4,8-Cyclododecadien-1-one (CAS 15229-79-5) — Woody Base Note Fragrance Ingredient
4,8-Cyclododecadien-1-one
CAS 15229-79-5
What Is 4,8-Cyclododecadien-1-one?
4,8-Cyclododecadien-1-one is a synthetic fragrance ingredient used in perfumery to create woody and musky accords. It’s found in niche and designer fragrances aiming for sophisticated base notes. This molecule matters because it helps perfumers achieve long-lasting, complex dry-downs without relying solely on natural materials.
Safety Profile
USE WITH AWARENESSWhat Does 4,8-Cyclododecadien-1-one Smell Like?
This macrocyclic ketone delivers a powerful woody-musky character with subtle animalic undertones. The scent evolves from an initial sharp, almost metallic top note to a rich, velvety base reminiscent of aged cedarwood and ambrette seed. In dry-down, it exhibits excellent tenacity, blending seamlessly with sandalwood and patchouli materials while adding depth to floral compositions.
2D Molecular Structure
SMILES: O=C1CCCC=CCCC=CCC1
Chemistry, Properties & Perfumer Guide
The Chemistry
4,8-Cyclododecadien-1-one belongs to the class of macrocyclic ketones, structurally featuring a 12-membered ring with two double bonds and a carbonyl group. It’s synthesized through cyclization of appropriate diene precursors, often via ring-closing metathesis. The molecule’s conformational flexibility contributes to its diffusive properties. While not chiral itself, its synthesis may produce geometric isomers that influence odor characteristics.
Physical & Chemical Properties
| Boiling Point | Not available |
|---|---|
| Density | Not available |
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 0.5-2% | Up to 5% | Base note modifier |
| Functional Fragrance | 0.1-0.5% | Up to 1% | Musky woody accent |
Classic Accords
Tip: Use with ionones to soften the woody character and enhance diffusion.
Alternatives & Comparisons
Similar musky-woody profile but with smoother tonalities and better skin compatibility at higher concentrations.
Macrocyclic lactone alternative offering creamier musk notes without the woody facets.
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
No specific restrictions under current IFRA standards (as of Amendment 49).
RIFM Assessment
Not currently evaluated by RIFM. Recommended for review based on structural similarity to restricted macrocycles.
Sustainability
As a synthetic material, this ketone avoids natural resource depletion concerns. Production typically involves petrochemical feedstocks, though newer green chemistry routes may reduce environmental impact. Its high potency means minimal quantities are needed in formulations.
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Ingredient Data Sheet
CAS 15229-79-5Physical Properties
| Molecular Weight | 178.27 g/mol🔬 PubChem |
| LogP (Octanol-Water) | 2.8🔬 PubChem |
| Boiling Point | 252.5 °C🔬 EPA CompTox |
| Vapor Pressure | 0.0159 mmHg @ 25°C📊 OPERA |
| Flash Point | 122 °C🔬 EPA CompTox |
| Involatility Index | 0.0013💻 Calculated |
| log Kp (skin permeability) | -1.799💻 Calculated |
| SMILES | C1CC=CCCC=CCCC(=O)C1🔬 PubChem |
Volatility & Performance
| Fragrance Note | Heart💻 Calculated |
| Volatility Class | Very slow💻 Calculated |
| Persistence Score | 3.2 / 5💻 Calculated |
Odor & Flavor
| Functional Groups | ketonealkene💻 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: DTXSID90345018
Physical Properties
| Molecular Weight | 178.275 g/mol🔬 EPA CompTox |
| Density | 0.974 g/cm^3🔬 EPA CTX |
| Boiling Point | 252.5 °C🔬 EPA CTX |
| Melting Point | -31.5 °C🔬 EPA CTX |
| Flash Point | 120.75 °C🔬 EPA CTX |
| Refractive Index | 1.47 Dimensionless📊 OPERA |
| Molar Volume | 195.968 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 3.505 Log10 unitless🔬 EPA CTX |
| LogD (pH 5.5) | 3.29 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 3.29 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 6.56 Log10 unitless📊 OPERA |
| Water Solubility | 0.004 mol/L📊 OPERA |
| Henry's Law Constant | 0 atm-m3/mole📊 OPERA |
Transport Properties
| Vapor Pressure | 0.013 mmHg🔬 EPA CTX |
| Viscosity | 3.049 cP📊 OPERA |
| Surface Tension | 31.971 dyn/cm📊 OPERA |
| Thermal Conductivity | 141.087 mW/(m*K)📊 OPERA |
Molecular Descriptors
| Topological Polar Surface Area | 17.07 Ų💻 Computed |
| H-Bond Donors | 0 count💻 Computed |
| H-Bond Acceptors | 1 count💻 Computed |
| Rotatable Bonds | 0 count💻 Computed |
| Aromatic Rings | 0 count💻 Computed |
| Molar Refractivity | 54.679 cm^3/mol📊 OPERA |
| Polarizability | 21.676 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.
