Trimethyl-bicyclo-heptane-spirocyclohexenone (CAS 133636-82-5) — Woody Middle to base Note Fragrance Ingredient
Trimethyl-bicyclo-heptane-spirocyclohexenone
CAS 133636-82-5
What Is Trimethyl-bicyclo-heptane-spirocyclohexenone?
Trimethyl-bicyclo-heptane-spirocyclohexenone is a synthetic fragrance ingredient used in modern perfumery. It’s typically found in niche and avant-garde fragrances where unique, abstract scents are desired. This compound matters because it represents the cutting edge of fragrance chemistry, allowing perfumers to create novel olfactory experiences that don’t exist in nature.
Safety Profile
USE WITH AWARENESSWhat Does Trimethyl-bicyclo-heptane-spirocyclohexenone Smell Like?
Trimethyl-bicyclo-heptane-spirocyclohexenone presents a complex, abstract aroma that defies simple classification. It opens with a sharp, metallic edge reminiscent of cold steel, evolving into a warm, woody-ambery heart with subtle spicy undertones. The dry-down reveals a lingering mineralic quality, like sun-warmed stones, with a faint camphoraceous whisper. Its odor profile is highly synthetic yet intriguing, creating an otherworldly effect that works well in conceptual fragrances.
2D Molecular Structure
SMILES: C[C@H]1[C@@H]2C[C@H](C[C@]11CCC(=O)C=C1)C2(C)C
Chemistry, Properties & Perfumer Guide
The Chemistry
Trimethyl-bicyclo-heptane-spirocyclohexenone is a synthetic bicyclic ketone with a complex spirocyclic structure. Its molecular architecture combines rigid cyclohexenone and bicycloheptane frameworks, creating unique steric and electronic properties that influence its odor characteristics. Synthesis typically involves multi-step organic transformations including cyclization and oxidation reactions. The three methyl groups contribute to its volatility and modify its interaction with olfactory receptors.
Physical & Chemical Properties
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 0.5-2% | Up to 5% | Used as an abstract modifier |
| Functional Fragrance | 0.1-0.5% | Up to 1% | For industrial applications |
Classic Accords
Tip: Use sparingly to add an unconventional edge to woody-ambery bases.
Alternatives & Comparisons
A more conventional woody-amber with better safety data and blending properties.
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
Not currently restricted by IFRA.
RIFM Assessment
No RIFM assessment currently available.
Sustainability
As a synthetic material, this compound is produced through controlled chemical processes with minimal environmental impact compared to some natural materials. However, its complex synthesis may require multiple steps with associated energy inputs. The long-term biodegradability profile is not well characterized.
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Ingredient Data Sheet
CAS 133636-82-5Physical Properties
| Molecular Weight | 218.33 g/mol🔬 PubChem |
| LogP (Octanol-Water) | 3.8🔬 PubChem |
| Boiling Point | 292 °C🔬 EPA CompTox |
| Vapor Pressure | 0.0023 mmHg @ 25°C📊 OPERA |
| Flash Point | 159.9 °C🔬 EPA CompTox |
| Involatility Index | 0.0002💻 Calculated |
| log Kp (skin permeability) | -1.334💻 Calculated |
| SMILES | CC1C2CC(C2(C)C)CC13CCC(=O)C=C3🔬 PubChem |
Volatility & Performance
| Fragrance Note | Base💻 Calculated |
| Volatility Class | Very slow💻 Calculated |
| Persistence Score | 5.6 / 5💻 Calculated |
Odor & Flavor
| Primary Descriptors | balsamicwoody• leffingwell |
| 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: DTXSID1051480
Physical Properties
| Molecular Weight | 218.34 g/mol🔬 EPA CompTox |
| Density | 1.011 g/cm^3📊 OPERA |
| Boiling Point | 300.635 °C📊 OPERA |
| Melting Point | 68.015 °C📊 OPERA |
| Flash Point | 142.505 °C📊 OPERA |
| Refractive Index | 1.526 Dimensionless📊 OPERA |
| Molar Volume | 212.727 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 4.372 Log10 unitless📊 OPERA |
| LogD (pH 5.5) | 4.372 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 4.372 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 7.32 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 |
| Surface Tension | 34.839 dyn/cm📊 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 | 65.345 cm^3/mol📊 OPERA |
| Polarizability | 25.905 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.
