4-Methyl-8-methylenetricyclo[3.3.1.(3,7)]decan-2-yl acetate (CAS 122760-85-4) — Woody Base Note Fragrance Ingredient
4-Methyl-8-methylenetricyclo[3.3.1.(3,7)]decan-2-yl acetate
CAS 122760-85-4
What Is 4-Methyl-8-methylenetricyclo[3.3.1.(3,7)]decan-2-yl acetate?
4-Methyl-8-methylenetricyclo[3.3.1.(3,7)]decan-2-yl acetate is a synthetic fragrance ingredient used in modern perfumery. It’s found in niche and designer fragrances aiming for unique woody-ambergris effects. This molecule matters because it creates sophisticated, long-lasting base notes that mimic rare natural materials without sustainability concerns.
Safety Profile
USE WITH AWARENESSWhat Does 4-Methyl-8-methylenetricyclo[3.3.1.(3,7)]decan-2-yl acetate Smell Like?
This synthetic ambergris alternative unfolds with an initial mineral dryness reminiscent of sun-bleached driftwood, evolving into a complex heart of warm skin-like musk with subtle marine salinity. The dry-down reveals a sophisticated woody-amber character with faint tobacco undertones, persisting for hours with remarkable tenacity. Imagine the scent of an antique wooden chest stored in a seaside attic – simultaneously dry, woody, and subtly animalic.
2D Molecular Structure
SMILES: CC1C2CC3CC1C(OC(C)=O)C(C2)C3=C
Chemistry, Properties & Perfumer Guide
The Chemistry
This tricyclic acetate belongs to the family of synthetic ambergris substitutes, designed to mimic natural ambergris’ complex odor profile without relying on animal-derived materials. The molecule features a rigid tricyclic core with strategic methylene and acetate functional groups that create its distinctive diffusion pattern. Industrial synthesis typically involves Diels-Alder reactions followed by selective acetylation, yielding a material with excellent stability and longevity in fragrance applications.
Physical & Chemical Properties
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 0.5-2% | Up to 5% | Base note fixative |
| Home Care | 0.1-0.5% | Up to 1% | Longevity booster |
Classic Accords
Tip: Use in trace amounts to enhance diffusion of woody bases without overpowering.
Alternatives & Comparisons
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
Not currently restricted under IFRA standards.
RIFM Assessment
Under evaluation by RIFM as a novel synthetic material.
Sustainability
As a fully synthetic material, this ingredient avoids the ecological concerns associated with natural ambergris harvesting. Its production requires standard petrochemical feedstocks but benefits from efficient catalytic processes that minimize waste. The material’s potency means very small quantities are needed in formulations, reducing overall environmental impact compared to some natural alternatives.
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Ingredient Data Sheet
CAS 122760-85-4Physical Properties
| Molecular Weight | 220.31 g/mol🔬 PubChem |
| LogP (Octanol-Water) | 2.6🔬 PubChem |
| Boiling Point | 277 °C🔬 EPA CompTox |
| Vapor Pressure | 0.0002 mmHg @ 25°C📊 OPERA |
| Flash Point | 117.7 °C🔬 EPA CompTox |
| log Kp (skin permeability) | -2.198💻 Calculated |
| SMILES | CC1C2CC3CC1C(C(C2)C3=C)OC(=O)C🔬 PubChem |
Volatility & Performance
| Fragrance Note | Base💻 Calculated |
| Volatility Class | Very slow💻 Calculated |
| Persistence Score | 6.6 / 5💻 Calculated |
Odor & Flavor
| Functional Groups | esteretheralkene💻 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: DTXSID40924271
Physical Properties
| Molecular Weight | 220.312 g/mol🔬 EPA CompTox |
| Density | 1.052 g/cm^3📊 OPERA |
| Boiling Point | 274.843 °C📊 OPERA |
| Melting Point | 79.831 °C📊 OPERA |
| Flash Point | 105.197 °C📊 OPERA |
| Refractive Index | 1.516 Dimensionless📊 OPERA |
| Molar Volume | 205.432 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 3.842 Log10 unitless📊 OPERA |
| LogD (pH 5.5) | 3.842 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 3.842 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 6.9 Log10 unitless📊 OPERA |
| Water Solubility | 0.001 mol/L📊 OPERA |
| Henry's Law Constant | 0 atm-m3/mole📊 OPERA |
Transport Properties
| Vapor Pressure | 0.001 mmHg📊 OPERA |
| Viscosity | 18.145 cP📊 OPERA |
| Surface Tension | 35.368 dyn/cm📊 OPERA |
| Thermal Conductivity | 123.099 mW/(m*K)📊 OPERA |
Molecular Descriptors
| Topological Polar Surface Area | 26.3 Ų💻 Computed |
| H-Bond Donors | 0 count💻 Computed |
| H-Bond Acceptors | 2 count💻 Computed |
| Rotatable Bonds | 1 count💻 Computed |
| Aromatic Rings | 0 count💻 Computed |
| Molar Refractivity | 62.002 cm^3/mol📊 OPERA |
| Polarizability | 24.58 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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