Select Option
Home
A to Z
Search
Terms & Conditions
Support Information
Purchasing & Other Services
Video User Guides
GET ADDITIONAL DATA HERE!
cyhalofop-butyl (Ref: DE 537)
** XDE 537 ** XRD 537 ** 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 cyhalofop-butyl

Description: A selective herbicide used for post-emergence control of grass weeds usually in rice crops

Example pests controlled: Barnyardgrass; Silver top; Rice flatsedge; Arrowhead; Junglerice; Pigweed; Cocklebur

Example applications: Rice

Efficacy & activity: -

Availability status: Current

Introduction & key dates: circa 1990, Asia

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Italy/Austria
Date inclusion expires 30/06/2032
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 A chiral molecule in which the R-isomer is by far the most dominant and often accounts for over 95% of cyhalofop-butyl
Chemical formula C16H12FNO4
Canonical SMILES CCCCOC(=O)C(C)OC1=CC=C(C=C1)OC2=C(C=C(C=C2)C#N)F
Isomeric SMILES CCCCOC(=O)[C@@H](C)OC1=CC=C(C=C1)OC2=C(C=C(C=C2)C#N)F
International Chemical Identifier key (InChIKey) TYIYMOAHACZAMQ-CQSZACIVSA-N
International Chemical Identifier (InChI) InChI=1S/C20H20FNO4/c1-3-4-11-24-20(23)14(2)25-16-6-8-17(9-7-16)26-19-10-5-15(13-22)12-18(19)21/h5-10,12,14H,3-4,11H2,1-2H3/t14-/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 950 g/kg
Known relevant impurities EU dossier - None declared
Substance origin Synthetic
Mode of action Systemic, foliar untake with no soil activity. ACCase inhibitor.
CAS RN 122008-85-9
EC number -
CIPAC number 596
US EPA chemical code 082583
PubChem CID 180089
Molecular mass (g mol-1) 357.38
PIN (Preferred Identification Name) butyl (2R)-2-[4-(4-cyano-2-fluorophenoxy)phenoxy]propanoate
IUPAC name butyl (R)-2-[4-(4-cyano-2-fluorophenoxy)phenoxy]propionate
CAS name butyl (2R)-2-(4-(4-cyano-2-fluorophenoxy)phenoxy)propanoate
Other status information -
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) A
Herbicide Resistance Classification (WSSA) -
Insecticide Resistance Classification (IRAC) Not applicable
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance Echinochloa crus-galli
Physical state White crystalline 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
  • Dow AgroSciences
  • Fertiagro Pte. Ltd.
Example products using this active
  • Beauty
  • Frog
  • Clincher
  • Rebelex
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 cyhalofop-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) 0.44 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 6060 A5 - n-Heptane -
250000 A5 - Xylene -
250000 A5 - Acetone -
250000 A5 - Methanol -
Melting point (oC) 45.5 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 270 A5 -
Flashpoint (oC) 122 A5 - (open cup) -
Octanol-water partition coefficient at pH 7, 20oC P 2.09 X 1003 Calculated -
Log P 3.32 A5 High
Bulk density (g ml-1)/Specific gravity 1.17 A5 -
Dissociation constant (pKa) at 25oC - - -
Note:
Vapour pressure at 20oC (mPa) 0.053 A5 - @ 25Deg C Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 9.51 X 10-04 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index -0.69 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 9.96 X 10-06 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 In MeOH: 247.8nm = 16100, 233.4nm = 15900, 202.6nm = 32700; [In 1M HCl in MeOH: 247.6nm = 16400, 233.4nm 16400, 202.2nm = 37000, 236.0nm = 17100, 211.6nm = 12300 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) 0.2 Click here to see a warning relating to modelling and this active substance A5 Non-persistent
DT50 (lab at 20oC) 0.2 A5 Non-persistent
DT50 (field) - - -
DT90 (lab at 20oC) - - -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range 0.24-0.85 days, DT90 range 0.8-2.8 days; Other sources: 1.0 day (DW4)
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value 4.3 R4 -
Note Published literature RL50 range 2.1-8.7 days, 2 field crops, various matrices, n=3
Aqueous photolysis DT50 (days) at pH 7 Value 27 A5 Slow
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 97 A5 Moderately persistent
Note Stable at pH 4, DT50 2 days at pH 9, 25 degC
Water-sediment DT50 (days) 0.1 A5 Fast
Water phase only DT50 (days) 0.15 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 - A5 Non-mobile
Koc 5247
Notes and range EU dossier Koc range 2066-9637 ml/g
Freundlich Kf 41.5 A5 Slightly mobile
Kfoc 1016
1/n 0.878
Notes and range EU dossier Kf range 11.9-72.3 mL/g; Kfoc range 512-2079 mL/g, 1/n range 0.833-0.960, Soils=5
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
cyhalofop This metabolite may cause environmental pollution, click here for further information Soil   0.958   Major fraction, Relevant
cyhalofop amide Soil   0.081   Major fraction, Relevant
cyhalofop diacid (Ref: XDE-537 ) This metabolite may cause environmental pollution, click here for further information Soil   0.865   Major fraction, Relevant


ECOTOXICOLOGY

for cyhalofop-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) 7.5 A5 Low potential
CT50 (days) Not available -
Mammals - Acute oral LD50 (mg kg-1) > 5000 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) 3 A5 Rat High
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) > 2250 A5 Colinus virginianus Low
Birds - Short term dietary (LC50/LD50) > 5620 mg kg feed-1 A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) 0.79 A5 Lepomis macrochirus Moderate
Fish - Chronic 21 day NOEC (mg l-1) 0.13 A5 Oncorhynchus mykiss Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) > 2.7 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 100 A5 Daphnia magna Low
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) > 5.3 A5 Lemna minor Moderate
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) > 0.96 A5 Scenedemus subspicatus 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) > 1000 A5 Low
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 Mortality
Dose: 0.3 kg ha-1
A5 Aphidius rhopalosiphi, adult
-
Other arthropod (2) LR50 g ha-1 - - -
% Effect 82 Mortality
Dose: 0.3 kg ha-1
A5 Typhlodromus pyri, protonymph
-
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 1.5 kg ha-1, 28 days
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for cyhalofop-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) > 5000 A5 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 5.63 A5 Rat, 4 hr (dust; whole body) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.003 A5 -
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) 0.03 A5 Mouse, 90 day, SF=100 -
Dermal penetration studies (%) 1.0-23.0 A5 concentration dependent -
Dangerous Substances Directive 76/464 - - -
Exposure Routes Public -
Occupational 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) - - -

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

A3; B3; C3; D0; E3

-

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

-

-

General human health issues Potential gall bladder, liver & kidney toxicant
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 or oxidising
CLP classification 2013 Health: H302, H373
Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases -
EC Safety Classification Click here to view information omn the EU safety phrases S61
WHO Classification U - Unlikely to present an acute hazard
UN Number -
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for cyhalofop-butyl

Language Name
English cyhalofop-butyl
French cyhalofop-butyl
German Cyhalofop-butyl
Danish cyhalofop-butyl
Italian cyhalofop-butyl
Spanish cihalofop-butil
Greek -
Slovenian cihalfop-butil
Polish cyhalofop butylowy
Swedish -
Hungarian -
Dutch -

Record last updated: Tuesday 02 July 2019
Contact: aeru@herts.ac.uk