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dimethoate (Ref: OMS 94)
** phosphamide ** fosamid ** OMS 111 ** ENT 24650 ** Translations

Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home

SUMMARY

Dimethoate is an organophosphate insecticide approved for use in the EU and in other parts of the world. It is highly soluble in water, has low groundwater leaching potential and is volatile. It is non-persistent in soil, mobile but does not normally persist in aerobic aquatic systems. It is moderately toxic to mammals but may have serious health implications for humans as it is an acetyl cholinesterase inhibitor and may cause reproduction or development effects. It is highly toxic to birds and honeybees, moderately toxic to most aquatic species and earthworms.

GENERAL INFORMATION Click here for an explantaion of the general chemical status information
for dimethoate

Description: An insecticide and acaricide used to control a wide range of pests including Aphididae, Coleoptera and Lepidoptera. Also a pesticide transformation product.

Example pests controlled: Aphids; Thrips; Whiteflies; Leaf & plant hoppers; Fruit flies; Grasshoppers; Jassids; Spidermites

Example applications: Fruit including apples, pears, citrus; Alfalfa; Corn; Cotton; Pecans; Safflower; Sorghum; Soybean; Sugarbeet; Turnips; Beetroot; Tobacco; Cereals including wheat, rye, triticale

Efficacy & activity: Established for many years. Tested in a wide range of field trials that have demonstrated efficacy.

Availability status: Current

Introduction & key dates: 1951, first reported

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Italy/Bulgaria
Date inclusion expires 31/07/2019
EU Candidate for substitution (CfS) Yes - low ADI / ARfD / AEOL
Listed in EU database Yes

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, USA

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism None
Chemical formula C5H12NO3PS2
Canonical SMILES CNC(=O)CSP(=S)(OC)OC
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) MCWXGJITAZMZEV-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C5H12NO3PS2/c1-6-5(7)4-12-10(11,8-2)9-3/h4H2,1-3H3,(H,6,7)
2D structure diagram/image available? Yes

Click to access the Cambridge Crystallographic Data Centre (CCDC) website
Cambridge Crystallographic Data Centre diagrams:
Common Name Relationship Link
Dimethoate - Click here for the CCDC structure diagram

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Insecticide, Acaricide, Metabolite
Metabolite Type Soil
Substance group Organophosphate
Minimum active substance purity 970 g/kg
Known relevant impurities EU dossier - omethoate <2g/kg, isodimethoate <3g/kg
Substance origin Synthetic
Mode of action Systemic with contact and stomach action. Acetylcholinesterase (AChE) inhibitor.
CAS RN 60-51-5
EC number 200-480-3
CIPAC number 59
US EPA chemical code 035001
PubChem CID 3082
Molecular mass (g mol-1) 229.26
PIN (Preferred Identification Name) O,O-dimethyl S-[2-(methylamino)-2-oxoethyl] phosphorodithioate
IUPAC name 2-dimethoxyphosphinothioylthio-N-methylacetamide
CAS name O,O-dimethyl S-(2-(methylamino)-2-oxoethyl) phosphorodithioate
Other status information Potential groundwater contaminant; Severe Marine Pollutant
Relevant Environmental Water Quality Standards UK Statutory standard for the protection of aquatic life in inland waters, coastal and territorial waters: 1 ug/L as annual average
UK statutory standard for surface water quality: 'Good' for freshwater, transitional and coastal waters 0.48 ug/L, 4.0 ug/L 95th percentile
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 Amblyseius psuedolongispinosus
Aphis gossypii
Culex pipiens pallens
Myzus persicae
many others
Physical state Grey to white coloured crystals with slight foul odour
Related substances & organisms

Can be a metabolite of:
Parent Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
formothion Soil   0.700   Major fraction, Relevant

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
  • BASF
  • Headland
  • American Cyanamide
  • Sumitomo
  • FBC
  • Boehringer
Example products using this active
  • Dimethoate 40
  • Danadim
  • Danadim Progress
  • Cygon
  • Rogor
  • Roxion
UK LERAP status Buffer probably required in UK - see product label
Formulation and application details Often supplied as an emulsion concentrate, wettable powder or as a dustable powder.


ENVIRONMENTAL FATE

for dimethoate

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) 25900 A5 High
Solubility - In organic solvents at 20oC (mg l-1) 313000 A5 - Xylene -
1030000 A5 - Toluene -
295 A5 - n-Hexane -
1590000 A5 - Methanol -
Melting point (oC) 50.5 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 113 A5 -
Flashpoint (oC) 350 A5 -
Octanol-water partition coefficient at pH 7, 20oC P 5.62 X 1000 Calculated -
Log P 0.75 A5 Low
Bulk density (g ml-1)/Specific gravity 1.31 A5 -
Dissociation constant (pKa) at 25oC Not applicable A5 -
Note: No dissociation
Vapour pressure at 20oC (mPa) 0.247 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 1.42 X 10-06 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 1.01 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 2.27 X 10-03 Calculated -
Note -
Potential for particle bound transport index Click here for a note on the limitations of the potential for particle bound transport index - Calculated Low
Maximum UV-vis absorption L mol-1 cm-1 Neutral soln: No maxima observed above 200 nm
Acid soln: 207.nm=5405
Basic soln: 226.5nm=3175.6
A3 -
Surface tension (mN m-1) 69.5 A5 -

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
General biodegradability Not readily biodegradable
Soil degradation (days) (aerobic) DT50 (typical) 2.5 A5 Non-persistent
DT50 (lab at 20oC) 2.5 A5 Non-persistent
DT50 (field) 7.2 A5 Non-persistent
DT90 (lab at 20oC) 9.6 A5 -
DT90 (field) - - -
DT50 modelling endpoint 2.8 A5 normalised geometric mean -
Note EU 2017 dossiers range Lab studies DT50 range 2.1-4.3 days, DT90 range 7.814.1 days, soils=4; Field studies range 4.6-9.8 days
Dissipation rate RL50 on plant matrix Value 3.7 R4 -
Note Published literature RL50 range 0.9-6.2 days, 20 field & undercover grown crops, various matrices, n=28
Dissipation rate RL50 on and in plant matrix Value 4.6 R4 -
Note Published literature RL50 range 0.9-11.2 days, 32 field & undercover grown crops, various matrices, n=40
Aqueous photolysis DT50 (days) at pH 7 Value 175 A5 Stable
Note Not a significant degradation route
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 68 A5 Moderately persistent
Note pH sensitive: DT50 158 days at pH 5, 4.4 days at pH 9, all at 25 degC
Water-sediment DT50 (days) 15.5 A5 Fast
Water phase only DT50 (days) 12.6 A5 Moderately 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 0.36 A5 Mobile
Kfoc 28.3
1/n 1.014
Notes and range EU dossier Kf range 0.25-0.42 mL/g, Kfoc range 16.3-51.9 mL/g, 1/n range 0.965-1.05, Soils=6
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
omethoate (Ref: ENT 25776) This metabolite may cause environmental pollution, click here for further information Soil   0.150   Major fraction, Not relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
O-desmethyl dimethoate dimethoate metabolite X Water; Plant; Soil Water=0.663; Soil=0.04 -
O,O-dimethylthiophosphoric acid - Water; Soil; Plant - -
O-desmethyl omethoate carboxylic acid dimethoate metabolite XX Plant - -
O-desmethylisodimethoate dimethoate metabolite XII Plant - -
hydroxydimethoate dimethoate metabolite V Plant - -
O-desmethyl-N-desmethyl omethoate dimethoate metabolite XXIII Plant - -
dimethoate carboxylic acid dimethoate metabolite III Rat - -
O-desmethyl omethoate
Note: Weak cholinesterase inhibitor
dimethoate metabolite XI Plant - -
O,O-dimethyl dithiophosphoric acid dimethoate metabolite XV Plant - -


ECOTOXICOLOGY

for dimethoate

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) 8 R3 (Whole body, Other literature Log BCF range -0.5-2.1 (R3)) Low potential
CT50 (days) Not available -
Mammals - Acute oral LD50 (mg kg-1) 245 A5 Rat Moderate
Mammals - Short term dietary NOEL (mg kg-1) 0.18 A4 Dog, 1 year High
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) 10.5 A5 Colinus virginianus High
Birds - Short term dietary (LC50/LD50) 14.8 mg/kq bw/day A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) 30.2 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 0.4 A5 Oncorhynchus mykiss Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 2 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.04 A5 Daphnia magna Moderate
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 15.0 F4 Americamysis bahia Moderate
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l-1) 0.08 F2 Chironomus riparius, EC05 Moderate
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) - - -
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) - - -
Non-target plants 1800 A5 Carrot, Cabbage, Pea, Sunflower, Oats, Onion
Vegetative vigour, ER50
as g/ha
-
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) 90.4 A5 Raphidocelis subcapitata Low
Algae - Chronic 96 hour NOEC, growth (mg l-1) 32 Q2 Unknown species Low
Honeybees Contact acute 48 hour LD50 (μg bee-1) 0.1 A5 Apis mellifera High
Oral acute 48 hour LD50 (μg bee-1) 0.1 A5 Apis mellifera High
Unknown mode acute 48 hour LD50 (μg bee-1) 0.1 A3 High
Earthworms - Acute 14 day LC50 (mg kg-1) 31 A5 Eisenia foetida Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) 2.87 A5 Eisenia foetida, 56 days Moderate
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect 0.6 F4 Folsomia candida, 28 day LC50 mortality mg kg-1 -
Other arthropod (1) LR50 g ha-1 0.014 =
A5 Aphidius rhopalosiphi
-
% Effect 100 Mortality
Dose: 0.75 kg ha-1
A5 Aphidius rhopalosiphi, adult female
-
Other arthropod (2) LR50 g ha-1 2.24 7 day
A5 Typhlodromus pyri, adult
-
% Effect 94.8 Mortality
Dose: 13.4 g ha-1
A5 Typhlodromus pyri, adult
-
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 8.0 mg kg-1 soil
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for dimethoate

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) 245 A5 Rat Moderate
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) 1.68 Rat, 4hr (whole body) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.001 A5 SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.01 A5 SF=100 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.001 A5 -
Dermal penetration studies (%) 0.09-2.0 A5 concentration dependent -
Dangerous Substances Directive 76/464 List I; List II - -
Exposure Limits - - -
Exposure Routes Public No unacceptable risks to bystanders identified
Possible dietary exposure but this is mitigated by the MRLs
Occupational Risk of exposure acceptable under label recommendations for use for personal protection clothing and equipment
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards Non-statutory WHO drinking water guideline 0.006 mg/L UK EA QS database, 2018 -
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 Highly toxic, harmful if swallowed
USEPA - Possible human carcinogen; EU - No evidence of carconogenity
Endocrine issues - Disruption of thyroid hormones action
Possible liver toxicant

: 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 3 or 6.1
CLP classification 2013 Health: H302, H312
Environment: H410
Handling, H242
EC Risk Classification Click here to view information omn the EU risk phrases Xn - Harmful: R21/22
EC Safety Classification Click here to view information omn the EU safety phrases S2, S36/37
WHO Classification II - Moderately hazardous
US EPA Classification (formulation) II - Warning - Moderately toxic
UN Number 3017
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for dimethoate

Language Name
English dimethoate
French dimethoate
German Dimethoat
Danish dimethoat
Italian dimetoato
Spanish dimetoato
Greek dimethoate
Slovenian dimetoat
Polish dimetoat
Swedish dimetoat
Hungarian dimetoat
Dutch dimethoat

Record last updated: Tuesday 04 June 2019
Contact: aeru@herts.ac.uk