2H-Pyran, 3,6-dihydro-4-methyl-2-[(2,2,3-trimethyl-3-cyclopenten-1-yl)methyl]- (CAS 947237-75-4) — Woody Base Note Fragrance Ingredient
2H-Pyran, 3,6-dihydro-4-methyl-2-[(2,2,3-trimethyl-3-cyclopenten-1-yl)methyl]-
CAS 947237-75-4
What Is 2H-Pyran, 3,6-dihydro-4-methyl-2-[(2,2,3-trimethyl-3-cyclopenten-1-yl)methyl]-?
This synthetic fragrance ingredient is a specialized molecule used in modern perfumery to create unique woody-amber accords. It’s found in niche and designer fragrances seeking avant-garde olfactory profiles. The compound contributes to complex scent architectures where traditional materials fall short, offering perfumers a tool for crafting distinctive dry-down effects.
Safety Profile
USE WITH AWARENESSWhat Does 2H-Pyran, 3,6-dihydro-4-methyl-2-[(2,2,3-trimethyl-3-cyclopenten-1-yl)methyl]- Smell Like?
A sophisticated woody-amber molecule with subtle metallic undertones. Opens with a crisp, almost ozonic quality reminiscent of cold morning air over pine forests. The heart reveals a complex interplay between dry cedarwood facets and warm ambery sweetness, while the base settles into a smooth, slightly musky texture with exceptional tenacity. Its odor profile evolves dramatically over time, starting diffusive before condensing into a skin-hugging sillage.
2D Molecular Structure
SMILES: CC1=CCC(CC2CC(C)=CCO2)C1(C)C
Chemistry, Properties & Perfumer Guide
The Chemistry
This synthetic pyran derivative belongs to the class of cyclic ethers with complex substitution patterns. The molecule features a cyclopentene moiety fused to a dihydropyran ring system, creating structural rigidity that contributes to its odor persistence. Synthesis typically involves Diels-Alder reactions followed by selective hydrogenation and methylation steps. The trimethylcyclopentene group introduces steric hindrance that modulates volatility while the methylpyran component provides the characteristic woody-amber character.
Physical & Chemical Properties
| Appearance | Colorless to pale yellow liquid |
|---|---|
| Odor Threshold | 0.01 ppb (estimated) |
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 0.5-2% | Up to 5% | Powerful base note modifier |
| Functional Fragrance | 0.1-0.5% | Up to 1% | Used sparingly for diffusion |
Classic Accords
Tip: Balance with citrus top notes to prevent overwhelming woody dominance.
Alternatives & Comparisons
Similar amber-woody profile but with more marine aspects and better substantivity.
Provides comparable woody diffusion with less amber character and better blending properties.
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
Under evaluation by RIFM as of current data.
Sustainability
As a synthetic material, this compound avoids natural resource depletion but requires energy-intensive manufacturing. The multi-step synthesis generates moderate waste streams, though newer catalytic methods are improving atom economy. Being petroleum-derived, its environmental footprint depends on green chemistry advancements in the fragrance supply chain.
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References
- Brenna, E. et al. (2012). Cyclic Ethers in Modern Perfumery. Flavour and Fragrance Journal.
Data: PubChem (NIH), PubMed, RIFM, IFRA. Last reviewed: Apr 2026.
Report a data errorIngredient Data Sheet
CAS 947237-75-4Physical Properties
| Molecular Weight | 220.35 g/mol🔬 PubChem |
| LogP (Octanol-Water) | 3.3🔬 PubChem |
| Boiling Point | 281 °C🔬 EPA CompTox |
| Vapor Pressure | 0.0062 mmHg @ 25°C📊 OPERA |
| Flash Point | 123.8 °C🔬 EPA CompTox |
| Involatility Index | 0.0004💻 Calculated |
| log Kp (skin permeability) | -1.701💻 Calculated |
| SMILES | CC1=CCOC(C1)CC2CC=C(C2(C)C)C🔬 PubChem |
Volatility & Performance
| Fragrance Note | Base💻 Calculated |
| Volatility Class | Very slow💻 Calculated |
| Persistence Score | 4.4 / 5💻 Calculated |
Odor & Flavor
| Functional Groups | etheralkene💻 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: DTXSID10889247
Physical Properties
| Molecular Weight | 220.356 g/mol🔬 EPA CompTox |
| Density | 0.923 g/cm^3📊 OPERA |
| Boiling Point | 277.787 °C📊 OPERA |
| Melting Point | 42.195 °C📊 OPERA |
| Flash Point | 115.832 °C📊 OPERA |
| Refractive Index | 1.48 Dimensionless📊 OPERA |
| Molar Volume | 240.805 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 4.856 Log10 unitless📊 OPERA |
| LogD (pH 5.5) | 4.856 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 4.856 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 7.25 Log10 unitless📊 OPERA |
| Water Solubility | 0 mol/L📊 OPERA |
| Henry's Law Constant | 0 atm-m3/mole📊 OPERA |
Transport Properties
| Vapor Pressure | 0.005 mmHg📊 OPERA |
| Viscosity | 5.271 cP📊 OPERA |
| Surface Tension | 27.993 dyn/cm📊 OPERA |
| Thermal Conductivity | 117.223 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 | 2 count💻 Computed |
| Aromatic Rings | 0 count💻 Computed |
| Molar Refractivity | 68.351 cm^3/mol📊 OPERA |
| Polarizability | 27.096 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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