CHEBI:26911 - oxolane

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name oxolane
ChEBI ID CHEBI:26911
Definition A cyclic ether that is butane in which one hydrogen from each methyl group is substituted by an oxygen.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
more structures >>
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C4H8O
Net Charge 0
Average Mass 72.10570
Monoisotopic Mass 72.058
InChI InChI=1S/C4H8O/c1-2-4-5-3-1/h1-4H2
InChIKey WYURNTSHIVDZCO-UHFFFAOYSA-N
SMILES C1CCOC1
Roles Classification
Chemical Role(s): polar aprotic solvent
A solvent with a comparatively high relative permittivity (or dielectric constant), greater than ca. 15, and a sizable permanent dipole moment, that cannot donate suitably labile hydrogen atoms to form strong hydrogen bonds.
Application(s): polar aprotic solvent
A solvent with a comparatively high relative permittivity (or dielectric constant), greater than ca. 15, and a sizable permanent dipole moment, that cannot donate suitably labile hydrogen atoms to form strong hydrogen bonds.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing oxolane (CHEBI:26911) has role polar aprotic solvent (CHEBI:48358)
oxolane (CHEBI:26911) is a cyclic ether (CHEBI:37407)
oxolane (CHEBI:26911) is a oxolanes (CHEBI:26912)
oxolane (CHEBI:26911) is a saturated organic heteromonocyclic parent (CHEBI:36389)
oxolane (CHEBI:26911) is a volatile organic compound (CHEBI:134179)
Incoming 2-(dichloromethyl)tetrahydrofuran (CHEBI:87308) has parent hydride oxolane (CHEBI:26911)
tanegool (CHEBI:70196) is a oxolane (CHEBI:26911)
IUPAC Name
oxolane
Synonyms Sources
1,4-epoxybutane ChemIDplus
butane α,δ-oxide NIST Chemistry WebBook
butylene oxide UM-BBD
furanidine UM-BBD
tetrahydrofuran IUPAC
tetramethylene oxide NIST Chemistry WebBook
THF ChemIDplus
Database Links Databases
c0019 UM-BBD
HMDB0000246 HMDB
THF Wikipedia
View more database links
Registry Numbers Types Sources
102391 Beilstein Registry Number Beilstein
102391 Reaxys Registry Number Reaxys
109-99-9 CAS Registry Number ChemIDplus
109-99-9 CAS Registry Number NIST Chemistry WebBook
1767 Gmelin Registry Number Gmelin
Citations Waiting for Citations Types Sources
12571688 PubMed citation Europe PMC
1811956 PubMed citation Europe PMC
1911404 PubMed citation Europe PMC
19716170 PubMed citation Europe PMC
21316415 PubMed citation Europe PMC
21842397 PubMed citation Europe PMC
2675957 PubMed citation Europe PMC
Last Modified
15 December 2016
General Comment
2014-02-19 THF is occasionally found in human urine due to occupational exposure.