5-Cyclotetradecen-1-one, 3-methyl-, (5Z)- (CAS 259854-71-2) — Musky Base Note Fragrance Ingredient
5-Cyclotetradecen-1-one, 3-methyl-, (5Z)-
CAS 259854-71-2
What Is 5-Cyclotetradecen-1-one, 3-methyl-, (5Z)-?
5-Cyclotetradecen-1-one, 3-methyl-, (5Z)- is a synthetic musk compound used in modern perfumery. It creates subtle animalic and powdery effects in fragrances. This ingredient helps bridge floral and woody accords, adding depth without overpowering other notes.
Safety Profile
USE WITH AWARENESSWhat Does 5-Cyclotetradecen-1-one, 3-methyl-, (5Z)- Smell Like?
A complex macrocyclic musk with a refined character. Opens with a soft suede-like texture, transitioning into warm skin-like intimacy. The dry-down reveals a clean, slightly powdery trail reminiscent of sun-warmed linen. More transparent than traditional musks, it provides subtle diffusion rather than dense projection.
In Famous Fragrances
Fragrance associations may not reflect actual formulations.
Used here as an airy musk base that amplifies the cashmere wood accord while maintaining exceptional diffusion.
Provides a barely-there animalic glow beneath the creamy sandalwood, enhancing skin-scent effects.
2D Molecular Structure
SMILES: CC1C\C=C/CCCCCCCCC(=O)C1
Chemistry, Properties & Perfumer Guide
The Chemistry
A synthetic macrocyclic ketone belonging to the musk family. Characterized by its 14-membered ring structure with a methyl group at position 3 and a double bond at position 5 in Z configuration. Typically synthesized through ring-closing metathesis of appropriate diene precursors followed by selective hydrogenation.
Physical & Chemical Properties
| Molecular Class | Macrocyclic ketone |
|---|---|
| Odor Threshold | 0.5 ppb (estimated) |
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 0.5-2% | Up to 5% | Skin-effect enhancer |
| Functional | 0.1-0.5% | Up to 1% | Diffusion booster |
Classic Accords
Tip: Use at 0.1-0.3% in floral bases to create ‘second skin’ effects without musk dominance.
Alternatives & Comparisons
For cleaner musk profiles with higher diffusion but less skin-like character.
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
No current restrictions under IFRA standards. Listed in 2023 Amendment 51 as under review for environmental persistence.
RIFM Assessment
Under review by RIFM for potential environmental impact assessment (2024).
Sustainability
Synthesized from petrochemical precursors with relatively high atom economy. Not known to occur naturally. Current production methods show moderate energy intensity compared to traditional musk synthetics. Being evaluated for biodegradability in OECD 301 tests.
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References
- IFRA Standards Library (2023). Amendment 51. IFRA
Data: PubChem (NIH), PubMed, RIFM, IFRA. Last reviewed: Apr 2026.
Report a data errorPhysicochemical Properties
DTXSID: DTXSID20888266
Physical Properties
| Molecular Weight | 222.372 g/mol🔬 EPA CompTox |
| Density | 0.864 g/cm^3📊 OPERA |
| Boiling Point | 306.307 °C📊 OPERA |
| Melting Point | 29.742 °C📊 OPERA |
| Flash Point | 134.546 °C📊 OPERA |
| Refractive Index | 1.447 Dimensionless📊 OPERA |
| Molar Volume | 258.142 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 5.064 Log10 unitless📊 OPERA |
| LogD (pH 5.5) | 5.064 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 5.064 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 7.38 Log10 unitless📊 OPERA |
| Water Solubility | 0 mol/L📊 OPERA |
| Henry's Law Constant | 0 atm-m3/mole📊 OPERA |
Transport Properties
| Vapor Pressure | 0.001 mmHg📊 OPERA |
| Viscosity | 4.749 cP📊 OPERA |
| Surface Tension | 29.449 dyn/cm📊 OPERA |
| Thermal Conductivity | 140.15 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 | 69.007 cm^3/mol📊 OPERA |
| Polarizability | 27.356 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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