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| Tetrahydrofuran | |
|---|---|
| General | |
| Systematic name | Tetrahydrofuran |
| Other names | THF, hydrofuran, oxolane, oxacyclopentane, furanidine |
| Molecular formula | C4H8O |
| SMILES | C1CCCO1 |
| Molar mass | 72.11 g/mol |
| Appearance | colorless liquid |
| CAS number | * |
| Properties | |
| Density and phase | 0.886 g/cm3, liquid |
| Solubility in water | Miscible |
| Melting point | -108.4 °C (164.75 K) |
| Boiling point | 66 °C (339.15 K) |
| Viscosity | 0.48 cP at 25 °C |
| Structure | |
| Molecular shape | envelope |
| Dipole moment | 1.63 D (gas) |
| Hazards | |
| MSDS | External MSDS |
| EU classification | Flammable (F) Irritant (Xi) |
| NFPA 704 | |
| R-phrases | , , |
| S-phrases | , , |
| Flash point | -14 °C |
| RTECS number | LU5950000 |
| Supplementary data page | |
| Structure and properties | n, εr, etc. |
| Thermodynamic data | Phase behaviour Solid, liquid, gas |
| Spectral data | UV, IR, NMR, MS |
| Related compounds | |
| Related heterocycles | Furan Pyrrolidine Dioxane |
| Related compounds | Diethyl ether |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Chemical infobox | |
- For other uses of THF, see THF (disambiguation)
Tetrahydrofuran is a heterocyclic organic compound. It is a clear, low-viscosity liquid with a diethyl ether-like smell. It is one of the most polar ethers and is used as a solvent of intermediate polarity in chemical reactions. THF is an aprotic, electron donating solvent with a dielectric constant of 7.6. THF is the fully hydrogenated analog of the aromatic compound furan.
Precautions
THF tends to form peroxides on storage. As a result, THF should not be distilled to dryness, which can leave a residue of highly-explosive peroxides. Commercial THF is therefore often inhibited with BHT. Alternatively, THF can be stored in air-tight bottles in the dark over sodium hydroxide.
External links
- THF usage on Organic Syntheses
- THF info
- U.S. OSHA info on THF
References
- Loudon, G. Mark. Organic Chemistry 4th ed. New York: Oxford University Press. 2002. pg 318.
See also
- The Trapp mixture extends the temperature range applicability of THF as a solvent.
External links
Ethers | Oxygen heterocycles | Solvents
Tetrahydrofuran | Tétrahydrofurane | Tetraidrofurano | THF | Tetrahydrofuraan | テトラヒドロフラン | Tetrahydrofuran | 四氢呋喃
"Tetrahydrofuran"