2-Heptylcyclopentanone

2-Heptylcyclopentanone
Names
	IUPAC name 2-Heptylcyclopentan-1-one
Identifiers
CAS Number	137-03-1;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL3185887;
ChemSpider	8386;
ECHA InfoCard	100.004.794
EC Number	205-273-1;
PubChem CID	8710;
UNII	4984B2X8AH;
CompTox Dashboard (EPA)	DTXSID8044547 ;
	InChI InChI=1S/C12H22O/c1-2-3-4-5-6-8-11-9-7-10-12(11)13/h11H,2-10H2,1H3 Key: PJXHBTZLHITWFX-UHFFFAOYSA-N;
	SMILES CCCCCCCC1CCCC1=O;
Properties
Chemical formula	C12H22O
Molar mass	182.307 g·mol−1
Density	0.89 g/cm3
Boiling point	264.8 °C (508.6 °F; 538.0 K)
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H411
Precautionary statements	P264, P273, P280, P302+P352, P321, P332+P317, P362+P364, P391, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

2-Heptylcyclopentanone is an organic compound from the group of ketones.

Properties

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.

Synthesis

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.

Usage

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. 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.

References

↑ "2-Heptylcyclopentanone". pubchem.ncbi.nlm.nih.gov. Retrieved 2026-10-20.
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.

[1] "2-Heptylcyclopentanone". pubchem.ncbi.nlm.nih.gov. Retrieved 2026-10-20.

[ullmann-2] 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.

[common-3] 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.

[dictionary-4] 1 2 J. Buckingham (1996). Dictionary of organic compounds. Chapman & Hall. p. 3426. ISBN 0412540908. Retrieved 17 November 2025.

[fragrance-5] 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)

[6] "2-Heptylcyclopentanone". Triveni Chemicals. Retrieved 17 November 2025.

[ashford-7] 1 2 Robert D. Ashford (2024). Ashford's Dictionary of Industrial Chemicals. 4th Edition. Wavelength Publications. ISBN 978-0-9522674-4-7.

[handbook-8] K. Husnu Can Baser,Gerhard Buchbauer (2015). Handbook of Essential Oils. CRC Press. ISBN 9781466590472. Retrieved 17 November 2025.

[chemistry-9] Charles Sell (2006). The Chemistry of Fragrances. RSCPublishing. p. 51. ISBN 978-0854048243. Retrieved 17 November 2025.

[10] Victor O. Sheftel (1990). Toxic Properties of Polymers and Additives. RAPRA Technology Limited. p. 342. ISBN 0902348493. Retrieved 17 November 2025.