4-(4,8-Dimethylnona-3,7-dienyl)pyridine (CAS 38462-23-6) — Woody Base Note Fragrance Ingredient
4-(4,8-Dimethylnona-3,7-dienyl)pyridine
CAS 38462-23-6
What Is 4-(4,8-Dimethylnona-3,7-dienyl)pyridine?
4-(4,8-Dimethylnona-3,7-dienyl)pyridine is a synthetic fragrance ingredient used in niche perfumery to add a unique, slightly animalic nuance. It’s found in avant-garde fragrances seeking unconventional effects. This molecule matters because it bridges woody and musky profiles with a subtle pyridine edge, offering perfumers a tool for creating provocative contrasts in modern compositions.
Safety Profile
USE WITH AWARENESSWhat Does 4-(4,8-Dimethylnona-3,7-dienyl)pyridine Smell Like?
A complex interplay of dry, woody facets with a faintly leathery-animalic undertone. Opens with a crisp, almost camphoraceous pyridine top note that quickly settles into a warm, ambery base. The dry-down reveals a sophisticated blend of tobacco-like richness and subtle muskiness, behaving like a hybrid between norlimbanol and civetone with a metallic edge. Lasts moderately on skin, transitioning from sharp to velvety over several hours.
In Famous Fragrances
Fragrance associations may not reflect actual formulations.
Featured as the solo note in this experimental fragrance, showcasing its dry woody-musky character with remarkable tenacity. The minimalist approach highlights its versatility as a modern base material.
Used here to amplify the dark, resinous tobacco accord, contributing an almost narcotic depth that lingers beneath the herbal top notes.
2D Molecular Structure
SMILES: CC(C)=CCCC(C)=CCCC1=CC=NC=C1
Chemistry, Properties & Perfumer Guide
The Chemistry
A pyridine derivative with an irregular terpene side chain, this synthetic molecule belongs to the heterocyclic aromatic compounds. The pyridine ring provides characteristic nitrogenous sharpness while the dimethylnona-dienyl side chain contributes woody-ambery properties. Typically synthesized through Grignard reactions coupling pyridine derivatives with terpenoid halides. The exact stereochemistry of the double bonds significantly impacts odor profile.
Physical & Chemical Properties
| Appearance | Colorless to pale yellow liquid |
|---|---|
| Solubility | Soluble in alcohol, insoluble in water |
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 0.1-0.5% | Up to 1% | Used sparingly for woody-musky effects |
| Functional Fragrance | 0.01-0.1% | Trace | Rarely used due to potency |
Classic Accords
Tip: Balance with citrus top notes to prevent excessive dryness in the final composition.
Alternatives & Comparisons
Offers similar nitrogenous-leathery effects but with more pronounced smoky character, useful when seeking greater diffusion.
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
Not currently restricted by IFRA standards, but usage should follow general pyridine safety guidelines.
GHS Classification
RIFM Assessment
No specific RIFM evaluation available; treat as potentially sensitizing until further studies.
Sustainability
As a fully synthetic material, production avoids natural resource depletion but requires petrochemical feedstocks. The complex synthesis results in higher carbon footprint than simpler aroma chemicals. Recent patents suggest potential for greener synthetic routes using biocatalysis.
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Ingredient Data Sheet
CAS 38462-23-6Physical Properties
| Molecular Weight | 229.36 g/mol🔬 PubChem |
| LogP (Octanol-Water) | 4.9🔬 PubChem |
| Boiling Point | 288 °C🔬 EPA CompTox |
| Vapor Pressure | 0.004 mmHg @ 25°C📊 OPERA |
| Flash Point | 155 °C🔬 EPA CompTox |
| Involatility Index | 0.0003💻 Calculated |
| log Kp (skin permeability) | -0.62💻 Calculated |
| SMILES | CC(=CCCC(=CCCC1=CC=NC=C1)C)C🔬 PubChem |
Volatility & Performance
| Fragrance Note | Base💻 Calculated |
| Volatility Class | Very slow💻 Calculated |
| Persistence Score | 5.9 / 5💻 Calculated |
Odor & Flavor
| Primary Descriptors | balsamicwoody• leffingwell |
| Functional Groups | alkenearomatic💻 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: DTXSID9052058
Physical Properties
| Molecular Weight | 229.367 g/mol🔬 EPA CompTox |
| Density | 0.922 g/cm^3📊 OPERA |
| Boiling Point | 310.079 °C📊 OPERA |
| Melting Point | 30.476 °C📊 OPERA |
| Flash Point | 145.729 °C📊 OPERA |
| Refractive Index | 1.513 Dimensionless📊 OPERA |
| Molar Volume | 250.867 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 4.619 Log10 unitless📊 OPERA |
| LogD (pH 5.5) | 3.769 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 4.585 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 8.41 Log10 unitless📊 OPERA |
| Water Solubility | 0 mol/L📊 OPERA |
| Henry's Law Constant | 0 atm-m3/mole📊 OPERA |
Transport Properties
| Vapor Pressure | 0.001 mmHg📊 OPERA |
| Viscosity | 7.421 cP📊 OPERA |
| Surface Tension | 31.801 dyn/cm📊 OPERA |
| Thermal Conductivity | 129.853 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 | 6 count💻 Computed |
| Aromatic Rings | 1 count💻 Computed |
| Molar Refractivity | 75.39 cm^3/mol📊 OPERA |
| Polarizability | 29.887 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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