Nerolidol
Naturelle - Synthétique
Floral > Rosy > Green > Green Fruits
Crédits photo: ScenTree SAS
Other names :
3,7,11-trimethyldodeca-1,6,10-trien-3-ol ; 3-hydroxy-3,7,11-trimethyl-1,6,10-dodecatriene ; Melaleucol ; Methyl vinyl homogeranyl carbinol ; 3,7,11- trimethyl-1,6,10-dodecatrien-3-ol
Volatility :
Head
Uses in perfumery :
Nerolidol is used in all types of perfumery for orange, rose, honeysuckle and lily of the valley notes. Useful in citrus and woody-vanillic accords, to give an airy side and make the link between those two facets.
Natural availability :
Dextrorotatory trans-Nerolidol is the major compound of cabreuva (84%), a shrub of Paraguay. This same dextrorotatory nerolidol is isolated from Dalbergia parviflora, an Asian liana.
Year of discovery :
Discovered in 1923
Other comments :
Comparing it with other rosy and green notes as Phenoxanol® and Rosacetol®, Nerolidol has a distinctive fruity and green note.
Price Range :
€€
Stability :
Terpenes tend to polymerize by oxydation.
Crédits photo: ScenTree SAS
- Molecular formula :
- C15H26O
- Molecular Weight :
- 222,37 g/mol
- Density :
- 0,874
- Flash Point :
- 125°C
- Fusion Point :
- Donnée indisponible.
- Appearance :
- Colorless liquid
- Log P :
- 5
- Boiling Point :
- 276°C
- Detection Threshold :
- De l'ordre de 10 ppb à 10 ppm (0,0001%) selon les personnes,
Synthesis route :
Nerolidol is a sesquiterpene, often associated with Linalool, whose synthesis starts from this last compound. Linalool is converted to geranylacetone by reaction with Ethyl Acetoacetate, for example. A condensation of the obtained ketone with acetylene, followed by a Lindlar palladium catalysed hydrogenation allows to obtain Nerolidol.
Synthesis precursor :
Nerolidol can be a precursor to the synthesis of other terpenes, for example by a Diels-Alder reaction. It is also a precursor for the synthesis of Farnesol, following an isomerization process.
Isomerism :
Nerolidol exists as two pairs of enantiomers, as it has an asymmetric carbon and a double bond that gives rise to two diastereoisomers. Synthetic Nerolidol is however a mixture of all these isomers. All have a similar smell, but they do not have the same physicochemical properties.
- EINECS number :
- 230-597-5
- FEMA number :
- 2772
- JECFA number :
- 1646
- FLAVIS number :
- 02.018
- Allergens :
- This ingredient does not contain any allergen.
- IFRA :
- This ingredient is not restricted
To learn more about IFRA's standards : https://ifrafragrance.org/safe-use/library
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