| tefluthrin (Ref: R 151993) |
 |
Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home
GENERAL INFORMATION 
for tefluthrin
Description: An insecticide used to control a wide range of soil pests including Coleoptera, Lepidoptera and Diptera
Introduction: 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: 
AT |
BE |
BG |
CY |
CZ |
DE |
DK |
EE |
EL |
ES |
FI |
FR |
HU |
IE |
IT |
LT |
LU |
LV |
MT |
NL |
PL |
PT |
RO |
SE |
SI |
SK |
UK |
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Also registered in: Australia
General status:
| Pesticide type | Insecticide | |||
| Substance group | Pyrethroid | |||
| 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 or specific isomer of 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 (InChI) | InChI=1/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) | - | |||
| 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 | |||
| Insecticide Resistance Classification (IRAC) | 3 | |||
| Fungicide Resistance Classification (FRAC) | Not applicable | |||
| Physical state | Colourless solid | |||
| Related substances & organisms | ||||
Formulations:
| Property |
Value | |||
| Example manufacturers of products using this active |
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| Example products using this active |
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| 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 |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| 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  |
-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 |
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 |
- | 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 |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| 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 | |||
| 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 | Very persistent |
| 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 |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| 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 |
|
| (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 |
| 2,3,5,6-tetrafluoroterephthalic acid | tefluthrin Compound IV | Water | 0.07 | - |
| 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-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 | - | - |
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Bio-concentration factor | BCF | 1400 | A5 | Threshold for concern |
| CT50 (days) | 14 | - | ||
| Bioaccumulation potential | - | Calculated | High | |
| 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 | - | |
| 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) | - | - | - | |
| 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 - Acute 48 hour LD50 (μg bee-1) | 0.28 | A5 Oral | High | |
| 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 |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| 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 | |||
| Examples of European MRLs (mg kg-1) | Value | Sugarbeet: 0.02; Other foods of plant origin: 0.01 | ||
| Note | A5 EU dossier proposals For the EU pesticides database click here |
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| Drinking Water MAC (μg l-1) | - | - | - | |
Health issues:
| Carcinogen | Mutagen | Endocrine disrupter | Reproduction / development effects | Acetyl cholinesterase inhibitor | Neurotoxicant | Respiratory tract irritant | Skin irritant | Eye irritant |
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| General human health issues | Highly toxic Possible thyroid toxicant |
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: Yes, known to cause a problem
: No, known not to cause a problem
: Possibly, status not identified
- : No data
Handling issues:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| General |
Not explosive or oxidising IMDG Transport Code is usually 9 |
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| CLP classification 2013 | Danger: H330, H311.Environment: H400 | |||
| EC Risk Classification |
T+ - Very toxic: R26/28 T - Toxic: R24 N - Dangerous for the environment: R50 |
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| EC Safety Classification |
- | |||
| WHO Classification | Ib | - | Highly hazardous | |
| US EPA Classification (formulation) | I | - | Danger - Highly toxic | |
| UN Number | 3349 | |||
| Waste disposal & packaging |
Packaging Group III (minor danger) | |||
| 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: Wednesday 19 February 2014
Contact: aeru@herts.ac.uk