Cyclopentenone

Cyclopentenone
Names
Preferred IUPAC name
Cyclopent-2-en-1-one
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.012.012 Edit this at Wikidata
UNII
  • InChI=1S/C5H6O/c6-5-3-1-2-4-5/h1,3H,2,4H2 checkY
    Key: BZKFMUIJRXWWQK-UHFFFAOYSA-N checkY
  • C1CC(=O)C=C1
Properties
C5H6O
Molar mass 82.102 g·mol−1
Density 0.98 g·mL−1
Boiling point 150 °C (302 °F; 423 K)
almost insoluble in water
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Harmful
Flash point 42 °C (108 °F; 315 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

2-Cyclopentenone is the organic compound with the chemical formula (CH2)2(CH)2CO. 2-Cyclopentenone contains two functional groups, a ketone and an alkene. It is a colorless liquid. Its isomer, 3-cyclopentenone is less commonly encountered.

The term cyclopentenone may also refer to a structural motif wherein the cyclopentenone moiety is a subunit of a larger molecule. Cyclopentenones are found in a large number of natural products, including jasmone, the aflatoxins, and several prostaglandins.[1]

  1. ^ Simeonov, Svilen P.; Nunes, João P. M.; Guerra, Krassimira; Kurteva, Vanya B.; Afonso, Carlos A. M. (2016-05-25). "Synthesis of Chiral Cyclopentenones". Chemical Reviews. 116 (10): 5744–5893. doi:10.1021/cr500504w. ISSN 0009-2665. PMID 27101336.