2-(1-Ethylpropyl)pyridine (CAS 7399-50-0) — Woody Heart to base Note Fragrance Ingredient
2-(1-Ethylpropyl)pyridine
CAS 7399-50-0
What Is 2-(1-Ethylpropyl)pyridine?
2-(1-Ethylpropyl)pyridine is a synthetic aroma chemical used in niche perfumery to create smoky, leathery, or animalic effects. It’s found in avant-garde fragrances pushing olfactory boundaries. This ingredient matters because it represents perfumery’s cutting edge – where chemistry meets artistry to expand our scent vocabulary beyond traditional naturals.
Safety Profile
USE WITH AWARENESSWhat Does 2-(1-Ethylpropyl)pyridine Smell Like?
A polarizing powerhouse that hits with an intense, acrid smokiness reminiscent of charred birch tar. The initial burst evolves into a complex leathery heart with subtle animalic undertones – imagine a well-worn saddle stored in a cedar chest. The dry-down reveals surprising facets: a metallic shimmer like hot iron, underpinned by an almost nutty warmth. Exceptionally tenacious, it lingers for hours as a sophisticated skin scent.
In Famous Fragrances
Fragrance associations may not reflect actual formulations.
Used here to amplify the rebellious leather accord, adding an industrial smokiness that contrasts beautifully with rum and vanilla notes.
Provides the burnt incense effect in this opulent oriental, creating tension between the resinous base and spicy top notes.
2D Molecular Structure
SMILES: CCC(CC)C1=NC=CC=C1
Chemistry, Properties & Perfumer Guide
The Chemistry
A pyridine derivative with a branched alkyl substituent at the 2-position. The nitrogen-containing aromatic ring contributes to its distinctive sharpness, while the ethylpropyl side chain modulates volatility and enhances leathery aspects. Typically synthesized through alkylation of 2-methylpyridine followed by purification to remove residual starting materials. The specific substitution pattern creates unique steric effects influencing both odor character and chemical reactivity.
Physical & Chemical Properties
| Appearance | Clear to pale yellow liquid |
|---|---|
| Boiling Point | Estimated 210-230 °C |
| Density | Approx. 0.92-0.96 g/cm³ |
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 0.1-0.5% | Up to 1% | Used sparingly for effect |
| Functional Fragrance | Not recommended | N/A | Too polarizing for mass market |
Classic Accords
Tip: Always pre-dilute to 1-5% in ethanol before incorporating into blends to assess full olfactory impact.
Alternatives & Comparisons
Offers similar pyridine character with slightly greener, less animalic nuances. Better for applications requiring more diffusion.
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
Not currently restricted by IFRA standards. Listed as safe when used at recommended levels (IFRA 49th Amendment).
GHS Classification
RIFM Assessment
Under evaluation by RIFM. Preliminary data suggests low systemic toxicity but potential for skin sensitization at high concentrations.
Sustainability
Synthesized from petrochemical feedstocks using energy-intensive processes. No known biodegradable alternatives currently match its olfactory profile. Responsible sourcing involves working with suppliers implementing green chemistry principles to minimize environmental impact.
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Ingredient Data Sheet
CAS 7399-50-0Physical Properties
| Molecular Weight | 149.23 g/mol🔬 PubChem |
| LogP (Octanol-Water) | 2.7🔬 PubChem |
| Boiling Point | 195.4 °C🔬 EPA CompTox |
| Vapor Pressure | 0.2455 mmHg @ 25°C📊 OPERA |
| Flash Point | 51.3 °C🔬 EPA CompTox |
| Involatility Index | 0.0217💻 Calculated |
| log Kp (skin permeability) | -1.693💻 Calculated |
| SMILES | CCC(CC)C1=CC=CC=N1🔬 PubChem |
Volatility & Performance
| Fragrance Note | Heart💻 Calculated |
| Volatility Class | Slow💻 Calculated |
| Persistence Score | 1 / 5💻 Calculated |
Odor & Flavor
| Primary Descriptors | balsamicwoody• leffingwell |
| Functional Groups | aromatic💻 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: DTXSID4052477
Physical Properties
| Molecular Weight | 149.237 g/mol🔬 EPA CompTox |
| Density | 0.912 g/cm^3📊 OPERA |
| Boiling Point | 195.4 °C🔬 EPA CTX |
| Melting Point | 24.717 °C📊 OPERA |
| Flash Point | 65.416 °C📊 OPERA |
| Refractive Index | 1.489 Dimensionless📊 OPERA |
| Molar Volume | 165.743 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 3.259 Log10 unitless📊 OPERA |
| LogD (pH 5.5) | 2.78 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 3.247 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 5.06 Log10 unitless📊 OPERA |
| Water Solubility | 0.075 mol/L📊 OPERA |
| Henry's Law Constant | 0 atm-m3/mole📊 OPERA |
Transport Properties
| Vapor Pressure | 0.332 mmHg📊 OPERA |
| Viscosity | 2.882 cP📊 OPERA |
| Surface Tension | 32.232 dyn/cm📊 OPERA |
| Thermal Conductivity | 126.081 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 | 3 count💻 Computed |
| Aromatic Rings | 1 count💻 Computed |
| Molar Refractivity | 47.795 cm^3/mol📊 OPERA |
| Polarizability | 18.947 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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