5-Methyl-1-(2,2,3-trimethyl-3-cyclopenten-1-yl)-6-oxabicyclo[3.2.1]octane (CAS 139539-66-5) — Woody Base Note Fragrance Ingredient
5-Methyl-1-(2,2,3-trimethyl-3-cyclopenten-1-yl)-6-oxabicyclo[3.2.1]octane
CAS 139539-66-5
What Is 5-Methyl-1-(2,2,3-trimethyl-3-cyclopenten-1-yl)-6-oxabicyclo[3.2.1]octane?
5-Methyl-1-(2,2,3-trimethyl-3-cyclopenten-1-yl)-6-oxabicyclo[3.2.1]octane is a synthetic fragrance ingredient used in perfumery. It’s found in some modern woody and amber fragrances. This molecule contributes to complex scent profiles, often adding depth and longevity to fragrance compositions.
Safety Profile
GENERALLY SAFEWhat Does 5-Methyl-1-(2,2,3-trimethyl-3-cyclopenten-1-yl)-6-oxabicyclo[3.2.1]octane Smell Like?
This synthetic molecule offers a complex woody-amber character with subtle spicy undertones. It evolves from an initial crisp, slightly camphoraceous opening to a warm, resinous heart. The dry-down reveals a sophisticated woody-amber base with excellent tenacity. The scent profile bridges woody and amber accords, making it versatile in modern fragrance design.
2D Molecular Structure
SMILES: CC1=CCC(C23COC(C)(C2)CCC3)C1(C)C
Chemistry, Properties & Perfumer Guide
The Chemistry
5-Methyl-1-(2,2,3-trimethyl-3-cyclopenten-1-yl)-6-oxabicyclo[3.2.1]octane is a synthetic bicyclic ether with a complex molecular structure. The molecule combines cyclopentene and oxabicyclooctane moieties, creating unique stereochemical properties. Synthesis typically involves multi-step organic reactions including cyclization and ether formation. The stereochemistry significantly impacts its odor profile, with different stereoisomers potentially exhibiting varying scent characteristics.
Physical & Chemical Properties
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 1-3% | Up to 5% | Base note modifier |
| Functional Fragrance | 0.1-0.5% | Up to 1% | Background note |
Classic Accords
Tip: Use in small quantities to add depth to woody-amber bases without overwhelming the composition.
Alternatives & Comparisons
A more widely used amber material with similar longevity but different odor profile.
Offers a more pronounced woody character with similar structural complexity.
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
No IFRA restrictions currently apply to this material.
RIFM Assessment
No RIFM assessment currently available for this material.
Sustainability
As a synthetic material, this compound is produced through controlled chemical processes without natural resource depletion concerns. However, like all synthetic materials, its environmental impact depends on manufacturing processes and waste management. The complex synthesis may require multiple steps with associated energy inputs.
Explore 5-Methyl-1-(2,2,3-trimethyl-3-cyclopenten-1-yl)-6-oxabicyclo[3.2.1]octane
Browse essential oils and aroma compounds.
Browse on iHerb →Affiliate disclosure: we may earn a small commission at no extra cost to you.
Physicochemical Properties
DTXSID: DTXSID101021305
Physical Properties
| Molecular Weight | 234.383 g/mol🔬 EPA CompTox |
| Density | 0.972 g/cm^3📊 OPERA |
| Boiling Point | 285.939 °C📊 OPERA |
| Melting Point | 81.333 °C📊 OPERA |
| Flash Point | 123.135 °C📊 OPERA |
| Refractive Index | 1.516 Dimensionless📊 OPERA |
| Molar Volume | 235.56 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 5.068 Log10 unitless📊 OPERA |
| LogD (pH 5.5) | 5.068 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 5.068 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 7.45 Log10 unitless📊 OPERA |
| Water Solubility | 0 mol/L📊 OPERA |
| Henry's Law Constant | 0 atm-m3/mole📊 OPERA |
Transport Properties
| Vapor Pressure | 0.01 mmHg📊 OPERA |
| Surface Tension | 32.971 dyn/cm📊 OPERA |
| Thermal Conductivity | 111.837 mW/(m*K)📊 OPERA |
Molecular Descriptors
| Topological Polar Surface Area | 9.23 Ų💻 Computed |
| H-Bond Donors | 0 count💻 Computed |
| H-Bond Acceptors | 1 count💻 Computed |
| Rotatable Bonds | 1 count💻 Computed |
| Aromatic Rings | 0 count💻 Computed |
| Molar Refractivity | 71.181 cm^3/mol📊 OPERA |
| Polarizability | 28.218 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.
