2-(p-Menth-1-ene-10-yl)cyclopentanone (CAS 95962-14-4) — Woody Top to Middle Note Fragrance Ingredient
2-(p-Menth-1-ene-10-yl)cyclopentanone
CAS 95962-14-4
What Is 2-(p-Menth-1-ene-10-yl)cyclopentanone?
2-(p-Menth-1-ene-10-yl)cyclopentanone is a synthetic fragrance ingredient primarily used in perfumery. It is not commonly encountered in everyday products but may appear in niche or artisanal fragrances. This molecule contributes unique olfactory characteristics that are valued in high-end fragrance compositions.
Safety Profile
GENERALLY SAFEWhat Does 2-(p-Menth-1-ene-10-yl)cyclopentanone Smell Like?
This synthetic molecule offers a complex olfactory profile with woody, minty, and slightly camphoraceous nuances. It evolves from a fresh, crisp top note to a heart that balances herbal and woody tones, settling into a dry-down with subtle earthy undertones. The scent is reminiscent of a cool forest breeze with hints of eucalyptus and pine.
2D Molecular Structure
SMILES: CC(CC1CCCC1=O)C1CCC(C)=CC1
Chemistry, Properties & Perfumer Guide
The Chemistry
2-(p-Menth-1-ene-10-yl)cyclopentanone is a synthetic ketone derived from menthene. It belongs to the class of bicyclic ketones, characterized by a cyclopentanone ring fused with a p-menth-1-ene moiety. The synthesis typically involves the cyclization of menthene derivatives under controlled conditions. Its molecular structure contributes to its unique volatility and olfactory properties.
Physical & Chemical Properties
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 1-5% | Up to 10% | Used as a modifier in woody compositions |
Classic Accords
Tip: Use in small amounts to add depth to woody or fresh accords.
Alternatives & Comparisons
A more common minty ketone with similar fresh characteristics but less woody depth.
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
No specific IFRA restrictions currently apply.
RIFM Assessment
Limited safety assessment data available from RIFM.
Sustainability
As a synthetic ingredient, 2-(p-Menth-1-ene-10-yl)cyclopentanone is produced through controlled chemical processes, reducing the environmental impact associated with natural extraction. Its synthetic origin ensures consistent quality and reduces reliance on natural resources.
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Ingredient Data Sheet
CAS 95962-14-4Physical Properties
| Molecular Weight | 220.35 g/mol🔬 PubChem |
| LogP (Octanol-Water) | 3.4🔬 PubChem |
| Boiling Point | 288 °C🔬 EPA CompTox |
| Vapor Pressure | 12.0985 mmHg @ 25°C📊 OPERA |
| Flash Point | 162.5 °C🔬 EPA CompTox |
| Involatility Index | 0.8784💻 Calculated |
| log Kp (skin permeability) | -1.63💻 Calculated |
| SMILES | CC1=CCC(CC1)C(C)CC2CCCC2=O🔬 PubChem |
Volatility & Performance
| Fragrance Note | Heart💻 Calculated |
| Volatility Class | Moderate💻 Calculated |
| Persistence Score | 0.5 / 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: DTXSID3052646
Physical Properties
| Molecular Weight | 220.356 g/mol🔬 EPA CompTox |
| Density | 0.96 g/cm^3🔬 EPA CTX |
| Boiling Point | 288 °C🔬 EPA CTX |
| Melting Point | 61.749 °C📊 OPERA |
| Flash Point | 162.5 °C🔬 EPA CTX |
| Refractive Index | 1.492 Dimensionless📊 OPERA |
| Molar Volume | 231.078 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 4.321 Log10 unitless📊 OPERA |
| LogD (pH 5.5) | 4.321 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 4.321 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 7.45 Log10 unitless📊 OPERA |
| Water Solubility | 0 mol/L🔬 EPA CTX |
| Henry's Law Constant | 0 atm-m3/mole📊 OPERA |
Transport Properties
| Vapor Pressure | 12.098 mmHg🔬 EPA CTX |
| Viscosity | 12.897 cP📊 OPERA |
| Surface Tension | 33.13 dyn/cm📊 OPERA |
| Thermal Conductivity | 128.853 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 | 3 count💻 Computed |
| Aromatic Rings | 0 count💻 Computed |
| Molar Refractivity | 67.044 cm^3/mol📊 OPERA |
| Polarizability | 26.578 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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