3-Benzyltetrahydropyran (CAS 60466-73-1) — Woody Middle Note Fragrance Ingredient
3-Benzyltetrahydropyran
CAS 60466-73-1
What Is 3-Benzyltetrahydropyran?
3-Benzyltetrahydropyran is a synthetic fragrance compound used in modern perfumery to create unique aromatic effects. Consumers encounter it in niche and designer fragrances where it contributes to complex woody-floral accords. This ingredient matters because it offers perfumers a versatile building block that bridges traditional woody notes with modern synthetic creativity, allowing for novel scent profiles that can’t be achieved with natural materials alone.
Safety Profile
USE WITH AWARENESSWhat Does 3-Benzyltetrahydropyran Smell Like?
3-Benzyltetrahydropyran presents a fascinating olfactory profile that evolves from initial crisp woody tones to a heart of subtle floralcy. Imagine the first whiff of freshly sanded cedar merging with the softness of magnolia petals. The dry-down reveals a persistent, slightly sweet woody character reminiscent of antique furniture wax. Its volatility creates a moderate diffusion that lingers without overwhelming, making it excellent for bridging top and middle notes in complex compositions.
In Famous Fragrances
Fragrance associations may not reflect actual formulations.
Used here as a modern woody skeleton that supports floral notes without traditional sandalwood or cedar characteristics.
Provides an innovative woody-floral bridge between bergamot top notes and patchouli base in this contemporary chypre.
2D Molecular Structure
SMILES: C(C1CCCOC1)C1=CC=CC=C1
Chemistry, Properties & Perfumer Guide
The Chemistry
3-Benzyltetrahydropyran belongs to the cyclic ether class of compounds, specifically a tetrahydropyran derivative with a benzyl substitution. While not found in nature, its structure shares similarities with certain lignin degradation products. Industrial synthesis typically involves the hydrogenation of benzylpyran precursors or cyclization of appropriate benzyl-substituted alcohols. The molecule’s rigid tetrahydropyran ring contributes to its stability in formulations while the benzyl group provides aromatic character.
Physical & Chemical Properties
| Appearance | Colorless to pale yellow liquid |
|---|---|
| Odor Threshold | 0.01 ppm (estimated) |
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 0.5-2% | Up to 5% | Woody-floral modifier |
| Functional Fragrance | 0.1-0.5% | Up to 1% | Background woody note |
Classic Accords
Tip: Use as a bridge between floral heart notes and woody base notes for seamless transitions.
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
Under evaluation by RIFM as a novel fragrance material.
Sustainability
As a fully synthetic material, 3-Benzyltetrahydropyran avoids natural resource depletion concerns. Its production typically involves petrochemical feedstocks, though modern synthesis routes aim for atom efficiency. The compound’s stability and potency allow for lower usage rates compared to some natural alternatives.
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References
- Bauer, K. et al. (2001). Common Fragrance and Flavor Materials. Wiley-VCH.
Data: PubChem (NIH), PubMed, RIFM, IFRA. Last reviewed: Apr 2026.
Report a data errorIngredient Data Sheet
CAS 60466-73-1Physical Properties
| Molecular Weight | 176.25 g/mol🔬 PubChem |
| LogP (Octanol-Water) | 2.8🔬 PubChem |
| Boiling Point | 256 °C🔬 EPA CompTox |
| Vapor Pressure | 0.0174 mmHg @ 25°C📊 OPERA |
| Flash Point | 111.3 °C🔬 EPA CompTox |
| Involatility Index | 0.0014💻 Calculated |
| log Kp (skin permeability) | -1.787💻 Calculated |
| SMILES | C1CC(COC1)CC2=CC=CC=C2🔬 PubChem |
Volatility & Performance
| Fragrance Note | Heart💻 Calculated |
| Volatility Class | Very slow💻 Calculated |
| Persistence Score | 3.1 / 5💻 Calculated |
Odor & Flavor
| Primary Descriptors | floralwoody• leffingwell |
| Functional Groups | etheraromatic💻 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: DTXSID80886400
Physical Properties
| Molecular Weight | 176.259 g/mol🔬 EPA CompTox |
| Density | 1.002 g/cm^3📊 OPERA |
| Boiling Point | 265.767 °C📊 OPERA |
| Melting Point | 45.347 °C📊 OPERA |
| Flash Point | 110.803 °C📊 OPERA |
| Refractive Index | 1.524 Dimensionless📊 OPERA |
| Molar Volume | 175.799 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 3.101 Log10 unitless📊 OPERA |
| LogD (pH 5.5) | 3.101 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 3.101 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 6.1 Log10 unitless📊 OPERA |
| Water Solubility | 0.002 mol/L📊 OPERA |
| Henry's Law Constant | 0 atm-m3/mole📊 OPERA |
Transport Properties
| Vapor Pressure | 0.014 mmHg📊 OPERA |
| Viscosity | 5.365 cP📊 OPERA |
| Surface Tension | 38.099 dyn/cm📊 OPERA |
| Thermal Conductivity | 130.082 mW/(m*K)📊 OPERA |
Molecular Descriptors
| Topological Polar Surface Area | 9.23 Ų💻 Computed |
| H-Bond Donors | 0 count💻 Computed |
| H-Bond Acceptors | 1 count💻 Computed |
| Rotatable Bonds | 2 count💻 Computed |
| Aromatic Rings | 1 count💻 Computed |
| Molar Refractivity | 53.83 cm^3/mol📊 OPERA |
| Polarizability | 21.34 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.
