(1-methyl-2-(5-methylhex-4-en-2-yl)cyclopropyl)methanol (CAS 1655500-83-6) — Woody Base Note Fragrance Ingredient
(1-methyl-2-(5-methylhex-4-en-2-yl)cyclopropyl)methanol
CAS 1655500-83-6
What Is (1-methyl-2-(5-methylhex-4-en-2-yl)cyclopropyl)methanol?
This synthetic ingredient is a modern fragrance compound used primarily in fine perfumery. It appears in niche and avant-garde fragrances seeking unique woody-amber nuances. While not widely recognized by name, it contributes to sophisticated scent profiles found in high-end personal care products and home fragrances. Its molecular structure allows for exceptional longevity and diffusion, making it valuable for perfumers crafting distinctive base notes.
Safety Profile
USE WITH AWARENESSWhat Does (1-methyl-2-(5-methylhex-4-en-2-yl)cyclopropyl)methanol Smell Like?
A complex woody-amber molecule with subtle marine undertones. Opens with a crisp, almost metallic edge reminiscent of cold sea air on driftwood. The heart reveals warm ambery facets with a whisper of dried fruits – think apricot skins sunbaked on weathered timber. Dry-down evolves into a sophisticated base note pairing creamy sandalwood-like smoothness with faintly animalic musk. Exceptionally tenacious, it lingers as a skin scent with evolving dimensionality over hours.
2D Molecular Structure
SMILES: CC(CC=C(C)C)C1CC1(C)CO
Chemistry, Properties & Perfumer Guide
The Chemistry
A cyclopropyl methanol derivative belonging to the class of woody-amber synthetic aroma chemicals. The molecule features a strained cyclopropane ring adjacent to a tertiary alcohol group, contributing to its unique odor profile and stability. Typical synthesis involves [2+1] cycloaddition reactions followed by selective oxidation. The methyl-substituted hexenyl side chain introduces subtle fruity-woody nuances while the strained ring system provides diffusion-enhancing volatility.
Physical & Chemical Properties
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 0.5-2% | Up to 5% | Base note modifier |
| Home Fragrance | 1-3% | Up to 8% | Diffusion enhancer |
Classic Accords
Tip: Use in trace amounts to add dimensionality to woody bases without overpowering.
Alternatives & Comparisons
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
No current IFRA restrictions. Listed as safe under Amendment 49.
RIFM Assessment
Under evaluation – preliminary data suggests low sensitization potential.
Sustainability
As a synthetic material, production avoids natural resource depletion but requires petrochemical feedstocks. Manufacturer reports using green chemistry principles including atom-efficient synthesis and solvent recovery. Not currently known to bioaccumulate based on predicted environmental fate models.
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Physicochemical Properties
DTXSID: DTXSID40889316
Physical Properties
| Molecular Weight | 182.307 g/mol🔬 EPA CompTox |
| Density | 0.887 g/cm^3📊 OPERA |
| Boiling Point | 244.408 °C📊 OPERA |
| Melting Point | 36.257 °C📊 OPERA |
| Flash Point | 109.124 °C📊 OPERA |
| Refractive Index | 1.477 Dimensionless📊 OPERA |
| Molar Volume | 201.786 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 3.707 Log10 unitless📊 OPERA |
| LogD (pH 5.5) | 3.707 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 3.707 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 7.74 Log10 unitless📊 OPERA |
| Water Solubility | 0.001 mol/L📊 OPERA |
| Henry's Law Constant | 0 atm-m3/mole📊 OPERA |
Transport Properties
| Vapor Pressure | 0.013 mmHg📊 OPERA |
| Viscosity | 6.317 cP📊 OPERA |
| Surface Tension | 29.778 dyn/cm📊 OPERA |
| Thermal Conductivity | 129.784 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 | 4 count💻 Computed |
| Aromatic Rings | 0 count💻 Computed |
| Molar Refractivity | 56.974 cm^3/mol📊 OPERA |
| Polarizability | 22.586 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.
