| butafenacil (Ref: CGA 276854) |
 |
Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home
GENERAL INFORMATION 
for butafenacil
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
Availability status: Current
Introduction & key dates: circa 2000
EC Regulation 1107/2009 (repealing 91/414):
| Status | Not listed |
| Dossier rapporteur/co-rapporteur | Not applicable |
| Date inclusion expires | Not applicable |
Approved for use (
) or known to be used (
) in the following European countries: 
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 |
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Also used in: Australia; Argentina; Brazil; Japan; Thailand
General status:
| Pesticide type | Herbicide | |
| Substance group | Uracil | |
| Minimum active substance purity | - | |
| Known relevant impurities | - | |
| Substance origin | Synthetic | |
| Mode of action | Inhibitor of protoporphyrinogen oxidase (PPO), non-selective, contact action absorbed by foliage. | |
| CAS RN | 134605-64-4 | |
| EC number | - | |
| CIPAC number | None allocated | |
| US EPA chemical code | 122004 | |
| Chiral molecule | No | |
| Chemical formula | C20H18ClF3N2O6 | |
| SMILES | O=C(OC\C=C)C(OC(=O)c1cc(ccc1Cl)N2C(=O)\C=C(/N(C2=O)C)C(F)(F)F)(C)C | |
| 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 | |
| Structure diagram/image available? | Yes | |
| Molecular mass (g mol-1) | 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 | - | |
| Herbicide Resistance Classification (HRAC) | E | |
| Herbicide Resistance Classification (WSSA) | 14 | |
| Insecticide Resistance Classification (IRAC) | Not applicable | |
| Fungicide Resistance Classification (FRAC) | Not applicable | |
| Examples of recorded resistance | - | |
| Physical state | Fine white to grey powder | |
| Related substances & organisms | ||
Formulations:
| Property |
Value | |||
| Example manufacturers & suppliers of products using this active now or historically |
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| Example products using this active |
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| UK LERAP status | No UK approval for use or outside scope | |||
| Formulation and application details | Usually supplied as water dispersible granules. | |||
ENVIRONMENTAL FATE
for butafenacil
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Solubility - In water at 20oC (mg l-1) | 10.0 | P4 | Low | |
| Solubility - In organic solvents at 20oC (mg l-1) | - | - | - | |
| Melting point (oC) | 113 | P4 | - | |
| Boiling point (oC) | 270 | L3 | - | |
| Degradation point (oC) | 293 | P4 | - | |
| Flashpoint (oC) | Not expected to self ignite; Not highly flammable | P3 | - | |
| Octanol-water partition coefficient at pH 7, 20oC | P | 1.58 X 1003 | Calculated | - |
| Log P | 3.2 | L3 | High | |
| Bulk density (g ml-1)/Specific gravity | 1.37 | P4 | - | |
| Dissociation constant (pKa) at 25oC | - | - | - | |
| Note: | ||||
| Vapour pressure at 25oC (mPa) | 7.4 X 10-06 | P4 | Low volatility | |
| Henry's law constant at 25oC (Pa m3 mol-1) | 3.5 X 10-07 | L3 | Non-volatile | |
| Henry's law constant at 20oC (dimensionless) | 1.44 X 10-10 | Calculated | Non-volatile | |
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 |
- | Calculated | Low | |
| Maximum UV-vis absorption L mol-1 cm-1 | - | - | - | |
| Surface tension (mN m-1) | - | - | - | |
Degradation:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Soil degradation (days) (aerobic) | DT50 (typical) | 1.5 | P4 | Non-persistent |
| DT50 (lab at 20oC) | - | - | - | |
| DT50 (field) | - | - | - | |
| DT90 (lab at 20oC) | - | - | - | |
| DT90 (field) | - | - | - | |
| Note | Australian registration dossier states DT50 0.2-2.2 days aerobic soils, slower in water logged, anaerobic soils | |||
| Plant matrix DT50 (days) | Value | - | - | - |
| Note | - | |||
| Aqueous photolysis DT50 (days) at pH 7 | Value | 28 | L3 | Slow |
| Note | - | |||
| Aqueous hydrolysis DT50 (days) at 20oC and pH 7 | Value | 98 | L3 | Moderately persistent |
| Note | - | |||
| Water-sediment DT50 (days) | 27 | P3 | Fast | |
| Water phase only DT50 (days) | Slow, DT50 25-30 days | P3 | - | |
Soil adsorption and mobility:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Linear | Kd | - | P4 | Moderately mobile |
| Koc | 365 | |||
| Notes and range | Literature values for Koc range 149-581 mL/g in four soils | |||
| Freundlich | Kf | - | - | - |
| Kfoc | - | |||
| 1/n | - | |||
| Notes and range | - | |||
| pH sensitivity | - | |||
Key metabolites:
| Metabolite | Formation medium | Estimated maximum occurrence fraction | 91/414 relevancy |
|
| 1-carboxy-1-methylethyl 2-chloro-5-(3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl)benzoate (Ref: CGA 293731) | Soil | Relevancy not assessed under 91/414 | ||
| Ref: CGA 293730 |
Soil | 0.780 | Relevancy not assessed under 91/414 | |
Other known metabolites:
| Metabolite name and reference | Aliases | Formation medium / Rate | Estimated maximum occurrence fraction | Metabolising enzymes |
| - | CGA 293731 | Soil (Aerobic) | - | - |
| - | CGA 293730 | Soil (Aerobic) | - | - |
| - | CGA 380963 | Soil (Aerobic) | - | - |
| - | CGA 98166 | Water | - | - |
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Bio-concentration factor | BCF (l kg-1) | - | - | - |
| CT50 (days) | - | - | ||
| Mammals - Acute oral LD50 (mg kg-1) | > 5000 | P4 Rat | Low | |
| Mammals - Short term dietary NOEL | (mg kg-1) | - | - | - |
| (ppm diet) | - | - | ||
| Birds - Acute LD50 (mg kg-1) | > 2250 | P4 Colinus virginianus | Low | |
| Birds - Short term dietary (LC50/LD50) | - | - | - | |
| Fish - Acute 96 hour LC50 (mg l-1) | 3.9 | P4 Oncorhynchus mykiss | Moderate | |
| Fish - Chronic 21 day NOEC (mg l-1) | - | - | - | |
| Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) | 8.6 | P4 Daphnia magna | Moderate | |
| 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) | 0.0025 | P4 Scenedemus subspicatus | High | |
| Algae - Chronic 96 hour NOEC, growth (mg l-1) | - | - | - | |
| Honeybees | Contact acute 48 hour LD50 (μg bee-1) | 20 | L3 | Moderate |
| Oral acute 48 hour LD50 (μg bee-1) | - | - | - | |
| Unknown mode acute 48 hour LD50 (μg bee-1) | - | - | - | |
| Earthworms - Acute 14 day LC50 (mg kg-1) | 1250 | L3 | Low | |
| 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 | - | - | - |
| % 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 butafenacil
General:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Threshold of Toxicological Concern (Cramer Class) |
High (class III) | - | - | |
| Mammals - Acute oral LD50 (mg kg-1) | > 5000 | P4 Rat | Low | |
| Mammals - Dermal LD50 (mg kg-1 body weight) | > 2000 | P4 Rat | - | |
| Mammals - Inhalation LC50 (mg l-1) | > 5.1 | L3 Rat | - | |
| Other Mammal toxicity endpoints | - | - | ||
| ADI - Acceptable Daily Intake (mg kg-1bw day-1) | - | - | - | |
| ARfD - Acute Reference Dose (mg kg-1bw day-1) | - | - | - | |
| AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) | - | - | - | |
| Dermal penetration studies (%) | - | - | - | |
| Dangerous Substances Directive 76/464 | List II | - | - | |
| Exposure Limits | - | - | - | |
| Exposure Routes | Public | - | ||
| Occupational | - | |||
| European MRLs | Click here for the EU MRL pesticide database | |||
| Drinking Water MAC (μg l-1) | - | - | - | |
Health issues:
| Carcinogen | Mutagen | Endocrine disrupter | Reproduction / development effects | Cholinesterase inhibitor | Neurotoxicant | |||
|
- |
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| Respiratory tract irritant | Skin irritant | Skin sensitiser | Eye irritant | Phototoxicant | ||||
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- |
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- |
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| General human health issues | No further information available | |||||||
: Yes, known to cause a problem
: No, known not to cause a problem
: Possibly, status not identified
- : No data found
Handling issues:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| General |
Not oxidising or explosive IMDG Transport code 9 |
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| CLP classification 2013 | None allocated at this time | |||
| EC Risk Classification |
None allocated at this time | |||
| EC Safety Classification |
- | |||
| WHO Classification | III | - | Slightly hazardous | |
| US EPA Classification (formulation) | No consensus across products or no products available | - | - | |
| UN Number | 3077 | |||
| Waste disposal & packaging |
Packaging group III (minor danger) | |||
| Language | Name |
| English | butafenacil |
| French | - |
| German | - |
| Danish | - |
| Italian | - |
| Spanish | butafenacilo |
| Greek | - |
| Slovenian | - |
| Polish | butafenacyl |
| Swedish | - |
| Hungarian | - |
| Dutch | - |
Record last updated: Thursday 24 December 2015
Contact: aeru@herts.ac.uk