2,2,6-Trimethyl-6-vinyltetrahydropyran (CAS 7392-19-0) — Woody Top to middle Note Fragrance Ingredient
2,2,6-Trimethyl-6-vinyltetrahydropyran
CAS 7392-19-0
What Is 2,2,6-Trimethyl-6-vinyltetrahydropyran?
2,2,6-Trimethyl-6-vinyltetrahydropyran is a synthetic fragrance ingredient used in modern perfumery to add fresh, woody, and slightly fruity nuances. It’s found in fine fragrances and personal care products. This molecule is valued for its ability to enhance floral and woody accords, contributing to the complexity and longevity of perfumes. Its subtle yet distinctive character makes it a versatile tool for perfumers.
Safety Profile
GENERALLY SAFEWhat Does 2,2,6-Trimethyl-6-vinyltetrahydropyran Smell Like?
2,2,6-Trimethyl-6-vinyltetrahydropyran opens with a crisp, slightly fruity freshness reminiscent of green apples and fresh linden blossoms. As it evolves, it reveals a woody heart with subtle floral undertones, like walking through a sun-dappled forest. The dry-down is clean and slightly musky, with a lingering warmth that adds depth to fragrance compositions. Its odor profile is delicate yet persistent, making it ideal for enhancing modern floral and woody accords without overpowering other ingredients.
In Famous Fragrances
Fragrance associations may not reflect actual formulations.
Used as a woody top note modifier, adding freshness and complexity to the synthetic sandalwood accord.
Enhances the floral heart with subtle woody undertones, creating a modern twist on classic florals.
2D Molecular Structure
SMILES: CC1(C)CCCC(C)(O1)C=C
Chemistry, Properties & Perfumer Guide
The Chemistry
2,2,6-Trimethyl-6-vinyltetrahydropyran is a synthetic cyclic ether belonging to the tetrahydropyran class. It is typically synthesized through acid-catalyzed cyclization of appropriate diol precursors. The molecule features a vinyl group that contributes to its reactivity and odor characteristics. Its compact, rigid structure gives it good volatility while the oxygen heteroatom provides polarity that influences its solubility and blending properties.
Physical & Chemical Properties
| Boiling Point | Not available |
|---|---|
| Density | Not available |
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 1-3% | Up to 5% | Used as a modifier in woody-floral accords |
| Personal Care | 0.5-1% | Up to 2% | Adds freshness to body care products |
Classic Accords
Tip: Use in small amounts to add a fresh woody nuance without dominating the composition.
Alternatives & Comparisons
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
No IFRA restrictions currently apply to this material.
RIFM Assessment
Limited safety data available; considered safe at current usage levels.
Sustainability
As a synthetic material, 2,2,6-Trimethyl-6-vinyltetrahydropyran has a relatively low environmental impact compared to some natural ingredients. Its production can be carefully controlled to minimize waste and energy use. However, as with all synthetic materials, responsible sourcing of precursors and proper waste management are important considerations.
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References
- Brenna et al. (2012). Synthetic routes to cyclic ether fragrances. Journal of Synthetic Chemistry.
- IFRA Standards Library IFRA
Data: PubChem (NIH), PubMed, RIFM, IFRA. Last reviewed: Apr 2026.
Report a data errorIngredient Data Sheet
CAS 7392-19-0Physical Properties
| Molecular Weight | 154.25 g/mol🔬 PubChem |
| LogP (Octanol-Water) | 2.4🔬 PubChem |
| Boiling Point | 162 °C🔬 EPA CompTox |
| Vapor Pressure | 3.6678 mmHg @ 25°C📊 OPERA |
| Flash Point | 38 °C🔬 EPA CompTox |
| Involatility Index | 0.3183💻 Calculated |
| log Kp (skin permeability) | -1.937💻 Calculated |
| SMILES | CC1(CCCC(O1)(C)C=C)C🔬 PubChem |
Volatility & Performance
| Fragrance Note | Top💻 Calculated |
| Volatility Class | Moderate💻 Calculated |
| Persistence Score | 0.5 / 5💻 Calculated |
Odor & Flavor
| Primary Descriptors | floralwoody• leffingwell |
| Functional Groups | etheralkene💻 RDKit |
| “A considerable number of Pyrans and related ethers or oxides have been investigated, synthesized and brought upon the perfumery market during the past few years. The problem was not solved with "Rose oxide" which - incidentally - is more than one chemical, and it appears that there may be many similar materials part-responsible for the power in the odor of Geranium, Rose and other essential oils.”📖 Arctander | |
| 2,6,6-Trimethyl-6-vinyltetrahydopyran has a musty, earthy, terpineolic odor.📖 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: DTXSID8051338
Physical Properties
| Molecular Weight | 154.253 g/mol🔬 EPA CompTox |
| Density | 0.869 g/cm^3🔬 EPA CTX |
| Boiling Point | 162 °C🔬 EPA CTX |
| Melting Point | -31.018 °C📊 OPERA |
| Flash Point | 38 °C🔬 EPA CTX |
| Refractive Index | 1.476 Dimensionless📊 OPERA |
| Molar Volume | 175.193 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 4.9 Log10 unitless🔬 EPA CTX |
| LogD (pH 5.5) | 3.147 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 3.147 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 4.43 Log10 unitless📊 OPERA |
| Water Solubility | 0.003 mol/L🔬 EPA CTX |
| Henry's Law Constant | 0.003 atm-m3/mole📊 OPERA |
Transport Properties
| Vapor Pressure | 3.668 mmHg🔬 EPA CTX |
| Viscosity | 2.576 cP📊 OPERA |
| Surface Tension | 27.925 dyn/cm📊 OPERA |
| Thermal Conductivity | 113.611 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 | 1 count💻 Computed |
| Aromatic Rings | 0 count💻 Computed |
| Molar Refractivity | 49.379 cm^3/mol📊 OPERA |
| Polarizability | 19.575 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.
