The following alerts are based on the data in the tables below. An absence of an alert does not imply the substance has no implications for human health, biodiversity or the environment but just that we do not have the data to form a judgement.
Environmental fate
Ecotoxicity
Human health
Environmental fate Moderate alert: Moderately persistent; Drainflow: Slightly mobile
Ecotoxicity High alert: Fish acute ecotoxicity: High; Fish chronic ecotoxicity: High; Daphnia acute ecotoxicity: High; Daphnia chronic ecotoxicity: High; Bees acute unknown ecotoxicity: High
Human health High alert: Mammals acute toxicity: High; Acetyl cholinesterase inhibitor; Neurotoxicant
GENERAL INFORMATION
Description
An obsolete soil acting insecticide once used on various crops but predominately corn to control various sucking pests
Example pests controlled
Aphids, Corn rootworm; Wireworm; Cutworms; White grubs; Corn maggots; Symphylans
Example applications
Vegetables including asparagus, beans, onions, peppers, sweet potatoes; Ornamentals; Corn; Turf and lawns
Efficacy & activity
-
Availability status
Considered obsolete but may be available in some countries
Introduction & key dates
1965, first reported
GB regulatory status
GB COPR regulatory status
Not approved
Date COPR inclusion expires
Expired
GB LERAP status
No UK approval for use as a pesticide
EC Regulation 1107/2009 (repealing 91/414)
EC Regulation 1107/2009 status
Not approved
Dossier rapporteur/co-rapporteur
-
Date EC 1107/2009 inclusion expires
Expired
EU Candidate for substitution (CfS)
-
Listed in EU database
Yes
Approved for use (✓) under EC 1107/2009 in the following EU Member States
ATAustria
BEBelgium
BGBulgaria
CYCyprus
CZCzech Republic
DEGermany
DKDenmark
EEEstonia
ELGreece
 
 
 
 
 
 
 
 
 
ESSpain
FIFinland
FRFrance
HRCroatia
HUHungary
IEIreland
ITItaly
LTLithuania
LULuxembourg
 
 
 
 
 
 
 
 
 
LVLatvia
MTMalta
NLNetherlands
PLPoland
PTPortugal
RORomania
SESweden
SISlovenia
SKSlovakia
 
 
 
 
 
 
 
 
 
Approved for use (✓) under EC 1107/2009 by Mutual Recognition of Authorisation and/or national regulations in the following EEA countries
ISIceland
NONorway
 
 
 
 
 
 
 
 
 
Additional information
Also used in
USA
Chemical structure
Isomerism
A chiral molecule existing in the R- and S-forms. The R-isomer is more biologically active than the S-isomer.
Non-systemic with contact and stomach action. Acetylcholinesterase (AchE) inhibitor.
CAS RN
944-22-9
Alternative/old CAS RN
66767-39-3; 62705-71-9; 62680-03-9
EC number
213-408-0
CIPAC number
306
US EPA chemical code
041701
PubChem CID
13676
CLP index number
015-091-00-2
Molecular mass
246.3
PIN (Preferred Identification Name)
-
IUPAC name
(RS)-O-ethyl S-phenyl ethylphosphonodithioate
CAS name
O-ethyl S-phenyl ethylphosphonodithioate
Other status information
Potential groundwater contaminant; Severe Marine Pollutant; Subject to the provisions of the UK Poisons Act 1972
Relevant Environmental Water Quality Standards
-
Herbicide Resistance Class (HRAC MoA class)
Not applicable
Herbicide Resistance Class (WSSA MoA class)
Not applicable
Insecticide Resistance Class (IRAC MoA class)
1B
Fungicide Resistance Class (FRAC MOA class)
Not applicable
Examples of recorded resistance
Delia antiqua, Diabrotica undecimpunctata, Sedes nigromaculis, Diabrotica virgifera
Physical state
Clear colourless to yellow coloured liquid
Formulations
Property
Value
Example manufacturers & suppliers of products using this active now or historically
Stauffer Chemical Co.
Zeneca
Example products using this active
Capfos
Edge
Tenax
Tycap
Dyfonate
Formulation and application details
Available in a wide variety of different formulations including granules, suspension concentrates and seed treatments
ENVIRONMENTAL FATE
Property
Value
Source; quality score; and other information
Interpretation
Solubility - In water at 20 °C (mg l⁻¹)
13
K4 K = Research datasets (e.g. Pandora, Demetra; these datasets no longer available). Norman Ecotoxicology database. (click here ) 4 = Verified data
Low
Solubility - In organic solvents at 20 °C (mg l⁻¹)
Miscible
L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source
Acetone
-
Miscible
L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source
Ethanol
-
Miscible
L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source
Xylene
-
Miscible
L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source
Kerosene
-
Melting point (°C)
Not applicable
Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source
-
Boiling point (°C)
130
L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source
-
Degradation point (°C)
-
-
-
Flashpoint (°C)
-
-
-
Octanol-water partition coefficient at pH 7, 20 °C
P
7.94 X 1003
Calculated
-
Log P
3.9
G4 G = Extension Toxicology network database EXTOXNET. Available online but no longer updated. (click here ) 4 = Verified data
High
Fat solubility of residues
Solubility
-
-
-
Data type
-
-
-
Density (g ml⁻¹)
1.17
Q2 Q = Miscellaneous data from online sources 2 = Unverified data of unknown source
-
Dissociation constant pKa) at 25 °C
-
-
-
-
Vapour pressure at 20 °C (mPa)
27
K4 K = Research datasets (e.g. Pandora, Demetra; these datasets no longer available). Norman Ecotoxicology database. (click here ) 4 = Verified data
Highly volatile. If applied directly to plants or soil, drift is a concern & mitigation is advisable
Henry's law constant at 25 °C (Pa m³ mol⁻¹)
6.56 X 10-01
H4 H = The US ARS pesticide properties database. Dataset is no longer available. 4 = Verified data
Moderately volatile
Volatilisation as max % of applied dose lost
From plant surface
-
-
-
From soil surface
-
-
-
Maximum UV-vis absorption L mol⁻¹ cm⁻¹
-
-
-
Surface tension (mN m⁻¹)
-
-
-
Degradation
Property
Value
Source; quality score; and other information
Interpretation
General biodegradability
-
Soil degradation (days) (aerobic)
DT₅₀ (typical)
99
K4 K = Research datasets (e.g. Pandora, Demetra; these datasets no longer available). Norman Ecotoxicology database. (click here ) 4 = Verified data
Moderately persistent
DT₅₀ (lab at 20 °C)
99
K4 K = Research datasets (e.g. Pandora, Demetra; these datasets no longer available). Norman Ecotoxicology database. (click here ) 4 = Verified data
Moderately persistent
DT₅₀ (field)
40
F3 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents / FAO data, IPCS INCHEM data (US EPA Databases Related to Pesticide Risk Assessment ) 3 = Unverified data of known source
Moderately persistent
DT₉₀ (lab at 20 °C)
-
-
-
DT₉₀ (field)
-
-
-
DT₅₀ modelling endpoint
-
-
-
Note
General literature DT₅₀ range 48-150 days (R2)
Dissipation rate RL₅₀ (days) on plant matrix
Value
-
-
-
Note
-
Dissipation rate RL₅₀ (days) on and in plant matrix
Value
-
-
-
Note
-
Aqueous photolysis DT₅₀ (days) at pH 7
Value
-
-
-
Note
-
Aqueous hydrolysis DT₅₀ (days) at 20 °C and pH 7
Value
38
K3 K = Research datasets (e.g. Pandora, Demetra; these datasets no longer available). Norman Ecotoxicology database. (click here ) 3 = Unverified data of known source
Moderately persistent
Note
-
Water-sediment DT₅₀ (days)
-
-
-
Water phase only DT₅₀ (days)
-
-
-
Sediment phase only DT₅₀ (days)
-
-
-
Air degradation
As this parameter is not normally measured directly, a surrogate measure is used: ‘Photochemical oxidative DT₅₀’. Where data is available, this can be found in the Fate Indices section below.
Decay in stored produce DT₅₀
-
Soil adsorption and mobility
Property
Value
Source; quality score; and other information
Interpretation
Linear
Kd (mL g⁻¹)
-
G3 G = Extension Toxicology network database EXTOXNET. Available online but no longer updated. (click here ) 3 = Unverified data of known source
Slightly mobile
Koc (mL g⁻¹)
870
Notes and range
-
Freundlich
Kf (mL g⁻¹)
-
-
-
Kfoc (mL g⁻¹)
-
1/n
-
Notes and range
-
pH sensitivity
-
Fate indices
Property
Value
Source; quality score; and other information
Interpretation
GUS leaching potential index
1.70
Calculated
Low leachability
SCI-GROW groundwater index (μg l⁻¹) for a 1 kg ha⁻¹ or 1 l ha⁻¹ application rate
Value
5.08 X 10-02
Calculated
-
Note
-
Potential for particle bound transport index
Low
Calculated
-
Potential for loss via drain flow
Slightly mobile
Calculated
-
Photochemical oxidative DT₅₀ (hrs) as indicator of long-range air transport risk
-
-
-
Bio-concentration factor
BCF (l kg⁻¹)
300
Q2 Q = Miscellaneous data from online sources 2 = Unverified data of unknown source
Estimated
Threshold for concern
CT₅₀ (days)
Not available
-
Known metabolites
None
ECOTOXICOLOGY
Terrestrial ecotoxicology
Property
Value
Source; quality score; and other information
Interpretation
Mammals - Acute oral LD₅₀ (mg kg⁻¹)
6.8
G4 G = Extension Toxicology network database EXTOXNET. Available online but no longer updated. (click here ) 4 = Verified data
Rat
High
Mammals - Short term dietary NOEL
(mg kg⁻¹)
-
-
-
(ppm diet)
-
-
Mammals - Chronic 21d NOAEL (mg kg⁻¹ bw d⁻¹)
-
-
-
Birds - Acute LD₅₀ (mg kg⁻¹)
128
G4 G = Extension Toxicology network database EXTOXNET. Available online but no longer updated. (click here ) 4 = Verified data
Anas platyrhynchos
Moderate
Birds - Short term dietary (LC₅₀/LD₅₀)
-
-
-
Birds - Chronic 21d NOEL (mg kg⁻¹ bw d⁻¹)
-
-
-
Earthworms - Acute 14 day LC₅₀ (mg kg⁻¹)
218
K4 K = Research datasets (e.g. Pandora, Demetra; these datasets no longer available). Norman Ecotoxicology database. (click here ) 4 = Verified data
Moderate
Earthworms - Chronic NOEC, reproduction (mg kg⁻¹)
-
-
-
Soil micro-organisms
-
-
-
Collembola
Acute LC₅₀ (mg kg⁻¹)
-
-
-
Chronic NOEC (mg kg⁻¹)
-
-
-
Non-target plants
-
-
-
-
-
-
Honeybees (Apis spp.)
Contact acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
> 3.3
K4 K = Research datasets (e.g. Pandora, Demetra; these datasets no longer available). Norman Ecotoxicology database. (click here ) 4 = Verified data
Moderate
Oral acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
-
-
-
Unknown mode acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
0.0087
L3 L = Pesticide manuals and hard copy reference books / other sources 3 = Unverified data of known source
High
Chronic
-
-
-
Notes
[The residual time to 25% mortality (RT25) value for honeybees is 5.5 hrs (range 3-8 hrs) - USEPA data]
Bumblebees (Bombus spp.)
Contact acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
-
-
-
-
Oral acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
-
-
-
-
Mason bees (Osmia spp.)
Contact acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
-
-
-
Oral acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
-
-
-
Other bee species (1)
Acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg insect⁻¹)
-
-
-
Mode of exposure
-
Other bee species (2)
Acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg insect⁻¹)
-
-
-
Mode of exposure
-
Beneficial insects (Ladybirds)
-
-
-
Beneficial insects (Lacewings)
-
-
-
Beneficial insects (Parasitic wasps)
-
-
-
Beneficial insects (Predatory mites)
-
-
-
Beneficial insects (Ground beetles)
-
-
-
Aquatic ecotoxicology
Property
Value
Source; quality score; and other information
Interpretation
Temperate Freshwater Fish - Acute 96 hour LC₅₀ (mg l⁻¹)
0.028
G4 G = Extension Toxicology network database EXTOXNET. Available online but no longer updated. (click here ) 4 = Verified data
Lepomis macrochirus
High
Temperate Freshwater Fish - Chronic 21 day NOEC (mg l⁻¹)
> 0.0023
P3 P = Other non-EU, UK or US Governments and Regulators 3 = Unverified data of known source
Lepomis macrochirus 30 day
High
Tropical Freshwater Fish - Acute 96 hour LC₅₀ (mg l⁻¹)
F3 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents / FAO data, IPCS INCHEM data (US EPA Databases Related to Pesticide Risk Assessment ) 3 = Unverified data of known source
F3 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents / FAO data, IPCS INCHEM data (US EPA Databases Related to Pesticide Risk Assessment ) 3 = Unverified data of known source
F3 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents / FAO data, IPCS INCHEM data (US EPA Databases Related to Pesticide Risk Assessment ) 3 = Unverified data of known source
Chironomus riparius 2 day
High
Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l⁻¹)
Aquatic plants - Acute 7 day EC₅₀, biomass (mg l⁻¹)
-
-
-
Algae - Acute 72 hour EC₅₀, growth (mg l⁻¹)
1.5
K2 K = Research datasets (e.g. Pandora, Demetra; these datasets no longer available). Norman Ecotoxicology database. (click here ) 2 = Unverified data of unknown source
Unknown species
Moderate
Algae - Chronic 96 hour NOEC, growth (mg l⁻¹)
0.5
Q2 Q = Miscellaneous data from online sources 2 = Unverified data of unknown source
Lewis, K.A., Tzilivakis, J., Warner, D. and Green, A. (2016) An international database for pesticide risk assessments and management. Human and Ecological Risk Assessment: An International Journal, 22(4), 1050-1064. DOI: 10.1080/10807039.2015.1133242