3-Octanone

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3-Octanone
3-Octanone.svg
Names
Preferred IUPAC name
Octan-3-one
Other names
Ethyl amyl ketone; n-Octanone-3; Amyl ethyl ketone; Ethyl pentyl ketone; Ethyl n-amyl ketone; Ethyl n-pentyl ketone
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.003.113 Edit this at Wikidata
UNII
  • InChI=1S/C8H16O/c1-3-5-6-7-8(9)4-2/h3-7H2,1-2H3
    Key: RHLVCLIPMVJYKS-UHFFFAOYSA-N
  • InChI=1/C8H16O/c1-3-5-6-7-8(9)4-2/h3-7H2,1-2H3
    Key: RHLVCLIPMVJYKS-UHFFFAOYAV
  • CCCCCC(=O)CC
Properties
C8H16O
Molar mass 128.215 g·mol−1
Density 0.822 g/mL[1]
Boiling point 167 to 168 °C (333 to 334 °F; 440 to 441 K)[1]
insoluble in water[2]
Vapor pressure 2 mmHg (20° C)[2]
Hazards
Flash point 59 °C; 138 °F; 332 K
NIOSH (US health exposure limits):
PEL (Permissible)
TWA 25 ppm (130 mg/m3)[2]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

3-Octanone is a natural ketone found in a variety of sources such as plants (such as lavender),[3] herbs (such as rosemary),[4] and fruits (such as nectarine).[5]

It is used as a flavor and fragrance ingredient.[6][7][8]

3-Octanone is a positional isomer of 2-octanone and 4-octanone.

It was also found to be present in Japanese catnip (schizonepeta tenuifolia),[9] and the pine king bolete (Boletus pinophilus).[10]

References[edit]

  1. ^ a b "3-Octanone". Sigma-Aldrich.
  2. ^ a b c d NIOSH Pocket Guide to Chemical Hazards. "#0418". National Institute for Occupational Safety and Health (NIOSH).
  3. ^ Opdyke, D.L.J., ed. (1979). Monographs on Fragrance Raw Materials. New York: Pergamon Press. p. 346.
  4. ^ Koedam, A.; et al. (1978). "Freshly Distilled Oil of the Leaves of Rasmarinus Officianalis L Contained 3-Octanone". Z. Naturforsch. C. 33C (1–2): 144. doi:10.1515/znc-1978-1-226. S2CID 87276514.
  5. ^ Takeoka GR; et al. (1988). "Nectarine volatiles: vacuum steam distillation versus headspace sampling". J Agric Food Chem. 36 (3): 553–560. doi:10.1021/jf00081a037.
  6. ^ "3-octanone". thegoodscentscompany.com.
  7. ^ Ashford RD (1994). Ashford's Dictionary of Industrial Chemicals. London, England: Wavelength Publications Ltd. p. 389.
  8. ^ Code of Federal Regulations Title 21
  9. ^ Yu, S; Chen, Y; Zhang, L; Shan, M; Tang, Y; Ding, A (2011). "Quantitative Comparative Analysis of the Bio-Active and Toxic Constituents of Leaves and Spikes of Schizonepeta tenuifolia at Different Harvesting Times". International Journal of Molecular Sciences. 12 (10): 6635–44. doi:10.3390/ijms12106635. PMC 3210999. PMID 22072908.
  10. ^ Bozok, Fuat; Zarifikhosroshahi, Mozhgan; Kafkas, Ebru; Taşkin, Hatira; Buyukalaca, Saadet (2015). "Comparison of Volatile Compounds of Fresh Boletus edulis and B. Pinophilus in Marmara Region of Turkey". Notulae Botanicae Horti Agrobotanici Cluj-Napoca. 43: 192–195. doi:10.15835/nbha4319731.