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zeta-cypermethrin (Ref: FMC 56701)
** zetacypermethrin ** z-cypermethrin ** F 56701 ** 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 zeta-cypermethrin

Description: An insecticide used to control beetles, aphids and Lepidoptera in a range of crops

Example pests controlled: Aphids including peach aphid; Earworms; weevils; Cutworms; Pea moth; Flax flea beetle; Pollen beetle; Pod midge; Cabbage stem flea beetle

Example applications: Cotton; Cabbage; Lettuce; Onions, garlic & shallots; Pecans; Rice, Sorghum; Alfalfa; Soybeans; Sugarcane; Sugarbeet; Linseed; Sunflowers; Fruit including aples, pears, berries; Tree nuts; Potatoes; Cereals including wheat, barley, ots

Availability status: Current

Introduction & key dates: 1984

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Belgium
Date inclusion expires 30/11/2019

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 850 g/kg
Known relevant impurities EU dossier - toluene <2g/kg, tars 12.5 g/kg
Substance origin Synthetic
Mode of action Contact and stomach action. Acts mainly on the nervous system. Sodium channel modulator.
CAS RN 97955-44-7
EC number 257-842-9
CIPAC number 733
US EPA chemical code 109702/129064
Chiral molecule No
Chemical formula C22H19Cl2NO3
SMILES Cl/C(Cl)=C/C3C(C(=O)OC(C#N)c2cccc(Oc1ccccc1)c2)C3(C)C
International Chemical Identifier key (InChIKey) KAATUXNTWXVJKI-QPIRBTGLSA-N
International Chemical Identifier (InChI) InChI=1S/C22H19Cl2NO3/c1-22(2)17(12-19(23)24)20(22)21(26)28-18(13-25)14-7-6-10-16(11-14)27-15-8-4-3-5-9-15/h3-12,17-18,20H,1-2H3
Structure diagram/image available? Yes
Molecular mass (g mol-1) 416.31
PIN (Preferred Identification Name) mixture of the stereoisomer pairs (S)-cyano(3-phenoxyphenyl)methyl (1R*,3R*)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate and (S)-cyano(3-phenoxyphenyl)methyl (1R*,3S*)-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate in the ratio range 4555 to 5545 respectively
IUPAC name mix of (S)-α-cyano-3-phenoxybenzyl (1RS,3RS;1RS,3SR)-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate
CAS name (S)-cyano(3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-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 Earias vittella
Helicoverpa armigera
Physical state Pale yellow 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
  • AgriGuard
  • BASF
  • Belchim
Example products using this active
  • Fury 10EW
  • Minuet
  • Synphony
UK LERAP status Buffer probably required in UK - see product label
Formulation and application details Often supplied as oil in water emulsions that are mixed with water and used as a spray.


ENVIRONMENTAL FATE

for zeta-cypermethrin

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) 0.039 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 40120 A5 - n-Heptane -
1000000 A5 - p-Xylene -
1000000 A5 - Acetone -
1000000 A5 - Ethyl acetate -
Melting point (oC) -3 A5 -
Boiling point (oC) 360 A3 -
Degradation point (oC) - - -
Flashpoint (oC) 181 A5 -
Octanol-water partition coefficient at pH 7, 20oC P 3.98 X 1006 Calculated -
Log P 6.6 V3 - (EU dossier: LogP 5-6 at pH 2, 24oC; A4) High
Bulk density (g ml-1)/Specific gravity 1.24 A5 -
Dissociation constant (pKa) at 25oC Not applicable A5 -
Note: No dissociation
Vapour pressure at 25oC (mPa) 2.53 X 10-04 A5 Volatile
Henry's law constant at 25oC (Pa m3 mol-1) 2.31 X 10-03 A5 Non-volatile
Henry's law constant at 20oC (dimensionless) 1.11 X 10-06 Calculated Moderately volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index -1.93 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 High
Maximum UV-vis absorption L mol-1 cm-1 Neutral solution: 278nm = 2468, 290nm = 765; [Acidic solution 278nm = 2472, 290nm = 765; [Basic solution: hydrolysis product formed with maxima = 308 nm A5 -
Surface tension (mN m-1) 59.5 A5 at 25oC, 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
Soil degradation (days) (aerobic) DT50 (typical) 49 A5 Moderately persistent
DT50 (lab at 20oC) 60 A5 Moderately persistent
DT50 (field) 10 A5 Non-persistent
DT90 (lab at 20oC) 56.7 A3 -
DT90 (field) - - -
Note Earlier EU dossier lab studies DT50 range 6-105 days (A3), DT90 range 34-80.5 days, Current dossier field studies DT50 6-24 days S. France, Italy and Germany;Other data source: 14 days (DW4)
Plant matrix DT50 (days) Value - - -
Note -
Aqueous photolysis DT50 (days) at pH 7 Value 3.05 A5 Moderately fast
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 25 A5 Non-persistent
Note pH sensitive: Stable at pH 4, variable at pH 9
Water-sediment DT50 (days) 2 A5 Fast
Water phase only DT50 (days) 0.1 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 - - -
Koc -
Notes and range -
Freundlich Kf 1033 A5 Non-mobile
Kfoc 121786
1/n 1.30
Notes and range EU dossier Kf range 416-1897 mL/g, Kfoc range 18326-285562 mL/g, 1/n range 1.15-1.47, Soils=4
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 91/414 relevancy Click here for further information on 91/414 relevancy
3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid This metabolite may cause environmental pollution, click here for further information Soil   0.242   Major fraction, Relevant
3-phenoxybenzoic acid Soil   0.084   Minor fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
(3-phenoxyphenyl)methanol mPBAcohol Plant; Animal - -
3-phenoxybenzaldehyde mPBAldehyde Plant - -


ECOTOXICOLOGY

for zeta-cypermethrin

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) 356 A5 Whole fish Threshold for concern
CT50 (days) 1.2 -
Mammals - Acute oral LD50 (mg kg-1) 86 A5 Rat High
Mammals - Short term dietary NOEL (mg kg-1) - - -
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) > 5124 A5 Anas platyrhynchos Low
Birds - Short term dietary (LC50/LD50) > 601 mg kg bw-1 day-1 A5 Anas platyrhynchos -
Fish - Acute 96 hour LC50 (mg l-1) 0.00069 A5 Oncorhynchus mykiss High
Fish - Chronic 21 day NOEC (mg l-1) 0.000585 A5 Oncorhynchus mykiss High
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 0.00014 A5 Daphnia magna High
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) - - -
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 0.0128 F3 Americamysis bahia High
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l-1) > 0.001 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 > 100 A5 Ryegrass, Vegetative vigour, ER50, Vegetative vigour, ER50, as mg/kg soil dw -
> 100 A5 Ryegrass, Seedling emergence, ER50, as mg/kg soil dw -
Algae - Acute 72 hour EC50, growth (mg l-1) > 1 A5 Pseudokirchneriella subcapitata Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees Contact acute 48 hour LD50 (μg bee-1) 0.002 A5 High
Oral acute 48 hour LD50 (μg bee-1) 0.044 A5 High
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) 37.5 A5 Eisenia foetida Moderate
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 5.48 as mL/ha
A5 Aphidius rhopalosiphi, adult
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 23.18 7 day
A5 Typhlodromus pyri
-
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect @ 59 days
Carbon mineralisation: No significant adverse effect @ 64 days
A5
Dose: 2 mg kg-1 soil
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for zeta-cypermethrin

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) 86 A5 Rat High
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) 1.26 A5 Rat -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.04 A5 Dog, 1 year, SF=200 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.125 A5 Rat, SF=100 -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.02 A5 Dog, 90 day, SF=400 -
Dermal penetration studies (%) - - -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public No unacceptable risks to bystanders identified
Occupational Possible risk of exposure to operators or other workers identified - PPE/PPC advised
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 USEPA - 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 Not explosive or oxidising
IMDG Transport Code is usually 6.1
CLP classification 2013 None allocated at this time
EC Risk Classification Click here to view information omn the EU risk phrases T - Toxic: R25
Xn - Harmful: R48/22
Xi - Irritant: R37
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
US EPA Classification (formulation) No consensus across products or no products available - -
UN Number Usually 3352
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for zeta-cypermethrin

Language Name
English zeta-cypermethrin
French zetacypermethrine
German zeta-Cypermethrin
Danish zeta-cypermethrin
Italian zeta-cipermetrina
Spanish zeta-cipermetrin
Greek -
Slovenian zeta-cipermetrin
Polish zeta-cypermetryna
Swedish -
Hungarian zeta-cypermethrin
Dutch -

Record last updated: Monday 17 October 2016
Contact: aeru@herts.ac.uk