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tembotrione (Ref: AE 0172747)
** 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 tembotrione

Description: A new post-emergence herbicide for the control of a broad spectrum of broad-leaved and grassy weeds in corn and other crops

Example pests controlled: Barnyardgrass; Crabgrass; Foxtail; Goosegrass; Nutsedge; Wild oats; Johnsongrass; Junglerice; nightshade; pigweed; Ragweed; Velvetleaf; Waterhemp

Example applications: Maize; Sweetcorn

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 2007, Austria & USA

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Austria
Date inclusion expires 30/04/2024
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: Brazil, USA

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism -
Chemical formula C17H16ClF3O6S
Canonical SMILES CS(=O)(=O)C1=C(C(=C(C=C1)C(=O)C2C(=O)CCCC2=O)Cl)COCC(F)(F)F
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) IUQAXCIUEPFPSF-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C17H16ClF3O6S/c1-28(25,26)13-6-5-9(15(18)10(13)7-27-8-17(19,20)21)16(24)14-11(22)3-2-4-12(14)23/h5-6,14H,2-4,7-8H2,1H3
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 Triketone
Minimum active substance purity 945 g/kg
Known relevant impurities EU dossier - toluene <10g/kg; NCN < 1g/kg
Substance origin Synthetic
Mode of action Broad spectrum
CAS RN 335104-84-2
EC number -
CIPAC number 790
US EPA chemical code 012801
PubChem CID 11556911
Molecular mass (g mol-1) 440.82
PIN (Preferred Identification Name) 2-{2-chloro-4-(methanesulfonyl)-3-[(2,2,2-trifluoroethoxy)methyl]benzoyl}cyclohexane-1,3-dione
IUPAC name 2-{2-chloro-4-mesyl-3-[(2,2,2-trifluoroethoxy)methyl]benzoyl}cyclohexane-1,3-dione
CAS name 2-[2-chloro-4-(methylsulfonyl)-3-[(2,2,2-trifluoroethoxy)methyl]benzoyl]-1,3-cyclohexanedione
Other status information -
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) Not known
Herbicide Resistance Classification (WSSA) -
Insecticide Resistance Classification (IRAC) Not applicable
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance -
Physical state Beige powder
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
  • Bayer CropScience
Example products using this active
  • Laudis
  • Capreno
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details Often available in an oil dispersion formulation.


ENVIRONMENTAL FATE

for tembotrione

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) 71000 A5 High
Solubility - In organic solvents at 20oC (mg l-1) 8200 A5 - Ethanol -
47600 A5 - n-Hexane -
75700 A5 - Toluene -
180200 A5 - Ethyl acetate -
Melting point (oC) 123 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 150 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 8.13 X 10-02 Calculated -
Log P -1.09 A5 - @ 23 DegC Low
Bulk density (g ml-1)/Specific gravity 1.56 F4 -
Dissociation constant (pKa) at 25oC 3.18 A5 -
Note: Weak acid
Vapour pressure at 20oC (mPa) 1.1 X 10-05 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 1.71 X 10-10 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 2.53 Calculated Transition state
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 9.79 X 10-02 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: 203nm = 31021, 232nm = 14224, 284nm = 13800, 291nm = 12960; [Acidic solution: 205nm = 31015, 231nm = 15370, 283nm = 14303, 291nm = 12937; [Basic solution: 217nm = 17015, 258nm = 22080, 291nm = 13415 A5 -
Surface tension (mN m-1) 64.2 A5 at 20oC, 947 g l-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) 14.5 A5 Non-persistent
DT50 (lab at 20oC) 14.5 A5 Non-persistent
DT50 (field) 2.72 A5 Non-persistent
DT90 (lab at 20oC) 45.4 A5 -
DT90 (field) 50.2 A5 -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range 4.2-87.2 days, DT90 range 14.2-262 days; field studies DT50 range 1.8-2.9 days, DT90 range 27.8-105 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 56.3 A5 Stable
Note Data for test conditions sterile water at pH 7, equivalent to DT50 of 269 days in natural summer light, Athens, Greece (37 deg N)
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note Stable pH 4 to pH 9
Water-sediment DT50 (days) 108 A5 Slow
Water phase only DT50 (days) Stable A5 -

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 1.59 A5 Mobile
Kfoc 66
1/n 0.907
Notes and range EU dossier kf range 0.51-3.62 (47.2 for organic soil) mL/g; 1/n range 0.871-0.977 (0.993 for organic soil), Soils=6
pH sensitivity Adsorption increases as pH decreases

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
2-chloro-4-(methylsulfonyl)-3-[(2,2,2-trifluoroethoxy)methyl]-benzoic acid (Ref: AE-0456148) This metabolite may cause environmental pollution, click here for further information Soil   0.724   Major fraction, Relevant
2-chloro-4(methylsulfonyl)-3-((2,2,2-trifluoroethoxy)methyl)phenol (Ref: AE-0968400) This metabolite may cause environmental pollution, click here for further information Soil   0.149   Major fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
- AE 0172747-benzylalcohol; tembotrione metabolite M08 Animal - -
- AE 0172747-dihydroxy benzophenone; tembotrione metabolite M09 Animal - -
- AE 0172747-5-hydroxy; tembotrione metabolite M11 Animal - -
- AE 0172747-4,5-hydroxy; tembotrione metabolite M12 Animal - -
- AE 0172747-4-hydroxy benzyl alcohol; tembotrione metabolite M13 Animal - -
- AE 0172747-ketohydroxy hexanoic acid; tembotrione metabolite M14 Animal - -
(Ref: AE 01417268) AE 0172747-4,6-dihydroxy; tembotrione metabolite M05 Plant - -
xanthenedione
(Ref: AE 0941989)
tembotrione metabolite M03 Soil (Photolysis) - -
methoxyphenol
(Ref: AE 1124336)
AE 0172747-methylphenol; tembotrione metabolite M07 Soil - -
glutaric acid
(Ref: AE 1275213)
tembotrione metabolite M04; pentanedioic acid Soil (photolysis); Water (Photolysis) - -
(Ref: AE 1392936) AE 0172747-carboxybenzyl alcohol; tembotrione metabolite M02 Plant; Soil - -
(Ref: AE 1444744) AE 0172747-4-hydroxy; tembotrione metabolite M10 Animal; Plant - -


ECOTOXICOLOGY

for tembotrione

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 A5 Based on LogP < 3 Low potential
CT50 (days) - -
Mammals - Acute oral LD50 (mg kg-1) > 2500 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) - - -
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) > 2250 A5 Colinus virginianus Low
Birds - Short term dietary (LC50/LD50) > 1788 mg kg bw-1 day-1 A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) > 100 A5 Oncorhynchus mykiss Low
Fish - Chronic 21 day NOEC (mg l-1) 100 A4 Oncorhynchus mykiss Low
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) - - -
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 5.0 A5 Daphnia magna Moderate
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 0.1 A3 Americamysis bahia Moderate
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) 0.006 A5 Lemna gibba High
Non-target plants 61.2 A5 Brassica oleracea
Vegetative vigour, ER50
as mL product/ha (Laudis: Conc 44g/L)
-
76.8 A5 Brassica oleracea
Seedling emergence, ER50
as mL product/ha (Laudis: Conc 44g/L)
-
Algae - Acute 72 hour EC50, growth (mg l-1) 0.38 A5 Pseudokirchneriella subcapitata Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees Contact acute 48 hour LD50 (μg bee-1) > 100 A5 Low
Oral acute 48 hour LD50 (μg bee-1) > 92.8 A5 Moderate
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) > 1000 A5 Eisenia foetida Low
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) 1.25 A4 Eisenia foetida Moderate
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect 62.5 A5 Folsomia candida, NOEC mg kg-1 -
Other arthropod (1) LR50 g ha-1 1.301 as L product ha-1 (Laudis: Conc 44g/L)
A5 Typhlodromus pyri
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 0.256 as L product ha-1 (Laudis: Conc 44g/L)
A5 Aphidius rhopalosiphi
-
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 0.5 kg ha-1, 28 days
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for tembotrione

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) > 2500 A5 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 4.58 A5 Rat, 4 hr (nose only) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.0004 A5 proposed Rat, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.01 A5 proposed Rat, SF=100 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.0007 A5 proposed Rat, SF=100 -
Dermal penetration studies (%) 2-5 A5 concentration dependent -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public Minimal risk to bystanders and residents
Occupational PPE/PPC required to minimise risks
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 -

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 USEPA - some evidence to suggest possible human carcinogen

: 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: H317, H373
Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases Xn - Harmful: R22, R43, R48
Reproduction risk category 3: R63
EC Safety Classification Click here to view information omn the EU safety phrases -
WHO Classification III - Slightly hazardous
US EPA Classification (formulation) No consensus across products or no products available - -
UN Number -
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for tembotrione

Language Name
English tembotrione
French -
German -
Danish -
Italian -
Spanish tembotriona
Greek -
Slovenian -
Polish tembotrion
Swedish -
Hungarian -
Dutch -

Record last updated: Friday 14 September 2018
Contact: aeru@herts.ac.uk