Dimethoate

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Dimethoate
Dimethoate Structural Formulae .V.1.svg
Names
Preferred IUPAC name
O,O-Dimethyl S-[2-(methylamino)-2-oxoethyl] phosphorodithioate
Other names
O,O-dimethyl S-methylcarbamoylmethyl phosphorodithioate
Phosphorodithioic acid, O,O-Dimethyl S-(2-(methylamino)-2-oxoethylyl)ester
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.000.437 Edit this at Wikidata
KEGG
UNII
InChI
  • 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
Chemical formula
 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
Main hazards Highly toxic
Safety data sheet (SDS) External MSDS
GHS labelling:
Pictograms
 GHS07: Exclamation mark[1]
H302, H312[1]
Precautionary statements
 P280[1]
Flash point 107 °C (225 °F; 380 K)
Related compounds
Related organophosphates
 malathion
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N  (what is checkY☒N ?)
Infobox references

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.[2]

Fruit Fly Control Efforts[]

The Queensland fruit fly, or Bactrocera Tyroni, is a tephritid fly species that has caused more than $28.5 million a year in damage to Australian fruit crops. In order to combat infestation, farmers treated crops with dimethoate and fenthion. However, the use of these chemicals was banned in 2011 due to safety concerns.[3]

Trade names[]

  • Rogor [4][5]
  • B-58 (sometimes refereed to as preparation B-58),[6] produced in Russia.

Poisoning Incidents[]

In late October 2020 a Bulgarian farmer, a previous jackpot winner of the national 'toto' lottery drank a glass of the russian B-58 brand, as of early November 2020 he is hopistalised in a comatose condition, he has a history of psychiatric issues but it is currently unknown whether the incident was accidental or intentional.[7]

References[]

  1. ^ a b c Sigma-Aldrich Co., Dimethoate. Retrieved on 2013-07-20.
  2. ^ 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.
  3. ^ Lloyd, Annice C.; Hamacek, Edward L.; Kopittke, Rosemary A.; Peek, Thelma; Wyatt, Pauline M.; Neale, Christine J.; Eelkema, Marianne; Gu, Hainan (May 2010). "Area-wide management of fruit flies (Diptera: Tephritidae) in the Central Burnett district of Queensland, Australia". Crop Protection. 29 (5): 462–469. doi:10.1016/j.cropro.2009.11.003. ISSN 0261-2194.
  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. ^ "Ravensdown Rogor".
  6. ^ "Insecticides_acaricides B-58 | Detailed description, photo , growing, buy".
  7. ^ "Остава тежко състоянието на тотомилионера, натровил се с Б-58".

External links[]


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