dioxathion (Ref: Hercules AC25) ** dioxation ** delnav ** dioxane phosphate ** dioxationum ** Translations

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Further data may be found in the VSDB

GENERAL INFORMATION
for dioxathion

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Availability status: Obsolete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

EC Regulation 1107/2009 (repealing 91/414):

Status	Not approved
Dossier rapporteur/co-rapporteur	-
Date inclusion expires	Expired
EU Candidate for substitution (CfS)	-
Listed in EU database	Yes

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

HR

HU

IE

IT

LT

LU

LV

MT

NL

PL

PT

RO

SE

SI

SK

UK

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 (g mol-1)	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
Related substances & organisms	-

Formulations:

Property	Value
Example manufacturers & suppliers of products using this active now or historically	Hercules Nor-Am Chemical Co.
Example products using this active	Delnav Deltic
UK LERAP status	No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details	Usually supplied as an emulsifiable concentrate.

ENVIRONMENTAL FATE
for dioxathion

Property		Value	Source/Quality Score/Other Information	Interpretation
Solubility - In water at 20oC (mg l-1)		1.55	V3 - @ 25 DegC	Low
Solubility - In organic solvents at 20oC (mg l-1)		20000	L3 - Kerosene	-
		10000	L3 - n-hexane	-
Melting point (oC)		-2	V3	-
Boiling point (oC)		-	-	-
Degradation point (oC)		-	-	-
Flashpoint (oC)		-	-	-
Octanol-water partition coefficient at pH 7, 20oC	P	2.82 X 1003	Calculated	-
	Log P	3.45	V3	High
Bulk density (g ml-1)/Specific gravity		1.26	L3	-
Dissociation constant (pKa) at 25oC		-	-	-
		Note:
Vapour pressure at 20oC (mPa)		-	-	-
Henry's law constant at 25oC (Pa m3 mol-1)		-	-	-
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		-	Calculated	Medium
Maximum UV-vis absorption L mol-1 cm-1		-	-	-
Surface tension (mN m-1)		-	-	-

Degradation:

Property		Value	Source/Quality Score/Other Information	Interpretation
General biodegradability		-
Soil degradation (days) (aerobic)	DT50 (typical)	35	Q3	Moderately persistent
	DT50 (lab at 20oC)	-	-	-
	DT50 (field)	-	-	-
	DT90 (lab at 20oC)	-	-	-
	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	-
	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	-
	Note	-
Aqueous hydrolysis DT50 (days) at 20oC and pH 7	Value	Stable	Q2	-
	Note	-
Water-sediment DT50 (days)		-	-	-
Water phase only DT50 (days)		-	-	-

Soil adsorption and mobility:

Property		Value	Source/Quality Score/Other Information	Interpretation
Linear	Kd	-	Q2	Non-mobile
	Koc	11845
	Notes and range	Estimated
Freundlich	Kf	-	-	-
	Kfoc	-
	1/n	-
	Notes and range	-
pH sensitivity		-

ECOTOXICOLOGY
for dioxathion

Property		Value	Source/Quality Score/Other Information	Interpretation
Bio-concentration factor	BCF (l kg-1)	-	-	-
	CT50 (days)	-		-
Mammals - Acute oral LD50 (mg kg-1)		23	L3 Rat	High
Mammals - Short term dietary NOEL	(mg kg-1)	-	-	-
	(ppm diet)	-		-
Birds - Acute LD50 (mg kg-1)		3600	F4 Anas platyrhynchos	Low
Birds - Short term dietary (LC50/LD50)		-	-	-
Fish - Acute 96 hour LC50 (mg l-1)		0.118	F4 Oncorhynchus mykiss	Moderate
Fish - Chronic 21 day NOEC (mg l-1)		-	-	-
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1)		0.00035	F4 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	Contact acute 48 hour LD50 (μg bee-1)	-	-	-
	Oral acute 48 hour LD50 (μg bee-1)	-	-	-
	Unknown mode acute 48 hour LD50 (μg bee-1)	> 50	Q3	Moderate
Earthworms - Acute 14 day LC50 (mg kg-1)		-	-	-
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	-	-	-
	% 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
for dioxathion

General:

Property		Value	Source/Quality Score/Other Information	Interpretation
Threshold of Toxicological Concern (Cramer Class)		High (class III)	-	-
Mammals - Acute oral LD50 (mg kg-1)		23	L3 Rat	High
Mammals - Dermal LD50 (mg kg-1 body weight)		235	Q3 Rat	-
Mammals - Inhalation LC50 (mg l-1)		-	-	-
Other Mammal toxicity endpoints		-		-
ADI - Acceptable Daily Intake (mg kg-1bw day-1)		0.0015	JMPR 1968	-
ARfD - Acute Reference Dose (mg kg-1bw day-1)		-	-	-
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1)		-	-	-
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1)		-	-	-
Dermal penetration studies (%)		-	-	-
Dangerous Substances Directive 76/464		List I; List II	-	-
Exposure Limits		-	-	-
Exposure Routes	Public	-
	Occupational	May be absorded through the skin - PPE/PPC required
European MRLs		Click here for the EU MRL pesticide database
Drinking Water Standards		-	-	-
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		May cause mild transient conjunctivitis Very toxic

: Yes, known to cause a problem
: No, known not to cause a problem
: Possibly, status not identified
- : No data found

Handling issues:

Property		Value	Source/Quality Score/Other Information	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
US EPA Classification (formulation)		I	-	Danger - Highly toxic
UN Number		-
Waste disposal & packaging		-

TRANSLATIONS
for dioxathion

Language	Name
English	dioxathion
French	dioxathion
German	Dioxathion
Danish	-
Italian	-
Spanish	dioxation
Greek	-
Slovenian	-
Polish	dioksation
Swedish	-
Hungarian	-
Dutch	-

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Record last updated: Thursday 31 May 2018
Contact: aeru@herts.ac.uk