental pollution, click here for further information Soil   0.26   Major fraction, Relevant
haloxyfop-P (Ref: DE 535 acid) This metabolite may cause environmental pollution, click here for further information Soil   0.91   Major fraction, Relevant


ECOTOXICOLOGY

for haloxyfop-P-methyl

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) 17 A5 Whole fish Low potential
CT50 (days) 2 -
Mammals - Acute oral LD50 (mg kg-1) >= 300 A5 Rat Moderate
Mammals - Short term dietary NOEL (mg kg-1) - - -
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) 1159 A4 Unknown species Moderate
Birds - Short term dietary (LC50/LD50) > 5000 mg kg feed-1 A5 Anas platyrhynchos -
Fish - Acute 96 hour LC50 (mg l-1) 0.088 A5 Lepomis macrochirus High
Fish - Chronic 21 day NOEC (mg l-1) 0.0052 A5 Oncorhynchus mykiss High
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 12.3 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.509 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) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) - - -
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) 3.1 A5 Lemna minor Moderate
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) 1.72 A5 Navicula pelliculosa Moderate
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) > 100 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) > 672 A5 Eisenia foetida, corr Moderate
Earthworms - Chronic NOEC, reproduction (mg kg-1) - - -
Other soil macro-organisms Acute LC50 (mg kg-1) - - -
Chronic NOEC (mg kg-1) - - -
Other arthropod (1) LR50 g ha-1 - - -
% Effect 100
0
Mortality
Fecundity
Dose: 0.108 kg ha-1
A5 Aphidius rhopalosiphi
-
Other arthropod (2) LR50 g ha-1 - - -
% Effect 91
61
Mortality
Fecundity
Dose: 0.108 kg ha-1
A5 Typhlodromus pyri
-
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 16 x field rate, 28 days
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for haloxyfop-P-methyl

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) - - -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.00065 A5 Rat, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.075 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) 0.005 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 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

A3; B0; C3; D0; E0

-

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

-

General human health issues Harmful if swallowed
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 Not explosive
IMDG Transport Code is usually 3
CLP classification 2013 Health: H302
Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases Xn - Harmful: R22
N - Dangerous for the environment: R50, R53
EC Safety Classification Click here to view information omn the EU safety phrases S2, S60, S61
WHO Classification II - Moderately hazardous
UN Number Usually 1648
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group II (medium danger)


TRANSLATIONS

for haloxyfop-P-methyl

Language Name
English haloxyfop-P-methyl
French haloxyfop-R-methyle
German Haloxyfop-R-methyl
Danish haloxyfop-R-methyl
Italian haloxyfop-metile
Spanish haloxyfop-metil
Greek haloxyfop-R-methyl
Slovenian haloksifop-R-metil
Polish haloksyfop-R metylu
Swedish -
Hungarian haloxyfop-R-methyl
Dutch haloxyfop-R-methyl

Record last updated: Saturday 29 June 2019
Contact: aeru@herts.ac.uk