| Record Information |
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| Version | 1.0 |
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| Creation Date | 2016-09-30 22:27:20 UTC |
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| Update Date | 2020-04-22 15:02:35 UTC |
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| MCDB ID | BMDB0000246 |
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| Secondary Accession Numbers | |
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| Metabolite Identification |
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| Common Name | Tetrahydrofuran |
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| Description | Tetrahydrofuran, also known as 1,4-epoxybutane or butylene oxide, 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. Tetrahydrofuran exists as a solid, possibly soluble (in water), and an extremely weak basic (essentially neutral) compound (based on its pKa) molecule. |
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| Structure | |
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| Synonyms | | Value | Source |
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| 1,4-Epoxybutane | ChEBI | | Butane alpha,delta-oxide | ChEBI | | Butylene oxide | ChEBI | | Furanidine | ChEBI | | Tetramethylene oxide | ChEBI | | THF | ChEBI | | Butane a,delta-oxide | Generator | | Butane α,δ-oxide | Generator | | Butane a,δ-oxide | HMDB | | 1,4-Epoxy-butane | HMDB | | Butane a,D-oxide | HMDB | | Cyclotetramethylene | HMDB | | Cyclotetramethylene oxide | HMDB | | Diethylene oxide | HMDB | | Hydrofuran | HMDB | | Oxacyclopentane | HMDB | | Oxolane | HMDB | | Polytetrahydrofuran | HMDB | | Tetrahydrofuraan | HMDB | | Tetrahydrofurane | HMDB | | Tetrahydrofuranne | HMDB | | Tetraidrofurano | HMDB | | Tetrahydrofuran | ChEBI |
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| Chemical Formula | C4H8O |
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| Average Molecular Weight | 72.1057 |
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| Monoisotopic Molecular Weight | 72.057514878 |
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| IUPAC Name | Not Available |
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| Traditional Name | Not Available |
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| CAS Registry Number | 109-99-9 |
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| SMILES | Not Available |
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| InChI Identifier | InChI=1S/C4H8O/c1-2-4-5-3-1/h1-4H2 |
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| InChI Key | WYURNTSHIVDZCO-UHFFFAOYSA-N |
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| Chemical Taxonomy |
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| Description | 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. |
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| Kingdom | Organic compounds |
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| Super Class | Organoheterocyclic compounds |
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| Class | Tetrahydrofurans |
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| Sub Class | Not Available |
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| Direct Parent | Tetrahydrofurans |
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| Alternative Parents | |
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| Substituents | - Tetrahydrofuran
- Oxacycle
- Ether
- Dialkyl ether
- Organic oxygen compound
- Hydrocarbon derivative
- Organooxygen compound
- Aliphatic heteromonocyclic compound
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| Molecular Framework | Aliphatic heteromonocyclic compounds |
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| External Descriptors | |
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| Physical Properties |
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| State | Liquid |
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| Experimental Properties | | Property | Value | Reference |
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| Melting Point | -108.3 °C | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | 1000 mg/mL | Not Available | | LogP | 0.46 | HANSCH,C ET AL. (1995) |
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| Predicted Properties | Not Available |
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| Spectra |
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| Concentrations |
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| Detected but not Quantified | Not Applicable | | | details |
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| External Links |
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| HMDB ID | HMDB0000246 |
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| DrugBank ID | Not Available |
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| Phenol Explorer Compound ID | Not Available |
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| FoodDB ID | FDB021917 |
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| KNApSAcK ID | C00010358 |
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| Chemspider ID | 7737 |
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| KEGG Compound ID | Not Available |
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| BioCyc ID | Not Available |
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| BiGG ID | Not Available |
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| Wikipedia Link | THF |
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| METLIN ID | Not Available |
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| PubChem Compound | 8028 |
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| PDB ID | Not Available |
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| ChEBI ID | 26911 |
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| References |
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| Synthesis Reference | Li, Haixia; Yin, Hengbo; Jiang, Tingshun; Hu, Tongjie; Wu, Jing; Wada, Yuji. Cyclodehydration of 1,4-butanediol to tetrahydrofuran catalyzed by supported silicotungstic acid. Catalysis Communications (2006), 7(10), 778-782. |
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| Material Safety Data Sheet (MSDS) | Download (PDF) |
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| General References | - Antunes-Fernandes EC, van Gastelen S, Dijkstra J, Hettinga KA, Vervoort J: Milk metabolome relates enteric methane emission to milk synthesis and energy metabolism pathways. J Dairy Sci. 2016 Aug;99(8):6251-6262. doi: 10.3168/jds.2015-10248. Epub 2016 May 26. [PubMed:27236769 ]
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