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GET ADDITIONAL DATA HERE!

fluazifop-P-butyl (Ref: R154875)
** PP 005 ** SL 118 ** 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 fluazifop-P-butyl

Description: A post-emergence herbicide used to control grass weeds mainly in broad-leaved crops

Example pests controlled: Volunteer cereals, Annual and perennial grass weeds

Example applications: Soybeans; Carrots; Spinach; Potatoes; Ornamentals

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1981, first marketed

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur France/Italy
Date inclusion expires 31/12/2021
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, USA

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism Fluazifop-P-butyl is the stereospecific R-isomer of the chiral herbicide fluazifop-butyl
Chemical formula C19H20F3NO4
Canonical SMILES CCCCOC(=O)C(C)OC1=CC=C(C=C1)OC2=NC=C(C=C2)C(F)(F)F
Isomeric SMILES CCCCOC(=O)[C@@H](C)OC1=CC=C(C=C1)OC2=NC=C(C=C2)C(F)(F)F
International Chemical Identifier key (InChIKey) VAIZTNZGPYBOGF-CYBMUJFWSA-N
International Chemical Identifier (InChI) InChI=1S/C19H20F3NO4/c1-3-4-11-25-18(24)13(2)26-15-6-8-16(9-7-15)27-17-10-5-14(12-23-17)19(20,21)22/h5-10,12-13H,3-4,11H2,1-2H3/t13-/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 900 g/kg
Known relevant impurities EU dossier - 2-chloro-5-(trifluoromethyl)pyridine <1.5g/kg
Substance origin Synthetic
Mode of action Selective, absorbed through leaf surface. An acetyl CoA carboxylase inhibitor (ACCase).
CAS RN 79241-46-6
EC number 274-125-6
CIPAC number 467.205
US EPA chemical code 122809
PubChem CID 3033674
Molecular mass (g mol-1) 383.36
PIN (Preferred Identification Name) butyl (2R)-2-(4-{[5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoate
IUPAC name butyl (R)-2-{4-[5-(trifluoromethyl)-2-pyridyloxy]phenoxy}propionate
CAS name butyl (2R)-2-(4-((5-(trifluoromethyl)-2-pyridinyl)oxy)phenoxy)propanoate
Other status information -
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) A1
Herbicide Resistance Classification (WSSA) -
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
Digitaria sanguinalis
Physical state Straw 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
  • Clayton
  • Greencrop
  • Syngenta
Example products using this active
  • Fusilade Max
  • Greencrop Bantry
UK LERAP status None
Formulation and application details Often supplied as an emulsifiable concentrate which is mixed with water and applied as a spray.


ENVIRONMENTAL FATE

for fluazifop-P-butyl

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) 0.93 A4 Low
Solubility - In organic solvents at 20oC (mg l-1) Miscible A5 - Xylene -
Miscible A5 - Acetone -
Miscible A5 - Methanol -
Miscible A5 - Toluene -
Melting point (oC) -46 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 216 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 3.16 X 1004 Calculated -
Log P 4.5 A5 High
Bulk density (g ml-1)/Specific gravity 1.22 L3 -
Dissociation constant (pKa) at 25oC Not applicable A5 -
Note: No pka identified
Vapour pressure at 20oC (mPa) 0.12 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 0.049 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 0.00 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 1.08 X 10-04 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 Low
Maximum UV-vis absorption L mol-1 cm-1 207.2nm = 6160, 255.4nm = 4590, 223.7nm = 16600 A5 -
Surface tension (mN m-1) 66.1 A5 at 20oC -

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) 1.0 A5 Non-persistent
DT50 (lab at 20oC) 1.0 A5 Non-persistent
DT50 (field) 8.2 A5 Non-persistent
DT90 (lab at 20oC) 3.4 A5 -
DT90 (field) 42 A5 -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range 0.3-3.3 days, DT90 range 1.1-11.1 days, field studies DT50 range: 2.1-38.0 days, DT90 range 12-126 days; Other sources: DT50 15 days (DW4)
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value 3.9 R4 -
Note Published literature RL50 range 1.3-11.0 days, leaves of 7 field crops, n=13
Aqueous photolysis DT50 (days) at pH 7 Value 6 A5 Moderately fast
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 78 A5 Moderately persistent
Note pH sensitive: stable at pH 5, DT50 29 hours 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 41.4 A3 Slightly mobile
Koc 3394
Notes and range Data for only one soil - loamy sand
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
fluazifop-P (Ref: R156172) This metabolite may cause environmental pollution, click here for further information Soil   0.834   Major fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
5-trifluoromethyl-pyrid-2-one Compound 10 Soil (Hydrolysis); Water/Sediment - -
2-(4-hydroxyphenoxy)-5-trifluoromethyl pyridine Compound 4; Compound 1V Soil (Hydrolysis); Sediment - -
N-(1-carboxy-2-(5-trifluoromethyl-2-pyridylthio)ethyl)malonmalic acid Compound 28 unknown - -
2-(4-(5-trifluoromethyl-2-pyridyloxy)phenoxy)propanol Compound 34 unknown - -
2-(4-(3-hydroxy-5-trifluoromethyl-2-pyridyloxy)phenoxy propionic acid Compound 40 unknown - -
5-trifluoromethyl-2-(1H) pyridone
(Ref: R154719)
Note: Major metabolite; Molecular wt = 163
Compound X Soil; Rat; Water - -


ECOTOXICOLOGY

for fluazifop-P-butyl

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) 320 A5 Threshold for concern
CT50 (days) 1 -
Mammals - Acute oral LD50 (mg kg-1) 2451 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) - B3 Rat -
(ppm diet) > 100 -
Birds - Acute LD50 (mg kg-1) > 3960 A5 Anas platyrhynchos Low
Birds - Short term dietary (LC50/LD50) > 942 mg kg bw-1 day-1 A5 Anas platyrhynchos -
Fish - Acute 96 hour LC50 (mg l-1) > 1.41 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) - - -
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) > 0.62 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) - - -
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 0.54 A4 Americamysis bahia, 48 hour Moderate
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) > 1.4 A5 Lemna gibba Moderate
Non-target plants 37.1 A5 Echinochloa crus-galli
Seedling emergence, ER50
as g/ha
-
9.1 A5 Zea mays
Vegetative vigour, ER50
as g/ha
-
Algae - Acute 72 hour EC50, growth (mg l-1) > 0.67 A5 Pseudokirchneriella subcapitata Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) 0.3 Q2 Unknown species Moderate
Honeybees Contact acute 48 hour LD50 (μg bee-1) > 200 A5 Low
Oral acute 48 hour LD50 (μg bee-1) > 200 A5 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-1 177 A5 Aphidius rhopalosiphi -
% Effect - - -
Other arthropod (2) LR50 g ha-1 5.6 A5 Typhlodromus pyri -
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 3.75 kg ha-1, 28days
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for fluazifop-P-butyl

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) 2451 A5 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 2110 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 5.2 A5 Rat, 4 hr (nose only) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.01 A2 Rat, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.017 A2 Rat, 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) 0.02 A2 Rat, SF=100 -
Dermal penetration studies (%) 1.0-6.5 A5 concentration dependent -
Dangerous Substances Directive 76/464 List II - -
Exposure Limits - - -
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) 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 Harmful if inhaled or ingested
Kidney, spleen and liver toxicant
May cause eye cateracts

: 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: H361d, H373, H317
EC Risk Classification Click here to view information omn the EU risk phrases Reproduction risk category 3: R63
Xn - Harmful: R48/22, R43
N - Dangerous for the environment: R50, R53
EC Safety Classification Click here to view information omn the EU safety phrases S2, S29, S36/37, S46, S60, S61
WHO Classification III - Slightly hazardous
US EPA Classification (formulation) III - Caution - Slightly toxic
UN Number Usually 3082
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for fluazifop-P-butyl

Language Name
English fluazifop-P-butyl
French fluazifop-P-butyl
German Fluazifop-P-butyl
Danish fluazifop-P-butyl
Italian fluazifop-P-butile
Spanish fluazifop-P-butil
Greek fluazifop-P-butyl
Slovenian fluazifop-P-butil
Polish fluazyfop-P butylowy
Swedish -
Hungarian fluazifop-P-butyl
Dutch fluazifop-P-butyl

Record last updated: Thursday 05 July 2018
Contact: aeru@herts.ac.uk