Dihydrocarveol (R,R,R) (CAS 38049-26-2) — Green Top to middle Note Fragrance Ingredient
Dihydrocarveol (R,R,R)
CAS 38049-26-2
What Is Dihydrocarveol (R,R,R)?
Dihydrocarveol (R,R,R) is a synthetic fragrance ingredient used to add fresh, minty-green notes to perfumes and personal care products. It’s chemically related to natural compounds found in caraway and spearmint. This molecule helps create crisp, clean scent profiles in products like aftershaves, body sprays, and household cleaners where a refreshing herbal character is desired.
Safety Profile
GENERALLY SAFEWhat Does Dihydrocarveol (R,R,R) Smell Like?
Dihydrocarveol (R,R,R) delivers a crisp, cooling mintiness with subtle herbal undertones reminiscent of freshly crushed spearmint leaves. The scent evolves from an initial sharp green burst to a smoother, woody-mint dry down. Unlike its carvone relatives, it lacks the intense pungency, offering instead a refined, almost camphoraceous freshness that blends seamlessly with citrus and woody notes. In dilution, it reveals a delicate sweetness akin to peppermint tea leaves.
2D Molecular Structure
SMILES: C[C@@H]1CC[C@H](C[C@H]1O)C(C)=C
Chemistry, Properties & Perfumer Guide
The Chemistry
Dihydrocarveol (R,R,R) is a saturated monoterpenoid alcohol, the hydrogenated derivative of carveol. As a synthetic material, it’s produced through catalytic hydrogenation of natural terpenes like limonene or carvone. The (R,R,R) stereochemistry gives it distinct olfactory properties compared to other stereoisomers. Being fully saturated makes it more stable than its unsaturated counterparts, with reduced oxidation potential in formulations.
Physical & Chemical Properties
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 0.5-2% | Up to 5% | Fresh top note modifier |
| Functional Fragrance | 1-3% | Up to 8% | Clean, herbal character |
Classic Accords
Tip: Use to add dimensionality to mint accords without overwhelming sweetness.
Alternatives & Comparisons
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 assessment found for this stereoisomer.
Sustainability
As a synthetic material, dihydrocarveol (R,R,R) offers consistent quality without natural sourcing pressures. Production typically uses petrochemical feedstocks, though some manufacturers may derive it from renewable terpene sources. The hydrogenation process requires energy input but creates a stable material with longer shelf life than natural terpenes.
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Ingredient Data Sheet
CAS 38049-26-2Physical Properties
| Molecular Weight | 154.25 g/mol🔬 PubChem |
| LogP (Octanol-Water) | 3🔬 PubChem |
| Boiling Point | 224 °C🔬 EPA CompTox |
| Vapor Pressure | 0.0295 mmHg @ 25°C📊 OPERA |
| Flash Point | 91.7 °C🔬 EPA CompTox |
| Involatility Index | 0.0026💻 Calculated |
| log Kp (skin permeability) | -1.511💻 Calculated |
| SMILES | CC1CCC(CC1O)C(=C)C🔬 PubChem |
Volatility & Performance
| Fragrance Note | Heart💻 Calculated |
| Volatility Class | Very slow💻 Calculated |
| Persistence Score | 2.7 / 5💻 Calculated |
Odor & Flavor
| Functional Groups | alcoholalkene💻 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: DTXSID70885700
Physical Properties
| Molecular Weight | 154.253 g/mol🔬 EPA CompTox |
| Density | 0.916 g/cm^3📊 OPERA |
| Boiling Point | 222.885 °C📊 OPERA |
| Melting Point | 31.422 °C📊 OPERA |
| Flash Point | 89.096 °C📊 OPERA |
| Refractive Index | 1.472 Dimensionless📊 OPERA |
| Molar Volume | 168.964 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 3.049 Log10 unitless📊 OPERA |
| LogD (pH 5.5) | 3.049 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 3.049 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 6.86 Log10 unitless📊 OPERA |
| Water Solubility | 0.009 mol/L📊 OPERA |
| Henry's Law Constant | 0 atm-m3/mole📊 OPERA |
Transport Properties
| Vapor Pressure | 0.044 mmHg📊 OPERA |
| Viscosity | 8.081 cP📊 OPERA |
| Surface Tension | 30.346 dyn/cm📊 OPERA |
| Thermal Conductivity | 133.551 mW/(m*K)📊 OPERA |
Molecular Descriptors
| Topological Polar Surface Area | 20.23 Ų💻 Computed |
| H-Bond Donors | 1 count💻 Computed |
| H-Bond Acceptors | 1 count💻 Computed |
| Rotatable Bonds | 1 count💻 Computed |
| Aromatic Rings | 0 count💻 Computed |
| Molar Refractivity | 47.346 cm^3/mol📊 OPERA |
| Polarizability | 18.769 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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