{{Chembox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 422824784 | Name = Dimefox | ImageFile1 = Dimefox-3D-balls-by-AHRLS-2012.png | ImageFile2 = Dimefox.svg | IUPACName = ''N''-[dimethylamino(fluoro)phosphoryl]-''N''-methylmethanamine | SystematicName = | OtherNames = TL-792<ref name="PB158508">{{cite book |title=Chemical Warfare Agents, and Related Chemical Problems. Parts I-II |date=1958 |url=https://ntrl.ntis.gov/NTRL/dashboard/searchResults/titleDetail/PB158508.xhtml}}</ref><br />T-2002<ref name="PB158508" /> |Section1={{Chembox Identifiers | 3DMet = | Abbreviations = | Beilstein = | CASNo = 115-26-4 | CASNo_Ref = {{cascite|correct|??}} | ChEBI_Ref = {{ebicite|correct|EBI}} | ChEBI = 82119 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 7966 | EINECS = 204-076-8 | KEGG_Ref = {{keggcite|correct|kegg}} | KEGG = C18980 | PubChem = 8264 | UNII_Ref = {{fdacite|correct|FDA}} | UNII = N8RU9F1IQD | InChI = 1/C4H12FN2OP/c1-6(2)9(5,8)7(3)4/h1-4H3 | InChIKey = PGJBQBDNXAZHBP-UHFFFAOYAM | StdInChI_Ref = {{stdinchicite|changed|chemspider}} | StdInChI = 1S/C4H12FN2OP/c1-6(2)9(5,8)7(3)4/h1-4H3 | StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} | StdInChIKey = PGJBQBDNXAZHBP-UHFFFAOYSA-N | SMILES = CN(C)P(=O)(N(C)C)F }} |Section2={{Chembox Properties | AtmosphericOHRateConstant = | Appearance = colourless liquid | BoilingPt = | BoilingPt_notes = | Density = 1.11 g·mL<sup>–1</sup> | C=4 | H=12 | F=1 | N=2 | O=1 | P=1 | HenryConstant = 2.28·10<sup>–8</sup> atm·m<sup>3</sup>·mol<sup>–1</sup><ref name=PubChem>{{Cite web|url=https://pubchem.ncbi.nlm.nih.gov/compound/8264|title = Dimefox}}</ref> | LogP = | MeltingPt = | MeltingPt_notes = | pKa = | pKb = | Solubility = 14.8 g·L<sup>–1</sup> | SolubleOther = | Solvent = | VaporPressure =14663 mPa}} |Section5={{Chembox Pharmacology | AdminRoutes = inhalation and dermal contact | Bioavail = | Excretion = | HalfLife = | Metabolism = | Legal_status = | Legal_US_comment = Banned | Legal_UK_comment = Banned | Legal_AU = | Legal_CA = | Pregnancy_category = | Pregnancy_AU = | ProteinBound = }} |Section7={{Chembox Hazards | AutoignitionPt = | ExploLimits = | ExternalSDS = | FlashPt = | LD50 = 2 mg/kg (oral, mice)<ref name="PB158508" /><br />1 mg/kg (oral, rats)<ref name="PB158508" /><br />3 mg/kg (intravenous, rabbits)<ref name="PB158508" /> | MainHazards = Highly Toxic | NFPA-H = | NFPA-F = | NFPA-R = | NFPA-S = | PEL = | GHSPictograms = {{GHS06}} | GHSSignalWord = Danger | HPhrases = {{H-phrases|300|310}} | PPhrases = {{P-phrases|262|264|270|280|301+310|302+350|310|321|322|330|361|363|405|501}} }} }}
'''Dimefox''', also known as '''TL-792''' or '''T-2002''', is a highly toxic organophosphate insecticide. In its pure form it is a colourless liquid with a fishy odour.<ref name=IAI>{{Cite web |url=http://sitem.herts.ac.uk/aeru/iupac/236.htm |title=IUPAC FOOTPRINT Pesticides Properties Database |access-date=2011-04-06 |archive-url=https://web.archive.org/web/20110722134430/http://sitem.herts.ac.uk/aeru/iupac/236.htm |archive-date=2011-07-22 |url-status=dead }}</ref> Dimefox was first produced in 1940 by the group of Gerhard Schrader in Germany. It was historically used as a pesticide, but has been deemed obsolete or discontinued for use by the World Health Organization. It is not guaranteed that all commercial use of this compound ceased, but in most countries{{Which|date=November 2022}} it is no longer registered for use as a pesticide.<ref name=WHO>the WHO recommended classification of pesticides by hazard and guidelines to classification 2009, [https://web.archive.org/web/20101214120923/http://www.who.int/ipcs/publications/pesticides_hazard_2009.pdf]</ref> It is considered an extremely hazardous substance as defined by the United States Emergency Planning and Community Right-to-Know Act.
==See also== *Mipafox *Schradan
==References== {{reflist}}
{{Chemical agents}} {{Insecticides}} {{Acetylcholine metabolism and transport modulators}} {{Neurotoxins}}
Category:Obsolete pesticides Category:Acetylcholinesterase inhibitors Category:Neurotoxins Category:Organophosphate insecticides Category:Fluorine compounds Category:Dimethylamino compounds
{{organic-compound-stub|date=April 2016}}