(4-Ethylbicyclo[2.2.1]hept-2-yl)-cyclohexanol (CAS 92046-48-5) — Woody Base Note Fragrance Ingredient
(4-Ethylbicyclo[2.2.1]hept-2-yl)-cyclohexanol
CAS 92046-48-5
What Is (4-Ethylbicyclo[2.2.1]hept-2-yl)-cyclohexanol?
(4-Ethylbicyclo[2.2.1]hept-2-yl)-cyclohexanol is a synthetic fragrance ingredient used in modern perfumery. It contributes woody-ambery notes to fragrances, often found in masculine and unisex scents. This molecule matters because it provides long-lasting woody depth without being overpowering, making it valuable for creating balanced, sophisticated accords.
Safety Profile
USE WITH AWARENESSWhat Does (4-Ethylbicyclo[2.2.1]hept-2-yl)-cyclohexanol Smell Like?
This molecule presents a complex woody-ambergris character with subtle earthy undertones. Initially, it offers a crisp, slightly camphoraceous top note that evolves into a warm, ambery heart. The dry-down reveals a sophisticated woody-balsamic signature reminiscent of aged cedarwood with a whisper of musk. Its tenacity allows it to act as a subtle fixative, blending seamlessly with both floral and oriental compositions.
2D Molecular Structure
SMILES: CCC12CCC(C1)C(C2)C1(O)CCCCC1
Chemistry, Properties & Perfumer Guide
The Chemistry
(4-Ethylbicyclo[2.2.1]hept-2-yl)-cyclohexanol belongs to the bicyclic terpenoid alcohol class, synthesized through hydrogenation of terpene derivatives. Its unique structure combines cyclohexanol with an ethyl-substituted norbornane moiety, creating a stable molecular framework. The synthesis typically involves catalytic hydrogenation of suitable terpene precursors under controlled conditions to achieve the desired stereochemistry.
Physical & Chemical Properties
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 1-3% | Up to 5% | Woody-amber base note |
| Functional Fragrance | 0.5-1.5% | Up to 2% | Long-lasting woody character |
Classic Accords
Tip: Use as a supporting note to enhance woody accords without dominating the composition.
Alternatives & Comparisons
Provides similar ambery-woody effects with greater diffusion and less earthy character.
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
No specific IFRA restrictions. Compliant under current guidelines.
RIFM Assessment
Not currently evaluated by RIFM. Recommended usage levels based on structural analogs.
Sustainability
As a synthetic ingredient, this molecule offers consistent quality without natural resource depletion. Production can be optimized for minimal environmental impact through green chemistry principles. Being petroleum-derived, its sustainability depends on responsible sourcing of feedstocks.
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Ingredient Data Sheet
CAS 92046-48-5Physical Properties
| Molecular Weight | 222.37 g/mol🔬 PubChem |
| LogP (Octanol-Water) | 4.4🔬 PubChem |
| Boiling Point | 283 °C🔬 EPA CompTox |
| Vapor Pressure | 0.0071 mmHg @ 25°C📊 OPERA |
| Flash Point | 130.8 °C🔬 EPA CompTox |
| Involatility Index | 0.0005💻 Calculated |
| log Kp (skin permeability) | -0.932💻 Calculated |
| SMILES | CCC12CCC(C1)C(C2)C3(CCCCC3)O🔬 PubChem |
Volatility & Performance
| Fragrance Note | Base💻 Calculated |
| Volatility Class | Very slow💻 Calculated |
| Persistence Score | 4.9 / 5💻 Calculated |
Odor & Flavor
| Primary Descriptors | balsamicwoody• leffingwell |
| Functional Groups | alcohol💻 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: DTXSID10869089
Physical Properties
| Molecular Weight | 222.372 g/mol🔬 EPA CompTox |
| Density | 1.021 g/cm^3📊 OPERA |
| Boiling Point | 296.666 °C📊 OPERA |
| Melting Point | 109.942 °C📊 OPERA |
| Flash Point | 139.07 °C📊 OPERA |
| Refractive Index | 1.539 Dimensionless📊 OPERA |
| Molar Volume | 213.065 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 4.19 Log10 unitless📊 OPERA |
| LogD (pH 5.5) | 4.19 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 4.19 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 8.47 Log10 unitless📊 OPERA |
| Water Solubility | 0.001 mol/L📊 OPERA |
| Henry's Law Constant | 0 atm-m3/mole📊 OPERA |
Transport Properties
| Vapor Pressure | 0.003 mmHg📊 OPERA |
| Viscosity | 28.124 cP📊 OPERA |
| Surface Tension | 39.936 dyn/cm📊 OPERA |
| Thermal Conductivity | 128.009 mW/(m*K)📊 OPERA |
Molecular Descriptors
| Topological Polar Surface Area | 20.23 Ų💻 Computed |
| H-Bond Donors | 1 count💻 Computed |
| H-Bond Acceptors | 1 count💻 Computed |
| Rotatable Bonds | 2 count💻 Computed |
| Aromatic Rings | 0 count💻 Computed |
| Molar Refractivity | 66.772 cm^3/mol📊 OPERA |
| Polarizability | 26.47 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.
