1.02011-09-21 00:05:07 UTC2019-11-26 03:21:00 UTCFDB021917TetrahydrofuranTetrahydrofuran (THF) is a contaminant of exposure and appears in human biofluids. The Food and Drug Administration (FDA) has announced recommendations to revise the permitted daily exposures for THF, and so has the International Conference on Harmonisation. THF oxidizes readily, which can lead to instability and result in cytotoxicity. It is a colourless low-viscosity liquid with a smell similar to diethyl ether and is one of the most polar ethers. Tetrahydrofuran is essentially considered in occupational toxicology, and acute poisoning cases are extremely rare. THF is often used for hydroborations used to synthesize primary alcohols. THF is often used as a solvent for Grignard reagents because of the oxygen atom's ability to coordinate to the magnesium ion component of the Grignard reagent (an organometallic chemical reaction involving alkyl- or aryl-magnesium halides). THF is often used in polymer science. For example, it can be used to dissolve rubber prior to determining its molecular mass using gel permeation chromatography. THF tends to form peroxides on storage in air. (wikipedia, PMID: 16999122, 12742700, 14619948) [HMDB]1,4-epoxy-butane1,4-EpoxybutaneButane a,d-oxideButane a,delta-oxideButane a,δ-oxideButane alpha,delta-oxideButane α,δ-oxideButylene oxideCyclotetramethyleneCyclotetramethylene oxideDiethylene oxideFuranidineHydrofuranOxacyclopentaneOxolanePolytetrahydrofuranTetrahydrofuraanTetrahydrofuranTetrahydrofuraneTetrahydrofuranneTetraidrofuranoTetramethylene oxideTHF?C4H8O72.105772.057514878oxolanetetrahydrofuran109-99-9C1CCOC1InChI=1S/C4H8O/c1-2-4-5-3-1/h1-4H2WYURNTSHIVDZCO-UHFFFAOYSA-N belongs to the class of organic compounds known as tetrahydrofurans. These are heterocyclic compounds containing a saturated, aliphatic, five-membered ring where a carbon is replaced by an oxygen.TetrahydrofuransOrganic compoundsOrganoheterocyclic compoundsTetrahydrofuransAliphatic heteromonocyclic compoundsDialkyl ethersHydrocarbon derivativesOxacyclic compoundsAliphatic heteromonocyclic compoundDialkyl etherEtherHydrocarbon derivativeOrganic oxygen compoundOrganooxygen compoundOxacycleTetrahydrofurancyclic etheroxolanessaturated organic heteromonocyclic parentLiquidlogp0.35logs-0.01solubility6.97e+01 g/llogp0.53pka_strongest_basic-4.1iupacoxolaneaverage_mass72.1057mono_mass72.057514878smilesC1CCOC1formulaC4H8OinchiInChI=1S/C4H8O/c1-2-4-5-3-1/h1-4H2inchikeyWYURNTSHIVDZCO-UHFFFAOYSA-Npolar_surface_area9.23refractivity20.55polarizability8.14rotatable_bond_count0acceptor_count1donor_count0physiological_charge0formal_charge0Specdb::NmrOneD1271Specdb::MsIr344Specdb::MsIr345Specdb::NmrTwoD1235Specdb::CMs23961Specdb::CMs27131Specdb::CMs29348Specdb::CMs29503Specdb::CMs99554Specdb::CMs99555Specdb::CMs99556Specdb::CMs137754Specdb::CMs145488Specdb::MsMs418Specdb::MsMs419Specdb::MsMs420Specdb::MsMs3738Specdb::MsMs3739Specdb::MsMs3740Specdb::MsMs319102Specdb::MsMs319103Specdb::MsMs319104Specdb::MsMs366091Specdb::MsMs366092Specdb::MsMs366093Specdb::MsMs2311196Specdb::MsMs2311197Specdb::MsMs2311198Specdb::MsMs2651807Specdb::MsMs2651808Specdb::MsMs2651809HMDB0024626911FU1#<Reference:0x00005556761a2238>#<Reference:0x00005556761a1f40>#<Reference:0x00005556761a1c20>#<Reference:0x00005556761a1928>#<Reference:0x00005556761a1608>#<Reference:0x00005556761a0f50>#<Reference:0x00005556761a0c80>#<Reference:0x00005556761a0938>#<Reference:0x00005556761a0438>#<Reference:0x00005556761a0230>AnatidaeType 1specificAnatidae8830BeefaloType 1specificBos taurus X Bison bison297284BisonType 1specificBison bison9901BlackberryType 1specificRubusBuffaloType 1specificBubalus bubalis89462Cattle (Beef, Veal)Type 1specificBos taurus9913CauliflowerType 1specificBrassica oleracea var. botrytis3715ChickenType 1specificGallus gallus9031Columbidae (Dove, Pigeon)Type 1specificColumbidae8930DeerType 1specificCervidae9850Domestic goatType 1specificCapra aegagrus hircus9925Domestic pigType 1specificSus scrofa domestica9825ElkType 1specificCervus canadensis1574408EmuType 1specificDromaius novaehollandiae8790European rabbitType 1specificOryctolagus9984Evergreen blackberryType 1specificRubus laciniatusGreylag gooseType 1specificAnser anser8843Guinea henType 1specificNumida meleagris8996HorseType 1specificEquus caballus9796Mallard duckType 1specificAnas platyrhynchos8839Milk (Cow)Type 2specificMountain hareType 1specificLepus timidus62621Mule deerType 1specificOdocoileus9871OstrichType 1specificStruthio camelus8801PheasantType 1specificPhasianus colchicus9054QuailType 1specificPhasianidae9005RabbitType 1specificLeporidae9979Rock ptarmiganType 1specificLagopus muta64668Sheep (Mutton, Lamb)Type 1specificOvis aries9940SquabType 1specificColumba8931TurkeyType 1specificMeleagris gallopavo9103Velvet duckType 1specificMelanitta fusca371864Wild boarType 1specificSus scrofa9823