Civetone

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Civetone
Names
IUPAC name
(Z)-9-Cycloheptadecen-1-one
Other names
cis-Civetone; 9-Cycloheptadecen-1-one; Cycloheptadeca-9-en-1-one; (Z)-9-Cyclohepta-decen-1-one
Identifiers
542-46-1 N
ChemSpider 4475121 YesY
EC Number 208‐813‐4
Jmol 3D model Interactive image
PubChem 5315941
  • InChI=1S/C17H30O/c18-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-17/h1-2H,3-16H2/b2-1- YesY
    Key: ZKVZSBSZTMPBQR-UPHRSURJSA-N YesY
  • InChI=1/C17H30O/c18-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-17/h1-2H,3-16H2/b2-1-
    Key: ZKVZSBSZTMPBQR-UPHRSURJBS
  • O=C1CCCCCCC/C=C\CCCCCCC1
Properties
C17H30O
Molar mass 250.4195
Appearance Crystalline solid
Density 0.917 at 33 °C
Melting point 31 to 32 °C (88 to 90 °F; 304 to 305 K)
Boiling point 342 °C (648 °F; 615 K)
Solubility in oils soluble
Solubility in ethanol soluble
Solubility in water slightly soluble
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
Infobox references

Civetone is a macrocyclic ketone and the main odorous constituent of civet.[1] It is a pheromone sourced from the African civet. It has a strong musky odor that becomes pleasant at extreme dilutions.[2] Civetone is closely related to muscone, the principal odoriferous compound found in musk. Today, civetone can be synthesized from precursor chemicals found in palm oil.[3]

Uses

Civetone is used as a perfume fixative and flavor.

In order to attract jaguars to camera traps, field biologists have used the cologne Calvin Klein's Obsession For Men. It is believed that the civetone in the cologne resembles a territorial marking.[4]

See also

References

  1. The Merck Index, 15th Ed. (2013), p. 418, Monograph 2334, O'Neil: The Royal Society of Chemistry. Available online at: http://www.rsc.org/Merck-Index/monograph/mono1500002334
  2. Bedoukian, Paul Z. "Perfumery and Flavoring Synthetics", 2nd ed., p. 248, Elsevier, New York, 1967.
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