2-Heptylcyclopentanone
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| Names | |
|---|---|
| IUPAC name
2-Heptylcyclopentan-1-one | |
| Identifiers | |
3D model (JSmol) |
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| ECHA InfoCard | 100.004.794 |
PubChem CID |
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CompTox Dashboard (EPA) |
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| Properties | |
| C12H22O | |
| Molar mass | 182.307 g·mol−1 |
| Density | 0.89 g/cm3 |
| Boiling point | 264.8 °C (508.6 °F; 538.0 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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2-Heptylcyclopentanone is an organic compound from the group of ketones.
Properties
[edit]At room temperature, heptylcyclopentanone is a colorless to yellowish liquid with a sweet, fruity or floral, jasmine-like odor. The compound is only slightly soluble in water, and is more soluble in solvents such as ethanol or diethyl ether. Heptylcyclopentanone is chiral, and has (R)- and (S)- enantiomers.[1][2][3][4][5]
Synthesis
[edit]In the first step of the synthesis of heptylcyclopentanone, cyclopentanone and heptanal react by aldol condensation. The resulting reaction product is reduced by hydrogenation to heptylcyclopentanone.[2][6][7]
Usage
[edit]Heptylcyclopentanone is used as a fragrance in perfumes, deodorants, soaps, shampoos, skin creams, and cleaning products, among others. It gives them a jasmine, lavender, or honeysuckle-like scent.[1][3][4][6][8] The compound is also used to make δ-dodecalactone. The substance can also be used as a solvent for rubbers and nitrocellulose or vinyl resins.[9]
References
[edit]- 1 2 Johannes Panten & Horst Surburg: "Flavors and Fragrances, 2. Aliphatic Compounds", teoksessa Ullmann's Encyclopedia of Industrial Chemistry, John Wiley & Sons, New York, 2015.
- 1 2 Surburg, Horst; Panten, Johannes (11 February 2016). Common Fragrance and Flavor Materials: Preparation, Properties and Uses. John Wiley & Sons. ISBN 978-3-527-69317-7.
- 1 2 J. Buckingham (1996). Dictionary of organic compounds. Chapman & Hall. p. 3426. ISBN 0412540908. Retrieved 17 November 2025.
- 1 2 J. Scognamiglio, L. Jones, C.S. Letizia & A.M. Api (2012). "Fragrance material review on 2-heptylcyclopentanone". Food and Chemical Toxicology. 50: S619–S624. doi:10.1016/j.fct.2012.03.025. PMID 22445663. Retrieved 17 November 2025.
{{cite journal}}: CS1 maint: multiple names: authors list (link) - ↑ "2-Heptylcyclopentanone". Triveni Chemicals. Retrieved 17 November 2025.
- 1 2 Robert D. Ashford (2024). Ashford's Dictionary of Industrial Chemicals. 4th Edition. Wavelength Publications. ISBN 978-0-9522674-4-7.
- ↑ K. Husnu Can Baser,Gerhard Buchbauer (2015). Handbook of Essential Oils. CRC Press. ISBN 9781466590472. Retrieved 17 November 2025.
- ↑ Charles Sell (2006). The Chemistry of Fragrances. RSCPublishing. p. 51. ISBN 978-0854048243. Retrieved 17 November 2025.
- ↑ Victor O. Sheftel (1990). Toxic Properties of Polymers and Additives. RAPRA Technology Limited. p. 342. ISBN 0902348493. Retrieved 17 November 2025.