(E)-6,10-Dimethylundeca-5,9-dien-2-yl acetate (CAS 3239-35-8) — Citrus Top to middle Note Fragrance Ingredient
(E)-6,10-Dimethylundeca-5,9-dien-2-yl acetate
CAS 3239-35-8
What Is (E)-6,10-Dimethylundeca-5,9-dien-2-yl acetate?
(E)-6,10-Dimethylundeca-5,9-dien-2-yl acetate is a synthetic fragrance ingredient used to impart fresh, floral, and citrusy notes in perfumes and scented products. You’ll encounter it in fine fragrances, body care items, and household cleaners. This versatile molecule adds brightness and lift to compositions, often blending seamlessly with other ingredients to create natural-smelling accords despite its synthetic origin.
Safety Profile
GENERALLY SAFEWhat Does (E)-6,10-Dimethylundeca-5,9-dien-2-yl acetate Smell Like?
This acetate derivative opens with a sparkling citrus-lime burst reminiscent of freshly peeled mandarin zest. The heart develops into a delicate floralcy, like neroli petals floating in spring water, with subtle green undertones of magnolia leaves. As it dries down, it reveals a clean woody-musky base that adds tenacity without heaviness. The overall effect is radiant and uplifting—a sunshine-filled composition that bridges citrus and white floral families with remarkable versatility.
2D Molecular Structure
SMILES: CC(CC\C=C(/C)CCC=C(C)C)OC(C)=O
Chemistry, Properties & Perfumer Guide
The Chemistry
As a branched-chain unsaturated acetate ester, this molecule belongs to the terpenoid class, structurally related to natural compounds found in citrus and floral essential oils. Industrial synthesis typically involves the acetylation of the corresponding alcohol precursor under controlled conditions. The (E)-configuration at the double bonds is crucial for odor quality, as geometric isomers often exhibit different scent profiles. Its molecular architecture allows both volatility for top-note performance and sufficient persistence to carry into the heart phase.
Physical & Chemical Properties
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 1-5% | Up to 10% | Adds citrus-floral lift |
| Functional Fragrance | 0.5-3% | Up to 5% | Freshness booster |
Classic Accords
Tip: Use with ionones to enhance floralcy without adding sweetness.
Alternatives & Comparisons
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
Not currently restricted by IFRA. Monitoring under ongoing safety assessments.
RIFM Assessment
Under evaluation by RIFM as part of systematic fragrance material safety assessment program.
Sustainability
As a synthetic material, this ingredient avoids agricultural land use and seasonal variability associated with natural extracts. Modern manufacturing processes aim for atom economy and reduced solvent waste. However, like all petrochemical derivatives, its environmental footprint depends on energy sources for production and potential biodegradability in wastewater systems.
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Ingredient Data Sheet
CAS 3239-35-8Physical Properties
| Molecular Weight | 238.37 g/mol🔬 PubChem |
| LogP (Octanol-Water) | 4.7🔬 PubChem |
| Boiling Point | 273 °C🔬 EPA CompTox |
| Vapor Pressure | 0.0138 mmHg @ 25°C📊 OPERA |
| Flash Point | 85.5 °C🔬 EPA CompTox |
| Involatility Index | 0.001💻 Calculated |
| log Kp (skin permeability) | -0.817💻 Calculated |
| SMILES | CC(CCC=C(C)CCC=C(C)C)OC(=O)C🔬 PubChem |
Volatility & Performance
| Fragrance Note | Heart💻 Calculated |
| Volatility Class | Very slow💻 Calculated |
| Persistence Score | 4.5 / 5💻 Calculated |
Odor & Flavor
| Primary Descriptors | citrusfloral• leffingwell |
| 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: DTXSID6051489
Physical Properties
| Molecular Weight | 238.371 g/mol🔬 EPA CompTox |
| Density | 0.884 g/cm^3📊 OPERA |
| Boiling Point | 277.434 °C📊 OPERA |
| Melting Point | -20.658 °C📊 OPERA |
| Flash Point | 94.313 °C📊 OPERA |
| Refractive Index | 1.46 Dimensionless📊 OPERA |
| Molar Volume | 266.827 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 5.093 Log10 unitless📊 OPERA |
| LogD (pH 5.5) | 5.093 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 5.093 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 7.55 Log10 unitless📊 OPERA |
| Water Solubility | 0 mol/L📊 OPERA |
| Henry's Law Constant | 0 atm-m3/mole📊 OPERA |
Transport Properties
| Vapor Pressure | 0.007 mmHg📊 OPERA |
| Viscosity | 3.859 cP📊 OPERA |
| Surface Tension | 27.54 dyn/cm📊 OPERA |
| Thermal Conductivity | 137.503 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 | 73.076 cm^3/mol📊 OPERA |
| Polarizability | 28.97 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.
