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cyhalofop
** cyhalofop acid ** 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

Description: A herbicide used for post-emergence control of grass weeds usually in rice crops that is normally used as the butyl variant. It is also a pesticide transformation product

Example pests controlled: Barnyardgrass; Silvertop; Flatsedge; 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

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism -
Chemical formula C16H12FNO4
Canonical SMILES CC(C(=O)O)OC1=CC=C(C=C1)OC2=C(C=C(C=C2)C#N)F
Isomeric SMILES C[C@H](C(=O)O)OC1=CC=C(C=C1)OC2=C(C=C(C=C2)C#N)F
International Chemical Identifier key (InChIKey) ROBSGBGTWRRYSK-SNVBAGLBSA-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
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, Metabolite
Metabolite Type Soil
Substance group Unclassified
Minimum active substance purity -
Known relevant impurities -
Substance origin Synthetic
Mode of action Systemic, foliar untake with no soil activity. Inhibition of acetyl CoA carboxylase (ACCase)
CAS RN 122008-78-0
EC number -
CIPAC number 596
US EPA chemical code Not applicable
PubChem CID 15118048
Molecular mass (g mol-1) 357.38
PIN (Preferred Identification Name) (2R)-2-[4-(4-cyano-2-fluorophenoxy)phenoxy]propanoic acid
IUPAC name (R)-2-[4-(4-cyano-2-fluorophenoxy)phenoxy]propionic acid
CAS name (2R)-2-[4-(4-cyano-2-fluorophenoxy)phenoxy]propanoic acid
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 -
Physical state -
Related substances & organisms

Can be a metabolite of:
Parent Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
cyhalofop-butyl Soil   0.958   Major fraction, Relevant

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
  • Not applicable
Example products using this active -
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details Usually formulated as the butyl variant.


ENVIRONMENTAL FATE

for cyhalofop

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) 180 A5 Moderate
Solubility - In organic solvents at 20oC (mg l-1) 16000 A3 - Xylene (1.6%w/w) -
1600000 A3 - Methanol (157.6% w/w) -
216000 A3 - Chloroform (21.6% w/w) -
280000 A3 - Toluene (2.8% w/w) -
Melting point (oC) - - -
Boiling point (oC) - - -
Degradation point (oC) - - -
Flashpoint (oC) - - -
Octanol-water partition coefficient at pH 7, 20oC P 3.24 X 10-01 Calculated -
Log P -0.49 A5 Low
Bulk density (g ml-1)/Specific gravity 1.36 Q2 -
Dissociation constant (pKa) at 25oC 3.9 A5 -
Note:
Vapour pressure at 20oC (mPa) 2.0 X 10-03 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 2.41 X 10-09 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index -0.39 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 7.63 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 Purified water: 235nm=15900; 248nm = 15200; 274nm=7511; 282nm=6030
0.1M HCl: 234nm=14900; 249nm=15800; 273nm=7880; 281nm=5960
0.1M NaOH: 236nm=16300; 248nm=15700; 273nm=8320; 281nm=6740
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) 0.71 Click here to see a warning relating to modelling and this active substance A5 Non-persistent
DT50 (lab at 20oC) 0.71 A5 Non-persistent
DT50 (field) - - -
DT90 (lab at 20oC) 15.0 A5 -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range 0.36-1.6 days, DT90 range 1.2-5.3 days
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value - - -
Note -
Aqueous photolysis DT50 (days) at pH 7 Value - - -
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note -
Water-sediment DT50 (days) 5.5 A5 Fast
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 1.68 A4 Moderately mobile
Koc 186
Notes and range EU dossier Kd range 1.41-1.95 mL/g, Koc range 176-195 mL/g, Soils=2
Freundlich Kf 1.22 A5 Mobile
Kfoc 24.0
1/n 0.822
Notes and range EU dossier Kf range 0.373-4.03 mL/g, Kfoc range 14.4-37.3 mL/g, 1/n range 0.775-0.862, Soils=5
pH sensitivity None


ECOTOXICOLOGY

for cyhalofop

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) Low risk Q3 Based on LogP < 3 Low potential
CT50 (days) - -
Mammals - Acute oral LD50 (mg kg-1) > 5000 F4 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) - - -
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) - - -
Birds - Short term dietary (LC50/LD50) - - -
Fish - Acute 96 hour LC50 (mg l-1) > 100 A5 Oncorhynchus mykiss Low
Fish - Chronic 21 day NOEC (mg l-1) - - -
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) > 100 A5 Daphnia magna Low
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) - - -
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) - - -
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) > 78.2 A5 Pseudokirchneriella subcapitata Low
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) - - -
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) > 40 A4, as the butyl variant Moderate
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 A4 Eisenia foetida as the butyl variant 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 - - -
Other arthropod (2) LR50 g ha-1 - - -
% Effect - - -
Soil micro-organisms - - -
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for cyhalofop

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 F4 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) - - -
Mammals - Inhalation LC50 (mg l-1) - - -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) - - -
ARfD - Acute Reference Dose (mg kg-1bw day-1) - - -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) - - -
Dermal penetration studies (%) - - -
Dangerous Substances Directive 76/464 - - -
Exposure Routes Public -
Occupational -
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

-

A0; B0; C0; D0; E0

-

-

-

-

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

-

-

-

-

General human health issues No further information available
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 No information available
CLP classification 2013 Health: H302
Environment: H400
EC Risk Classification Click here to view information omn the EU risk phrases Xn - Harmful: R22
N - Dangerous for the environment: R50
EC Safety Classification Click here to view information omn the EU safety phrases -
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

Language Name
English cyhalofop
French cyhalofop
German Cyhalofop
Danish cyhalofop
Italian cyhalofop
Spanish cihalofop
Greek -
Slovenian cialofobna
Polish cyhalofop
Swedish -
Hungarian -
Dutch -

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