6-Oxabicyclo(3.1.0)hexan-3-one

HCID 535532

Notes Reactions

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Basic information

CAS: 74017-10-0
Standard SMILES: O=C1CC2OC2C1
InChIKey: VZMRGSWFCBXBPW-UHFFFAOYSA-N
Molecular formula: C5H6O2
Average molar mass: 98.1 g/mol
Monoisotopic mass: 98.03677943

Names & identifiers

Preferred name: 6-Oxabicyclo(3.1.0)hexan-3-one
IUPAC: 6-oxabicyclo[3.1.0]hexan-3-one
English name: 6-Oxabicyclo[3.1.0]hexan-3-one
Molecular formula: C5H6O2
Molecular weight: 98.1

Names & synonyms

6-oxabicyclo[3.1.0]hexan-3-one74017-10-06-oxabicyclo(3.1.0)hexan-3-oneDTXSID80336692RefChem:1074125DTXCID702877803,4-epoxycyclopentanoneMFCD246895046-Oxa-bicyclo[3.1.0]hexan-3-oneSCHEMBL3246775

Database identifiers

CAS: 74017-10-0
PubChem CID: 535532
DTXSID: DTXSID80336692
Nikkaji: J1.083.857F

Properties

Computed structural properties

XLogP: -0.6
Topological polar surface area: 29.6 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 0
Heavy atoms: 7
Formal charge: 0
Complexity: 107

Physicochemical properties

Boiling point: 178.3 · 178.3±15.0 °C(Predicted)
Density: 1.307 · 1.307±0.06 g/cm3(Predicted)
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 280 · P280-P305+P351+P338

Safety & regulation

Safety data

Signal word: Warning
Symbol(GHS): GHS07
Hazard statements: H302-H315-H319-H335
Precautionary statements: P280-P305+P351+P338

Chemistry & industry

Applications · 1 item

Uses3,4-Epoxycyclopentanone is used as a reactant in the enantioselective synthesis of (silyloxy)cyclopentenone via catalytic epoxide ring opening. Also used in asymmetric preparation of hydroxycyclopentenones by cinchona alkaloid-catalyzed desymmetrization/fragmentation of epoxycyclopentanones.