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tefluthrin (Ref: R 151993)
** tefluthrine ** 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 tefluthrin

Description: An insecticide used to control a wide range of soil pests including Coleoptera, Lepidoptera and Diptera

Example pests controlled: Springtails; Symphylids; Millipedes; Pygmy beetle; Fire ants; rootworms; Wireworms; White grubs

Example applications: Sugarbeet; Fodder beet; Cotton; Field corn; Popcorn

Availability status: Current

Introduction & key dates: 1986, Belgium

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Germany
Date inclusion expires 31/12/2021

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

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Insecticide
Substance group Pyrethroid
Minimum active substance purity 920 g/kg
Known relevant impurities EU dossier - hexachlorobenzene
Substance origin Synthetic
Mode of action Contact and respiratory action with some repellant effects. Sodium channel modulator.
CAS RN 79538-32-2
EC number -
CIPAC number 451
US EPA chemical code 128912
Chiral molecule Chiral, a specific isomer or a derivative of a chiral molecule
Chemical formula C17H14ClF7O2
SMILES Cl\C(=C/C2C(C(=O)OCc1c(F)c(F)c(c(F)c1F)C)C2(C)C)C(F)(F)F
International Chemical Identifier key (InChIKey) ZFHGXWPMULPQSE-SZGBIDFHSA-N
International Chemical Identifier (InChI) InChI=1S/C17H14ClF7O2/c1-6-11(19)13(21)7(14(22)12(6)20)5-27-15(26)10-8(16(10,2)3)4-9(18)17(23,24)25/h4,8,10H,5H2,1-3H3/b9-4-
Structure diagram/image available? Yes
Molecular mass (g mol-1) 418.73
PIN (Preferred Identification Name) rac-(2,3,5,6-tetrafluoro-4-methylphenyl)methyl (1R,3R)-3-[(1Z)-2-chloro-3,3,3-trifluoroprop-1-en-1-yl]-2,2-dimethylcyclopropane-1-carboxylate
IUPAC name 2,3,5,6-tetrafluoro-4-methylbenzyl (1RS,3RS)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropanecarboxylate
CAS name (2,3,5,6-tetrafluoro-4-methylphenyl)methyl (1R,3R)-rel-3-[(1Z)-2-chloro-3,3,3-trifluoro-1-propenyl]-2,2-dimethylcyclopropanecarboxylate
Other status information -
Herbicide Resistance Classification (HRAC) Not applicable
Herbicide Resistance Classification (WSSA) Not applicable
Insecticide Resistance Classification (IRAC) 3
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance Helicoverpa armigera
Pseudoplusia includens
Physical state Colourless 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
  • Syngenta
Example products using this active
  • Force ST
UK LERAP status None (may vary with mixtures)
Formulation and application details Often supplied as suspensions for preparation as a seed treatment.


ENVIRONMENTAL FATE

for tefluthrin

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) 0.016 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 500000 A5 - Acetone -
500000 A5 - Hexane -
262000 A5 - Methanol -
500000 A5 - Toluene -
Melting point (oC) 44.6 A5 -
Boiling point (oC) 156 A2 - (1 mmHg) -
Degradation point (oC) 295 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 2.51 X 1006 Calculated -
Log P 6.4 A5 High
Bulk density (g ml-1)/Specific gravity 1.48 A5 -
Dissociation constant (pKa) at 25oC 9 L2 -
Note: Hydrolysis prevents accurate determination
Vapour pressure at 25oC (mPa) 8.4 A5 Volatile
Henry's law constant at 25oC (Pa m3 mol-1) 2.00 X 1002 A5 Volatile
Henry's law constant at 20oC (dimensionless) 2.00 X 10-02 K3 Volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index -2.76 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 5.35 X 10-03 Calculated -
Note Estimated concentrations of chemicals with Koc values greater than 9995 ml g-1 are beyond the scope of the regression data used in SCI-GROW development. If there are concerns for such chemicals, a higher tier groundwater exposure assessment should be considered, regardless of the concentration returned by SCI-GROW
Potential for particle bound transport index Click here for a note on the limitations of the potential for particle bound transport index - Calculated Medium
Maximum UV-vis absorption L mol-1 cm-1 211.7nm = 25400, 268.3nm = 1190 A5 -
Surface tension (mN m-1) 69.0 A5 at 20oC, 94.9% -

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
Soil degradation (days) (aerobic) DT50 (typical) 37 A5 Moderately persistent
DT50 (lab at 20oC) 37 A5 Moderately persistent
DT50 (field) 27.1 A5 Non-persistent
DT90 (lab at 20oC) 83 A5 -
DT90 (field) 237.8 A5 -
Note EU dossier lab studies DT50 range 7-151 days, DT90 range 43-160 days; field studies DT50 range 9-206 days, DT90 range 31-686 days
Plant matrix DT50 (days) Value - - -
Note -
Aqueous photolysis DT50 (days) at pH 7 Value 11.2 A4 Moderately fast
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note pH sensitive: stable pH 5 and pH 7, DT50 30 days at pH 9, all at 20 degC
Water-sediment DT50 (days) 72 K4 Moderately fast
Water phase only DT50 (days) 7 K4 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 1088 A5 Non-mobile
Koc 112900
Notes and range EU dossier Kd range 492-267000 mL/g, Soils=8
Freundlich Kf 3428 A5 Non-mobile
Kfoc 574088
1/n 1.1
Notes and range EU dossier range kf 332-14400; Kfoc range 46000-3600000 mL/g, 1/n 0.83-1.23; Soils=8
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 91/414 relevancy Click here for further information on 91/414 relevancy
(1R,3R;1S,3S)-3-((Z)-2-chloro-3,3,3-trifluoroprop-1-enyl)-2,2-dimethylcyclopropanecarboxylic acid (Ref: PP890) Soil   0.071   Minor fraction, Not relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
3-(2-chloro-3,3,3-trifluoroprop-1-enyl)-1-methylcyclopropane-1,2-dicarboxylic acid tefluthrin Compound XII Plant - -
2,3,5,6-tetrafluoro-4-methylbenzoic acid tefluthrin Compound X; tefluthrin Compound III Soil (Anaerobic) - -
2,3,5,6-tetrafluoroterephthalic acid tefluthrin Compound IV Water 0.07 -
2,3,5,6-tetrafluoro-4-hydroxymethyl benzoic acid
(Ref: R173204)
tefluthrin Compound V1 Animal - -
3-(2-chloro-3,3,3-trifluoroprop-1-enyl)-2-hydroxymethylcyclopropanecarboxylic acid
(Ref: R173948)
tefluthrin Compound X1 Rat; Plant - -
2,3,5,6-tetrafluoro-4-methylbenzyl (Z) (1R,2R,3R; 1S,2S,3S)-3-(2-chloro-3,3,3-trifluoroprop-1-enyl)-2-hydroxymethyl-2-methylcyclopropanecarboxylic acid
(Ref: R177540)
tefluthrin Compound IX Rat - -


ECOTOXICOLOGY

for tefluthrin

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) 1400 A5 Threshold for concern
CT50 (days) 14 -
Mammals - Acute oral LD50 (mg kg-1) 21.8 A5 Rat High
Mammals - Short term dietary NOEL (mg kg-1) > 75 B5 Rat High
(ppm diet) > 150 -
Birds - Acute LD50 (mg kg-1) > 267 A5 Passer domesticus Moderate
Birds - Short term dietary (LC50/LD50) > 179 mg kg bw-1 day-1 A5 Anas platyrhynchos -
Fish - Acute 96 hour LC50 (mg l-1) 0.00006 A5 Oncorhynchus mykiss High
Fish - Chronic 21 day NOEC (mg l-1) - - -
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 0.00007 A5 Daphnia magna High
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.000008 A5 Daphnia magna High
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 0.00005 F3 Americamysis bahia High
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) > 0.0025 A4 Chironomus riparius, 48 hour EC50 High
Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l-1) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) > 0.47 A4 Chironomus riparius, Reproduction Moderate
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) - - -
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) > 1.05 A5 Pseudokirchneriella subcapitata Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) 0.18 Q2 Unknown species Moderate
Honeybees Contact acute 48 hour LD50 (μg bee-1) 0.28 A5 High
Oral acute 48 hour LD50 (μg bee-1) 1.88 A5 Moderate
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) 1.0 A5 Eisenia foetida, corr High
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 Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 0.75 kg ha-1, 28 days
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for tefluthrin

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) 21.8 A5 Rat High
Mammals - Dermal LD50 (mg kg-1 body weight) 177 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) 0.037 A5 Rat, 4 hr (nose only) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.005 A2 Dog, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.005 A2 Dog, SF=100 -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.0015 A2 Dog, SF=100 -
Dermal penetration studies (%) 0.12 A5 -
Dangerous Substances Directive 76/464 List II - -
Exposure Limits - - -
Exposure Routes Public No unacceptable risks to bystanders identified
Occupational No unacceptable risks to operators or other workers identified with PPE/PPC
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

-

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

-

-

General human health issues Highly toxic
Possible thyroid 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 oxidising
IMDG Transport Code is usually 9
CLP classification 2013 None allocated at this time
EC Risk Classification Click here to view information omn the EU risk phrases T+ - Very toxic: R26/28
T - Toxic: R24
N - Dangerous for the environment: R50
EC Safety Classification Click here to view information omn the EU safety phrases -
WHO Classification Ib - Highly hazardous
US EPA Classification (formulation) I - Danger - Highly toxic
UN Number 3349
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for tefluthrin

Language Name
English tefluthrin
French tefluthrine
German Tefluthrin
Danish tefluthrin
Italian teflutrin
Spanish teflutrin
Greek -
Slovenian teflutrin
Polish teflutryna
Swedish teflutrin
Hungarian teflutrin
Dutch -

Record last updated: Saturday 12 December 2015
Contact: aeru@herts.ac.uk