(Z)-5-(3-Hexenyl)dihydrofuran-2(3H)-one (CAS 63095-33-0) — Green Middle Note Fragrance Ingredient
(Z)-5-(3-Hexenyl)dihydrofuran-2(3H)-one
CAS 63095-33-0
What Is (Z)-5-(3-Hexenyl)dihydrofuran-2(3H)-one?
(Z)-5-(3-Hexenyl)dihydrofuran-2(3H)-one is a synthetic fragrance compound used in modern perfumery. It contributes green, fruity, and slightly lactonic notes to fragrances. This ingredient is found in various personal care and household products where fresh, natural green accords are desired.
Safety Profile
GENERALLY SAFEWhat Does (Z)-5-(3-Hexenyl)dihydrofuran-2(3H)-one Smell Like?
This molecule offers a vibrant green character reminiscent of freshly crushed leaves, with subtle fruity undertones akin to underripe kiwi or green apples. The lactonic backbone provides a creamy, slightly milky nuance that softens the sharp greenness. In dry-down, it evolves into a delicate green-woody whisper, leaving a clean, natural impression without being overpowering.
2D Molecular Structure
SMILES: CC\C=C/CCC1CCC(=O)O1
Chemistry, Properties & Perfumer Guide
The Chemistry
(Z)-5-(3-Hexenyl)dihydrofuran-2(3H)-one belongs to the lactone class of compounds, characterized by a cyclic ester structure. The (Z)-configuration of the 3-hexenyl side chain is crucial for its green odor profile. It is exclusively produced synthetically, typically through esterification and cyclization reactions starting from appropriate hexenyl precursors. The molecule’s stereochemistry significantly influences its olfactive properties.
Physical & Chemical Properties
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 0.5-2% | Up to 5% | Green modifier |
| Functional Fragrance | 0.1-1% | Up to 3% | Freshness booster |
Classic Accords
Tip: Use to add naturalistic green depth without excessive sharpness.
Alternatives & Comparisons
Offers similar green character with added floral sweetness and better stability in alkaline formulations.
Provides more intense green stem-like notes with excellent diffusion and tenacity.
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
Not currently evaluated by RIFM. Limited toxicological data available.
Sustainability
As a synthetic material, this compound is produced through controlled chemical processes with minimal environmental impact compared to natural alternatives that might require extensive agricultural resources. Its synthetic origin allows for consistent quality and reduces seasonal variability in supply.
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Physicochemical Properties
DTXSID: DTXSID401014995
Physical Properties
| Molecular Weight | 168.236 g/mol🔬 EPA CompTox |
| Density | 0.974 g/cm^3📊 OPERA |
| Boiling Point | 264.477 °C📊 OPERA |
| Melting Point | -3.259 °C📊 OPERA |
| Flash Point | 116.41 °C📊 OPERA |
| Refractive Index | 1.467 Dimensionless📊 OPERA |
| Molar Volume | 173.47 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 2.271 Log10 unitless📊 OPERA |
| LogD (pH 5.5) | 2.271 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 2.271 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 5.79 Log10 unitless📊 OPERA |
| Water Solubility | 0.01 mol/L📊 OPERA |
| Henry's Law Constant | 0 atm-m3/mole📊 OPERA |
Transport Properties
| Vapor Pressure | 0.016 mmHg📊 OPERA |
| Viscosity | 2.488 cP📊 OPERA |
| Surface Tension | 31.835 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 | 4 count💻 Computed |
| Aromatic Rings | 0 count💻 Computed |
| Molar Refractivity | 48.099 cm^3/mol📊 OPERA |
| Polarizability | 19.068 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.
