1.0 2011-09-21 00:05:07 UTC 2019-11-26 03:21:00 UTC FDB021917 Tetrahydrofuran Tetrahydrofuran (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-butane 1,4-Epoxybutane Butane a,d-oxide Butane a,delta-oxide Butane a,δ-oxide Butane alpha,delta-oxide Butane α,δ-oxide Butylene oxide Cyclotetramethylene Cyclotetramethylene oxide Diethylene oxide Furanidine Hydrofuran Oxacyclopentane Oxolane Polytetrahydrofuran Tetrahydrofuraan Tetrahydrofuran Tetrahydrofurane Tetrahydrofuranne Tetraidrofurano Tetramethylene oxide THF? C4H8O 72.1057 72.057514878 oxolane tetrahydrofuran 109-99-9 C1CCOC1 InChI=1S/C4H8O/c1-2-4-5-3-1/h1-4H2 WYURNTSHIVDZCO-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. Tetrahydrofurans Organic compounds Organoheterocyclic compounds Tetrahydrofurans Aliphatic heteromonocyclic compounds Dialkyl ethers Hydrocarbon derivatives Oxacyclic compounds Aliphatic heteromonocyclic compound Dialkyl ether Ether Hydrocarbon derivative Organic oxygen compound Organooxygen compound Oxacycle Tetrahydrofuran cyclic ether oxolanes saturated organic heteromonocyclic parent Liquid logp 0.35 ALOGPS logs -0.01 ALOGPS solubility 6.97e+01 g/l ALOGPS logp 0.53 ChemAxon pka_strongest_basic -4.1 ChemAxon iupac oxolane ChemAxon average_mass 72.1057 ChemAxon mono_mass 72.057514878 ChemAxon smiles C1CCOC1 ChemAxon formula C4H8O ChemAxon inchi InChI=1S/C4H8O/c1-2-4-5-3-1/h1-4H2 ChemAxon inchikey WYURNTSHIVDZCO-UHFFFAOYSA-N ChemAxon polar_surface_area 9.23 ChemAxon refractivity 20.55 ChemAxon polarizability 8.14 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 1 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::NmrOneD 1271 Specdb::NmrTwoD 1235 Specdb::MsIr 344 Specdb::MsIr 345 Specdb::CMs 23961 Specdb::CMs 27131 Specdb::CMs 29348 Specdb::CMs 29503 Specdb::CMs 99554 Specdb::CMs 99555 Specdb::CMs 99556 Specdb::CMs 137754 Specdb::CMs 145488 Specdb::MsMs 418 Specdb::MsMs 419 Specdb::MsMs 420 Specdb::MsMs 3738 Specdb::MsMs 3739 Specdb::MsMs 3740 Specdb::MsMs 319102 Specdb::MsMs 319103 Specdb::MsMs 319104 Specdb::MsMs 366091 Specdb::MsMs 366092 Specdb::MsMs 366093 Specdb::MsMs 2311196 Specdb::MsMs 2311197 Specdb::MsMs 2311198 Specdb::MsMs 2651807 Specdb::MsMs 2651808 Specdb::MsMs 2651809 HMDB00246 26911 FU1 #<Reference:0x000055ce32d1d0e8> #<Reference:0x000055ce32d1cf30> #<Reference:0x000055ce32d1cd28> #<Reference:0x000055ce32d1ca30> #<Reference:0x000055ce32d1c788> #<Reference:0x000055ce32d1c4e0> #<Reference:0x000055ce32d1c1e8> #<Reference:0x000055ce32d1c030> #<Reference:0x000055ce32d1bd88> #<Reference:0x000055ce32d1bb58> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Blackberry Type 1 specific Rubus Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Cauliflower Type 1 specific Brassica oleracea var. botrytis 3715 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Evergreen blackberry Type 1 specific Rubus laciniatus Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Milk (Cow) Type 2 specific Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823