Record Information |
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Version | 1.0 |
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Creation date | 2011-09-21 00:05:07 UTC |
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Update date | 2019-11-26 03:21:00 UTC |
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Primary ID | FDB021917 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | Tetrahydrofuran |
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Description | 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] |
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CAS Number | 109-99-9 |
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Structure | |
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Synonyms | Synonym | 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 | 1,4-epoxy-butane | hmdb | Butane a,d-oxide | hmdb | THF? | manual |
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Predicted Properties | |
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Chemical Formula | C4H8O |
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IUPAC name | oxolane |
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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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Isomeric SMILES | C1CCOC1 |
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Average Molecular Weight | 72.1057 |
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Monoisotopic Molecular Weight | 72.057514878 |
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Classification |
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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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Ontology |
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Physiological effect | Health effect: |
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Disposition | Source: Biological location: |
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Physico-Chemical Properties |
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Physico-Chemical Properties - Experimental | Property | Value | Reference |
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Physical state | Liquid | |
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Physical Description | Not Available | |
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Mass Composition | Not Available | |
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Melting Point | Not Available | |
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Boiling Point | Not Available | |
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Experimental Water Solubility | Not Available | |
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Experimental logP | Not Available | |
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Experimental pKa | Not Available | |
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Isoelectric point | Not Available | |
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Charge | Not Available | |
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Optical Rotation | Not Available | |
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Spectroscopic UV Data | Not Available | |
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Density | Not Available | |
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Refractive Index | Not Available | |
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Spectra |
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Spectra | |
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EI-MS/GC-MS | Type | Description | Splash Key | View |
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GC-MS | Tetrahydrofuran, non-derivatized, GC-MS Spectrum | splash10-0006-9000000000-15e25f01aff47ab7facc | Spectrum | GC-MS | Tetrahydrofuran, non-derivatized, GC-MS Spectrum | splash10-0006-9000000000-5fecd52ae1047ea6ca80 | Spectrum | GC-MS | Tetrahydrofuran, non-derivatized, GC-MS Spectrum | splash10-0006-9000000000-a72cdfa78bc1624af6ee | Spectrum | GC-MS | Tetrahydrofuran, non-derivatized, GC-MS Spectrum | splash10-0006-9000000000-15e25f01aff47ab7facc | Spectrum | GC-MS | Tetrahydrofuran, non-derivatized, GC-MS Spectrum | splash10-0006-9000000000-5fecd52ae1047ea6ca80 | Spectrum | GC-MS | Tetrahydrofuran, non-derivatized, GC-MS Spectrum | splash10-0006-9000000000-a72cdfa78bc1624af6ee | Spectrum | Predicted GC-MS | Tetrahydrofuran, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-002f-9000000000-3a492c8c5b590a04fe86 | Spectrum | Predicted GC-MS | Tetrahydrofuran, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Tetrahydrofuran, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
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MS/MS | Type | Description | Splash Key | View |
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MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated) | splash10-0ab9-9000000000-66253634d3f27573c6e6 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated) | splash10-0abc-9000000000-49362212e0db0e39a608 | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated) | splash10-00dl-9000000000-f307a5446840a5333e4f | 2012-07-24 | View Spectrum | MS/MS | LC-MS/MS Spectrum - EI-B (HITACHI RMU-7M) , Positive | splash10-0006-9000000000-15e25f01aff47ab7facc | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - EI-B (HITACHI RMU-6M) , Positive | splash10-0006-9000000000-5fecd52ae1047ea6ca80 | 2012-08-31 | View Spectrum | MS/MS | LC-MS/MS Spectrum - EI-B (HITACHI RMU-6M) , Positive | splash10-0006-9000000000-a72cdfa78bc1624af6ee | 2012-08-31 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-00di-9000000000-57b4553c011e61c13302 | 2017-09-01 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-00di-9000000000-633756c4cb26edc87875 | 2017-09-01 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0007-9000000000-f7f21b58e32e3bbdc8e8 | 2017-09-01 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-00di-9000000000-3191fdff289240be2d93 | 2017-09-01 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-00di-9000000000-53ae58b025cd88229a02 | 2017-09-01 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-000f-9000000000-e2c11950e59178898ca9 | 2017-09-01 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0006-9000000000-6f602d2adfd99a361876 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-052f-9000000000-db869489a53547fd0e9a | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0a4r-9000000000-e32b752db8542e7e4c7e | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-014i-9000000000-41ba71baeb0e935332bf | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-014i-9000000000-4ffb3617277fb64e8592 | 2021-09-23 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0a4i-9000000000-4e009d20cbcc725a95e3 | 2021-09-23 | View Spectrum |
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NMR | Type | Description | | View |
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1D NMR | 1H NMR Spectrum (1D, 500 MHz, H2O, experimental) | | Spectrum | 2D NMR | [1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental) | | Spectrum |
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External Links |
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ChemSpider ID | 7737 |
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ChEMBL ID | CHEMBL276521 |
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KEGG Compound ID | Not Available |
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Pubchem Compound ID | 8028 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | 26911 |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | Not Available |
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HMDB ID | HMDB00246 |
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CRC / DFC (Dictionary of Food Compounds) ID | Not Available |
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EAFUS ID | Not Available |
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Dr. Duke ID | Not Available |
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BIGG ID | Not Available |
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KNApSAcK ID | Not Available |
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HET ID | FU1 |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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Flavornet ID | Not Available |
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GoodScent ID | Not Available |
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SuperScent ID | Not Available |
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Wikipedia ID | Tetrahydrofuran |
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Phenol-Explorer Metabolite ID | Not Available |
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Duplicate IDS | Not Available |
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Old DFC IDS | Not Available |
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Associated Foods |
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Food | Content Range | Average | Reference |
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Food | | | Reference |
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Biological Effects and Interactions |
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Health Effects / Bioactivities | Not Available |
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Enzymes | Not Available |
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Pathways | Not Available |
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Metabolism | Not Available |
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Biosynthesis | Not Available |
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Organoleptic Properties |
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Flavours | Not Available |
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Files |
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MSDS | show |
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References |
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Synthesis Reference | Not Available |
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General Reference | Not Available |
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Content Reference | |
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