This article is about tetrahydropyran, whose IUPAC name is oxane. For ethylene oxide, which has occasionally been named as oxane, see oxirane.
Tetrahydropyran
Tetrahydropyran
THP
Names
Preferred IUPAC name
Oxane
Other names
Tetrahydropyran, Oxacyclohexane, 1,5-epoxypentane
Identifiers
CAS Number
142-68-7Y
3D model (JSmol)
Interactive image
Beilstein Reference
102436
ChEBI
CHEBI:46941Y
ChemSpider
8554Y
DrugBank
DB02412Y
ECHA InfoCard
100.005.048
EC Number
205-552-8
PubChem CID
8894
UNII
V06I3ILG6BY
CompTox Dashboard (EPA)
DTXSID3059719
InChI
InChI=1S/C5H10O/c1-2-4-6-5-3-1/h1-5H2Y
Key: DHXVGJBLRPWPCS-UHFFFAOYSA-NY
InChI=1/C5H10O/c1-2-4-6-5-3-1/h1-5H2
Key: DHXVGJBLRPWPCS-UHFFFAOYAV
SMILES
O1CCCCC1
Properties
Chemical formula
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)
2
4
1
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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Infobox references
Chemical compound
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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groups including hydroxyls, ketones, epoxides, tetrahydrofurans and tetrahydropyrans. They are often terminated with a lactone or butenolide. Over 400 members...
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