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Civetone

(9Z)-Cycloheptadec-9-en-1-one

Civetone, cis-Civetone, (Z)-9-Cycloheptadecen-1-one

Macrocyclic ketone · C₁₇H₃₀O

Chemical structure of Civetone
2D structure PubChem / NCI CIR

Chemical info

CAS number CAS
542-46-1
Molecular formula
C₁₇H₃₀O
Molecular weight
250.43 g/mol
Introduced
1915 (isolated); 1926 (structure) · E. Sack (isolation); Leopold Ružička (structure)
Origin
Nature-identical
Odor family
Musk
Note
Base
Aroma
Dense musk with a clear animal, faecal edge when concentrated; on dilution it turns warm, slightly sweet and skin-like.

History

Civetone is the signature odorant of civet, the glandular secretion of the African civet (Civettictis civetta). Together with muscone it allowed Ružička to show in 1926 that very large carbon rings are stable; civetone has a 17-membered ring with one cis double bond.

Civetone is now made synthetically, which has greatly reduced the need for natural civet.

In perfumery

Civetone is used at trace to low levels to add an animal skin effect to white florals, chypres and leather accords. In small doses it makes floral notes such as jasmine and orange blossom fuller and more lifelike.

Connections

Evokescivet
Found in natureCivet (Civettictis civetta)

Regulatory status

Unrestricted · No IFRA standard
IFRA 51
No dedicated IFRA Standard in the 51st Amendment index.
EU allergen 2023/1545
Not named individually in the expanded allergen list of Regulation 2023/1545.

Sources

  1. NCI/CADD Chemical Identifier Resolver, CAS 542-46-1 (formula, names)
  2. Nobel Prize in Chemistry 1939, Leopold Ružička (work on polymethylenes and higher terpenes)
  3. Sell C.S. (ed.) The Chemistry of Fragrances: From Perfumer to Consumer, 2nd ed., Royal Society of Chemistry 2006
  4. The Good Scents Company Information System, material entries
  5. IFRA Standards, 51st Amendment: Index of IFRA Standards (notified 30 June 2023)
  6. Annual Review of Biochemistry 42 (1973): review citing Walbaum 1906 (muscone) and Sack 1915 (civetone)