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Dimethoate

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Dimethoate
Names
IUPAC name
O,O-dimethyl S-[2-(methylamino)-2-oxoethyl] dithiophosphate
Other names
O,O-dimethyl S-methylcarbamoylmethyl phosphorodithioate
Phosphorodithioic acid, O,O-Dimethyl S-(2-(methylamino)-2-oxoethylyl)ester
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.000.437 Edit this at Wikidata
KEGG
UNII
  • InChI=1S/C5H12NO3PS2/c1-6-5(7)4-12-10(11,8-2)9-3/h4H2,1-3H3,(H,6,7) checkY
    Key: MCWXGJITAZMZEV-UHFFFAOYSA-N checkY
  • InChI=1/C5H12NO3PS2/c1-6-5(7)4-12-10(11,8-2)9-3/h4H2,1-3H3,(H,6,7)
    Key: MCWXGJITAZMZEV-UHFFFAOYAB
  • O=C(NC)CSP(=S)(OC)OC
Properties
C5H12NO3PS2
Molar mass 229.26 g/mol
Appearance Grey-white crystalline solid
Density 1.3 g/cm3, solid
Melting point 43 to 45 °C (109 to 113 °F; 316 to 318 K)
Boiling point 117 °C (243 °F; 390 K) at 10 Pa
2.5 g/100 ml
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Highly toxic
GHS labelling:
class="wikitable collapsible" style="min-width: 50em;"
GHS hazard pictograms[1]
Pictogram Code Symbol description Image link
GHS01: Explosive GHS01 {{GHS exploding bomb}} Image:GHS-pictogram-explos.svg Explosive
GHS02: Flammable GHS02 {{GHS flame}} Image:GHS-pictogram-flamme.svg
GHS03: Oxidizing GHS03 {{GHS flame over circle}} Image:GHS-pictogram-rondflam.svg
GHS04: Compressed Gas GHS04 {{GHS gas cylinder}} Image:GHS-pictogram-bottle.svg
GHS05: Corrosive GHS05 {{GHS corrosion}} Image:GHS-pictogram-acid.svg Corrosive
GHS06: Toxic GHS06 {{GHS skull and crossbones}} Image:GHS-pictogram-skull.svg Accute Toxic
GHS07: Exclamation mark GHS07 {{GHS exclamation mark}} Image:GHS-pictogram-exclam.svg Irritant
GHS08: Health hazard GHS08 {{GHS health hazard}} Image:GHS-pictogram-silhouette.svg Health Hazard
GHS09: Environmental hazard GHS09 {{GHS environment}} Image:GHS-pictogram-pollu.svg Environment

See also

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| style="padding-left:1em;" |

| {| class="wikitable collapsible" style="min-width: 50em;" |- |+ GHS hazard pictograms[1] |- ! Pictogram ! Code ! Symbol description ! Image link ! |- | GHS01: Explosive || GHS01 || {{GHS exploding bomb}} || Image:GHS-pictogram-explos.svg || Explosive |- | GHS02: Flammable || GHS02 || {{GHS flame}} || Image:GHS-pictogram-flamme.svg |- | GHS03: Oxidizing || GHS03 || {{GHS flame over circle}} || Image:GHS-pictogram-rondflam.svg |- | GHS04: Compressed Gas || GHS04 || {{GHS gas cylinder}} || Image:GHS-pictogram-bottle.svg |- | GHS05: Corrosive || GHS05 || {{GHS corrosion}} || Image:GHS-pictogram-acid.svg || Corrosive |- | GHS06: Toxic || GHS06 || {{GHS skull and crossbones}} || Image:GHS-pictogram-skull.svg || Accute Toxic |- | GHS07: Exclamation mark || GHS07 || {{GHS exclamation mark}} || Image:GHS-pictogram-exclam.svg || Irritant |- | GHS08: Health hazard || GHS08 || {{GHS health hazard}} || Image:GHS-pictogram-silhouette.svg || Health Hazard |- | GHS09: Environmental hazard || GHS09 || {{GHS environment}} || Image:GHS-pictogram-pollu.svg || Environment |}

See also

GHS hazard pictograms[1]
Pictogram Code Symbol description Image link
GHS01: Explosive GHS01 {{GHS exploding bomb}} Image:GHS-pictogram-explos.svg Explosive
GHS02: Flammable GHS02 {{GHS flame}} Image:GHS-pictogram-flamme.svg
GHS03: Oxidizing GHS03 {{GHS flame over circle}} Image:GHS-pictogram-rondflam.svg
GHS04: Compressed Gas GHS04 {{GHS gas cylinder}} Image:GHS-pictogram-bottle.svg
GHS05: Corrosive GHS05 {{GHS corrosion}} Image:GHS-pictogram-acid.svg Corrosive
GHS06: Toxic GHS06 {{GHS skull and crossbones}} Image:GHS-pictogram-skull.svg Accute Toxic
GHS07: Exclamation mark GHS07 {{GHS exclamation mark}} Image:GHS-pictogram-exclam.svg Irritant
GHS08: Health hazard GHS08 {{GHS health hazard}} Image:GHS-pictogram-silhouette.svg Health Hazard
GHS09: Environmental hazard GHS09 {{GHS environment}} Image:GHS-pictogram-pollu.svg Environment

See also

|-

|-

| style="padding-left:1em;" |

| {| class="wikitable collapsible" style="min-width: 50em;" |- |+ GHS hazard pictograms[1] |- ! Pictogram ! Code ! Symbol description ! Image link ! |- | GHS01: Explosive || GHS01 || {{GHS exploding bomb}} || Image:GHS-pictogram-explos.svg || Explosive |- | GHS02: Flammable || GHS02 || {{GHS flame}} || Image:GHS-pictogram-flamme.svg |- | GHS03: Oxidizing || GHS03 || {{GHS flame over circle}} || Image:GHS-pictogram-rondflam.svg |- | GHS04: Compressed Gas || GHS04 || {{GHS gas cylinder}} || Image:GHS-pictogram-bottle.svg |- | GHS05: Corrosive || GHS05 || {{GHS corrosion}} || Image:GHS-pictogram-acid.svg || Corrosive |- | GHS06: Toxic || GHS06 || {{GHS skull and crossbones}} || Image:GHS-pictogram-skull.svg || Accute Toxic |- | GHS07: Exclamation mark || GHS07 || {{GHS exclamation mark}} || Image:GHS-pictogram-exclam.svg || Irritant |- | GHS08: Health hazard || GHS08 || {{GHS health hazard}} || Image:GHS-pictogram-silhouette.svg || Health Hazard |- | GHS09: Environmental hazard || GHS09 || {{GHS environment}} || Image:GHS-pictogram-pollu.svg || Environment |}

See also

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| Flash point | 107 °C (225 °F; 380 K)

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| Safety data sheet (SDS) | External MSDS |- ! colspan=2 style="background: #f8eaba; text-align: center;" |Related compounds

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| malathion |-


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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Dimethoate is a widely used organophosphate insecticide and acaricide. It was patented and introduced in the 1950s by American Cyanamid. Like other organophosphates, dimethoate is an acetylcholinesterase inhibitor which disables cholinesterase, an enzyme essential for central nervous system function. It acts both by contact and through ingestion. It is readily absorbed and distributed throughout plant tissues, and is degraded relatively rapidly.[3]

Trade names

References

  1. ^ a b c d "Globally Harmonized System of Classification and Labelling of Chemicals" (pdf). 2021. Annex 3: Codification of Statements and Pictograms (pp 268–385).
  2. ^ a b c Sigma-Aldrich Co., Dimethoate. Retrieved on 2013-07-20.
  3. ^ Dauterman, W. C.; Viado, G. B.; Casida, J. E.; O'Brien, R. D. (1960). "Insecticide Residues, Persistence of Dimethoate and Metabolites Following Foliar Application to Plants". Journal of Agricultural and Food Chemistry. 8 (2): 115–9. doi:10.1021/jf60108a013.
  4. ^ Padmasheela, N. C.; Delvi, M. R. (2004). "Effect of Dimethoate (Rogor 30% EC) on the brain neurosecretory cells of third instar grubs of Oryctes rhinoceros L. (Coleoptera : Scarabaeidae)". Journal of Environmental Biology. 25 (4): 451–5. PMID 15907075.
  5. ^ https://www.ravensdown.co.nz/products/agrochemicals/rogor[full citation needed]