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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
for zeta-cypermethrin

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

Introduction: 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:

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

Also registered in: Australia

General status:
Pesticide type Insecticide
Substance group Pyrethroid
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 (InChI) InChI=1/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) -
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
Insecticide Resistance Classification (IRAC) 3
Fungicide Resistance Classification (FRAC) Not applicable
Physical state Pale yellow viscous liquid
Related substances & organisms

Formulations:
Property Value
Example manufacturers of products using this active
  • AgriGuard
  • BASF
  • Belchim
Example products using this active
  • Fury 10EW
  • Minuet
  • Synphony
UK LERAP status LERAP Category A (may vary with mixtures)
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 Value Source/Quality Score/Other Information Interpretation
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 Non-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 -1.83 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 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 Value Source/Quality Score/Other Information Interpretation
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)
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 Value Source/Quality Score/Other Information Interpretation
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
3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid 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 Value Source/Quality Score/Other Information Interpretation
Bio-concentration factor BCF 356 A5 Whole fish Threshold for concern
CT50 (days) 1.2 -
Bioaccumulation potential - Calculated Moderate
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 -
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) - - -
Algae - Acute 72 hour EC50, growth (mg l-1) > 1 A5 Pseudokirchneriella subcapitata Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees - Acute 48 hour LD50 (μg bee-1) 0.002 A5 Contact High
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 5.03 48 hour
A5 Aphidius rhopalosiphi, adult
Harmful at 1 kg ha-1
Moderately harmful at 0.1 kg ha-1
Harmless at 0.01 kg ha-1
% Effect - - -
Other arthropod (2) LR50 g ha-1 23.18 7 day
A5 Typhlodromus pyri
Harmful at 1 kg ha-1
Moderately harmful at 0.1 kg ha-1
Harmless at 0.01 kg ha-1
% 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 Value Source/Quality Score/Other Information Interpretation
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
Examples of European MRLs (mg kg-1) Value -
Note For the EU pesticides database click here
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

-

General human health issues No further information available

: 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 6.1
CLP classification 2013 -
EC Risk Classification T - Toxic: R25
Xn - Harmful: R48/22
Xi - Irritant: R37
N - Dangerous for the environment: R50, R53
EC Safety Classification 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 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: Tuesday 13 August 2013
Contact: aeru@herts.ac.uk