Sulfotep

It has a cholinergic effect, involving depression of the cholinesterase activity of the peripheral and central nervous system of insects.[13] An alternative route to TEPP can be a reaction of diethyl chlorothiophosphate an aqueous solution of sodium bicarbonate (Na2CO3).[14] The chemical also reacts to form toxic and flammable gases in the presence of hydrides and other reducing agents.It is miscible with a large number of organic solvents, including methyl chloride and acetone[18] and its solubility in water is 30 milligrams per liter at 20 °C (68 °F).[15] The alkaline and neutral hydrolysis of sulfotep results in the release of ethanol, phosphoric acid, and hydrogen sulfide.[10] Sulfotep is used in greenhouses as a fumigant formulation to control aphids, spider mites, whiteflies and thrips.[22] However, it occasionally causes minor damage to plants, such as the slight puckering and cupping of leaves.[23] During several tests in the late 1940s, it was found to be the most toxic of several chemicals to whiteflies on vegetables, two-spotted spider mites on roses, and mealybugs on numerous plants.[22] A mixture containing 5% sulfotep at the concentration of 0.5 grams of phosphate per 1000 cubic feet was found in tests in the late 1940s to kill 100% of nonresistant two-spotted spider mites and 68-97% of resistant two-spotted spider mites.[23] Sulfotep, just as all organophosphate pesticides, irreversibly inactivates acetylcholinesterase, which is essential to nerve function in insects, humans, and many other animals.The plasma cholinesterase activity decreased and the weight of the lungs of female rats increased.Dogs who were orally exposed to 0, 0.5, 3, 5, 15 or 75 ppm (equivalent to 0–3.07 mg/kg/day) for 13 weeks, ate less and lost weight.The plasma cholinesterase activity was already affected by a sulfotep concentration of 3 ppm (or higher).[26] According to the Occupational Safety and Health Administration, the upper limit on exposure of sulfotep to human skin is 0.2 milligrams per cubic meter.Within the first hour after a poisonous intake of sulfotep people often suffer from nausea or headaches.
Ball-and-stick model of the sulfotep molecule
NFPA 704 four-colored diamond Health 4: Very short exposure could cause death or major residual injury. E.g. VX gas Flammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oil Instability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogen Special hazards (white): no code
Synthesis of sulfotep
Metabolism of sulfotep
Preferred IUPAC nameCAS NumberECHA InfoCardEC NumberPubChemRTECS numberUN numberCompTox DashboardSMILESChemical formulaMolar massDensityBoiling pointSolubility in waterVapor pressureOccupational safety and healthNFPA 704Flash pointstandard statefumigantorganophosphatecholinergiccholinesteraseacetylcholinegarlicinsecticideUnited StatesEnvironmental Protection Agencytetraethyl pyrophosphatePhilippe de Clermontdiethyl chlorophosphatepyridinehydrochloric acidsodium bicarbonatedecomposephosphorussulfur oxidesexplodepolymerizeflammablehydridesreducing agentsspecific gravitymelting pointHenry's Law constantoctanol-water partition coefficiententhalpy of vaporizationsurface tensionRule of 5diffusivitymiscibleorganic solventsmethyl chlorideacetonehydrolysisethanolphosphoric acidhydrogen sulfidemiticideacaricideparathiongreenhousesornamental plantsspider mitesmealybugswhitefliesaphidsphytotoxicvegetablesacetylcholinesterasecytochrome P450aquatic invertebratesOccupational Safety and Health AdministrationAtropineNational Institute for Occupational Safety and HealthmetabolismtransportmodulatorsEnzymeInhibitorsAldicarbAminocarbBendiocarbCarbarylCarbendazimCarbofuranCarbosulfanDimetilanEthienocarbEthiofencarbFenobucarbFormetanateFormparanateMethiocarbMethomylMetolcarbMiotineOxamylPirimicarbPromecarbPropamocarbPropoxurThiofanoxDistigmineNeostigmine+glycopyrronium bromidePhenserinePhysostigminePyridostigmineRivastigmineAcotiamideAmbenoniumCaffeineDonepezilEA-3990EA-4056EdrophoniumGalantamineHuperzine AHuprine XIpidacrineItoprideLadostigilMinaprineOctamethylene-bis(5-dimethylcarbamoxyisoquinolinium bromide)T-1123T-1152T-1194TL-599TL-1238Tacrine2-Ethoxycarbonyl-1-methylvinyl cyclohexyl methylphosphonateAcephateArmineAzinphos-ethylAzinphos-methylBAY-29952BensulideCadusafosCarbophenothionChlorethoxyfosChlorfenvinphosChlorpyrifosChlorpyrifos-methylCoumaphosCrotylsarinCyanophosCyclosarin (GF)DemephionDemetonDemeton-S-methylDialiforDiazinonDichlorvosDicrotophosDicyclohexyl phosphorofluoridateDiisopropylphosphateDiisopropyl fluorophosphateDimefoxDimethoateDimethyl 4-(methylthio)phenyl phosphateDioxathionDisulfotonEA-2012EA-2054EA-2098EA-2192EA-2613EA-3148EA-4352EchothiophateEthylsarin (GE)EndothionEthionEthopropFenamiphosFenitrothionFenthionFluorotabunFonofosFormothionGuanitoxinHexaethyl tetraphosphate (HETP)IsofluorophateIsoxathionLeptophosMalaoxonMalathionMethamidophosMethidathionMethyl phenkaptonMethylfluorophosphonylcholine (MFPCh)MetrifonateMevinphosMipafoxMonocrotophosNovichok agentOmethoateOxydemeton-methylParaoxonParathion-methylPhoratePhosalonePhosfolanPhosmetPhosphamidonPhoximPirimiphos-methylProfenofosProthoateR-16661Ro 3-0412Ro 3-0419Ro 3-0422Sarin (GB)SchradanSoman (GD)Tabun (GA)TebupirimfosTemefosTerbufosTetrachlorvinphosTetraethyl pyrophosphate (TEPP)TriazofosTrichlorfonTrichloronateTricresyl phosphateDemecariumFasciculins (green mamba toxins)OnchidalOnchidella binneyiMethanesulfonyl fluorideα-Pineneα-ViniferinAffinineAffinisineArisugacin ABulbocapnineConodurineCoronaridineCorydalineCorynolineCrimidineCyclanolineCymserineHarmalineKobophenol ALactucopicrinLycorinePhosacetimRosmarinic acidStercuronium iodideTaspineTetrahydrocannabinolUngeremineUngiminorineDimethylcarbamoyl fluorideBW284C513152 CTReactivatorsAsoxime chlorideObidoximePralidoximeTrimedoxime bromideProfenamine (ethopropazine)TransporterHemicholinium-3 (hemicholine)TriethylcholineColuracetamVesamicolReleaseSNAP-25Botulinum toxinBungarotoxinsβ-bungarotoxinγ-bungarotoxinEnhancersα-LatrotoxinrobustoxinversutoxinCrotoxin