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clethodim (Ref: RE 45601)
** cletodime ** 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 clethodim

Description: A herbicide used to control annual and perennial grasses for use on sugarbeet and other crops

Example pests controlled: Barnyardgrass; Brome; Canarygrass; Crabgrass; Foxtail; Goosegrass; Ryegrass; Foxtails; Shattercane; Volunteer cereals

Example applications: Sugarbeet; Soybeans; Potatoes; Sunflowers; Alfalfa; Vegetables including beans & peas, asparagus, carrots, eggplant; Cotton; Fax; Peanuts; Fruit including melons, peaches; Herbs

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1987, first reported

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Netherlands
Date inclusion expires 31/05/2021
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 A chiral molecule existing in the (E) and (Z) isomeric forms
Chemical formula C17H26ClNO3S
Canonical SMILES CCC(=C1C(=O)CC(CC1=O)CC(C)SCC)NOCC=CCl
Isomeric SMILES CCC(=C1C(=O)CC(CC1=O)CC(C)SCC)NOC/C=C/Cl
International Chemical Identifier key (InChIKey) SILSDTWXNBZOGF-JWGBMQLESA-N
International Chemical Identifier (InChI) InChI=1S/C17H26ClNO3S/c1-4-14(19-22-8-6-7-18)17-15(20)10-13(11-16(17)21)9-12(3)23-5-2/h6-7,12-13,20H,4-5,8-11H2,1-3H3/b7-6?,19-14+
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 Cyclohexanedione
Minimum active substance purity >930 g/kg
Known relevant impurities EU dossier - toluene < 4g/kg
Substance origin Synthetic
Mode of action Selective, systemic. An acetyl CoA carboxylase inhibitor (ACCase).
CAS RN 99129-21-2
EC number -
CIPAC number 508
US EPA chemical code 121011
PubChem CID 6444391
Molecular mass (g mol-1) 359.92
PIN (Preferred Identification Name) (5?)-2-[(1?)-N-{[(2E)-3-chloroprop-2-en-1-yl]oxy}propanimidoyl]-5-[(2?)-2-(ethylsulfanyl)propyl]-3-hydroxycyclohex-2-en-1-one
IUPAC name (5RS)-2-{(E)-1-[(2E)-3-chloroallyloxyimino]propyl}-5-[(2RS)-2-(ethylthio)propyl]-3-hydroxycyclohex-2-en-1-one
CAS name 2-[(1E)-1-[[[(2E)-3-chloro-2-propenyl]oxy]imino]propyl]-5-[2-(ethylthio)propyl]-3-hydroxy-2-cyclohexen-1-one
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 Many recorded cases
Alopecurus myosuroides
Avena fatua
Bromus tectorum
Hordeum leporinum
Physical state Viscous amber to green-yellow coloured liquid depending upon purity
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
  • Arysta LifeSciences FRANCE
  • Agan Chemicals
  • Loveland Products
Example products using this active
  • Select 12 SC
  • Select 240
  • Centurion
UK LERAP status None
Formulation and application details Usually available as an emulsifiable concentrate that is mixed with water and used as a spray.


ENVIRONMENTAL FATE

for clethodim

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) 5450 A5 High
Solubility - In organic solvents at 20oC (mg l-1) 100000 A5 - Xylene -
100000 A5 - Methanol -
900000 A5 - Acetone -
900000 A5 - Ethyl acetate -
Melting point (oC) -80 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 100.5 A5 -
Flashpoint (oC) - - -
Octanol-water partition coefficient at pH 7, 20oC P 1.38 X 1004 Calculated -
Log P 4.14 A5 High
Bulk density (g ml-1)/Specific gravity 1.16 A5 -
Dissociation constant (pKa) at 25oC 4.47 A5 -
Note: Weak acid
Vapour pressure at 20oC (mPa) 2.08 X 10-03 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 1.4 X 10-07 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 6.26 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 Neutral solution: 256nm = 13183, 203nm = 13490; [Acidic solution: 258nm = 12882, 207nm = 12589; [Basic solution: 210nm = ??, 282nm = 21878 A5 -
Surface tension (mN m-1) 52.9 A5 at 21oC -

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) 0.55 Click here to see a warning relating to modelling and this active substance A5 Non-persistent
DT50 (lab at 20oC) 0.55 A5 Non-persistent
DT50 (field) 3 Y4 Non-persistent
DT90 (lab at 20oC) 2.61 A5 -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range 0.17-3.04 days, DT90 range 0.76-8.50 days; Other studies: DT50 1-3 days (R3)
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 5.45 A4 - @ 25degC Moderately fast
Note pH sensitive: DT50 1.6 @ pH 5, 7.79 @ pH 9 all @ 25 degC
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note pH sensitive: DT50 41 days at pH 5, stable pH 7 and pH 9 all at 25 degC
Water-sediment DT50 (days) 16.7 A4 Fast
Water phase only DT50 (days) 7.0 A5 Moderately 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 - - -
Koc -
Notes and range -
Freundlich Kf 0.39 A5 Mobile
Kfoc 22.7
1/n 1.01
Notes and range EU dossier Kf range 0.065-0.112, Kfoc range 2.71-43.17, 1/n range 0.97-1.04, Soils=3
pH sensitivity Yes

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
clethodim sulfoxide This metabolite may cause environmental pollution, click here for further information Soil   0.730   Major fraction, Relevant
clethodim sulfone This metabolite may cause environmental pollution, click here for further information Soil   0.16   Major fraction, Relevant
clethodim oxazole sulfone This metabolite may cause environmental pollution, click here for further information Soil   0.100   Major fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
- clethodim imine ketone Water (Photolysis) - -
- clethodim isoxazole Soil (Anaerobic) - -
- clethodim oxazole sulfoxide Water (Photolysis); Soil (Aerobic) - -
- clethodim oxazole Soil (Aerobic) - -
- clethodim imine sulfoxide Soil (Aerobic) - -
- 3-chloropropenal Water (Photolysis) - -
- clethodim oxazole sulfide Water (Photolysis) - -
- clethodim trione sulfoxide Water (Photolysis) - -
- clethodim chloroallyl alcohol Water (Photolysis) - -


ECOTOXICOLOGY

for clethodim

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) 2.1 A5 Whole fish Low potential
CT50 (days) 4.9 -
Mammals - Acute oral LD50 (mg kg-1) 1133 A5 Rat Moderate
Mammals - Short term dietary NOEL (mg kg-1) 30 Z2 Rat High
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) > 1640 A5 Colinus virginianus Moderate
Birds - Short term dietary (LC50/LD50) > 851 mg kg bw-1 day-1 A5 Anas platyrhynchos -
Fish - Acute 96 hour LC50 (mg l-1) 25 A5 Salmo gairdneri Moderate
Fish - Chronic 21 day NOEC (mg l-1) 3.9 A5 Oncorhynchus mykiss Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) > 100 A5 Daphnia magna Low
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 49 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) 1.9 A5 Lemna gibba Moderate
Non-target plants 6.7 A5 Ryegrass
Vegetative vigour, ER50
as g/ha
-
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) > 12.0 A5 Pseudokirchneriella subcapitata Low
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees Contact acute 48 hour LD50 (μg bee-1) > 51 A5 Moderate
Oral acute 48 hour LD50 (μg bee-1) > 43 A5 Moderate
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) 454 L3 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-1 240 >
A5 Aphidius rhopalosiphi
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 9.6 <
A5 Typhlodromus pyri
-
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 2.7 mg kg-1, effects may be significant at higher doses
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for clethodim

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) 1133 A5 Rat Moderate
Mammals - Dermal LD50 (mg kg-1 body weight) > 4167 A5 Rabbit -
Mammals - Inhalation LC50 (mg l-1) < 3.25 A5 Rat, 4 hr (whole body) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.16 A5 Rat, SF=100 -
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) 0.20 A2 Dog, SF=100 -
Dermal penetration studies (%) 15-42 A5 concentration dependent -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public Acceptable risk for proposed uses
Occupational Acceptable risk for proposed uses
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 Calc MAC=25.0 μg l-1 -

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 Moderately toxic
Possible liver and blood toxicant

: 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 oxiding
CLP classification 2013 Health: H302, H317
Environment: H412
EC Risk Classification Click here to view information omn the EU risk phrases Xn - Harmful: R22
EC Safety Classification Click here to view information omn the EU safety phrases -
WHO Classification NL - Not listed
US EPA Classification (formulation) III - Caution - Slightly toxic
UN Number -
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for clethodim

Language Name
English clethodim
French clethodim
German Clethodim
Danish clethodim
Italian cletodim
Spanish cletodin
Greek -
Slovenian kletodim
Polish kletodym
Swedish kletodim
Hungarian kletodim
Dutch -

Record last updated: Thursday 13 September 2018
Contact: aeru@herts.ac.uk
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