Cyclopentanone

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Cyclopentanone[1]
Cyclopentanone
Names
IUPAC name
cyclopentanone
Other names
ketocyclopentane
adipic ketone
Identifiers
120-92-3 YesY
ChEBI CHEBI:16486 YesY
ChEMBL ChEMBL18620 YesY
ChemSpider 8141 YesY
Jmol-3D images Image
KEGG C00557 YesY
PubChem 8452
RTECS number GY4725000
UNII 220W81TN3S YesY
Properties
C5H8O
Molar mass 84.12 g/mol
Appearance clear, colorless liquid
Odor peppermint-like
Density 0.95 g/cm3, liquid
Melting point −58.2 °C (−72.8 °F; 215.0 K)
Boiling point 130.6 °C (267.1 °F; 403.8 K)
Slightly soluble
Hazards
SDS Cyclopentanone
Flash point 26 °C (79 °F; 299 K)
Related compounds
Related ketones
cyclohexanone
2-pentanone
3-pentanone
Related compounds
cyclopropane
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
 YesY verify (what isYesY/N?)
Infobox references

Cyclopentanone is a cyclic ketone.

Preparation and use[edit]

Upon treatment with barium hydroxide at elevated temperatures, adipic acid undergoes ketonization to give cyclopentanone.[2]

Cyclopentanone is commonly used as a fragrance. It is a versatile synthetic intermediate, being a precursor to cyclopentobarbital and jasmone.[3]

Cyclopentanone is also used to make cyclopentamine and also pentethylcyclanone.

References[edit]

  1. ^ Merck Index, 11th Edition, 2748.
  2. ^ J. F. Thorpe and G. A. R. Kon (1925). "Cyclopentanone". Org. Synth. 5: 37. ; Coll. Vol. 1, p. 192 .
  3. ^ Hardo Siegel, Manfred Eggersdorfer "Ketones" in Ullmann's Encyclopedia of Industrial Chemistry, 2005, Wiley-VCH, Weinheim.doi:10.1002/14356007.a15_077