cis-3,3a,6,6a-tetrahydrocyclopenta[b]furan-2-one

Basic Information

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CAS Number

26054-46-6

Molecular Formula

C7H8O2

Molecular Weight

124.14 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

Boiling Point

74 ºC (0.3 Torr)

Flash Point

104.0±24.5 ºC,

SMILES

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C1C=CC2C1OC(=O)C2

InChI

InChI=1S/C7H8O2/c8-7-4-5-2-1-3-6(5)9-7/h1-2,5-6H,3-4H2/t5-,6-/m1/s1

InChIKey

RYBPGUMSFWGGLP-PHDIDXHHSA-N

LogP

0.878

Topological Polar Surface Area

26.3 Å²

Hydrogen Bond Donor/Acceptor

0 / 2

Complexity

172

Synonyms & References

English

(3aS,6aR)-3,3a,6,6a-Tetrahydro-2H-cyclopenta[b]furan-2-one
(3as,6ar)-3,3a,6,6a-tetrahydro-2h-cyclo-penta[b]furan-2-one
RYBPGUMSFWGGLP-PHDIDXHHSA-N
26054-46-6
J-650325
CHEMBL452408
SCHEMBL3910871
DTXSID00969663
(3aS,6aR)-3,3a,6,6a-tetrahydrocyclopenta[b]furan-2-one
AKOS006238073
AC-28169
(1R,5S)-oxabicyclooctenone
54483-22-6
(3aS, 6aR)-3, 3a, 6, 6a-tetrahydro-2H-cyclopenta[b]furan-2-one
(+)-cis-2-Oxabicyclo[3.3.0]oct-6-en-3-one
(+)-(1R,5S)-2-Oxabicyclo[3.3.0]oct-6-en-3-one
(3aS,6aR)-2H,3H,3aH,6H,6aH-cyclopenta[b]furan-2-one
(3aS,6aR)-rel-3,3a,6,6a-Tetrahydro-2H-cyclopenta[b]furan-2-one
2H-Cyclopenta[b]furan-2-one, 3,3a,6,6a-tetrahydro-, (3aR,6aS)-rel-
cis-2-Hydroxy-4-cyclopentene-1-acetic acid lactone
cis-3,3a,6,6a-tetrahydrocyclopenta[b]furan-2-one

MDL Number

MFCD00135976

FAQ

What are the physical and chemical properties of cis-3,3a,6,6a-tetrahydrocyclopenta[b]furan-2-one (CAS: 26054-46-6)?

cis-3,3a,6,6a-Tetrahydrocyclopenta[b]furan-2-one is a colorless crystalline solid with a molecular weight of approximately 150.24 g/mol. It has a low solubility in water but is soluble in common organic solvents like ethanol and acetone. The compound is relatively stable under normal conditions but can react with strong bases or acids. It shows moderate reactivity in electrophilic addition reactions.

How is cis-3,3a,6,6a-tetrahydrocyclopenta[b]furan-2-one (CAS: 26054-46-6) typically synthesized?

cis-3,3a,6,6a-Tetrahydrocyclopenta[b]furan-2-one can be synthesized via the Wittig reaction, where an aldehyde reacts with a phosphoryl donor to form the desired ketone. Another method involves the Diels-Alder reaction between a diene and a dienophile. These methods provide high selectivity and yield, with optimization of reaction conditions leading to better outcomes.

What industries use cis-3,3a,6,6a-tetrahydrocyclopenta[b]furan-2-one (CAS: 26054-46-6)?

cis-3,3a,6,6a-Tetrahydrocyclopenta[b]furan-2-one finds applications in the pharmaceutical industry for its use as an intermediate in drug synthesis. It is also utilized in the polymer industry for the development of new materials. Additionally, it is employed in the production of sensors and as a precursor in the semiconductor industry for manufacturing electronic components.

What precautions should be taken when handling cis-3,3a,6,6a-tetrahydrocyclopenta[b]furan-2-one (CAS: 26054-46-6)?

cis-3,3a,6,6a-Tetrahydrocyclopenta[b]furan-2-one should be handled in a well-ventilated area and under a fume hood. Use appropriate personal protective equipment (PPE), including gloves, safety goggles, and a lab coat. Ensure the area is equipped with an eye wash station and a spill kit. Follow standard laboratory safety protocols, and consult the Safety Data Sheet (SDS) for specific handling and disposal instructions.