Dimethoate
Names | |
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IUPAC name
O,O-dimethyl S-[2-(methylamino)-2-oxoethyl] dithiophosphate
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Other names
O,O-dimethyl S-methylcarbamoylmethyl phosphorodithioate
Phosphorodithioic acid, O,O-Dimethyl S-(2-(methylamino)-2-oxoethylyl)ester | |
Identifiers | |
3D model (JSmol)
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ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.000.437 |
KEGG | |
PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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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
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Highly toxic |
GHS labelling: | |
[1] | |
H302, H312[1] | |
P280[1] | |
Flash point | 107 °C (225 °F; 380 K) |
Safety data sheet (SDS) | External MSDS |
Related compounds | |
Related organophosphates
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malathion |
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.[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
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
- ^ a b c Sigma-Aldrich Co., Dimethoate. Retrieved on 2013-07-20.
- ^ 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.
- ^ 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.
- ^ 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.
- ^ https://www.ravensdown.co.nz/products/agrochemicals/rogor[full citation needed]
- ^ http://semenaopt.com/en/Insecticides_acaricides/B-58/605675/
- ^ https://www.24chasa.bg/novini/article/9181521
External links
- EPA Report on Dimethoate(dead link)