Dihydrocarvyl acetate (CAS 20777-49-5) — Green Top to Middle Note Fragrance Ingredient
Dihydrocarvyl acetate
CAS 20777-49-5
What Is Dihydrocarvyl acetate?
Dihydrocarvyl acetate is a synthetic fragrance ingredient used to add fresh, herbal-minty nuances to perfumes and scented products. You’ll encounter it in air fresheners, masculine colognes, and some herbal-floral compositions. This versatile material helps create natural-smelling mint and herbal effects without the sharpness of actual mint oils, making it valuable for balanced fragrance design.
Safety Profile
GENERALLY SAFEWhat Does Dihydrocarvyl acetate Smell Like?
Dihydrocarvyl acetate unfolds with a crisp, cooling mint-herbal opening reminiscent of crushed spearmint leaves without the menthol bite. As it evolves, a subtle woody-carvone character emerges, like the dry-down of caraway seeds softened by a whisper of sweet apple peel. The dry-down reveals a clean, slightly camphoraceous base that lingers with the impression of fresh linen dried in an herb garden. Its medium volatility allows it to bridge between top and heart notes effectively.
2D Molecular Structure
SMILES: C[C@@H]1CC[C@H](C[C@H]1OC(C)=O)C(C)=C
Chemistry, Properties & Perfumer Guide
The Chemistry
Dihydrocarvyl acetate is a synthetic ester derived from hydrogenated carvone. The hydrogenation process saturates the double bonds in the parent molecule, creating a more stable compound with reduced oxidative degradation. Industrial synthesis typically involves catalytic hydrogenation of carvone followed by acetylation. The resulting material lacks the stereochemical complexity of natural carvone derivatives, existing as a racemic mixture.
Physical & Chemical Properties
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 0.5-2% | Up to 5% | Herbal-modifier |
| Functional Fragrance | 1-3% | Up to 8% | Freshness booster |
Classic Accords
Tip: Use with citrus top notes to extend their freshness into the heart phase.
Alternatives & Comparisons
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
Not restricted under current IFRA standards.
RIFM Assessment
No specific RIFM assessment found. Considered safe at current usage levels.
Sustainability
As a fully synthetic material, dihydrocarvyl acetate avoids agricultural impacts associated with natural mint oil production. Its synthesis from petrochemical precursors raises typical sustainability concerns for synthetic aromatics, though its potency allows for relatively low usage rates in formulations.
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Physicochemical Properties
DTXSID: DTXSID501031358
Physical Properties
| Molecular Weight | 196.29 g/mol🔬 EPA CompTox |
| Density | 0.949 g/cm^3🔬 EPA CTX |
| Boiling Point | 233 °C🔬 EPA CTX |
| Melting Point | 12.216 °C📊 OPERA |
| Flash Point | 90 °C🔬 EPA CTX |
| Refractive Index | 1.458 Dimensionless📊 OPERA |
| Molar Volume | 208.468 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 3.901 Log10 unitless📊 OPERA |
| LogD (pH 5.5) | 3.901 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 3.901 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 5.79 Log10 unitless📊 OPERA |
| Water Solubility | 0.002 mol/L📊 OPERA |
| Henry's Law Constant | 0 atm-m3/mole📊 OPERA |
Transport Properties
| Vapor Pressure | 0.045 mmHg📊 OPERA |
| Viscosity | 5.476 cP📊 OPERA |
| Surface Tension | 29.853 dyn/cm📊 OPERA |
| Thermal Conductivity | 128.309 mW/(m*K)📊 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 | 2 count💻 Computed |
| Aromatic Rings | 0 count💻 Computed |
| Molar Refractivity | 56.89 cm^3/mol📊 OPERA |
| Polarizability | 22.553 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.
