Cyclopentanone
A five-membered cyclic ketone with two equivalent ring paths at the carbonyl.
- Formula
- C5H8O
- Functional group
- Ketones
- Molar mass
- 84.12 g/mol
- Also known as
- Adipic ketone, Ketocyclopentane, Ketopentamethylene, Dumasin, Adipinketon, Adipin keton
Overview
A five-membered cyclic ketone with two equivalent ring paths at the carbonyl.
Reduction produces cyclopentanol. In this unsubstituted ring, the two directions around the ring are equivalent, so the alcohol-bearing carbon is not a stereogenic centre. Ring substitution can remove that equivalence and change the stereochemical outcome.
Identifiers
- Formula
- C5H8O
- Functional group
- Ketones
- Molar mass
- 84.12 g/mol
- Also known as
- Adipic ketone, Ketocyclopentane, Ketopentamethylene, Dumasin, Adipinketon, Adipin keton
Chemical identifiers
- SMILES
- C1CCC(=O)C1
- InChI
- InChI=1S/C5H8O/c6-5-3-1-2-4-5/h1-4H2
- PubChem CID
- 8452
Properties
- Melting Point
- -51.3 °C
- Boiling Point
- 130.6 °C AT 760 MM HG
- Relative density (water = 1)
- Relative density (water = 1): 0.95
- Water solubility
- Solubility in water: poor
Related compounds
- Ketones
A five-membered cyclic ketone with two equivalent ring paths at the carbonyl.
References
- PubChem Compound Summary: Cyclopentanone (CID 8452)National Center for Biotechnology Information · PubChem
Identity, molecular formula, molecular weight and aliases retrieved via PUG REST on 2026-09-08.
- OpenStax Organic Chemistry: Nucleophilic addition of hydride and Grignard reagents: alcohol formationJohn McMurry · OpenStax · 2023
Supports the qualitative structural interpretation of the recorded molecular structure; no new physical measurement or verified preparative yield is claimed.
- Hazardous Substances Data Bank (HSDB): Cyclopentanone — melting pointHazardous Substances Data Bank (HSDB)
Retrieved through PubChem PUG View on 2026-09-08. https://pubchem.ncbi.nlm.nih.gov/compound/8452#section=Melting-Point. Source value, complete property clause or compact miscibility statement retained; absent pressure, temperature or phase conditions are not inferred. Original reference: Weast, R.C. (ed.) Handbook of Chemistry and Physics. 69th ed. Boca Raton, FL: CRC Press Inc., 1988-1989., p. C-234
- Hazardous Substances Data Bank (HSDB): Cyclopentanone — boiling pointHazardous Substances Data Bank (HSDB)
Retrieved through PubChem PUG View on 2026-09-08. https://pubchem.ncbi.nlm.nih.gov/compound/8452#section=Boiling-Point. Source value, complete property clause or compact miscibility statement retained; absent pressure, temperature or phase conditions are not inferred. Original reference: Weast, R.C. (ed.) Handbook of Chemistry and Physics. 69th ed. Boca Raton, FL: CRC Press Inc., 1988-1989., p. C-234
- ILO-WHO International Chemical Safety Cards (ICSCs): Cyclopentanone — densityILO-WHO International Chemical Safety Cards (ICSCs)
Retrieved through PubChem PUG View on 2026-09-08. https://pubchem.ncbi.nlm.nih.gov/compound/8452#section=Density. Source value, complete property clause or compact miscibility statement retained; absent pressure, temperature or phase conditions are not inferred.
- ILO-WHO International Chemical Safety Cards (ICSCs): Cyclopentanone — solubilityILO-WHO International Chemical Safety Cards (ICSCs)
Retrieved through PubChem PUG View on 2026-09-08. https://pubchem.ncbi.nlm.nih.gov/compound/8452#section=Solubility. Source value, complete property clause or compact miscibility statement retained; absent pressure, temperature or phase conditions are not inferred.