Tetrahydro-6-(3-pentenyl)-2H-pyran-2-one (CAS 32764-98-0) — Sweet Heart to base Note Fragrance Ingredient
Tetrahydro-6-(3-pentenyl)-2H-pyran-2-one
CAS 32764-98-0
What Is Tetrahydro-6-(3-pentenyl)-2H-pyran-2-one?
Tetrahydro-6-(3-pentenyl)-2H-pyran-2-one is a synthetic fragrance ingredient used to create creamy, lactonic effects in perfumes. It’s found in body lotions, fabric softeners, and some floral perfumes where it adds a soft, skin-like quality. This molecule matters because it helps replicate the expensive natural lactone notes found in tropical fruits and dairy products at a fraction of the cost, making luxurious creamy accords accessible in mass-market products.
Safety Profile
GENERALLY SAFEWhat Does Tetrahydro-6-(3-pentenyl)-2H-pyran-2-one Smell Like?
This synthetic lactone delivers a smooth, creamy bouquet reminiscent of warm milk skin, coconut flesh, and ripe peaches. The initial impression is a diffusive dairy sweetness that settles into a velvety musk-like drydown. Unlike sharper gamma-lactones, it maintains a rounded, almost powdery character throughout evaporation, making it ideal for skin-scent effects. At higher concentrations, it develops a faintly woody undertone that blends seamlessly with sandalwood materials.
2D Molecular Structure
SMILES: CC=CCCC1CCCC(=O)O1
Chemistry, Properties & Perfumer Guide
The Chemistry
A synthetic delta-lactone with a five-carbon side chain, this molecule belongs to the aliphatic lactone class. Unlike natural lactones found in fruits which are often gamma-lactones, this delta variant offers greater stability in formulations. Industrial synthesis typically involves the cyclization of 5-hydroxy-7-octenoic acid derivatives. The molecule’s conformational flexibility allows it to interact with both OR1A1 and OR2AT4 olfactory receptors, explaining its dual creamy-musky character.
Physical & Chemical Properties
| Boiling Point | Estimated 250-280°C |
|---|---|
| Vapor Pressure | Low (estimated) |
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 0.5-2% | Up to 5% | Creamy modifier |
| Body Care | 0.1-0.5% | Up to 1% | Skin accord enhancer |
Classic Accords
Tip: Use with ionones to prevent excessive sweetness in floral compositions.
Alternatives & Comparisons
More coconut-like with higher volatility, suitable when a brighter lactonic effect is desired.
Stronger coconut character, better for tropical or sweet gourmand fragrances.
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 review – preliminary data suggests low sensitization potential.
Sustainability
As a fully synthetic material, this lactone avoids agricultural land use associated with natural lactone extraction. Production typically uses petrochemical feedstocks, though bio-based synthesis routes are being explored. The material’s high potency reduces environmental load compared to natural alternatives requiring larger quantities.
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Perfumers Notes
Odor Profile
Apricot, floral, fruity, oily, peach.
Standard Dilution
10% in DPG (standard dilution for most fragrance materials)
Physicochemical Properties
DTXSID: DTXSID4052009
Physical Properties
| Molecular Weight | 168.236 g/mol🔬 EPA CompTox |
| Density | 0.973 g/cm^3📊 OPERA |
| Boiling Point | 265.561 °C📊 OPERA |
| Melting Point | 2.422 °C📊 OPERA |
| Flash Point | 118.103 °C📊 OPERA |
| Refractive Index | 1.463 Dimensionless📊 OPERA |
| Molar Volume | 174.702 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 2.224 Log10 unitless📊 OPERA |
| LogD (pH 5.5) | 2.224 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 2.224 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 5.79 Log10 unitless📊 OPERA |
| Water Solubility | 0.012 mol/L📊 OPERA |
| Henry's Law Constant | 0 atm-m3/mole📊 OPERA |
Transport Properties
| Vapor Pressure | 0.011 mmHg📊 OPERA |
| Viscosity | 2.569 cP📊 OPERA |
| Surface Tension | 30.947 dyn/cm📊 OPERA |
Molecular Descriptors
| Topological Polar Surface Area | 26.3 Ų💻 Computed |
| H-Bond Donors | 0 count💻 Computed |
| H-Bond Acceptors | 2 count💻 Computed |
| Rotatable Bonds | 3 count💻 Computed |
| Aromatic Rings | 0 count💻 Computed |
| Molar Refractivity | 48.077 cm^3/mol📊 OPERA |
| Polarizability | 19.059 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.
