Tetrahydropyran
Chemical compound / From Wikipedia, the free encyclopedia
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Tetrahydropyran (THP) is the organic compound consisting of a saturated six-membered ring containing five carbon atoms and one oxygen atom. It is named by reference to pyran, which contains two double bonds, and may be produced from it by adding four hydrogens. In 2013, its preferred IUPAC name was established as oxane.[1] The compound is a colourless volatile liquid. Derivatives of tetrahydropyran are, however, more common. 2-Tetrahydropyranyl (THP-) ethers derived from the reaction of alcohols and 3,4-dihydropyran are commonly used as protecting groups in organic synthesis.[2] Furthermore, a tetrahydropyran ring system, i.e., five carbon atoms and an oxygen, is the core of pyranose sugars, such as glucose.
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Names | |||
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Preferred IUPAC name
Oxane | |||
Other names
Tetrahydropyran, Oxacyclohexane, 1,5-epoxypentane | |||
Identifiers | |||
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3D model (JSmol) |
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102436 | |||
ChEBI | |||
ChemSpider |
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DrugBank |
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ECHA InfoCard | 100.005.048 | ||
EC Number |
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PubChem CID |
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UNII | |||
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Properties | |||
C5H10O | |||
Molar mass | 86.134 g·mol−1 | ||
Appearance | Colourless liquid | ||
Density | 0.880 g/cm3 | ||
Melting point | −45 °C (−49 °F; 228 K) | ||
Boiling point | 88 °C (190 °F; 361 K) | ||
Hazards | |||
Occupational safety and health (OHS/OSH): | |||
Main hazards |
Flammable, Causes skin irritation | ||
NFPA 704 (fire diamond) | |||
Flash point | −15.6 °C (3.9 °F; 257.5 K) | ||
Lethal dose or concentration (LD, LC): | |||
LDLo (lowest published) |
3000 mg/kg (oral, rat) | ||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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