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Butafenacil (Ref: CGA 276854)
Last updated: 24/07/2024
(Not known by any other names)

SUMMARY
Butafenacil is a herbicide used to control annual and perennial broad-leaved weeds. Iit has a low aqueous solubility and a low volatility. It is not usually persistent in soil systems but may be moderately persistent in aquatic systems, depending on local conditions. It is moderately toxic to honeybees and most aquatic species but less so to birds and earthworms. It has a low oral mammalian toxicity and is an irritant,
Data alerts

The following alerts are based on the data in the tables below. An absence of an alert does not imply the substance has no implications for human health, biodiversity or the environment but just that we do not have the data to form a judgement.

Environmental fate Ecotoxicity Human health
Environmental fate
Moderate alert:
Drainflow: Moderately mobile
Warning:
Significant data are missing
Ecotoxicity
High alert:
Daphnia chronic ecotoxicity: High
Human health
Low alert
GENERAL INFORMATION
Description
Used to control annual and perennial broad-leaved weeds in fruit and other crops
Example pests controlled
Annual ryegrass; Capeweed; Clover; Sowthistle; Field beans; Poppies; Prickly lettuce; Wild radish; Rocket; Paradoxa grass; Fathen; Bermudagrass
Example applications
Cotton; Fruit including apples, pears, citrus, plums, apricots, cherries, grapes; Garlic & onions; Non-cropped land; Cereals incuding wheat
Efficacy & activity
-
Availability status
Current
Introduction & key dates
circa 2000, introduced
UK regulatory status
UK COPR regulatory status
Not approved
Date COPR inclusion expires
Not applicable
UK LERAP status
No UK approval for use
EC Regulation 1107/2009 (repealing 91/414)
EC Regulation 1107/2009 status
Not approved
Dossier rapporteur/co-rapporteur
Not applicable
Date EC 1107/2009 inclusion expires
Not applicable
EU Candidate for substitution (CfS)
Not applicable
Listed in EU database
No
Approved for use (✓) under EC 1107/2009 in the following EU Member States
ATAustria
BEBelgium
BGBulgaria
CYCyprus
CZCzech Republic
DEGermany
DKDenmark
EEEstonia
ELGreece
                 
ESSpain
FIFinland
FRFrance
HRCroatia
HUHungary
IEIreland
ITItaly
LTLithuania
LULuxembourg
                 
LVLatvia
MTMalta
NLNetherlands
PLPoland
PTPortugal
RORomania
SESweden
SISlovenia
SKSlovakia
                 
Approved for use (✓) under EC 1107/2009 by Mutual Recognition of Authorisation and/or national regulations in the following EEA countries
ISIceland
NONorway
                 
Additional information
Also used in
Australia, Argentina, Brazil, Japan, Thailand
Chemical structure
Isomerism
None
Chemical formula
C₂₀H₁₈ClF₃N₂O₆
Canonical SMILES
CC(C)(C(=O)OCC=C)OC(=O)C1=C(C=CC(=C1)N2C(=O)C=C(N(C2=O)C)C(F)(F)F)Cl
Isomeric SMILES
-
International Chemical Identifier key (InChIKey)
JEDYYFXHPAIBGR-UHFFFAOYSA-N
International Chemical Identifier (InChI)
InChI=1S/C20H18ClF3N2O6/c1-5-8-31-17(29)19(2,3)32-16(28)12-9-11(6-7-13(12)21)26-15(27)10-14(20(22,23)24)25(4)18(26)30/h5-7,9-10H,1,8H2,2-4H3
2D structure diagram/image available?
Yes
Cambridge Crystallographic Data Centre diagrams
Common Name Relationship Link
butafenacil -
General status
Pesticide type
Herbicide
Substance groups
Uracil herbicide; Phenyluracil herbicide
Minimum active substance purity
-
Known relevant impurities
-
Substance origin
Synthetic
Mode of action
Non-selective, contact action absorbed by foliage. Inhibition of protoporphyrinogen oxidase (PPO) - cell membrane disruption
CAS RN
134605-64-4
EC number
603-837-4
CIPAC number
None allocated
US EPA chemical code
122004
PubChem CID
11826859
CLP index number
No data found
Molecular mass
474.81
PIN (Preferred Identification Name)
2-methyl-1-oxo-1-(prop-2-en-1-yloxy)propan-2-yl 2-chloro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl]benzoate
IUPAC name
1-(allyloxycarbonyl)-1-methylethyl 2-chloro-5-[1,2,3,6-tetrahydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)pyrimidin-1-yl]benzoate
CAS name
1,1-dimethyl-2-oxo-2-(2-propenyloxy)ethyl 2-chloro-5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]benzoate
Other status information
-
Relevant Environmental Water Quality Standards
-
Herbicide Resistance Class (HRAC MoA class)
E
Herbicide Resistance Class (WSSA MoA class)
14
Insecticide Resistance Class (IRAC MoA class)
Not applicable
Fungicide Resistance Class (FRAC MOA class)
Not applicable
Examples of recorded resistance
-
Physical state
Fine white to grey powder
Formulations
Property
Value
Example manufacturers & suppliers of products using this active now or historically
  • Syngenta Crop Protection
  • Nutrien Ag Solutions Limited
Example products using this active
  • Logran B-Power Herbicide
  • Touchdown B-Power
  • Inspire EC
  • Genfarm Butafenacil 200 Herbicide
Formulation and application details
Usually supplied as water dispersible granules and emulsifiable concentrates
ENVIRONMENTAL FATE
Property
Value
Source; quality score; and other information
Interpretation
Solubility - In water at 20 °C (mg l⁻¹)
10.0
P4 P = Other non-EU, UK or US Governments and Regulators
4 = Verified data
Low
Solubility - In organic solvents at 20 °C (mg l⁻¹)
- - -
Melting point (°C)
113
P4 P = Other non-EU, UK or US Governments and Regulators
4 = Verified data
-
Boiling point (°C)
270
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
-
Degradation point (°C)
293
P4 P = Other non-EU, UK or US Governments and Regulators
4 = Verified data
-
Flashpoint (°C)
- - -
Octanol-water partition coefficient at pH 7, 20 °C
P
1.58 X 1003 Calculated -
Log P
3.2
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
High
Fat solubility of residues
Solubility
- - -
Data type
- - -
Density (g ml⁻¹)
1.37
P4 P = Other non-EU, UK or US Governments and Regulators
4 = Verified data
-
Dissociation constant pKa) at 25 °C
- - -
-
Vapour pressure at 20 °C (mPa)
7.4 X 10-06
P4 P = Other non-EU, UK or US Governments and Regulators
4 = Verified data
Low volatility
Henry's law constant at 25 °C (Pa m³ mol⁻¹)
3.5 X 10-07
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Non-volatile
Volatilisation as max % of applied dose lost
From plant surface
- - -
From soil surface
- - -
Maximum UV-vis absorption L mol⁻¹ cm⁻¹
- - -
Surface tension (mN m⁻¹)
- - -
Degradation
Property
Value
Source; quality score; and other information
Interpretation
General biodegradability
-
Soil degradation (days) (aerobic)
DT₅₀ (typical)
1.5
P4 P = Other non-EU, UK or US Governments and Regulators
4 = Verified data
Non-persistent
DT₅₀ (lab at 20 °C)
- - -
DT₅₀ (field)
- - -
DT₉₀ (lab at 20 °C)
- - -
DT₉₀ (field)
- - -
DT₅₀ modelling endpoint
- - -
Note
Australian registration dossier states DT₅₀ 0.2-2.2 days aerobic soils, slower in water logged, anaerobic soils
Dissipation rate RL₅₀ (days) on plant matrix
Value
- - -
Note
-
Dissipation rate RL₅₀ (days) on and in plant matrix
Value
- - -
Note
-
Aqueous photolysis DT₅₀ (days) at pH 7
Value
28
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Slow
Note
-
Aqueous hydrolysis DT₅₀ (days) at 20 °C and pH 7
Value
98
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Moderately persistent
Note
-
Water-sediment DT₅₀ (days)
27
P3 P = Other non-EU, UK or US Governments and Regulators
3 = Unverified data of known source
Fast
Water phase only DT₅₀ (days)
Slow, DT50 25-30 days
P3 P = Other non-EU, UK or US Governments and Regulators
3 = Unverified data of known source
Slow, DT50 25-30 days
Air degradation
As this parameter is not normally measured directly, a surrogate measure is used: ‘Photochemical oxidative DT₅₀’. Where data is available, this can be found in the Fate Indices section below.
Soil adsorption and mobility
Property
Value
Source; quality score; and other information
Interpretation
Linear
Kd (mL g⁻¹)
-
P4 P = Other non-EU, UK or US Governments and Regulators
4 = Verified data
Moderately mobile
Koc (mL g⁻¹)
365
Notes and range
Literature values for Koc range 149-581 mL g⁻¹ in four soils
Freundlich
Kf (mL g⁻¹)
- - -
Kfoc (mL g⁻¹)
-
1/n
-
Notes and range
-
pH sensitivity
-
Fate indices
Property
Value
Source; quality score; and other information
Interpretation
GUS leaching potential index
0.25 Calculated Low leachability
SCI-GROW groundwater index (μg l⁻¹) for a 1 kg ha⁻¹ or 1 l ha⁻¹ application rate
Value
5.84 X 10-04 Calculated -
Note
-
Potential for particle bound transport index
Low Calculated -
Potential for loss via drain flow
Moderately mobile Calculated -
Photochemical oxidative DT₅₀ (hrs) as indicator of long-range air transport risk
- - -
Bio-concentration factor
BCF (l kg⁻¹)
- - -
CT₅₀ (days)
- -
Known soil metabolites
Metabolite
Major/Minor fraction
Estimated maximum occurrence fraction
Notes
1-carboxy-1-methylethyl 2-chloro-5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl] benzoate (Ref: CGA 293730)
Major fraction 0.780 -
Ref: CGA 380963
- - Aerobic
1-carboxy-1-methylethyl 2-chloro-5-(3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl)benzoate (Ref: CGA 293731)
- - -
Known groundwater metabolites

None

Other known metabolites
Metabolite name and reference
Aliases
Formation medium / Rate
Estimated maximum occurrence fraction
Metabolising enzymes
-
Note: Very persistent
CGA 98166 Water - -
Ref: 1165 CGA 293730 Plant - -
- CGA 380963 - - -
ECOTOXICOLOGY
Terrestrial ecotoxicology
Property
Value
Source; quality score; and other information
Interpretation
Mammals - Acute oral LD₅₀ (mg kg⁻¹)
> 5000
P4 P = Other non-EU, UK or US Governments and Regulators
4 = Verified data
Rat
Low
Mammals - Short term dietary NOEL
(mg kg⁻¹)
- - -
(ppm diet)
- -
Mammals - Chronic 21d NOAEL (mg kg⁻¹ bw d⁻¹)
- - -
Birds - Acute LD₅₀ (mg kg⁻¹)
> 2250
P4 P = Other non-EU, UK or US Governments and Regulators
4 = Verified data
Colinus virginianus
Low
Birds - Short term dietary (LC₅₀/LD₅₀)
- - -
Birds - Chronic 21d NOEL (mg kg⁻¹ bw d⁻¹)
- - -
Earthworms - Acute 14 day LC₅₀ (mg kg⁻¹)
1250
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Low
Earthworms - Chronic NOEC, reproduction (mg kg⁻¹)
- - -
Soil micro-organisms
- - -
Collembola
Acute LC₅₀ (mg kg⁻¹)
- - -
Chronic NOEC (mg kg⁻¹)
- - -
Non-target plants
- - -
- - -
Honeybees (Apis spp.)
Contact acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
20
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Moderate
Oral acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
- - -
Unknown mode acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
- - -
Chronic
- - -
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 bee species (1)
Acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg insect⁻¹)
- - -
Mode of exposure
-
Other bee species (2)
Acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg insect⁻¹)
- - -
Mode of exposure
-
Beneficial insects (Ladybirds)
- - -
Beneficial insects (Lacewings)
- - -
Beneficial insects (Parasitic wasps)
- - -
Beneficial insects (Predatory mites)
- - -
Beneficial insects (Ground beetles)
- - -
Aquatic ecotoxicology
Property
Value
Source; quality score; and other information
Interpretation
Temperate Freshwater Fish - Acute 96 hour LC₅₀ (mg l⁻¹)
3.9
P4 P = Other non-EU, UK or US Governments and Regulators
4 = Verified data
Oncorhynchus mykiss
Moderate
Temperate Freshwater Fish - Chronic 21 day NOEC (mg l⁻¹)
0.011
P3 P = Other non-EU, UK or US Governments and Regulators
3 = Unverified data of known source
Oncorhynchus mykiss Survival
Moderate
Tropical Freshwater Fish - Acute 96 hour LC₅₀ (mg l⁻¹)
23.74
F3 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents / FAO data, IPCS INCHEM data (US EPA Databases Related to Pesticide Risk Assessment )
3 = Unverified data of known source
Danio rerio Eggs
Moderate
Temperate Freshwater Aquatic invertebrates - Acute 48 hour EC₅₀ (mg l⁻¹)
8.6
P4 P = Other non-EU, UK or US Governments and Regulators
4 = Verified data
Daphnia magna
Moderate
Temperate Freshwater Aquatic invertebrates - Chronic 21 day NOEC (mg l⁻¹)
> 0.009
P3 P = Other non-EU, UK or US Governments and Regulators
3 = Unverified data of known source
Daphnia magna Growth
High
Tropical Freshwater Aquatic invertebrates - Acute 48 hour EC₅₀ (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)
- - -
Algae - Acute 72 hour EC₅₀, growth (mg l⁻¹)
0.0025
P4 P = Other non-EU, UK or US Governments and Regulators
4 = Verified data
Scenedesmus subspicatus
High
Algae - Chronic 96 hour NOEC, growth (mg l⁻¹)
- - -
Mesocosm study data
NOEAEC mg l⁻¹
- - -
NOEAEC mg l⁻¹
- - -
HUMAN HEALTH AND PROTECTION
General
Property
Value
Source; quality score; and other information
Interpretation
Threshold of Toxicological Concern (Cramer Class)
High (class III) - -
Mammals - Acute oral LD₅₀ (mg kg⁻¹)
> 5000
P4 P = Other non-EU, UK or US Governments and Regulators
4 = Verified data
Rat
Low
Mammals - Dermal LD₅₀ (mg kg⁻¹ body weight)
2000
P4 P = Other non-EU, UK or US Governments and Regulators
4 = Verified data
Rat
-
Mammals - Inhalation LC₅₀ (mg l⁻¹)
> 5.1
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Rat
-
Other Mammal toxicity endpoints
- - -
ADI - Acceptable Daily Intake (mg kg⁻¹ bw day⁻¹)
- - -
ARfD - Acute Reference Dose (mg kg⁻¹ bw day⁻¹)
- - -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg⁻¹ bw day⁻¹)
- - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg⁻¹ bw day⁻¹)
- - -
Dermal penetration studies (%)
- - -
Dangerous Substances Directive 76/464
List II - -
Exposure Routes
Public
-
Occupational
-
MRLs
European
EU MRL pesticide database 
Great Britain
GB MRL Register 
Notes
-
Drinking Water Standards
- - -
Drinking Water MAC (μg l⁻¹)
- - -
Mammalian dose elimination route and rate
- - -
Health issues
Specific human health issues
Carcinogen
Genotoxic
Endocrine disruptor
XNo, known not to cause a problem
A0 A = Chromosome aberration (EFSA database)
0 = No data
;
B0 B = DNA damage/repair (EFSA database)
0 = No data
;
C0 C = Gene mutation (EFSA database)
0 = No data
;
D0 D = Genome mutation (EFSA database)
0 = No data
;
E0 E = Unspecified genotoxicity type (miscellaneous data source)
0 = No data
XNo, known not to cause a problem
Reproduction / development effects Acetyl cholinesterase inhibitor Neurotoxicant
XNo, known not to cause a problem
XNo, known not to cause a problem
XNo, known not to cause a problem
Respiratory tract irritant Skin irritant Skin sensitiser
Yes, known to cause a problem
Yes, known to cause a problem
No data found
Eye irritant Phototoxicant  
Yes, known to cause a problem
No data found  
General human health issues
Possible liver toxicant
Handling issues
Property
Value and interpretation
General
Not oxidising or explosive
IMDG Transport Hazard Class 9
Not expected to auto-ignite; Not highly flammable
CLP classification 2013
Health: H373
Environment: H400, H410
WHO Classification
III (Slightly hazardous)
UN Number
UN3077
Waste disposal & packaging
Packaging Group III (minor danger)
Shelf-life, storage, stability and reactivity
-
TRANSLATIONS
Language
Name
English
butafenacil
French
-
German
-
Danish
-
Italian
-
Spanish
butafenacilo
Greek
-
Polish
butafenacyl
Swedish
-
Hungarian
-
Dutch
-
Norwegian
-

Record last updated: 24/07/2024
Contact: aeru@herts.ac.uk
Please cite as: Lewis, K.A., Tzilivakis, J., Warner, D. and Green, A. (2016) An international database for pesticide risk assessments and management. Human and Ecological Risk Assessment: An International Journal, 22(4), 1050-1064. DOI: 10.1080/10807039.2015.1133242