Bicyclo[2.2.1]hept-5-en-2-ol, acetate (CAS 6143-29-9) — Woody Top to middle Note Fragrance Ingredient
Bicyclo[2.2.1]hept-5-en-2-ol, acetate
CAS 6143-29-9
What Is Bicyclo[2.2.1]hept-5-en-2-ol, acetate?
Bicyclo[2.2.1]hept-5-en-2-ol, acetate is a synthetic fragrance compound primarily used in perfumery and functional fragrances. It’s found in various scented products like air fresheners and cleaning supplies. This ingredient contributes unique olfactory characteristics that help create modern, complex fragrance profiles.
Safety Profile
USE WITH AWARENESSWhat Does Bicyclo[2.2.1]hept-5-en-2-ol, acetate Smell Like?
This synthetic molecule offers a crisp, woody-amber character with subtle fruity undertones. Initially presents a sharp, almost camphoraceous top note that quickly evolves into a smoother, slightly sweet woody heart. The dry-down reveals a clean, persistent woody base with faint balsamic nuances. Its odor profile bridges the gap between traditional woody materials and modern synthetic musks.
2D Molecular Structure
SMILES: CC(=O)OC1CC2CC1C=C2
Chemistry, Properties & Perfumer Guide
The Chemistry
Bicyclo[2.2.1]hept-5-en-2-ol, acetate belongs to the bicyclic terpene alcohol esters class. It’s synthesized through the acetylation of norbornenol derivatives, typically using acetic anhydride or acetyl chloride. The molecule’s rigid bicyclic structure contributes to its unique odor profile and stability in formulations. While not found in nature, it shares structural similarities with some naturally occurring terpenes.
Physical & Chemical Properties
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Functional Fragrances | 0.5-2% | Up to 5% | Provides woody depth |
| Fine Fragrance | 0.1-1% | Up to 3% | Used as modifier |
Classic Accords
Tip: Use in trace amounts to enhance woody accords without dominating the composition.
Alternatives & Comparisons
Similar bicyclic structure but with different odor profile, less sweet and more camphoraceous.
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
Not currently restricted by IFRA
RIFM Assessment
Limited safety assessment available from RIFM.
Sustainability
As a synthetic material, its production avoids natural resource depletion but requires petrochemical inputs. Manufacturing processes should follow green chemistry principles to minimize environmental impact.
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Physicochemical Properties
DTXSID: DTXSID001358341
Physical Properties
| Molecular Weight | 152.193 g/mol🔬 EPA CompTox |
| Density | 1.04 g/cm^3🔬 EPA CTX |
| Boiling Point | 207.89 °C📊 OPERA |
| Melting Point | 33.788 °C📊 OPERA |
| Flash Point | 73.387 °C📊 OPERA |
| Refractive Index | 1.508 Dimensionless📊 OPERA |
| Molar Volume | 138.547 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 2.269 Log10 unitless📊 OPERA |
| LogD (pH 5.5) | 2.269 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 2.269 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 4.44 Log10 unitless📊 OPERA |
| Water Solubility | 0.034 mol/L📊 OPERA |
| Henry's Law Constant | 0 atm-m3/mole📊 OPERA |
Transport Properties
| Vapor Pressure | 0.356 mmHg📊 OPERA |
| Viscosity | 3.63 cP📊 OPERA |
| Surface Tension | 33.528 dyn/cm📊 OPERA |
| Thermal Conductivity | 122.017 mW/(m*K)📊 OPERA |
Molecular Descriptors
| Topological Polar Surface Area | 26.3 Ų💻 Computed |
| H-Bond Donors | 0 count💻 Computed |
| H-Bond Acceptors | 2 count💻 Computed |
| Rotatable Bonds | 1 count💻 Computed |
| Aromatic Rings | 0 count💻 Computed |
| Molar Refractivity | 41.328 cm^3/mol📊 OPERA |
| Polarizability | 16.384 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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