Structure via PubChem · Public domain (PubChem)
(EZ)-jasmone
Sign in to saveJasmone is an organic compound, which is a volatile portion of the oil from jasmine flowers. It is a colorless to pale yellow liquid. Jasmone can exist in two isomeric forms with differing geometry around the pentenyl double bond, cis-jasmone and trans-jasmone. The natural extract contains only the cis form, while synthetic material is often a mixture of both, with the cis form predominating. Both forms have similar odors and chemical properties. Its structure was deduced by Lavoslav Ružička.
Chemical data
- Formula
- C11H16O
- Molecular weight
- 164.24 g/mol
- IUPAC name
- 3-methyl-2-pent-2-enylcyclopent-2-en-1-one
- SMILES
- CCC=CCC1=C(CCC1=O)C
- InChIKey
- XMLSXPIVAXONDL-UHFFFAOYSA-N
- XLogP
- 2.2
- Polar surface area
- 17.1 Ų
- H-bond donors
- 0
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Wikidata facts
- Has part
- hydrogen
- Mass
- 164.12
Show 4 more facts
- canonical SMILES
- CCC=CCC1=C(CCC1=O)C
- found in taxon
- Citrus × deliciosa
- chemical formula
- C₁₁H₁₆O
- Commons category
- Jasmone
Sources (1)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- References
- External links
Jasmone is an organic compound, which is a volatile portion of the oil from jasmine flowers. It is a colorless to pale yellow liquid. Jasmone can exist in two isomeric forms with differing geometry around the pentenyl double bond, cis-jasmone and trans-jasmone. The natural extract contains only the cis form, while synthetic material is often a mixture of both, with the cis form predominating. Both forms have similar odors and chemical properties. Its structure was deduced by Lavoslav Ružička.
Jasmone is produced by some plants by the metabolism of jasmonic acid, via a decarboxylation. It can act as either an attractant or a repellent for various insects. Commercially, jasmone is used primarily in perfumes and cosmetics. In perfume compositions, jasmone is used in small concentrations, where it enhances the naturalness of floral notes.
Excerpted from Wikipedia’s “(EZ)-jasmone” article, available under the CC BY-SA 4.0 licence.