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Nerolidol
Sign in to saveNerolidol, also known as peruviol and penetrol, is a naturally occurring sesquiterpene alcohol. A colorless liquid, it is found in the essential oils of many types of plants and flowers. There are four isomers of nerolidol', which differ in the geometry about the central double bond and configuration of the hydroxyl-bearing carbon, but most applications use such a mixture. The aroma of nerolidol is woody and reminiscent of fresh bark. It is used as a flavoring agent and in perfumery as well as in non-cosmetic products such as detergents and cleansers. Nerolidyl derivatives include nerolidyl di
Chemical data
- Formula
- C15H26O
- Molecular weight
- 222.37 g/mol
- IUPAC name
- 3,7,11-trimethyldodeca-1,6,10-trien-3-ol
- SMILES
- CC(=CCCC(=CCCC(C)(C=C)O)C)C
- InChIKey
- FQTLCLSUCSAZDY-UHFFFAOYSA-N
- XLogP
- 4.6
- Polar surface area
- 20.2 Ų
- H-bond donors
- 1
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- fatty alcohol
- Mass
- 222.198365452
Show 4 more facts
- found in taxon
- Piper khasianum
- chemical formula
- C₁₅H₂₆O
- Commons category
- Nerolidol
- canonical SMILES
- OC(C=C)(C)CCC=C(C)CCC=C(C)C
via Wikidata · CC0
~1 min read
Encyclopedic overview
3 sectionsContents
- Synthesis and occurrence
- See also
- References
Nerolidol, also known as peruviol and penetrol, is a naturally occurring sesquiterpene alcohol. A colorless liquid, it is found in the essential oils of many types of plants and flowers. There are four isomers of nerolidol', which differ in the geometry about the central double bond and configuration of the hydroxyl-bearing carbon, but most applications use such a mixture. The aroma of nerolidol is woody and reminiscent of fresh bark. It is used as a flavoring agent and in perfumery as well as in non-cosmetic products such as detergents and cleansers. Nerolidyl derivatives include nerolidyl diphosphate and the fragrance nerolidyl acetate.
==Synthesis and occurrence== Nerolidol is produced commercially from geranylacetone, e.g., by the addition of vinyl Grignard reagent. It is used as a source of farnesol, vitamin E, and vitamin K1. thumb|840px|center|Conversion of geranylacetone to nerolidol, which can be isomerized to farnesol.
Excerpted from Wikipedia’s “Nerolidol” article, available under the CC BY-SA 4.0 licence.