2-Methoxy-3(5 and 6)-isopropylpyrazine (CAS 25773-40-4) — Green Top to heart Note Fragrance Ingredient

Green · Woody

2-Methoxy-3(5 and 6)-isopropylpyrazine

CAS 25773-40-4

Origin
synthetic
Note
Top to heart
IFRA
Use with awareness
Data as of: Apr 2026

What Is 2-Methoxy-3(5 and 6)-isopropylpyrazine?

2-Methoxy-3(5 and 6)-isopropylpyrazine is a synthetic aroma chemical that gives a powerful green, bell pepper-like note. It’s found in trace amounts in some fruits and vegetables, but the synthetic version is used in perfumery and flavoring. This ingredient matters because it provides an ultra-realistic vegetal effect at extremely low concentrations, making it invaluable for creating lifelike green accords.

Safety Profile

USE WITH AWARENESS
Generally safeUse with awarenessProfessional use
Safe at recommended usage levels
Powerful odorant – use sparingly
CAS
25773-40-4
Formula
Mixture
MW
Variable
Odor Family
Green · Woody
Layer 1 · Enthusiast

What Does 2-Methoxy-3(5 and 6)-isopropylpyrazine Smell Like?

A razor-sharp green note that bursts with the crunchy freshness of just-cut bell peppers. The initial impact is almost aggressively vegetal, like snapping a green bean in half, which gradually softens into a more rounded, earthy sweetness reminiscent of fresh pea pods. At ultra-dilution, it takes on a surprisingly elegant character – think dewy morning grass rather than grocery store produce.

Scent Profile

In Famous Fragrances

Fragrance associations may not reflect actual formulations.

Un Jardin Sur Le Nil(Hermès, 2005)

Used to create the hyper-realistic green mango accord, contributing to the fragrance’s signature ‘just-picked’ freshness that makes the fruity notes smell alive rather than candy-like.

Green Irish Tweed(Creed, 1985)

Provides the crisp opening vegetal nuance that bridges the citrus top to violet leaf heart, giving the impression of morning dew on fresh-cut grass.

Layer 2

2D Molecular Structure

2-Isopropyl-3-methoxypyrazine

SMILES: COC1=C(N=CC=N1)C(C)C

Chemistry, Properties & Perfumer Guide

The Chemistry

This pyrazine derivative belongs to a class of heterocyclic compounds known for their extremely low odor thresholds (often detectable at parts per billion). The methoxy and isopropyl groups flanking the pyrazine ring create steric hindrance that contributes to the molecule’s stability and persistence. Synthesized through nucleophilic substitution reactions on halopyrazines, its production requires careful control to avoid unwanted side products with more aggressive burnt/roasted characters.

Physical & Chemical Properties

Boiling PointNot publicly documented
DensityNot publicly documented

Perfumer Guide

Note Position
Top to heart
Volatility
Medium (2-4 hours)
Blending
Challenging
ApplicationTypical %RangeNotes
Fine Fragrance0.001-0.01%Up to 0.1%Extremely powerful – usually used in ppm concentrations
Functional Fragrance0.0005-0.005%Up to 0.05%For green fabric softener notes
Flavor0.5-5 ppmUp to 10 ppmFor vegetable flavors

Classic Accords

Tip: Always pre-dilute to at least 1% before incorporating into blends due to overwhelming strength.

Alternatives & Comparisons

1
2-Isobutyl-3-methoxypyrazine CAS 24683-00-9

When a slightly more earthy, less sharp green character is needed. Found naturally in green coffee beans and bell peppers.

Layer 3

Safety, Regulatory & Sustainability

⚠ Regulatory Disclaimer

General reference only. Consult current IFRA Standards Library before formulating.

IFRA Status

Not currently restricted by IFRA.

RIFM Assessment

RIFM has evaluated similar pyrazine compounds but no specific assessment found for this isomer.

Sustainability

Synthetic production avoids agricultural land use but requires petrochemical feedstocks. The extreme potency means very small quantities are needed, reducing overall environmental impact compared to less powerful green ingredients.

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References

  1. Maga, J.A. (1982). Pyrazines in Foods: An Update. CRC Critical Reviews in Food Science and Nutrition. DOI: 10.1080/10408398209527350

Data: PubChem (NIH), PubMed, RIFM, IFRA. Last reviewed: Apr 2026.

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Ingredient Data Sheet

CAS 25773-40-4

Physical Properties

Molecular Weight152.19 g/mol🔬 PubChem
LogP (Octanol-Water)2🔬 PubChem
Boiling Point120 °C🔬 EPA CompTox
log Kp (skin permeability)-2.208💻 Calculated
SMILESCC(C)C1=NC=CN=C1OC🔬 PubChem

Volatility & Performance

Fragrance NoteTop💻 Calculated

Odor & Flavor

Primary Descriptorsearthy• leffingwell
Functional Groupsetheraromatic💻 RDKit
2-Methoxy-3(5 and 6)-isopropylpyrazine has an earthy, bell pepper, raw potato, galbanum aroma.📖 Fenaroli

Sensory Thresholds

Odor Detection Threshold0 ppm (n=14)📖 van Gemert
Data Sources & Attribution
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: DTXSID4067147

Physical Properties

Molecular Weight 152.197 g/mol🔬 EPA CompTox
Density 1.01 g/cm^3🔬 EPA CTX
Boiling Point 197.955 °C📊 OPERA
Melting Point 20.771 °C📊 OPERA
Flash Point 74.335 °C📊 OPERA
Refractive Index 1.489 Dimensionless📊 OPERA
Molar Volume 149.956 cm^3/mol📊 OPERA

Partition & Solubility

LogP (Octanol-Water) 2.002 Log10 unitless📊 OPERA
LogD (pH 5.5) 2.002 Log10 unitless📊 OPERA
LogD (pH 7.4) 2.002 Log10 unitless📊 OPERA
LogKoa (Octanol-Air) 4.97 Log10 unitless📊 OPERA
Water Solubility 0.079 mol/L📊 OPERA
Henry's Law Constant 0 atm-m3/mole📊 OPERA

Transport Properties

Vapor Pressure 0.192 mmHg📊 OPERA
Viscosity 3.835 cP📊 OPERA
Surface Tension 35.081 dyn/cm📊 OPERA
Thermal Conductivity 130.532 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 2 count💻 Computed
Aromatic Rings 1 count💻 Computed
Molar Refractivity 43.299 cm^3/mol📊 OPERA
Polarizability 17.165 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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