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tralkoxydim (Ref: PP 604)
** tralkoxydime ** tralcoxidime ** 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 tralkoxydim

Description: A foliar applied oxime herbicide for grass weed control in cereals

Example pests controlled: Wild oats; Ryegrass; Canary grass (suppression); Paradoxa grass (suppression); Annual phalaris (suppression)

Example applications: Cereals including wheat, rye, triticale, barley

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1986, UK; 1999, USA

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Spain/Portugal
Date inclusion expires 30/04/2019
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

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism Talkoxydim is a chiral molecule which exists in two isomeric forms: (E-) and (Z-).
Chemical formula C20H27NO3
Canonical SMILES CCC(=C1C(=O)CC(CC1=O)C2=C(C=C(C=C2C)C)C)NOCC
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) DQFPEYARZIQXRM-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C20H27NO3/c1-6-16(21-24-7-2)20-17(22)10-15(11-18(20)23)19-13(4)8-12(3)9-14(19)5/h8-9,15,22H,6-7,10-11H2,1-5H3
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
Substance group Cyclohexadione
Minimum active substance purity 780-900 g/kg
Known relevant impurities EU dossier - None declared
Substance origin Synthetic
Mode of action Selective, systemic, absorbed by leaves and translocated to growing points. Inhibits fatty acid synthesis. Inhibition of acetyl CoA carboxylase (ACCase)
CAS RN 87820-88-0
EC number -
CIPAC number 544
US EPA chemical code 121000
PubChem CID 91746
Molecular mass (g mol-1) 329.43
PIN (Preferred Identification Name) (5E)-2-[(1E)-N-ethoxypropanimidoyl]-3-hydroxy-5-(2,4,6-trimethylphenyl)cyclohex-2-en-1-one
IUPAC name (RS)-2-[(EZ)-1-(ethoxyimino)propyl]-3-hydroxy-5-mesitylcyclohex-2-en-1-one
CAS name 2-(1-(ethoxyimino)propyl)-3-hydroxy-5-(2,4,6-trimethylphenyl)-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 Avena fatua
Avena sterilis ludoviciana
Setaria viridis
Physical state White solid
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
  • Ellagret SA
  • Greencrop
  • Makhteshim-Agan
  • Nufarm
  • Standon
  • Teliton
Example products using this active
  • Alpha Tralkoxydim 250SC
  • Fleck 25 SC
  • Grasp
  • Strimma
  • Splendor
UK LERAP status None (may vary with mixtures)
Formulation and application details Often supplied as a soluble concentrate or water soluble granules that are mixed with water and used as a spray.


ENVIRONMENTAL FATE

for tralkoxydim

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) 6.1 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 89000 A5 - Acetone -
25000 A5 - Methanol -
213000 A5 - Toluene -
110000 A5 - Ethyl acetate -
Melting point (oC) 110 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 129 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 1.26 X 1002 Calculated -
Log P 2.1 A5 Low
Bulk density (g ml-1)/Specific gravity 1.16 A5 -
Dissociation constant (pKa) at 25oC 4.3 A5 -
Note: Weak acid
Vapour pressure at 20oC (mPa) 3.70 X 10-04 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 2.00 X 10-05 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 0.83 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 1.82 X 10-03 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: 220nm = 16454, 258nm = 11500, 285nm = 10347, 310nm = 2569; [Acidic solution: 220nm = 16518, 258nm = 13577, 310nm = 3156; [Basic solution: 220nm = 15577, 283nm = 23583, 310nm = 886 A5 -
Surface tension (mN m-1) 53.0 A5 at 20oC, 90% solution -

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) 1.9 B5 Non-persistent
DT50 (lab at 20oC) 2.6 A5 Non-persistent
DT50 (field) 1.9 B5 Non-persistent
DT90 (lab at 20oC) 25.7 A5 -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range 1.1-31.0 days, DT90 range 3.7-103 days; Other sources: DT50 (1) 1.9 days (B5), (2) 10-20 days (US3), (3) 3 days (R3)
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value 4.9 R3 -
Note Wheat leaves, n=1
Aqueous photolysis DT50 (days) at pH 7 Value 5.8 A5 Moderately fast
Note Data for natural summer sunlight, Florida USA, 25-35 deg N
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 140 A5 Persistent
Note pH sensitive: DT50 9 days at pH 5, stable at pH 9, all at 25 degC
Water-sediment DT50 (days) 110.7 A5 Slow
Water phase only DT50 (days) 68.4 A5 Stable

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 1.3 A5 Moderately mobile
Koc 120
Notes and range EU dossier Kd range 0.15-2.2 mL/g, Koc range 35-314 mL/g, Soils=6
Freundlich Kf 1.07 A5 Moderately mobile
Kfoc 102
1/n 0.99
Notes and range EU dossier kf range 0.16-2.2 mL/g, Kfoc range 30-290 mL/g, 1/n range 0.98-1.1, Soils=6
pH sensitivity Adsorption inversely related to soil pH

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
3-(2,4,6-trimethylphenyl)pentanedioic acid (Ref: R173642) This metabolite may cause environmental pollution, click here for further information Soil   0.172   Major fraction, Relevant
4-(2-(1-ethoxyimino)propyl)-3-hydroxy-2-cyclohexene-1-one-5-yl)-3-5-dimethyl benzoic acid (Ref: R223068) This metabolite may cause environmental pollution, click here for further information Soil   0.125   Major fraction, Relevant
2-ethyl-4,5,6,7-tetrahydro-4-oxo-6-(2,4,6-trimethylphenyl)benzoxazole (Ref: R163434) Soil   0.075   Minor fraction, Not relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
3-hydroxy-2-(1-iminopropyl)-5-(2,4,6-trimethylphenyl)cyclohex-2-enone
(Ref: R158378)
- Water (Photolysis); Water/sediment - -
3-hydroxy-2-propionyl-5-(2,4,6-trimethylphenyl)cyclohex-2-enone
(Ref: R159368)
- Water (Photolysis) - -
3,5-dimethyl-4-(2-[1-(ethoxyimino)propyl]-3-hydroxycyclohex-2-enone-S-yl)benzyl alcohol
(Ref: R209490)
- Plant - -
2,6-dimethyl-4-(2-ethyl-4,5,6,7-tetrahydrobenzoxazol-4-one)benzyl alcohol
(Ref: R237434)
- Plant - -
3-hydroxy-2-(imino-1-propyl)-5-dimethyl-4-hydroxymethylphenyl)cyclohex-2-enone
(Ref: R400307)
- Plant - -


ECOTOXICOLOGY

for tralkoxydim

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) 32 A5 Whole fish Low potential
CT50 (days) 1 -
Mammals - Acute oral LD50 (mg kg-1) 934 A5 Rat Moderate
Mammals - Short term dietary NOEL (mg kg-1) > 4.4 B5 Rat High
(ppm diet) > 50 -
Birds - Acute LD50 (mg kg-1) 2024 A4 Alectoris rufa Low
Birds - Short term dietary (LC50/LD50) 1018 mg kg bw-1 day-1 A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) > 6.1 A5 Lepomis macrochirus Moderate
Fish - Chronic 21 day NOEC (mg l-1) 4.6 A5 Oncorhynchus mykiss Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) > 175.0 A5 Daphnia magna Low
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 2.1 A5 Daphnia magna Moderate
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) 1.0 A5 Lemna gibba Moderate
Non-target plants 32 A5 Zea mays
Vegetative vigour (shoot length), ER50
as g/ha
-
180 A5 Lolium perenne
Seedling emergence (dry shoot weight), ER50
as g/ha
-
Algae - Acute 72 hour EC50, growth (mg l-1) > 5.1 A5 Pseudokirchneriella subcapitata Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) > 5.1 Q2 Unknown species Low
Honeybees Contact acute 48 hour LD50 (μg bee-1) > 100 A5 Low
Oral acute 48 hour LD50 (μg bee-1) > 117 A4 Low
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) - - -
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 450 >
A5 Typhlodromus pyri
-
% Effect 9.2 Mortality
Dose: 450 kg ha-1
A5 Typhlodromus pyri
-
Other arthropod (2) LR50 g ha-1 450 >
A5 Aphidius rhopalosiphi
-
% Effect 10.3 Mortality
Dose: 45 kg ha-1
A5 Aphidius rhopalosiphi
-
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 2.5 mg kg-1
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for tralkoxydim

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) 934 A5 Rat Moderate
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 3.5 A5 Rat, 4 hr (nose only) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.005 A5 Dog, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.01 A5 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) 0.005 A5 Dog, SF=100 -
Dermal penetration studies (%) 0.1-1.5 A5 concentration dependent -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public Acceptable for proposed uses
Occupational Acceptable for proposed uses
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (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 Liver and adrenals toxicant
Highly toxic, may be fatal if inhaled, swallowed or absorbed through skin
Health effects may be delayed
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 IMDG Transport Code is usually 6.1
CLP classification 2013 Health: H302, H351
Environment: H411
EC Risk Classification Click here to view information omn the EU risk phrases Carcinogen category 3: R40
Reproduction risk category 3: R62, R63
Xn - Harmful: R22
N - Dangerous for the environment: R51, R53
EC Safety Classification Click here to view information omn the EU safety phrases S60, S61
WHO Classification II - Moderately hazardous
US EPA Classification (formulation) III - Caution - Slightly toxic
UN Number Usually 2588
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for tralkoxydim

Language Name
English tralkoxydim
French tralkoxydime
German Tralkoxydim
Danish tralkoxydim
Italian tralcoxydim
Spanish tralkoxidim
Greek -
Slovenian tralkoksidim
Polish tralkoksydim
Swedish -
Hungarian -
Dutch -

Record last updated: Thursday 23 August 2018
Contact: aeru@herts.ac.uk