Spiro[bicyclo[2.2.1]heptane-s,4′-[1,2]dioxane], 1,7,7-trimethyl-2′-(methylethyl)-, (1R,2S,2’S,4R) (CAS 188199-50-0) — Woody Middle to base Note Fragrance Ingredient
Spiro[bicyclo[2.2.1]heptane-s,4'-[1,2]dioxane], 1,7,7-trimethyl-2'-(methylethyl)-, (1R,2S,2'S,4R)
CAS 188199-50-0
What Is Spiro[bicyclo[2.2.1]heptane-s,4'-[1,2]dioxane], 1,7,7-trimethyl-2'-(methylethyl)-, (1R,2S,2'S,4R)?
This synthetic fragrance compound is a lab-created molecule used in modern perfumery. Consumers encounter it as a subtle background note in contemporary fragrances, particularly those aiming for unique woody-ambery effects. Its importance lies in providing perfumers with a stable, consistent alternative to natural materials, allowing for precise scent engineering without reliance on natural resources.
Safety Profile
USE WITH AWARENESSWhat Does Spiro[bicyclo[2.2.1]heptane-s,4'-[1,2]dioxane], 1,7,7-trimethyl-2'-(methylethyl)-, (1R,2S,2'S,4R) Smell Like?
The aroma profile of this synthetic compound is complex, presenting initially with subtle woody undertones that gradually reveal a sophisticated ambery character. During dry-down, it develops a clean, slightly metallic nuance that adds modernity to fragrance compositions. The scent evolves like polished hardwood floors warmed by sunlight – initially crisp, then revealing hidden warmth over time.
2D Molecular Structure
SMILES: CC(C)[C@H]1OCC[C@]2(C[C@H]3CC[C@]2(C)C3(C)C)O1
Chemistry, Properties & Perfumer Guide
The Chemistry
This compound belongs to the spirocyclic terpenoid class, characterized by its unique bicyclic structure with fused dioxane and norbornane rings. The molecule’s three-dimensional shape contributes to its distinctive odor profile. Synthesized through stereoselective routes, its specific configuration at multiple chiral centers is crucial for olfactory properties. The isopropyl substitution enhances volatility while the rigid framework provides stability in formulations.
Physical & Chemical Properties
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 1-3% | Up to 5% | Modern woody-amber base note |
| Functional Fragrance | 0.1-0.5% | Up to 1% | Subtle woody modifier |
Classic Accords
Tip: Use in small quantities to enhance woody accords without overwhelming other notes.
Alternatives & Comparisons
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
Not currently restricted by IFRA standards.
RIFM Assessment
No formal RIFM assessment available.
Sustainability
As a synthetic material, this compound offers consistent quality without natural variability. Production avoids pressure on natural resources, though energy inputs for synthesis should be considered. The molecule’s stability contributes to longer-lasting fragrances, potentially reducing reapplication frequency.
Explore Spiro[bicyclo[2.2.1]heptane-s,4'-[1,2]dioxane], 1,7,7-trimethyl-2'-(methylethyl)-, (1R,2S,2'S,4R)
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Ingredient Data Sheet
CAS 188199-50-0Physical Properties
| Molecular Weight | 252.39 g/mol🔬 PubChem |
| LogP (Octanol-Water) | 4.3🔬 PubChem |
| Boiling Point | 262 °C🔬 EPA CompTox |
| Vapor Pressure | 0.0002 mmHg @ 25°C📊 OPERA |
| Flash Point | 139 °C🔬 EPA CompTox |
| log Kp (skin permeability) | -1.187💻 Calculated |
| SMILES | CC(C)C1OCCC2(O1)CC3CCC2(C3(C)C)C🔬 PubChem |
Volatility & Performance
| Fragrance Note | Base💻 Calculated |
| Volatility Class | Very slow💻 Calculated |
| Persistence Score | 8.8 / 5💻 Calculated |
Odor & Flavor
| Functional Groups | ether💻 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: DTXSID30889087
Physical Properties
| Molecular Weight | 252.398 g/mol🔬 EPA CompTox |
| Density | 0.991 g/cm^3🔬 EPA CTX |
| Boiling Point | 262 °C🔬 EPA CTX |
| Melting Point | 34 °C🔬 EPA CTX |
| Flash Point | 139 °C🔬 EPA CTX |
| Refractive Index | 1.496 Dimensionless📊 OPERA |
| Molar Volume | 251.49 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 4.794 Log10 unitless📊 OPERA |
| LogD (pH 5.5) | 4.794 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 4.794 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 7.44 Log10 unitless📊 OPERA |
| Water Solubility | 0 mol/L🔬 EPA CTX |
| Henry's Law Constant | 0 atm-m3/mole📊 OPERA |
Transport Properties
| Vapor Pressure | 0 mmHg🔬 EPA CTX |
| Viscosity | 13.429 cP📊 OPERA |
| Surface Tension | 32.728 dyn/cm📊 OPERA |
| Thermal Conductivity | 113.763 mW/(m*K)📊 OPERA |
Molecular Descriptors
| Topological Polar Surface Area | 18.46 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 | 73.439 cm^3/mol📊 OPERA |
| Polarizability | 29.113 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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