1.alpha.,5.alpha.-Dihydroguaiol (CAS 3526-75-8) — Woody Base Note Fragrance Ingredient
1.alpha.,5.alpha.-Dihydroguaiol
CAS 3526-75-8
What Is 1.alpha.,5.alpha.-Dihydroguaiol?
1.alpha.,5.alpha.-Dihydroguaiol is a synthetic fragrance ingredient used in niche perfumery to add woody, ambery nuances. It’s found in premium personal care products and fine fragrances. This molecule is valued for its ability to enhance natural wood notes while providing stability and longevity in fragrance compositions.
Safety Profile
GENERALLY SAFEWhat Does 1.alpha.,5.alpha.-Dihydroguaiol Smell Like?
1.alpha.,5.alpha.-Dihydroguaiol presents a refined woody character with subtle ambery undertones. Its scent profile unfolds with initial dry wood shavings, evolving into a smooth, slightly sweet heart reminiscent of aged cedarwood. The dry-down reveals a clean, persistent woody base with faint balsamic whispers, adding depth without overpowering. It behaves like a more elegant cousin of guaiacwood, with better blending properties and less harshness.
2D Molecular Structure
SMILES: C[C@H]1CC[C@@H]2[C@H]1C[C@@H](CC[C@@H]2C)C(C)(C)O
Chemistry, Properties & Perfumer Guide
The Chemistry
1.alpha.,5.alpha.-Dihydroguaiol belongs to the sesquiterpenoid alcohol class, structurally related to guaiol. While not found abundantly in nature, it’s synthesized to provide consistent quality and properties. The synthesis typically involves hydrogenation of guaiol or related precursors, creating a more stable molecule with modified olfactory characteristics. Its stereochemistry (1.alpha.,5.alpha. configuration) significantly influences its scent profile and performance in formulations.
Physical & Chemical Properties
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 1-3% | Up to 5% | Woody base note enhancer |
| Personal Care | 0.5-1.5% | Up to 2% | Provides woody persistence |
Classic Accords
Tip: Use to add dry wood character without the sharpness of guaiacwood derivatives.
Alternatives & Comparisons
For a more pronounced woody character with slight green nuances, though less stable in formulations.
When a richer, more diffusive woody note is desired, though with different chemical structure.
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 compound.
Sustainability
As a synthetic ingredient, 1.alpha.,5.alpha.-Dihydroguaiol avoids pressure on natural resources. Its production can be optimized for minimal environmental impact through green chemistry principles. Being a pure compound, it requires no agricultural land and has consistent quality, reducing formulation waste.
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Ingredient Data Sheet
CAS 3526-75-8Physical Properties
| Molecular Weight | 224.38 g/mol🔬 PubChem |
| LogP (Octanol-Water) | 4.4🔬 PubChem |
| Boiling Point | 288 °C🔬 EPA CompTox |
| Vapor Pressure | 0.0071 mmHg @ 25°C📊 OPERA |
| Flash Point | 138.6 °C🔬 EPA CompTox |
| Involatility Index | 0.0005💻 Calculated |
| log Kp (skin permeability) | -0.945💻 Calculated |
| SMILES | CC1CCC(CC2C1CCC2C)C(C)(C)O🔬 PubChem |
Volatility & Performance
| Fragrance Note | Base💻 Calculated |
| Volatility Class | Very slow💻 Calculated |
| Persistence Score | 4.9 / 5💻 Calculated |
Odor & Flavor
| Functional Groups | alcohol💻 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: DTXSID50883986
Physical Properties
| Molecular Weight | 224.388 g/mol🔬 EPA CompTox |
| Density | 0.92 g/cm^3📊 OPERA |
| Boiling Point | 288.534 °C📊 OPERA |
| Melting Point | 78.7 °C📊 OPERA |
| Flash Point | 130.018 °C📊 OPERA |
| Refractive Index | 1.471 Dimensionless📊 OPERA |
| Molar Volume | 245.655 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 4.241 Log10 unitless📊 OPERA |
| LogD (pH 5.5) | 4.241 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 4.241 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 9.24 Log10 unitless📊 OPERA |
| Water Solubility | 0.001 mol/L📊 OPERA |
| Henry's Law Constant | 0 atm-m3/mole📊 OPERA |
Transport Properties
| Vapor Pressure | 0.003 mmHg📊 OPERA |
| Viscosity | 24.733 cP📊 OPERA |
| Surface Tension | 30.889 dyn/cm📊 OPERA |
| Thermal Conductivity | 120.242 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 | 68.683 cm^3/mol📊 OPERA |
| Polarizability | 27.228 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.
