Dimefox

{{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{{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}}
T-2002

|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^–1

| C=4 | H=12 | F=1 | N=2 | O=1 | P=1

| HenryConstant = 2.28·10^–8 atm·m³·mol^–1{{Cite web|url=https://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=8264|title = Dimefox}}

| LogP =

| MeltingPt =

| MeltingPt_notes =

| pKa =

| pKb =

| Solubility = 14.8 g·L^–1

| 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)
1 mg/kg (oral, rats)
3 mg/kg (intravenous, rabbits)

| 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.{{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 }} 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 {{citation needed span|date=November 2022|due to being an inhibitor of acetylcholinesterase.}} 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.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] It is considered an extremely hazardous substance as defined by the United States Emergency Planning and Community Right-to-Know Act.