3,6-Nonadien-1-ol, 1-acetate (CAS 76649-26-8) — Green Top Note Fragrance Ingredient
3,_6-_Nonadien-_1-_ol, 1-_acetate
CAS 76649-26-8
What Is 3,_6-_Nonadien-_1-_ol, 1-_acetate?
3,6-Nonadien-1-ol, 1-acetate is a synthetic fragrance compound that mimics fresh, green aromas found in nature. It’s used in perfumes, body care products, and household cleaners to add crisp vegetal notes. This ingredient matters because it provides perfumers with a stable, consistent alternative to natural extracts that can vary seasonally. Its precise chemical structure allows for targeted scent effects in fragrance compositions.
Safety Profile
USE WITH AWARENESSWhat Does 3,_6-_Nonadien-_1-_ol, 1-_acetate Smell Like?
This acetate ester delivers a sharp, green character reminiscent of freshly cut cucumber peel with underlying melon rind nuances. The top note bursts with aqueous freshness like morning dew on grass, evolving into a heart of crisp green beans and young vine leaves. As it dries down, it reveals a subtle floral undertone akin to violet leaves, with a clean, slightly waxy finish that lingers close to the skin.
2D Molecular Structure
SMILES: CCC=CCC=CCCOC(C)=O
Chemistry, Properties & Perfumer Guide
The Chemistry
3,6-Nonadien-1-ol, 1-acetate belongs to the class of aliphatic unsaturated esters. The molecule features a nine-carbon chain with two double bonds at positions 3 and 6, and an acetate group at the terminal carbon. It is synthesized through esterification of 3,6-nonadien-1-ol with acetic anhydride under controlled conditions. The stereochemistry of the double bonds influences the odor profile, with the (Z)-isomer being particularly valued for its fresh green character.
Physical & Chemical Properties
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 0.1-0.5% | Up to 1% | Green top note modifier |
| Functional Fragrance | 0.05-0.2% | Up to 0.5% | Freshness booster |
Classic Accords
Tip: Use sparingly in floral compositions to add naturalistic green facets.
Alternatives & Comparisons
Shorter chain length provides sharper green character without melon undertones.
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
No IFRA restrictions currently apply to this material.
RIFM Assessment
Under evaluation by RIFM, currently classified as low concern based on structural analogs.
Sustainability
As a synthetic material, this compound offers consistent quality without seasonal variation. Production typically uses petrochemical feedstocks, though bio-based routes are being explored. Its potency means small quantities are effective, reducing overall environmental impact compared to some natural alternatives requiring large-scale cultivation.
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Ingredient Data Sheet
CAS 76649-26-8Physical Properties
| Molecular Weight | 182.26 g/mol🔬 PubChem |
| LogP (Octanol-Water) | 2.8🔬 PubChem |
| Boiling Point | 238.9 °C🔬 EPA CompTox |
| Vapor Pressure | 0.0021 mmHg @ 25°C📊 OPERA |
| Flash Point | 90.1 °C🔬 EPA CompTox |
| Involatility Index | 0.0002💻 Calculated |
| log Kp (skin permeability) | -1.824💻 Calculated |
| SMILES | CCC=CCC=CCCOC(=O)C🔬 PubChem |
Volatility & Performance
| Fragrance Note | Base💻 Calculated |
| Volatility Class | Very slow💻 Calculated |
| Persistence Score | 4.8 / 5💻 Calculated |
Odor & Flavor
| Functional Groups | esteretheralkene💻 RDKit |
Sensory Thresholds
| Odor Detection Threshold | 0.0128 ppm (n=2)📖 van Gemert |
Physical data: PubChem (NIH/NLM), U.S. EPA CompTox Dashboard, EPA OPERA models, RDKit. Odor & flavor: Arctander (Perfume & Flavor Chemicals), Fenaroli's Handbook of Flavor Ingredients, Leffingwell. Thresholds: van Gemert (Compilations of Odour Threshold Values). Regulatory: IFRA Standards 51st, FEMA GRAS. Trade names: Surburg (Common Fragrance & Flavor Materials). All data compiled and cross-referenced for perfumertools.com.
Physicochemical Properties
DTXSID: DTXSID20868407
Physical Properties
| Molecular Weight | 182.263 g/mol🔬 EPA CompTox |
| Density | 0.916 g/cm^3📊 OPERA |
| Boiling Point | 238.854 °C📊 OPERA |
| Melting Point | -6.392 °C📊 OPERA |
| Flash Point | 90.109 °C📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 2.852 dimensionless💻 Computed |
| Water Solubility | 0.001 mol/L📊 OPERA |
Transport Properties
| Vapor Pressure | 0.002 mmHg📊 OPERA |
| Viscosity | 1.75 cP📊 OPERA |
| Surface Tension | 26.331 dyn/cm📊 OPERA |
| Thermal Conductivity | 141.559 mW/(m*K)📊 OPERA |
Molecular Descriptors
| Topological Polar Surface Area | 26.3 Ų💻 Computed |
| H-Bond Donors | 0 count💻 Computed |
| H-Bond Acceptors | 2 count💻 Computed |
| Rotatable Bonds | 6 count💻 Computed |
| Aromatic Rings | 0 count💻 Computed |
| Molar Refractivity | 54.44 cm^3/mol💻 Computed |
Data Sources:
🔬 EPA Experimental data from U.S. EPA CompTox Chemicals Dashboard & CTX APIs. 📊 OPERA Predicted using EPA's OPERA QSAR models. 💻 Computed Calculated from SMILES using RDKit.
