Top Environmental Fate Ecotoxicology Human Health Translations
Home
A to Z: All
A to Z: Insecticides
A to Z: Herbicides
A to Z: Fungicides
A to Z: Other product constituents
Search
Support information
Purchasing and licensing
Dioxathion (Ref: Hercules AC25)
Last updated: 17/01/2021
(Also known as: dioxation; delnav; dioxane phosphate; dioxationum)

GENERAL INFORMATION
Description
Used as a livestock insecticide and as an acaricide on citrus fruits, deciduous fruits and nuts
Example pests controlled
Ticks; Fleas; Lice; Mites including clover mites, spider mites; Thips; Apple maggots; Codling moth
Example applications
Fruit including citrus, quince, grapes, apples, pears; Walnuts; Ornamentals; Non-agricultural sites such as industrial areas, recreational land, dog kennels
Efficacy & activity
-
Availability status
Obsolete
Introduction & key dates
1959, first reported
UK regulatory status
UK COPR regulatory status
Not approved
Date COPR inclusion expires
Expired
UK LERAP status
No UK approval for use
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
                 
Also used in
Also used in
-
Chemical structure
Isomerism
A chiral molecule. The technical material is an isomeric mixture.
Chemical formula
C₁₂H₂₆O₆P₂S₄
Canonical SMILES
CCOP(=S)(OCC)SC1C(OCCO1)SP(=S)(OCC)OCC
Isomeric SMILES
No data
International Chemical Identifier key (InChIKey)
VBKKVDGJXVOLNE-UHFFFAOYSA-N
International Chemical Identifier (InChI)
InChI=1S/C12H26O6P2S4/c1-5-15-19(21,16-6-2)23-11-12(14-10-9-13-11)24-20(22,17-7-3)18-8-4/h11-12H,5-10H2,1-4H3
2D structure diagram/image available?
Yes
General status
Pesticide type
Insecticide, Acaricide, Veterinary substance
Substance group
Organophosphate
Minimum active substance purity
>68%
Known relevant impurities
-
Substance origin
Synthetic
Mode of action
Acetylcholinesterase (AChE) inhibitor.
CAS RN
78-34-2
EC number
201-107-7
CIPAC number
124
US EPA chemical code
037801
PubChem CID
6531
Molecular mass
456.54
PIN (Preferred Identification Name)
O,O,O',O'-tetraethyl S,S'-1,4-dioxane-2,3-diyl bis(phosphorodithioate)
IUPAC name
S,S'-(1,4-dioxane-2,3-diyl) O,O,O',O'-tetraethyl bis(phosphorodithioate)
CAS name
S,S'-1,4-dioxane-2,3-diyl bis(O,O-diethyl phosphorodithioate)
Other status information
Marine Pollutant
Relevant Environmental Water Quality Standards
-
Herbicide Resistance Classification (HRAC)
Not applicable
Herbicide Resistance Classification (WSSA)
Not applicable
Insecticide Resistance Classification (IRAC)
1B
Fungicide Resistance Classification (FRAC)
Not applicable
Examples of recorded resistance
Boophilus decoloratus, Panonychus citri, Rhipicephalus evertsi, Boophilus microplus, Rhipicephalus appendiculatus
Physical state
Reddish-brown liquid
Formulations
Property
Value
Example manufacturers & suppliers of products using this active now or historically
  • Delnav
  • Deltic
Example products using this active
  • Hercules
  • Nor-Am Chemical Co.
Formulation and application details
Usually supplied as an emulsifiable concentrate
ENVIRONMENTAL FATE
Property
Value
Source; quality score; and other information
Interpretation
Solubility - In water at 20 °C (mg l⁻¹)
1.55
V3 V = ChemID online databases / IPCS INCHEM (ChemID; IPCS INCHEM )
3 = Unverified data of known source
at 25 °C
Low
Solubility - In organic solvents at 20 °C (mg l⁻¹)
20000
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Kerosene
-
10000
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
n-hexane
-
Melting point (°C)
-2
V3 V = ChemID online databases / IPCS INCHEM (ChemID; IPCS INCHEM )
3 = Unverified data of known source
-
Boiling point (°C)
- - -
Degradation point (°C)
- - -
Flashpoint (°C)
- - -
Octanol-water partition coefficient at pH 7, 20 °C
P
2.82 X 1003 Calculated -
Log P
3.45
V3 V = ChemID online databases / IPCS INCHEM (ChemID; IPCS INCHEM )
3 = Unverified data of known source
High
Bulk density (g ml⁻¹)
1.26
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
-
Dissociation constant pKa) at 25 °C
- - -
-
Vapour pressure at 20 °C (mPa)
- - -
Henry's law constant at 25 °C (Pa m³ mol⁻¹)
- - -
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)
35
Q3 Q = Miscellaneous internet resources
3 = Unverified data of known source
Moderately persistent
DT₅₀ (lab at 20 °C)
- - -
DT₅₀ (field)
- - -
DT₉₀ (lab at 20 °C)
- - -
DT₉₀ (field)
- - -
DT₅₀ modelling endpoint
- - -
Note
Literature values give DT₅₀ range 15 (silty clay loam) - 55 days (clay)
Dissipation rate RL₅₀ on plant matrix
Value
6.1
R3 R = Peer reviewed scientific publications
3 = Unverified data of known source
-
Note
Orange leaves, n=1
Dissipation rate RL₅₀ on and in plant matrix
Value
- - -
Note
-
Aqueous photolysis DT₅₀ (days) at pH 7
Value
Stable
Q2 Q = Miscellaneous internet resources
2 = Unverified data of unknown source
Stable
Note
-
Aqueous hydrolysis DT₅₀ (days) at 20 °C and pH 7
Value
Stable
Q2 Q = Miscellaneous internet resources
2 = Unverified data of unknown source
Stable
Note
-
Water-sediment DT₅₀ (days)
- - -
Water phase only DT₅₀ (days)
- - -
Soil adsorption and mobility
Property
Value
Source; quality score; and other information
Interpretation
Linear
Kd
-
Q2 Q = Miscellaneous internet resources
2 = Unverified data of unknown source
Non-mobile
Koc
11845
Notes and range
Estimated
Freundlich
Kf
- - -
Kfoc
-
1/n
-
Notes and range
-
pH sensitivity
-
Fate indices
Property
Value
Source; quality score; and other information
Interpretation
GUS leaching potential index
-0.11 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
Medium Calculated -
Potential for loss via drain flow
Non-mobile Calculated -
ECOTOXICOLOGY
Property
Value
Source; quality score; and other information
Interpretation
Bio-concentration factor
BCF (l kg⁻¹)
- - -
CT₅₀ (days)
- -
Mammals - Acute oral LD₅₀ (mg kg⁻¹)
23
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
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)
> 3600
F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment )
4 = Verified data
Anas platyrhynchos
Low
Birds - Short term dietary (LC₅₀/LD₅₀)
- - -
Birds - Chronic 21d NOEL (mg kg⁻¹ bw d⁻¹)
- - -
Fish - Acute 96 hour LC₅₀ (mg l⁻¹)
0.118
F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment )
4 = Verified data
Oncorhynchus mykiss
Moderate
Fish - Chronic 21 day NOEC (mg l⁻¹)
- - -
Aquatic invertebrates - Acute 48 hour EC₅₀ (mg l⁻¹)
0.00035
F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment )
4 = Verified data
Daphnia magna
High
Aquatic invertebrates - Chronic 21 day NOEC (mg l⁻¹)
- - -
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)
- - -
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)
- - -
Algae - Chronic 96 hour NOEC, growth (mg l⁻¹)
- - -
Honeybees (Apis 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)
- - -
Unknown mode acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
> 50
Q3 Q = Miscellaneous internet resources
3 = Unverified data of known source
Moderate
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 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)
- - -
Earthworms - Chronic NOEC, reproduction (mg kg⁻¹)
- - -
Other soil macro-organisms
Acute LC₅₀ (mg kg⁻¹)
- - -
Chronic NOEC (mg kg⁻¹)
- - -
Other arthropod (1)
LR₅₀ g ha⁻¹
- - -
% Effect
- - -
Other arthropod (2)
LR₅₀ g ha⁻¹
- - -
% Effect
- - -
Soil micro-organisms
- - -
Mesocosm study data
NOEAEC mg l⁻¹
- - -
NOEAEC mg l⁻¹
- - -
HUMAN HEALTH AND PROTECTION
General
Property
Value
Source; quality score; and other information
Interpretation
Threshold of Toxicological Concern (Cramer Class)
High (class III) - -
Mammals - Acute oral LD₅₀ (mg kg⁻¹)
23
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Rat
High
Mammals - Dermal LD₅₀ (mg kg⁻¹ body weight)
235
Q3 Q = Miscellaneous internet resources
3 = Unverified data of known source
Rat
-
Mammals - Inhalation LC₅₀ (mg l⁻¹)
- - -
Other Mammal toxicity endpoints
- - -
ADI - Acceptable Daily Intake (mg kg⁻¹ bw day⁻¹)
0.0015
F3 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment )
3 = Unverified data of known source
JMPR 1968
-
ARfD - Acute Reference Dose (mg kg⁻¹ bw day⁻¹)
- - -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg⁻¹ bw day⁻¹)
- - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg⁻¹ bw day⁻¹)
- - -
Dermal penetration studies (%)
- - -
Dangerous Substances Directive 76/464
List I; List II - -
Exposure Routes
Public
-
Occupational
May be absorded through the skin - PPE/PPC required
MRLs
European
EU MRL pesticide database 
Notes
-
Drinking Water Standards
- - -
Drinking Water MAC (μg l⁻¹)
- - -
Health issues
Specific human health issues
Carcinogen
Genotoxic
Endocrine disruptor
No data found
A3 A = Chromosome aberration (EFSA database)
3 = Negative
;
B0 B = DNA damage/repair (EFSA database)
0 = No data
;
C0 C = Gene mutation (EFSA database)
0 = No data
;
D0 D = Genome mutation (EFSA database)
0 = No data
;
E0 E = Unspecified genotoxicity type (miscellaneous data source)
0 = No data
No data found
Reproduction / development effects Acetyl cholinesterase inhibitor Neurotoxicant
No data found
Yes, known to cause a problem
Yes, known to cause a problem
Respiratory tract irritant Skin irritant Skin sensitiser
No data found No data found No data found
Eye irritant Phototoxicant  
No data found No data found  
General human health issues
May cause mild transient conjunctivitis
Very toxic
Handling issues
Property
Value and interpretation
General
Prevent generation of mists
CLP classification 2013
Health: H300, H311, H330
Environment: H400, H410
EC Risk Classification
T+ - Very toxic: R26, R28
T - Toxic: R24
N - Dangerous for the environment: R50, R53
EC Safety Classification
S1/2, S28, S36/37, S45, S60, S61
WHO Classification
Ib (Highly hazardous / Highly hazardous)
UN Number
-
Waste disposal & packaging
-
TRANSLATIONS
Language
Name
English
dioxathion
French
dioxathion
German
Dioxathion
Danish
-
Italian
-
Spanish
dioxation
Greek
-
Polish
dioksation
Swedish
-
Hungarian
-
Dutch
-

Record last updated: 17/01/2021
Contact: aeru@herts.ac.uk
Please cite as: 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