2(10)-Pinen-3-ol (CAS 5947-36-4) — Woody Top to middle Note Fragrance Ingredient
2(10)-Pinen-3-ol
CAS 5947-36-4
What Is 2(10)-Pinen-3-ol?
2(10)-Pinen-3-ol is a synthetic pine-derived fragrance ingredient used to create fresh, woody aromas. It’s found in cleaning products, air fresheners, and some masculine colognes. This molecule matters because it provides a crisp, natural pine scent without relying on conifer essential oils, making fragrances more consistent and sustainable.
Safety Profile
GENERALLY SAFEWhat Does 2(10)-Pinen-3-ol Smell Like?
A crisp, clean pine scent with subtle citrus undertones and a dry woody finish. Like walking through a sunlit pine forest where the resinous bark meets bright grapefruit zest. The initial sharpness softens into a smooth, slightly sweet woodiness over time.
2D Molecular Structure
SMILES: [H]C12CC([H])(C(=C)C(O)C1)C2(C)C
Chemistry, Properties & Perfumer Guide
The Chemistry
2(10)-Pinen-3-ol is a monoterpenoid alcohol derived from pinene. Industrially synthesized via isomerization and oxidation of pinene precursors. The molecular structure features a bicyclic framework with a hydroxyl group that contributes to its moderate volatility and solubility profile.
Physical & Chemical Properties
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Household Products | 0.5-2% | Up to 5% | Provides fresh pine character |
| Fine Fragrance | 0.1-1% | Up to 3% | Used as woody top note |
Classic Accords
Tip: Use with citrus oils to brighten pine character.
Alternatives & Comparisons
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
Not restricted by IFRA.
RIFM Assessment
No specific RIFM assessment found.
Sustainability
Synthetic production reduces pressure on natural pine forests. Manufacturing typically uses byproducts from paper industry turpentine streams.
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Ingredient Data Sheet
CAS 5947-36-4Physical Properties
| Molecular Weight | 152.23 g/mol🔬 PubChem |
| LogP (Octanol-Water) | 1.8🔬 PubChem |
| Boiling Point | 210 °C🔬 EPA CompTox |
| Vapor Pressure | 0.1043 mmHg @ 25°C📊 OPERA |
| Flash Point | 80 °C🔬 EPA CompTox |
| Involatility Index | 0.0091💻 Calculated |
| log Kp (skin permeability) | -2.351💻 Calculated |
| SMILES | CC1(C2CC1C(=C)C(C2)O)C🔬 PubChem |
Volatility & Performance
| Fragrance Note | Heart💻 Calculated |
| Volatility Class | Very slow💻 Calculated |
| Persistence Score | 1.4 / 5💻 Calculated |
Odor & Flavor
| Primary Descriptors | camphoraceousmintypinesweet• leffingwell |
| Functional Groups | alcoholalkene💻 RDKit |
| “viscosity and changes the odor to a weaker, but more piney-resinous odor.”📖 Arctander | |
| 2(10)-Pinen-3-ol has a warm, woody, balsamic, slightly piney, fennel-like odor.📖 Fenaroli | |
Regulatory Status
| IOFI Classification | Nature Identical📖 Fenaroli |
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: DTXSID30863660
Physical Properties
| Molecular Weight | 152.237 g/mol🔬 EPA CompTox |
| Density | 0.979 g/cm^3🔬 EPA CTX |
| Boiling Point | 210.15 °C🔬 EPA CTX |
| Melting Point | 37.286 °C📊 OPERA |
| Flash Point | 80 °C🔬 EPA CTX |
| Refractive Index | 1.51 Dimensionless📊 OPERA |
| Molar Volume | 151.35 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 3.2 Log10 unitless🔬 EPA CTX |
| LogD (pH 5.5) | 3.02 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 3.02 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 6.7 Log10 unitless📊 OPERA |
| Water Solubility | 0.008 mol/L🔬 EPA CTX |
| Henry's Law Constant | 0 atm-m3/mole📊 OPERA |
Transport Properties
| Vapor Pressure | 0.104 mmHg🔬 EPA CTX |
| Viscosity | 11.241 cP📊 OPERA |
| Surface Tension | 33.216 dyn/cm📊 OPERA |
| Thermal Conductivity | 130.757 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 | 0 count💻 Computed |
| Aromatic Rings | 0 count💻 Computed |
| Molar Refractivity | 45.273 cm^3/mol📊 OPERA |
| Polarizability | 17.948 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.
