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beta-cyfluthrin (Ref: OMS 3051)
** FCR 4545 ** Translations

Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home

SUMMARY

Beta-cyfluthrin is a pyrethroid insecticide approved for use in the EU. It has a low aqueous solubility, semi-volatile and is not expected to leach to groundwater. It is highly toxic to mammals and may be a neurotoxin. It is also highly toxic to fish, aquatic invertebrates, aquatic plants and honeybees but slightly less toxic to birds, algae and earthworms.

GENERAL INFORMATION Click here for an explantaion of the general chemical status information
for beta-cyfluthrin

Description: A pyrethroid insecticide effective against a range of common pests including locusts in a many different crops

Example pests controlled: Migratory locusts; Grasshoppers; Mosquitoes; Bedbugs; Loopers; Cutworms; Spittlebugs; Leaf hoppers; Caterpillars; Armyworms; Weevils; Stinkbugs

Example applications: Alfalfa; Corn; Cotton; Peanuts; Sorghum; Sugarcane; Sugarbeet; Tobacco; Wheat; Brassicas; Sweetcorn; Potatoes; Tomatoes; Stone fruit; Root vegetables

Efficacy & activity: Field trials have adequately demonstrated efficiacy.

Availability status: Current

Introduction & key dates: 1993, first reported

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Germany/Hungary
Date inclusion expires 31/10/2020
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, USA

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism An isomeric mixture of the two biologically active diastereoisomeric pairs of cyfluthrin. Diastereomer II 300-400 g/kg; Diastereomer IV 570-670 g/kg.
Chemical formula C22H18Cl2FNO3
Canonical SMILES CC1(C(C1C(=O)OC(C#N)C2=CC(=C(C=C2)F)OC3=CC=CC=C3)C=C(Cl)Cl)C
Isomeric SMILES CC1([C@H](C1C=C(Cl)Cl)C(=O)O[C@@H](C#N)C2=CC(=C(C=C2)F)OC3=CC=CC=C3)C
International Chemical Identifier key (InChIKey) OFHFONYRMVKULH-WNYJFNBPSA-N
International Chemical Identifier (InChI) InChI=1S/C22H18Cl2FNO3/c1-22(2)15(11-19(23)24)20(22)21(27)29-18(12-26)13-8-9-16(25)17(10-13)28-14-6-4-3-5-7-14/h3-11,15,18,20H,1-2H3
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 Insecticide
Substance group Pyrethroid
Minimum active substance purity >=965 g/kg
Known relevant impurities EU dossier - None declared
Substance origin Synthetic
Mode of action Non-systemic with contact and stomach action. Sodium channel modulator.
CAS RN 1820573-27-0
EC number 269-855-7
CIPAC number 482
US EPA chemical code 118831
PubChem CID 56608859
Molecular mass (g mol-1) 434.29
PIN (Preferred Identification Name) reaction mixture comprising the enantiomeric pair rac-(R)-cyano(4-fluoro-3-phenoxyphenyl)methyl (1S,3S)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate in ratio 1:2 with the enantiomeric pair rac-(R)-cyano(4-fluoro-3-phenoxyphenyl)methyl (1S,3R)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate
IUPAC name (R)-α-cyano-4-fluoro-3-phenoxybenzyl (1S,3S)-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate and (S)-α-cyano-4-fluoro-3-phenoxybenzyl (1R,3R)-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarbox
CAS name cyano(4-fluoro-3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate
Other status information -
Relevant Environmental Water Quality Standards UK Environment Agency non-statutory standard for the protection of freshwater and saltwater aquatic life 0.001 ug/L]
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
Musca domestica
Triatoma infestans
Physical state White crystalline 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
  • Bayer Environmental Science
  • AgroCare
Example products using this active
  • Chinook Blue
  • Modesto
  • Hawk
  • Acilothrin B
  • Bulldog 25EC
UK LERAP status Buffer probably required in UK - see product label
Formulation and application details Available in a wide variety of formulations including emulsifiable concentrates, granules, oil in water emulsions, suspension concentrates, ULVs and wettable powders.


ENVIRONMENTAL FATE

for beta-cyfluthrin

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) 0.0019 A5 - (isomer mean) Low
Solubility - In organic solvents at 20oC (mg l-1) 150000 A4 - Toluene -
10000 A4 - n-Hexane -
200000 A4 - Dichloromethane -
Melting point (oC) 82 A5 - (82-96 degC) -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 210 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable L3 -
Octanol-water partition coefficient at pH 7, 20oC P 7.08 X 1005 Calculated -
Log P 5.85 A5 - (isomer mean) High
Bulk density (g ml-1)/Specific gravity 1.35 A5 -
Dissociation constant (pKa) at 25oC Not applicable A5 -
Note: No dissociation
Vapour pressure at 20oC (mPa) 2.8 X 10-05 A4 - (isomer mean) Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 0.347 A5 - (isomer mean) Moderately volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index -1.47 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 SOMER II [Neutral pH; 204nm=41366, 269nm=2129, 276nm=2008, 291nm=80; [Acidic pH: 203nm=44498, 269nm=2129, 276nm=2008, 291nm=80
Basic pH: 220nm=29639, 295nm=1486 ISOMER IV [Neutral pH 204nm=42545, 269nm=2127, 276nm=2000, 291nm=85
Acidic pH: 204nm=42503, 269nm=2042, 276nm=1957, 291nm=43
Basic pH: 219nm=28888, 294nm=1617
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 Not readily biodegradable
Soil degradation (days) (aerobic) DT50 (typical) 28.0 A5 Non-persistent
DT50 (lab at 20oC) 28.0 A5 Non-persistent
DT50 (field) 93.3 A5 Moderately persistent
DT90 (lab at 20oC) 677 A5 -
DT90 (field) 192 A5 -
DT50 modelling endpoint - - -
Note EU 2018 Dossier lab studies DT50 (normalised) range 16.7-89.5 days, DT90 (measured) range 66-194 days, Soils =4, Field studies DT50 (measured) range 3.3-297 days, DT90 (measured) range 52-359 days, Soils=4; EU 2002 Dossier Lab studies DT50 range 4-54 days, DT90 range 53-1664 days, field study DT50 range 5-21 days (Germany), DT90 range 70-133 days
Dissipation rate RL50 on plant matrix Value 1.4 R4 -
Note Published literature RL50 range 0.8-1.7 days,2 field crops, various matrices, n=3
Dissipation rate RL50 on and in plant matrix Value 3.9 R4 -
Note Published literature RL50 range 3.0-4.7 days, 2 field crops, various matrices, n=2
Aqueous photolysis DT50 (days) at pH 7 Value 5.5 A5 Moderately fast
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 160 A5 Persistent
Note pH sensitive: DT50: >1 year at pH 4, 33 hours at pH 9
Water-sediment DT50 (days) 27.6 A5 Fast
Water phase only DT50 (days) 0.5 A5 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 1216 A5 Non-mobile
Koc 104491
Notes and range EU 2018 dossier Kd range 810-1793 mL/g, Koc range 64286-180290 mL/g, Soils=5
Freundlich Kf - - -
Kfoc -
1/n -
Notes and range -
pH sensitivity -

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
4-fluoro-3-phenoxybenzoic acid This metabolite may cause environmental pollution, click here for further information Soil   0.127   Major fraction, Relevant
3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid This metabolite may cause environmental pollution, click here for further information Soil   0.405   Major fraction, Relevant


ECOTOXICOLOGY

for beta-cyfluthrin

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) 506 A5 Threshold for concern
CT50 (days) 9 -
Mammals - Acute oral LD50 (mg kg-1) > 14.3 A5 Rat (as cyfluthrin) High
Mammals - Short term dietary NOEL (mg kg-1) 1.5 L3 Rat High
(ppm diet) 100 -
Birds - Acute LD50 (mg kg-1) > 170 A5 Serinus canaria Moderate
Birds - Short term dietary (LC50/LD50) > 5000 ppm A5 Colinus virginianus, as cyfluthrin -
Fish - Acute 96 hour LC50 (mg l-1) 0.000068 A5 Oncorhynchus mykiss High
Fish - Chronic 21 day NOEC (mg l-1) 0.000032 A4 Oncorhynchus mykiss, 72d High
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 0.00029 A4 Daphnia magna High
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.00014 A5 Daphnia magna High
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 0.0000022 A5 Americamysis bahia High
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) 0.00045 A5 Chironomus riparius High
Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l-1) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) 0.00004 A5 Chironomus riparius High
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) > 0.00084 A5 Lemna gibba High
Non-target plants > 60 A5 Cabbage, cucumber, sunflower, barley, rye
Vegatitive vigour, ER50
as g/ha
-
> 60 - -
Algae - Acute 72 hour EC50, growth (mg l-1) > 0.002 A5 Scenedemus subspicatus High
Algae - Chronic 96 hour NOEC, growth (mg l-1) 0.01 A3 Unknown species Moderate
Honeybees (Apis spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) 0.012 A5 Apis mellifera High
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) 0.05 A5 Apis mellifera High
Unknown mode acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Bumblebees (Bombus spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) 0.46 R3 Bombus terrestris High
-
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) 0.12 R3 Bombus terrestris High
-
Mason bees (Osmia spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) 0.035 R4 Osmia bicornis High
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) - - -
Other pollinators (1) Acute LD50 (worst case from 24 , 48 and 72 hour values - μg insect-1) - - -
Mode of exposure -
Other pollinators (2) Acute LD50 (worst case from 24 , 48 and 72 hour values - μg insect-1) - - -
Mode of exposure -
Earthworms - Acute 14 day LC50 (mg kg-1) 0.565 A3 Eisenia foetida, as EC10 corr High
Earthworms - Chronic NOEC, reproduction (mg kg-1) > 0.825 A5 Eisenia foetida, corr Moderate
Other soil macro-organisms Acute LC50 (mg kg-1) - - -
Chronic NOEC (mg kg-1) 28 A5 Folsomia candida, corr -
Other arthropod (1) LR50 g ha-1 0.163 Mortality
A5 Aphidius rhopalosiphi
-
% Effect 100 Mortality
Dose: 1.675 kg ha-1
A5 Aphidius rhopalosiphi
-
Other arthropod (2) LR50 g ha-1 0.0025 Mortality
A5 Typhlodromus pyri
-
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 0.18 g as/ha
-
Mesocosm study data NOEAEC mg l-1 0.00005 A5 Aquatic community -
NOEAEC mg l-1 0.00001 A4 NOEC Aquatic community -


HUMAN HEALTH AND PROTECTION

for beta-cyfluthrin

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) > 14.3 A5 Rat (as cyfluthrin) High
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) 0.081 A5 Rat (aerosol) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.01 A5 Rat 4wk, 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) 0.01 A5 Rat 4wk, SF=100 -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.00024 A5 Rat 13wk, SF=100 -
Dermal penetration studies (%) 0.1-13.0 A5 concentration dependant -
Dangerous Substances Directive 76/464 - - -
Exposure Routes Public -
Occupational -
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) - - -

Health issues:
Carcinogen Genotoxic Endocrine disrupter Reproduction / development effects Cholinesterase inhibitor Neurotoxicant

A0; B0; C0; D0; E0

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

General human health issues May cause metabolic or neurological disturbances
Key: Genotoxicity
A: Chromosome aberration (EFSA database)
B: DNA damage/repair (EFSA database)
C: Gene mutation (EFSA database)
D: Genome mutation (EFSA database)
E: Unspecified genotoxicity type (miscellaneous data source)
0: No data
1: Positive
2: Mixed/ambiguous results
3: Negative
Key: Other
: 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: H300, H330, H362, H361d, H362, H335
Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases T+ - Very toxic: R26/28
N - Dangerous for the environment: R50, R53
EC Safety Classification Click here to view information omn the EU safety phrases S1/2, S36/37/39, S45, S60, S61
WHO Classification Ib - Highly hazardous
UN Number Usually 2588
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for beta-cyfluthrin

Language Name
English beta-cyfluthrin
French betacyflutrine
German beta-Cyfluthrin
Danish betacyfluthrin
Italian beta-ciflutrina
Spanish beta-ciflutrina
Greek beta-cyfluthrin
Slovenian beta-ciflutrin
Polish beta-cyflutryna
Swedish betacyflutrin
Hungarian beta-ciflutrin
Dutch -

Record last updated: Saturday 02 November 2019
Contact: aeru@herts.ac.uk