8-Isopropyl-6-methylbicyclo[2.2.2]oct-5-ene-2-carbaldehyde (CAS 67845-30-1) — Woody Middle Note Fragrance Ingredient
8-Isopropyl-6-methylbicyclo[2.2.2]oct-5-ene-2-carbaldehyde
CAS 67845-30-1
What Is 8-Isopropyl-6-methylbicyclo[2.2.2]oct-5-ene-2-carbaldehyde?
8-Isopropyl-6-methylbicyclo[2.2.2]oct-5-ene-2-carbaldehyde is a synthetic fragrance ingredient used in niche perfumery and functional fragrances. It contributes woody, amber-like nuances to compositions. This molecule is valued for its ability to add depth and complexity to modern woody-oriental accords, often serving as a subtle modifier rather than a dominant note.
Safety Profile
USE WITH AWARENESSWhat Does 8-Isopropyl-6-methylbicyclo[2.2.2]oct-5-ene-2-carbaldehyde Smell Like?
This bicyclic aldehyde presents a complex olfactory profile that evolves from initial woody-green facets to a warmer, slightly resinous dry-down. The top notes carry a crisp, almost camphoraceous quality reminiscent of crushed juniper berries. As it develops, the heart reveals subtle leathery undertones with a faint metallic edge, like polished antique brass. The base lingers with a dry, ambery warmth that blends seamlessly into woody accords. Its behavior on skin is particularly interesting – while initially reticent, it blooms with body heat to reveal hidden facets of pine needle and aged parchment.
2D Molecular Structure
SMILES: CC(C)C1CC2C(CC1C=C2C)C=O
Chemistry, Properties & Perfumer Guide
The Chemistry
This bicyclic aldehyde belongs to a class of synthetic fragrance molecules designed to mimic complex natural odor profiles. The rigid bicyclo[2.2.2]octene core provides structural stability while the aldehyde functionality contributes to volatility and odor characteristics. Synthesis typically involves Diels-Alder reactions followed by selective oxidation. The isopropyl and methyl substituents create steric hindrance that influences both the molecule’s olfactory properties and its degradation behavior in formulations.
Physical & Chemical Properties
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 0.5-2% | Up to 5% | Used as a woody-amber modifier |
| Functional Fragrances | 0.1-0.5% | Up to 1% | Adds depth to masculine accords |
Classic Accords
Tip: Use with ionones to soften the metallic edge and enhance woody aspects.
Alternatives & Comparisons
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
No specific IFRA restrictions currently apply.
RIFM Assessment
Not currently evaluated by RIFM due to limited commercial use.
Sustainability
As a synthetic molecule, this ingredient avoids the sustainability challenges associated with natural resource extraction. However, its synthesis requires petrochemical feedstocks and energy-intensive processes. Future green chemistry approaches may offer more sustainable production routes. The molecule’s stability suggests good longevity in formulations, potentially reducing reapplication frequency.
Explore 8-Isopropyl-6-methylbicyclo[2.2.2]oct-5-ene-2-carbaldehyde
Browse essential oils and aroma compounds.
Browse on iHerb →Affiliate disclosure: we may earn a small commission at no extra cost to you.
Ingredient Data Sheet
CAS 67845-30-1Physical Properties
| Molecular Weight | 192.3 g/mol🔬 PubChem |
| LogP (Octanol-Water) | 2.6🔬 PubChem |
| Boiling Point | 253 °C🔬 EPA CompTox |
| Vapor Pressure | 0.0229 mmHg @ 25°C📊 OPERA |
| Flash Point | 91.8 °C🔬 EPA CompTox |
| Involatility Index | 0.0018💻 Calculated |
| log Kp (skin permeability) | -2.027💻 Calculated |
| SMILES | CC1=CC2CC(C1CC2C(C)C)C=O🔬 PubChem |
Volatility & Performance
| Fragrance Note | Heart💻 Calculated |
| Volatility Class | Very slow💻 Calculated |
| Persistence Score | 2.9 / 5💻 Calculated |
Odor & Flavor
| Functional Groups | aldehydealkene💻 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: DTXSID00867357
Physical Properties
| Molecular Weight | 192.302 g/mol🔬 EPA CompTox |
| Density | 0.979 g/cm^3📊 OPERA |
| Boiling Point | 256.916 °C📊 OPERA |
| Melting Point | 32.302 °C📊 OPERA |
| Flash Point | 95.256 °C📊 OPERA |
| Refractive Index | 1.531 Dimensionless📊 OPERA |
| Molar Volume | 192.915 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 3.747 Log10 unitless📊 OPERA |
| LogD (pH 5.5) | 3.747 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 3.747 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 6.09 Log10 unitless📊 OPERA |
| Water Solubility | 0 mol/L📊 OPERA |
| Henry's Law Constant | 0 atm-m3/mole📊 OPERA |
Transport Properties
| Vapor Pressure | 0.015 mmHg📊 OPERA |
| Viscosity | 10.534 cP📊 OPERA |
| Surface Tension | 32.864 dyn/cm📊 OPERA |
| Thermal Conductivity | 125.993 mW/(m*K)📊 OPERA |
Molecular Descriptors
| Topological Polar Surface Area | 17.07 Ų💻 Computed |
| H-Bond Donors | 0 count💻 Computed |
| H-Bond Acceptors | 1 count💻 Computed |
| Rotatable Bonds | 2 count💻 Computed |
| Aromatic Rings | 0 count💻 Computed |
| Molar Refractivity | 59.728 cm^3/mol📊 OPERA |
| Polarizability | 23.678 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.
Related Research
- 3,4,5,6,6-Pentamethylheptan-2-ol (CAS 87118-95-4) — Woody Base Note Fragrance Ingredient
- Gurjun Balsam Oil (CAS 8030-55-5) — Woody Base Note Fragrance Ingredient
- 3-Methyl-2-butenyl benzoate (CAS 5205-11-8) — Sweet Heart Note Fragrance Ingredient
- 2-Butanol (CAS 78-92-2) — Sweet Not typically used Note Fragrance Ingredient
