3-(2-Oxopropyl)-2-pentylcyclopentanone (CAS 40942-73-2) — Woody Middle Note Fragrance Ingredient
3-(2-Oxopropyl)-2-pentylcyclopentanone
CAS 40942-73-2
What Is 3-(2-Oxopropyl)-2-pentylcyclopentanone?
3-(2-Oxopropyl)-2-pentylcyclopentanone is a synthetic fragrance ingredient used in modern perfumery to create unique, complex scent profiles. It is typically found in niche and experimental fragrances rather than mainstream consumer products. This molecule matters because it represents perfumers’ ability to engineer novel olfactory experiences beyond nature’s palette, offering distinctive aroma characteristics that can’t be achieved with traditional materials.
Safety Profile
USE WITH AWARENESSWhat Does 3-(2-Oxopropyl)-2-pentylcyclopentanone Smell Like?
This synthetic molecule presents a sophisticated olfactory profile, opening with a sharp, almost metallic ketonic character that quickly evolves into a warm, leathery heart. The pentyl side chain contributes a subtle fatty nuance, while the oxopropyl group adds an intriguing lactonic dimension. As it dries down, it reveals a persistent woody-ambery base with animalic undertones, behaving like a molecular chameleon that bridges fresh top notes with deep base accords.
2D Molecular Structure
SMILES: CCCCCC1C(CC(C)=O)CCC1=O
Chemistry, Properties & Perfumer Guide
The Chemistry
3-(2-Oxopropyl)-2-pentylcyclopentanone belongs to the cyclopentanone class of fragrance chemicals, characterized by their five-membered ring structure. The molecule features both ketone and alkyl functional groups that contribute to its complex odor profile. While not found in nature, its structure draws inspiration from naturally occurring musky compounds. Synthesis typically involves cyclization reactions of appropriate precursors, followed by oxidation steps to introduce the oxopropyl moiety. The stereochemistry at the 2-position significantly impacts its olfactory properties.
Physical & Chemical Properties
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 0.5-2% | Up to 5% | Used as a subtle modifier |
| Functional Fragrance | 0.1-0.5% | Up to 1% | Limited use due to potency |
Classic Accords
Tip: Use sparingly as an enhancer for woody-amber bases, where it adds diffusion and lift.
Alternatives & Comparisons
For similar musky-woody effects with better substantivity and lower volatility.
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
No specific IFRA restrictions currently apply to this material.
RIFM Assessment
No published RIFM assessment available for this material.
Sustainability
As a synthetic material, 3-(2-Oxopropyl)-2-pentylcyclopentanone offers sustainability advantages by reducing pressure on natural resources. However, its petrochemical origin raises questions about carbon footprint. Future green chemistry approaches may improve its environmental profile through bio-based synthetic routes or enzymatic production methods.
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Ingredient Data Sheet
CAS 40942-73-2Physical Properties
| Molecular Weight | 210.31 g/mol🔬 PubChem |
| LogP (Octanol-Water) | 2.5🔬 PubChem |
| Boiling Point | 262 °C🔬 EPA CompTox |
| Vapor Pressure | 0.0047 mmHg @ 25°C📊 OPERA |
| Flash Point | 117.3 °C🔬 EPA CompTox |
| Involatility Index | 0.0003💻 Calculated |
| log Kp (skin permeability) | -2.208💻 Calculated |
| SMILES | CCCCCC1C(CCC1=O)CC(=O)C🔬 PubChem |
Volatility & Performance
| Fragrance Note | Heart💻 Calculated |
| Volatility Class | Very slow💻 Calculated |
| Persistence Score | 4.2 / 5💻 Calculated |
Odor & Flavor
| Functional Groups | ketone💻 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: DTXSID00866027
Physical Properties
| Molecular Weight | 210.317 g/mol🔬 EPA CompTox |
| Density | 0.932 g/cm^3📊 OPERA |
| Boiling Point | 288.344 °C📊 OPERA |
| Melting Point | 32.784 °C📊 OPERA |
| Flash Point | 116.198 °C📊 OPERA |
| Refractive Index | 1.453 Dimensionless📊 OPERA |
| Molar Volume | 223.504 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 3.043 Log10 unitless📊 OPERA |
| LogD (pH 5.5) | 3.043 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 3.043 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 7.57 Log10 unitless📊 OPERA |
| Water Solubility | 0.003 mol/L📊 OPERA |
| Henry's Law Constant | 0 atm-m3/mole📊 OPERA |
Transport Properties
| Vapor Pressure | 0.003 mmHg📊 OPERA |
| Viscosity | 4.762 cP📊 OPERA |
| Surface Tension | 31.673 dyn/cm📊 OPERA |
| Thermal Conductivity | 138.231 mW/(m*K)📊 OPERA |
Molecular Descriptors
| Topological Polar Surface Area | 34.14 Ų💻 Computed |
| H-Bond Donors | 0 count💻 Computed |
| H-Bond Acceptors | 2 count💻 Computed |
| Rotatable Bonds | 6 count💻 Computed |
| Aromatic Rings | 0 count💻 Computed |
| Molar Refractivity | 60.404 cm^3/mol📊 OPERA |
| Polarizability | 23.946 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.
