(Z)-Non-6-enyl acetate (CAS 76238-22-7) — Green Top to middle Note Fragrance Ingredient
(Z)-Non-6-enyl acetate
CAS 76238-22-7
What Is (Z)-Non-6-enyl acetate?
(Z)-Non-6-enyl acetate is a synthetic fragrance ingredient that creates fresh, green, and slightly fruity effects in perfumes. It’s often used to enhance floral compositions with a crisp, dewy quality. This molecule matters because it provides a natural-smelling green note without relying on plant extracts, making fragrances more sustainable and consistent in performance.
Safety Profile
GENERALLY SAFEWhat Does (Z)-Non-6-enyl acetate Smell Like?
(Z)-Non-6-enyl acetate bursts with the crispness of freshly cut cucumber peel and the dewy greenness of lily stems. The opening has a melon-like sweetness that quickly settles into a clean, watery green character reminiscent of morning dew on grass. As it dries down, it reveals a subtle floral undertone akin to the green freshness behind violet leaves. The overall effect is like walking through a greenhouse after watering – moist, vegetal, and alive with green energy.
2D Molecular Structure
SMILES: CC\C=C/CCCCCOC(C)=O
Chemistry, Properties & Perfumer Guide
The Chemistry
(Z)-Non-6-enyl acetate belongs to the class of unsaturated fatty acid esters. The Z-configuration at the double bond gives it distinctive green character. Industrially produced via esterification of (Z)-non-6-en-1-ol with acetic anhydride under controlled conditions. The cis-double bond at position 6 is crucial for its fresh odor profile, differentiating it from saturated analogs which lack the vibrant green character.
Physical & Chemical Properties
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 0.5-2% | Up to 5% | Green floral modifier |
| Functional Fragrance | 0.1-0.5% | Up to 1% | Freshness booster |
Classic Accords
Tip: Use to add naturalistic green effects without the earthiness of some plant extracts.
Alternatives & Comparisons
More intensely green with a stronger leaf alcohol character, useful when a sharper green note is desired.
Provides similar green freshness but with better stability and less fruity undertones.
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
No IFRA restrictions currently apply.
RIFM Assessment
Not currently evaluated by RIFM.
Sustainability
As a synthetic material, (Z)-Non-6-enyl acetate offers consistent quality without seasonal variations. Production typically uses petrochemical feedstocks, though bio-based routes are being explored. Its potency means relatively small quantities are needed, reducing environmental load compared to some natural alternatives.
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Ingredient Data Sheet
CAS 76238-22-7Physical Properties
| Molecular Weight | 184.27 g/mol🔬 PubChem |
| LogP (Octanol-Water) | 3.1🔬 PubChem |
| Boiling Point | 220 °C🔬 EPA CompTox |
| Vapor Pressure | 0.0676 mmHg @ 25°C📊 OPERA |
| Flash Point | 89.3 °C🔬 EPA CompTox |
| Involatility Index | 0.0054💻 Calculated |
| log Kp (skin permeability) | -1.623💻 Calculated |
| SMILES | CCC=CCCCCCOC(=O)C🔬 PubChem |
Volatility & Performance
| Fragrance Note | Heart💻 Calculated |
| Volatility Class | Very slow💻 Calculated |
| Persistence Score | 2.2 / 5💻 Calculated |
Odor & Flavor
| Functional Groups | esteretheralkene💻 RDKit |
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: DTXSID701015297
Physical Properties
| Molecular Weight | 184.279 g/mol🔬 EPA CompTox |
| Density | 0.888 g/cm^3📊 OPERA |
| Boiling Point | 230.631 °C📊 OPERA |
| Melting Point | -37.741 °C📊 OPERA |
| Flash Point | 91.004 °C📊 OPERA |
| Refractive Index | 1.442 Dimensionless📊 OPERA |
| Molar Volume | 207.207 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 3.939 Log10 unitless📊 OPERA |
| LogD (pH 5.5) | 3.939 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 3.939 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 5.88 Log10 unitless📊 OPERA |
| Water Solubility | 0.001 mol/L📊 OPERA |
| Henry's Law Constant | 0 atm-m3/mole📊 OPERA |
Transport Properties
| Vapor Pressure | 0.048 mmHg📊 OPERA |
| Viscosity | 1.902 cP📊 OPERA |
| Surface Tension | 27.837 dyn/cm📊 OPERA |
| Thermal Conductivity | 140.351 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 | 7 count💻 Computed |
| Aromatic Rings | 0 count💻 Computed |
| Molar Refractivity | 54.843 cm^3/mol📊 OPERA |
| Polarizability | 21.741 Å^3📊 OPERA |
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.
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