(±)-muscone

Muscone is a macrocyclic ketone, an organic compound that is the primary contributor to the odor of deer musk. Natural muscone is obtained from musk, a glandular secretion of the musk deer, which has been used in perfumery and medicine for thousands of years. Since obtaining natural musk requires killing the endangered animal, nearly all muscone used in perfumery and for scenting consumer products today is synthetic. It has the characteristic smell of being "musky" (described as "musk, animal, powdery").

Chemical data

Formula: C16H30O
Molecular weight: 238.41 g/mol
IUPAC name: 3-methylcyclopentadecan-1-one
SMILES: CC1CCCCCCCCCCCCC(=O)C1
InChIKey: ALHUZKCOMYUFRB-UHFFFAOYSA-N
XLogP: 6.2
Polar surface area: 17.1 Å²
H-bond donors: 0
H-bond acceptors: 1
Formal charge: 0

via PubChem

Wikidata facts

Subclass of: macrocycle
Has part: carbon
Mass: 238.23

Show 3 more facts

chemical formula: C₁₆H₃₀O
canonical SMILES: CC1CCCCCCCCCCCCC(=O)C1
Commons category: Muscone

Sources (2)

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Encyclopedic overview

3 sections

Contents

Chemical structure and synthesis
Isotopologs
References

==Chemical structure and synthesis== The chemical structure of muscone was first elucidated by Leopold Ružička. It is a 15-membered ring ketone with one methyl substituent in the 3-position. It is an oily liquid that is found naturally as the (−)-enantiomer, (R)-3-methylcyclopentadecanone. Muscone has been synthesized as the pure (−)-enantiomer as well as the racemate. It is very slightly soluble in water and miscible with alcohol.

Excerpted from Wikipedia’s “(±)-muscone” article, available under the CC BY-SA 4.0 licence.