endo-1,2,3,3-Tetramethylbicyclo[2.2.1]heptan-2-ol (CAS 28462-85-3) — Woody Middle to base Note Fragrance Ingredient
endo-1,2,3,3-Tetramethylbicyclo[2.2.1]heptan-2-ol
CAS 28462-85-3
What Is endo-1,2,3,3-Tetramethylbicyclo[2.2.1]heptan-2-ol?
This synthetic ingredient is a specialized fragrance molecule used in modern perfumery to create unique woody-amber effects. It’s found in niche fragrances and some high-end personal care products. While not common, it’s valued for its ability to add depth and complexity to woody accords without being overpowering.
Safety Profile
GENERALLY SAFEWhat Does endo-1,2,3,3-Tetramethylbicyclo[2.2.1]heptan-2-ol Smell Like?
A sophisticated woody-amber note with subtle camphoraceous undertones. Opens with a clean, slightly medicinal character that quickly evolves into a warm, dry woodiness reminiscent of aged cedar chests. The dry-down reveals a smooth, almost mineral-like quality with faint echoes of ambergris. Unlike many woody materials, it maintains excellent diffusion without becoming harsh or overpowering.
2D Molecular Structure
SMILES: CC1(C)[C@H]2CC[C@](C)(C2)[C@@]1(C)O
Chemistry, Properties & Perfumer Guide
The Chemistry
A bicyclic tertiary alcohol belonging to the camphor structural family. Synthesized through Diels-Alder reactions of pinene derivatives followed by selective hydrogenation and oxidation steps. The rigid bicyclic structure contributes to its stability and unique odor profile. The tetramethyl substitution pattern creates steric hindrance that affects both volatility and receptor binding.
Physical & Chemical Properties
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 1-3% | Up to 5% | Woody accord enhancer |
| Home Care | 0.1-0.5% | Up to 1% | Long-lasting woody note |
Classic Accords
Tip: Use sparingly to enhance woody bases without dominating the composition.
Alternatives & Comparisons
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
Not currently restricted by IFRA
RIFM Assessment
Not currently evaluated by RIFM
Sustainability
As a synthetic material, production avoids natural resource depletion. Manufacturing requires petrochemical feedstocks but at relatively low volumes due to high potency. No known environmental persistence or bioaccumulation concerns.
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Ingredient Data Sheet
CAS 28462-85-3Physical Properties
| Molecular Weight | 168.28 g/mol🔬 PubChem |
| LogP (Octanol-Water) | 2.7🔬 PubChem |
| Boiling Point | 214 °C🔬 EPA CompTox |
| Vapor Pressure | 0.0631 mmHg @ 25°C📊 OPERA |
| Flash Point | 83.5 °C🔬 EPA CompTox |
| Involatility Index | 0.0052💻 Calculated |
| log Kp (skin permeability) | -1.81💻 Calculated |
| SMILES | CC1(C2CCC(C2)(C1(C)O)C)C🔬 PubChem |
Volatility & Performance
| Fragrance Note | Heart💻 Calculated |
| Volatility Class | Very slow💻 Calculated |
| Persistence Score | 2.1 / 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: DTXSID8051964
Physical Properties
| Molecular Weight | 168.28 g/mol🔬 EPA CompTox |
| Density | 0.954 g/cm^3📊 OPERA |
| Boiling Point | 211.893 °C📊 OPERA |
| Melting Point | 86.136 °C📊 OPERA |
| Flash Point | 79.635 °C📊 OPERA |
| Refractive Index | 1.493 Dimensionless📊 OPERA |
| Molar Volume | 173.787 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 2.985 Log10 unitless📊 OPERA |
| LogD (pH 5.5) | 2.985 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 2.985 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 7.43 Log10 unitless📊 OPERA |
| Water Solubility | 0.007 mol/L📊 OPERA |
| Henry's Law Constant | 0 atm-m3/mole📊 OPERA |
Transport Properties
| Vapor Pressure | 0.072 mmHg📊 OPERA |
| Surface Tension | 34.017 dyn/cm📊 OPERA |
| Thermal Conductivity | 121.408 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 | 50.469 cm^3/mol📊 OPERA |
| Polarizability | 20.007 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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