8aH-2, 4a-Methanonaphthalen-8a-ol, octahydro-1,1,5,5-tetramethyl-(2S,4aR,8aS)- (CAS 57566-26-4) — Woody Base Note Fragrance Ingredient
8aH-2, 4a-Methanonaphthalen-8a-ol, octahydro-1,1,5,5-tetramethyl-(2S,4aR,8aS)-
CAS 57566-26-4
What Is 8aH-2, 4a-Methanonaphthalen-8a-ol, octahydro-1,1,5,5-tetramethyl-(2S,4aR,8aS)-?
This synthetic fragrance compound is a specialized ingredient used by perfumers to create unique woody and amber-like scent profiles. It’s found in niche and artisanal fragrances rather than everyday consumer products. While not widely known to the public, it plays a crucial role in modern perfumery by adding depth and complexity to woody amber accords.
Safety Profile
USE WITH AWARENESSWhat Does 8aH-2, 4a-Methanonaphthalen-8a-ol, octahydro-1,1,5,5-tetramethyl-(2S,4aR,8aS)- Smell Like?
This synthetic molecule delivers a sophisticated woody-amber character with intriguing depth. It opens with a subtle camphoraceous edge that quickly transitions into a warm, slightly sweet woody heart. The dry-down reveals a smooth, velvety amber quality with hints of dry cedar and faintly musky undertones. Its scent profile is reminiscent of aged wood resins blended with a whisper of clean musk, creating a versatile base for modern fragrance compositions.
2D Molecular Structure
SMILES: CC1(C)[C@H]2CC[C@]3(C2)[C@]1(O)CCCC3(C)C
Chemistry, Properties & Perfumer Guide
The Chemistry
This compound belongs to the family of decalin derivatives, specifically a methanonaphthalenol structure. As a synthetic material, it’s produced through catalytic hydrogenation and cyclization reactions from appropriate terpene precursors. The (2S,4aR,8aS)-configuration suggests specific stereochemistry that likely contributes to its odor profile. Its molecular architecture combines rigid cyclic structures with hydroxyl functionality, creating a balance between volatility and substantivity.
Physical & Chemical Properties
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 0.5-2% | Up to 5% | Used as woody-amber modifier |
| Home Fragrance | 1-3% | Up to 8% | Provides long-lasting woody base |
| Personal Care | 0.1-0.5% | Up to 1% | Used sparingly for substantivity |
Classic Accords
Tip: Use in small quantities to add depth without overwhelming other notes.
Alternatives & Comparisons
More widely used amber material with similar substantivity but cleaner odor profile.
More powerful woody-amber with stronger diffusion but requires careful dosing.
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
No specific IFRA restrictions currently apply to this material.
RIFM Assessment
Limited RIFM assessment available; considered safe at current usage levels.
Sustainability
As a synthetic material, its production avoids natural resource depletion. However, its petroleum-derived synthesis raises questions about carbon footprint. The industry is exploring greener synthetic routes for similar woody-amber molecules.
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Ingredient Data Sheet
CAS 57566-26-4Physical Properties
| Molecular Weight | 222.37 g/mol🔬 PubChem |
| LogP (Octanol-Water) | 4🔬 PubChem |
| Boiling Point | 284 °C🔬 EPA CompTox |
| Vapor Pressure | 0.0044 mmHg @ 25°C📊 OPERA |
| Flash Point | 106.3 °C🔬 EPA CompTox |
| Involatility Index | 0.0003💻 Calculated |
| log Kp (skin permeability) | -1.216💻 Calculated |
| SMILES | CC1(CCCC2(C13CCC(C3)C2(C)C)O)C🔬 PubChem |
Volatility & Performance
| Fragrance Note | Base💻 Calculated |
| Volatility Class | Very slow💻 Calculated |
| Persistence Score | 5.2 / 5💻 Calculated |
Odor & Flavor
| 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: DTXSID00365106
Physical Properties
| Molecular Weight | 222.372 g/mol🔬 EPA CompTox |
| Density | 0.981 g/cm^3📊 OPERA |
| Boiling Point | 266.624 °C📊 OPERA |
| Melting Point | 92.294 °C📊 OPERA |
| Flash Point | 115.286 °C📊 OPERA |
| Refractive Index | 1.522 Dimensionless📊 OPERA |
| Molar Volume | 219.451 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 4.194 Log10 unitless📊 OPERA |
| LogD (pH 5.5) | 4.194 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 4.194 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 9.25 Log10 unitless📊 OPERA |
| Water Solubility | 0.001 mol/L📊 OPERA |
| Henry's Law Constant | 0 atm-m3/mole📊 OPERA |
Transport Properties
| Vapor Pressure | 0.004 mmHg📊 OPERA |
| Surface Tension | 35.868 dyn/cm📊 OPERA |
| Thermal Conductivity | 118.794 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 | 0 count💻 Computed |
| Aromatic Rings | 0 count💻 Computed |
| Molar Refractivity | 66.914 cm^3/mol📊 OPERA |
| Polarizability | 26.527 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.
