2-Cyclopentylcyclopentanone (CAS 4884-24-6) — Woody Middle to Base Note Fragrance Ingredient
2-Cyclopentylcyclopentanone
CAS 4884-24-6
What Is 2-Cyclopentylcyclopentanone?
2-Cyclopentylcyclopentanone is a synthetic fragrance ingredient used in perfumery. While not commonly encountered in everyday products, it appears in niche and experimental fragrances. This ketone contributes unique woody-ambery nuances to scent compositions. It matters to perfumers seeking novel olfactory effects beyond traditional materials, offering a modern twist on classic woody accords.
Safety Profile
USE WITH AWARENESSWhat Does 2-Cyclopentylcyclopentanone Smell Like?
2-Cyclopentylcyclopentanone presents a complex woody character with subtle ambery undertones, reminiscent of aged cedar chests and polished antique wood. The initial impression carries a faintly camphoraceous edge that quickly softens into a dry, slightly musky woodiness. As it develops, there’s a whisper of sweet sawdust and a barely perceptible leathery nuance. The dry-down is remarkably persistent, leaving a clean woody trail with none of the heaviness associated with traditional sandalwood materials.
2D Molecular Structure
SMILES: O=C1CCCC1C1CCCC1
Chemistry, Properties & Perfumer Guide
The Chemistry
This bicyclic ketone belongs to the cyclopentanone class, structurally featuring two fused cyclopentane rings with a carbonyl group. Synthesized through cyclization reactions, it demonstrates the perfumer’s ability to engineer novel scent molecules. While not found in nature, its structure relates to naturally occurring terpenoid ketones. The rigid bicyclic framework contributes to its stability and persistence in fragrance formulations.
Physical & Chemical Properties
| Appearance | Colorless to pale yellow liquid |
|---|---|
| Odor Threshold | Not established |
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 0.5-2% | Up to 5% | Used as woody modifier |
| Functional Fragrance | 0.1-1% | Up to 3% | For masculine undertones |
Classic Accords
Tip: Use with ionones to create depth in woody floral compositions.
Alternatives & Comparisons
More pronounced woody-amber character with better substantivity for longer-lasting effects.
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 specific RIFM evaluation found for this material.
Sustainability
As a synthetic material, 2-Cyclopentylcyclopentanone offers consistent quality without natural resource depletion. Its production can be optimized for minimal environmental impact through modern green chemistry approaches. The synthetic origin ensures stable supply chains unaffected by climate or geopolitical factors affecting natural materials.
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Physicochemical Properties
DTXSID: DTXSID70863467
Physical Properties
| Molecular Weight | 152.237 g/mol🔬 EPA CompTox |
| Density | 1.011 g/cm^3📊 OPERA |
| Boiling Point | 232.5 °C🔬 EPA CTX |
| Melting Point | -13 °C🔬 EPA CTX |
| Flash Point | 89.676 °C📊 OPERA |
| Refractive Index | 1.512 Dimensionless📊 OPERA |
| Molar Volume | 147.579 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 2.357 Log10 unitless📊 OPERA |
| LogD (pH 5.5) | 2.357 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 2.357 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 5.57 Log10 unitless📊 OPERA |
| Water Solubility | 0.009 mol/L📊 OPERA |
| Henry's Law Constant | 0 atm-m3/mole📊 OPERA |
Transport Properties
| Vapor Pressure | 0.089 mmHg📊 OPERA |
| Viscosity | 5.747 cP📊 OPERA |
| Surface Tension | 37.055 dyn/cm📊 OPERA |
| Thermal Conductivity | 126.567 mW/(m*K)📊 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 | 1 count💻 Computed |
| Aromatic Rings | 0 count💻 Computed |
| Molar Refractivity | 44.292 cm^3/mol📊 OPERA |
| Polarizability | 17.559 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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