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tau-fluvalinate (Ref: SAN 527l)
** taufluvalinate ** MK 128 ** fluvalinate ** Translations

Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home
Further data may be found in the VSDB

GENERAL INFORMATION Click here for an explantaion of the general chemical status information
for tau-fluvalinate

Description: An insecticide used to control a broad range of foliar pests. Also used to control Varroa mite in beehives.

Example pests controlled: Moths; Aphids: Thrips; Leafhoppers; Leaf rollers; Spiders; Varroa mite

Example applications: Potatoes; Cereals including wheat; Turf; Cotton; Fruit trees including cherries, peaches, plums, nectarines, Tamarillos, avocados; Beehives

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1985

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Denmark/Germany
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; Evidence of use in third world countries

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism Isomeric mixture
Chemical formula C26H22ClF3N2O3
Canonical SMILES CC(C)C(C(=O)OC(C#N)C1=CC(=CC=C1)OC2=CC=CC=C2)NC3=C(C=C(C=C3)C(F)(F)F)Cl
Isomeric SMILES CC(C)[C@H](C(=O)OC(C#N)C1=CC(=CC=C1)OC2=CC=CC=C2)NC3=C(C=C(C=C3)C(F)(F)F)Cl
International Chemical Identifier key (InChIKey) INISTDXBRIBGOC-XMMISQBUSA-N
International Chemical Identifier (InChI) InChI=1S/C26H22ClF3N2O3/c1-16(2)24(32-22-12-11-18(14-21(22)27)26(28,29)30)25(33)35-23(15-31)17-7-6-10-20(13-17)34-19-8-4-3-5-9-19/h3-14,16,23-24,32H,1-2H3/t23?,24-/m1/s1
Structure diagram/image available? Yes

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Insecticide, Acaricide, Veterinary substance
Substance group Synthetic pyrethroid
Minimum active substance purity 920 g/kg
Known relevant impurities EU dossier - toluene 5g/kg
Substance origin Synthetic
Mode of action Contact and stomach action. Sodium channel modulator.
CAS RN 102851-06-9
EC number -
CIPAC number 786
US EPA chemical code 109302
PubChem CID 91768
Molecular mass (g mol-1) 502.9
PIN (Preferred Identification Name) (RS)-a-cyano-3-phenoxybenzyl N-(2-chloro-a,a,a-trifluoro-p-tolyl)-D-valinate
IUPAC name (RS)-α-cyano-3-phenoxybenzyl N-(2-chloro-α,α,α-trifluoro-p-tolyl)-D-valinate
CAS name cyano(3-phenoxyphenyl)methyl N-(2-chloro-4-(trifluoromethyl)phenyl)-D-valinate
Other status information -
Relevant Environmental Water Quality Standards -
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 Meligethes aeneus
Physical state Colourless viscous liquid
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
  • Greencrop
  • Makhteshim-Agan
Example products using this active
  • Klartan
  • Mavrik
UK LERAP status Buffer probably required in UK - see product label
Formulation and application details Often supplied as an oil in water emulsion that is mixed with water and used as a crop spray. For use in beehives, impregnated strips are available.


ENVIRONMENTAL FATE

for tau-fluvalinate

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) 0.00103 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 100000 A5 - Hexane -
500000 A5 - Acetone -
500000 A5 - Methanol -
500000 A5 - Toluene -
Melting point (oC) -14.1 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 200 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 1.05 X 1007 Calculated -
Log P 7.02 A5 - (3.81 C3, 3.84 E3, 4.23 L3) High
Bulk density (g ml-1)/Specific gravity 1.266 A5 -
Dissociation constant (pKa) at 25oC Not applicable A5 -
Note: No dissociation
Vapour pressure at 20oC (mPa) 9.00 X 10-08 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 1.20 X 10-04 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index -1.89 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 Neutral solution: 257nm = 17614, 300nm = 2276; [Acidic solution: 257nm = 17295, 300nm = 2262; [Basic solution: 257nm = 24324, 300nm = 4108 A5 -
Surface tension (mN m-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) 4 B5 Non-persistent
DT50 (lab at 20oC) 31.0 A5 Moderately persistent
DT50 (field) 3.51 A5 Non-persistent
DT90 (lab at 20oC) 135 A5 -
DT90 (field) 41.4 A5 -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range 8.1-89.1 days, DT90 range 49.6-248.5 days; field studies DT50 range 1.64-8.95 days, DT90 range 11.8-307 days
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value 2.0 R4 -
Note Published literature RL50 range 0.8-5.5 days, fruit from 5 field & undercover grown crops, n=4
Aqueous photolysis DT50 (days) at pH 7 Value 4 A5 Moderately fast
Note Data for summer sunlight at 40 deg N
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 22.5 A5 Non-persistent
Note pH sensitive: DT50 48 days at pH 5, 1.25 days at pH 9, all at 20 degC
Water-sediment DT50 (days) 48 B5 Moderately fast
Water phase only DT50 (days) 1 B5 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 3000 A4 Non-mobile
Koc 135000
Notes and range EU dossier Kd range 1000-4608 mL/g, Koc range 110000-160000 mL/g, Soils=9
Freundlich Kf 970 A4 Non-mobile
Kfoc 186000
1/n 0.92
Notes and range EU dossier Kf range 340-1600 mL/g, Kfoc range 31000-340400 mL/g, 1/n range 0.73-1.1, Soils=5
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
anilino acid This metabolite may cause environmental pollution, click here for further information Soil   0.199   Major fraction, Relevant
haloaniline This metabolite may cause environmental pollution, click here for further information Soil   0.289   Major fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
4-{[(1R)-1-carboxy-2-methylpropyl]amino}-3-chlorobenzoic acid diacid Soil (Photolysis) - -
2-amino-2-oxo-1-(3-phenoxyphenyl)ethyl N-[2-chloro-4-(trifluoromethyl)phenyl]-D-valinate fluvalinate amide Soil (Photolysis) - -
3-{[2-chloro-4-(trifluoromethyl)phenyl]amino}-4-methyl-2-(3-phenoxyphenyl)pentanenitrile decarboxy fluvalinate Plant - -
3-phenoxybenzoic acid - Soil (Anaerobic) - -
3-(4-hydroxyphonoxy)benzoic acid - Animal (Urine) - -
decarboxy-fluvalinate
Note: Rat Oral LD50 >2000
- Animal - -
3-phenoxybenzaldehyde - Soil (Photolysis) - -


ECOTOXICOLOGY

for tau-fluvalinate

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) 1979 A5 Threshold for concern
CT50 (days) Not available -
Mammals - Acute oral LD50 (mg kg-1) 546 A5 Rat Moderate
Mammals - Short term dietary NOEL (mg kg-1) 1 B5 Rat High
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) > 2510 A5 Colinus virginianus Low
Birds - Short term dietary (LC50/LD50) > 455 mg kg bw-1 day-1 A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) 0.000794 A5 Oncorhynchus mykiss High
Fish - Chronic 21 day NOEC (mg l-1) 0.000064 A4 Pimephales promelas, 35 days High
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 0.0089 B5 Daphnia magna High
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.00021 A5 Daphnia magna High
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) 0.00024 A5 Chironomus riparius High
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) - - -
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) - - -
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) > 42.0 A5 Scenedemus subspicatus Low
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees Contact acute 48 hour LD50 (μg bee-1) 12 A5 Moderate
Oral acute 48 hour LD50 (μg bee-1) 12.6 A5 Moderate
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) > 500 A5 Eisenia foetida, corr Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) 1.44 A5 Eisenia foetida, corr Moderate
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect 9.6 A5 Folsomia candida, 28 day acute NOEC mg kg-1 -
Other arthropod (1) LR50 g ha-1 48 <, 48 hour
A5 Aphidius rhopalosiphi, adult
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 0.049 7 day
A5 Typhlodromus pyri
-
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 1.44 kg ha-1, 28 days
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for tau-fluvalinate

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) 546 A5 Rat Moderate
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 0.56 L3 Rat -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.005 A5 Rat, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.05 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) 0.0044 A5 Rat -
Dermal penetration studies (%) 0.15-3.09 A5 concentration dependent -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public No unacceptable risks to bystanders identified
Occupational Risks only acceptable if PPE/PPC worn
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) 0.01 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 Possible liver and kidney 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 6.1
CLP classification 2013 Health: H302, H315
Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases Xn - Harmful: R22
Xi - Irritant: R38
N - Dangerous for the environment: R50, R53
EC Safety Classification Click here to view information omn the EU safety phrases S2, S24, S59, S61
WHO Classification III - Slightly hazardous
US EPA Classification (formulation) II - Warning - Moderately toxic
UN Number Usually 2810
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for tau-fluvalinate

Language Name
English tau-fluvalinate
French tau-fluvalinate
German Tau-fluvalinate
Danish tau-fluvalinat
Italian tau-fluvalinato
Spanish tau-fluvalinate
Greek tau-fluvalinate
Slovenian tau-fluvalinat
Polish tau-fluwalinat
Swedish tau-fluvalinat
Hungarian -
Dutch tau-fluvalinaat

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