(E/Z)-ethyl 2-acetyl-4-methyltridec-2-enoate (CAS 960253-23-0) — Sweet Middle to base Note Fragrance Ingredient
(E/Z)-ethyl 2-acetyl-4-methyltridec-2-enoate
CAS 960253-23-0
What Is (E/Z)-ethyl 2-acetyl-4-methyltridec-2-enoate?
(E/Z)-ethyl 2-acetyl-4-methyltridec-2-enoate is a synthetic fragrance ingredient used in modern perfumery. It’s found in niche and designer fragrances where complex fruity-floral accords are desired. This ester compound contributes to sophisticated scent profiles that evolve on skin, often used to create depth in floral bouquets or add a juicy dimension to fruity compositions.
Safety Profile
GENERALLY SAFEWhat Does (E/Z)-ethyl 2-acetyl-4-methyltridec-2-enoate Smell Like?
This ester presents a complex olfactory profile that unfolds in stages. Initially, it delivers a bright, almost tropical fruitiness reminiscent of ripe guava and passionfruit with a subtle citrusy lift. As it develops, a creamy lactonic undertone emerges, like coconut milk blended with vanilla orchid. The dry-down reveals a soft woody-musky foundation that provides excellent tenacity. The overall effect is a sophisticated fruity-floral with excellent diffusion and a velvety texture that blends seamlessly in modern compositions.
2D Molecular Structure
SMILES: CCCCCCCCCC(C)C=C(C(C)=O)C(=O)OCC
Chemistry, Properties & Perfumer Guide
The Chemistry
(E/Z)-ethyl 2-acetyl-4-methyltridec-2-enoate belongs to the class of unsaturated esters with acetyl substitution. The E/Z isomerism creates subtle differences in odor profile and volatility. Synthesized through esterification reactions of the corresponding unsaturated acid, this molecule demonstrates how strategic placement of functional groups can create complex odor characteristics. The methyl branch at position 4 and acetyl group at position 2 create steric effects that influence both the molecule’s conformation and its interaction with olfactory receptors.
Physical & Chemical Properties
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 0.5-2% | Up to 5% | Adds fruity complexity |
| Body Care | 0.1-0.5% | Up to 1% | For tropical accords |
Classic Accords
Tip: Use with ionones to enhance the fruity-floral character without overpowering the composition.
Alternatives & Comparisons
Simpler fruity ester with apple-pear character, useful when less complexity is desired.
Shorter chain version with stronger tropical fruit notes but less tenacity.
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
Not currently restricted by IFRA standards.
RIFM Assessment
No RIFM assessment found for this specific ester.
Sustainability
As a synthetic material, this ester avoids agricultural land use but depends on petrochemical feedstocks. The multi-step synthesis requires energy input but allows precise control over molecular structure. Future green chemistry approaches could improve the environmental profile of such complex esters.
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Ingredient Data Sheet
CAS 960253-23-0Physical Properties
| Molecular Weight | 296.4 g/mol🔬 PubChem |
| LogP (Octanol-Water) | 6.3🔬 PubChem |
| Boiling Point | 306 °C🔬 EPA CompTox |
| Vapor Pressure | 0 mmHg @ 25°C📊 OPERA |
| Flash Point | 108 °C🔬 EPA CompTox |
| log Kp (skin permeability) | -0.035💻 Calculated |
| SMILES | CCCCCCCCCC(C)C=C(C(=O)C)C(=O)OCC🔬 PubChem |
Volatility & Performance
| Fragrance Note | Base💻 Calculated |
| Volatility Class | Very slow💻 Calculated |
| Persistence Score | 14.6 / 5💻 Calculated |
Odor & Flavor
| Primary Descriptors | floralsweet• leffingwell |
| Functional Groups | ketoneesteretheralkene💻 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: DTXSID501031489
Physical Properties
| Molecular Weight | 296.451 g/mol🔬 EPA CompTox |
| Density | 0.925 g/cm^3🔬 EPA CTX |
| Boiling Point | 306 °C🔬 EPA CTX |
| Melting Point | 14.33 °C📊 OPERA |
| Flash Point | 108 °C🔬 EPA CTX |
| Refractive Index | 1.457 Dimensionless📊 OPERA |
| Molar Volume | 320.051 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 5.808 Log10 unitless📊 OPERA |
| LogD (pH 5.5) | 5.808 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 5.808 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 8.63 Log10 unitless📊 OPERA |
| Water Solubility | 0 mol/L🔬 EPA CTX |
| Henry's Law Constant | 0 atm-m3/mole📊 OPERA |
Transport Properties
| Vapor Pressure | 0 mmHg🔬 EPA CTX |
| Surface Tension | 33.111 dyn/cm📊 OPERA |
Molecular Descriptors
| Topological Polar Surface Area | 43.37 Ų💻 Computed |
| H-Bond Donors | 0 count💻 Computed |
| H-Bond Acceptors | 3 count💻 Computed |
| Rotatable Bonds | 12 count💻 Computed |
| Aromatic Rings | 0 count💻 Computed |
| Molar Refractivity | 87.104 cm^3/mol📊 OPERA |
| Polarizability | 34.531 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.
