Quinoline, 5,6,7,8-tetrahydro-8-[(1R)-1-methylpropyl]-, (8R)-rel- (CAS 1401914-95-1) — Woody Base Note Fragrance Ingredient
Quinoline, 5,6,7,8-tetrahydro-8-[(1R)-1-methylpropyl]-, (8R)-rel-
CAS 1401914-95-1
What Is Quinoline, 5,6,7,8-tetrahydro-8-[(1R)-1-methylpropyl]-, (8R)-rel-?
This synthetic fragrance ingredient is a specialized quinoline derivative used in niche perfumery. It’s found in avant-garde fragrances seeking unusual woody-animalic effects. As a synthetic molecule, it offers perfumers precise control over scent profiles that would be difficult to achieve with natural materials alone.
Safety Profile
USE WITH AWARENESSWhat Does Quinoline, 5,6,7,8-tetrahydro-8-[(1R)-1-methylpropyl]-, (8R)-rel- Smell Like?
A complex synthetic with a paradoxical character – simultaneously woody and animalic, with facets reminiscent of aged leather and tobacco. Opens with a sharp quinoline bite that quickly mellows into a warm, musky base. The methylpropyl side chain adds a subtle fruity nuance that distinguishes it from simpler quinolines. Dry-down reveals persistent earthy tones with a faintly metallic edge.
2D Molecular Structure
SMILES: CC[C@@H](C)[C@H]1CCCC2=CC=CN=C12
Chemistry, Properties & Perfumer Guide
The Chemistry
This chiral quinoline derivative belongs to the bicyclic heteroaromatic class. The tetrahydro modification reduces the harshness typical of simple quinolines while maintaining their characteristic odor profile. The (8R)-relative configuration and 1-methylpropyl side chain create steric hindrance that influences both volatility and receptor binding. Synthesized through hydrogenation of quinoline precursors followed by stereoselective alkylation.
Physical & Chemical Properties
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 0.1-0.5% | Up to 1% | Powerful base note modifier |
| Functional Fragrance | 0.01-0.1% | Up to 0.3% | Trace amounts for complexity |
Classic Accords
Tip: Use sparingly in woody bases to add animalic depth without overwhelming.
Alternatives & Comparisons
More aggressive quinoline character with less subtlety but better documented safety profile.
Simpler tetrahydroquinoline with similar woody character but lacking the chiral complexity.
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
Not currently restricted by IFRA standards.
RIFM Assessment
No RIFM assessment available due to limited commercial use.
Sustainability
As a synthetic material, production avoids natural resource depletion but requires petrochemical feedstocks. The multi-step synthesis suggests moderate environmental impact compared to simpler fragrance molecules. Potential exists for green chemistry approaches to the hydrogenation and alkylation steps.
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Physicochemical Properties
DTXSID: DTXSID90889301
Physical Properties
| Molecular Weight | 189.302 g/mol🔬 EPA CompTox |
| Density | 0.97 g/cm^3📊 OPERA |
| Boiling Point | 275.428 °C📊 OPERA |
| Melting Point | 51.702 °C📊 OPERA |
| Flash Point | 128.224 °C📊 OPERA |
| Refractive Index | 1.514 Dimensionless📊 OPERA |
| Molar Volume | 198.103 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 4.228 Log10 unitless📊 OPERA |
| LogD (pH 5.5) | 3.539 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 4.205 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 6.9 Log10 unitless📊 OPERA |
| Water Solubility | 0.001 mol/L📊 OPERA |
| Henry's Law Constant | 0 atm-m3/mole📊 OPERA |
Transport Properties
| Vapor Pressure | 0.005 mmHg📊 OPERA |
| Viscosity | 13.955 cP📊 OPERA |
| Surface Tension | 35.523 dyn/cm📊 OPERA |
| Thermal Conductivity | 128.329 mW/(m*K)📊 OPERA |
Molecular Descriptors
| Topological Polar Surface Area | 12.89 Ų💻 Computed |
| H-Bond Donors | 0 count💻 Computed |
| H-Bond Acceptors | 1 count💻 Computed |
| Rotatable Bonds | 2 count💻 Computed |
| Aromatic Rings | 1 count💻 Computed |
| Molar Refractivity | 59.628 cm^3/mol📊 OPERA |
| Polarizability | 23.638 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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