Structure via PubChem · Public domain (PubChem)
nerol
Sign in to saveAlso known as cis-geraniol, (Z)-geraniol, cis-3,7-dimethyl-2,6-octadien-1-ol, neryl alcohol, 2-cis-3,7-dimethyl-2,6-octadien-1-ol, (2Z)-3,7-dimethyl-2,6-octadien-1-ol, (Z)-3,7-dimethyl-2,6-octadien-1-ol, (Z)-3,7-Dimethylocta-2,6-dien-1-ol
Nerol is a monoterpenoid alcohol found in many essential oils such as lemongrass and hops. It was originally isolated from neroli oil, hence its name. This colourless liquid is used in perfumery. Like geraniol, nerol has a sweet rose odor but it is considered to be fresher. Esters and related derivatives of nerol are referred to as neryl, e.g., neryl acetate.
Chemical data
- Formula
- C10H18O
- Molecular weight
- 154.25 g/mol
- IUPAC name
- (2Z)-3,7-dimethylocta-2,6-dien-1-ol
- SMILES
- CC(=CCC/C(=C\CO)/C)C
- InChIKey
- GLZPCOQZEFWAFX-YFHOEESVSA-N
- XLogP
- 2.9
- Polar surface area
- 20.2 Ų
- H-bond donors
- 1
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 154.135765
Show 4 more facts
- chemical formula
- C₁₀H₁₈O
- isomeric SMILES
- CC(=CCC/C(=C\CO)/C)C
- canonical SMILES
- CC(=CCCC(=CCO)C)C
- Commons category
- Nerol
via Wikidata · CC0
~1 min read
Article
2 sectionsContents
- See also
- References
Nerol is a monoterpenoid alcohol found in many essential oils such as lemongrass and hops. It was originally isolated from neroli oil, hence its name. This colourless liquid is used in perfumery. Like geraniol, nerol has a sweet rose odor but it is considered to be fresher. Esters and related derivatives of nerol are referred to as neryl, e.g., neryl acetate.
Isomeric with nerol is geraniol, which is its trans- or E-isomer. Nerol readily loses water to form a set of C10 compounds called dipentene. Nerol can be synthesized by pyrolysis of beta-pinene, which also affords myrcene. Hydrochlorination of myrcene gives a series of isomeric chlorides.