Pyrazine, 2-methoxy-3-(4-methylpentyl)- (CAS 68844-95-1) — Green Top to middle Note Fragrance Ingredient
Pyrazine, 2-methoxy-3-(4-methylpentyl)-
CAS 68844-95-1
What Is Pyrazine, 2-methoxy-3-(4-methylpentyl)-?
2-methoxy-3-(4-methylpentyl)pyrazine is a synthetic aroma compound that adds a green, bell pepper-like nuance to fragrances. It’s found in high-end perfumes and some gourmand scents. This pyrazine variant matters because it provides a hyper-realistic vegetal note without the volatility of natural sources, allowing perfumers to create crisp, modern green accords that last.
Safety Profile
USE WITH AWARENESSWhat Does Pyrazine, 2-methoxy-3-(4-methylpentyl)- Smell Like?
A razor-sharp green burst reminiscent of freshly cut bell peppers, with an underlying earthy complexity. The initial pungency mellows into a sophisticated vegetal heart, like sun-warmed tomato leaves. Over time, it develops a subtle nutty undertone, creating an unusual bridge between green and gourmand notes. Exceptionally tenacious for a pyrazine, it maintains its character through drydown.
In Famous Fragrances
Fragrance associations may not reflect actual formulations.
Used to amplify the naturalistic green facets, creating the illusion of dew-covered clover leaves without overwhelming the floral heart.
Modern reformulations employ this pyrazine to achieve the legendary galbanum effect with greater stability and diffusion.
2D Molecular Structure
SMILES: COC1=NC=CN=C1CCCC(C)C
Chemistry, Properties & Perfumer Guide
The Chemistry
A methoxy-substituted alkylpyrazine belonging to the heterocyclic organic compounds class. Pyrazines are formed via Maillard reactions in nature but synthesized for perfumery through controlled condensation reactions. The 4-methylpentyl side chain increases substantivity compared to simpler pyrazines, while the methoxy group modulates intensity.
Physical & Chemical Properties
| Appearance | Colorless to pale yellow liquid |
|---|---|
| Boiling Point | Estimated 250-270°C |
| Density | ~0.95 g/cm³ (estimated) |
Perfumer Guide
| Application | Typical % | Range | Notes |
|---|---|---|---|
| Fine Fragrance | 0.01-0.1% | Up to 0.3% | Powerful modifier – use trace amounts |
| Functional Fragrance | 0.001-0.01% | Up to 0.05% | For green fabric conditioner notes |
Classic Accords
Tip: Always pre-dilute to 1% or lower before incorporating into blends.
Alternatives & Comparisons
More intense bell pepper character but higher volatility. Used when extreme top note impact is desired.
For warmer, nuttier green effects with less vegetal sharpness.
Safety, Regulatory & Sustainability
⚠ Regulatory Disclaimer
General reference only. Consult current IFRA Standards Library before formulating.
IFRA Status
No specific restrictions under IFRA 49th Amendment. General pyrazine guidelines apply.
RIFM Assessment
RIFM has evaluated related pyrazines but no specific assessment found for this derivative.
Sustainability
Synthetic production avoids agricultural land use. The multi-step synthesis requires careful solvent management. No known ecological toxicity at usage levels.
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References
- PubChem Compound Summary Pyrazine derivatives
- Leffingwell & Associates (2015). Pyrazines in Perfumery.
Data: PubChem (NIH), PubMed, RIFM, IFRA. Last reviewed: Apr 2026.
Report a data errorIngredient Data Sheet
CAS 68844-95-1Physical Properties
| Molecular Weight | 194.27 g/mol🔬 PubChem |
| LogP (Octanol-Water) | 3.5🔬 PubChem |
| Boiling Point | 262 °C🔬 EPA CompTox |
| Vapor Pressure | 0.0295 mmHg @ 25°C📊 OPERA |
| Flash Point | 83.9 °C🔬 EPA CompTox |
| Involatility Index | 0.0023💻 Calculated |
| log Kp (skin permeability) | -1.4💻 Calculated |
| SMILES | CC(C)CCCC1=NC=CN=C1OC🔬 PubChem |
Volatility & Performance
| Fragrance Note | Heart💻 Calculated |
| Volatility Class | Very slow💻 Calculated |
| Persistence Score | 3 / 5💻 Calculated |
Odor & Flavor
| Primary Descriptors | greenwoody• leffingwell |
| Functional Groups | etheraromatic💻 RDKit |
Sensory Thresholds
| Odor Detection Threshold | 0 ppm📖 van Gemert |
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: DTXSID3071779
Physical Properties
| Molecular Weight | 194.278 g/mol🔬 EPA CompTox |
| Density | 1.01 g/cm^3📊 OPERA |
| Boiling Point | 262.416 °C📊 OPERA |
| Melting Point | 63.733 °C📊 OPERA |
| Flash Point | 109.219 °C📊 OPERA |
| Refractive Index | 1.486 Dimensionless📊 OPERA |
| Molar Volume | 199.104 cm^3/mol📊 OPERA |
Partition & Solubility
| LogP (Octanol-Water) | 2.438 Log10 unitless📊 OPERA |
| LogD (pH 5.5) | 2.438 Log10 unitless📊 OPERA |
| LogD (pH 7.4) | 2.438 Log10 unitless📊 OPERA |
| LogKoa (Octanol-Air) | 6.56 Log10 unitless📊 OPERA |
| Water Solubility | 0.003 mol/L📊 OPERA |
| Henry's Law Constant | 0 atm-m3/mole📊 OPERA |
Transport Properties
| Vapor Pressure | 0.022 mmHg📊 OPERA |
| Viscosity | 10.699 cP📊 OPERA |
| Surface Tension | 33.97 dyn/cm📊 OPERA |
| Thermal Conductivity | 131.913 mW/(m*K)📊 OPERA |
Molecular Descriptors
| Topological Polar Surface Area | 35.01 Ų💻 Computed |
| H-Bond Donors | 0 count💻 Computed |
| H-Bond Acceptors | 3 count💻 Computed |
| Rotatable Bonds | 5 count💻 Computed |
| Aromatic Rings | 1 count💻 Computed |
| Molar Refractivity | 57.153 cm^3/mol📊 OPERA |
| Polarizability | 22.657 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.
