Chemistry:Civetone
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Names | |||
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Preferred IUPAC name
(9Z)-Cycloheptadec-9-en-1-one | |||
Other names
cis-Civetone; 9-Cycloheptadecen-1-one; Cycloheptadeca-9-en-1-one; (Z)-9-Cyclohepta-decen-1-one
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Identifiers | |||
3D model (JSmol)
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Properties | |||
C17H30O | |||
Molar mass | 250.426 g·mol−1 | ||
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 | ||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |||
verify (what is ?) | |||
Infobox references | |||
Tracking categories (test):
Civetone is a macrocyclic ketone and the main odorous constituent of civet oil.[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; the structure of both compounds was elucidated by Leopold Ružička.[3] Today, civetone can be synthesized from precursor chemicals found in palm oil.[4]
Uses
Civetone is a synthetic musk used as a perfume fixative and flavor.
In order to attract jaguars to camera traps, field biologists have used the Calvin Klein-brand male cologne Obsession. It is believed that the civetone in the cologne resembles a territorial marking.[5]
See also
- 5-Cyclohexadecenone, a related musk chemical
References
- ↑ 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
- ↑ Bedoukian, Paul Z. "Perfumery and Flavoring Synthetics", 2nd ed., p. 248, Elsevier, New York, 1967.
- ↑ Sell, Charles S. (1999). "Ingredients for the Modern Perfumery Industry". in Pybus, David H.; Sell, Charles S.. The Chemistry of Fragrances (1st ed.). Royal Society of Chemistry Publishing. pp. 51–124. ISBN 9780854045280. https://books.google.com/books?id=u_b7-qY2xT8C&pg=PA91.
- ↑ Yuen-May Choo, Kay-Eng Ooi and Ing-Hong Ooi (August 1994). "Synthesis of civetone from palm oil products". Journal of the American Oil Chemists' Society (Springer Berlin / Heidelberg) 71 (8): 911–913. doi:10.1007/bf02540473. ISSN 0003-021X.
- ↑ "You'll Never Guess How Biologists Lure Jaguars To Camera Traps". Scientific American Blog Network. http://blogs.scientificamerican.com/thoughtful-animal/2013/10/10/youll-never-guess-how-biologists-lure-jaguars-to-camera-traps/.
Original source: https://en.wikipedia.org/wiki/Civetone.
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