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2-ethyl-6-vinyl pyrazine

2-ethyl-6-vinyl pyrazine is a nitrogen-containing heterocyclic compound noted for its buttery and baked aroma, used primarily in natural extractives.

General Material Description

2-ethyl-6-vinyl pyrazine is a nitrogenous heterocyclic aromatic compound characterized by its molecular formula C8H10N2 and a molecular weight of 134.18 g/mol. It appears as a low-volatility liquid and contributes a distinctive buttery, baked, and potato-like odor profile when diluted. Known also by synonyms such as 2-ethenyl-6-ethylpyrazine and pyrazine, 2-ethyl, 6-vinyl, this compound belongs to the pyrazine chemical family, which is frequently encountered in natural extractives. The controlled vocabulary link for this compound is available on PubChem. It is typically obtained through synthetic routes or isolated from natural sources containing complex pyrazine derivatives.

Occurrence, Applicability & Potential Uses

2-ethyl-6-vinyl pyrazine occurs naturally as a component in various plant and food extracts, contributing to characteristic roasted or baked aroma notes. Its applications mainly lie within the domain of natural substances and extractives where it enhances sensory complexity. Usage is strictly non-fragrance and non-flavor according to current recommendations, reflecting regulatory caution. The compound's utilization falls under the scope of FEMA (US) standards where it is noted for its organoleptic contribution rather than as a primary flavoring or fragrance ingredient. This positions it chiefly as a minor constituent or analytical marker in formulations and research contexts.

Physico-Chemical Properties Summary

The chemical exhibits moderate hydrophobicity with an estimated logP of 2.19, which influences its solubility and partitioning in formulation media. It possesses a vapor pressure of approximately 0.728 mmHg at 25 °C, consistent with its low volatility at room temperature. The flash point is estimated around 71 °C (160 °F), indicating moderate flammability under defined conditions. Its water solubility is roughly 2192 mg/L at 25 °C, denoting partial aqueous solubility that may aid in certain extraction processes or analytical procedures. These properties collectively inform handling, storage, and incorporation strategies in chemical and sensory product development.

FAQ

What is 2-ethyl-6-vinyl pyrazine and what are its main characteristics?
2-ethyl-6-vinyl pyrazine is a nitrogen-containing heterocyclic compound with the molecular formula C8H10N2. It is recognized for its buttery, baked, and potato-like odor profile when diluted appropriately. This compound is commonly used as a constituent in natural extractives and as a flavor or aroma marker in sensory analysis. It is also known by other names such as 2-ethenyl-6-ethylpyrazine and pyrazine, 2-ethyl, 6-vinyl. Its molecular weight is approximately 134.18 g/mol.
Where does 2-ethyl-6-vinyl pyrazine typically occur and how is it applied?
2-ethyl-6-vinyl pyrazine occurs naturally in food and plant extracts, contributing roasted and baked aroma notes that are valued in sensory characterization. Its applications are largely within natural substances and extractives, assisting in defining flavor profiles during product formulation or analytical assessments. However, current guidelines recommend against its use as a direct flavoring or fragrance ingredient, reflecting regulated usage perspectives.
What regulations or safety considerations are associated with 2-ethyl-6-vinyl pyrazine?
The compound is generally classified without hazardous status under GHS and OSHA (29 CFR 1910) standards, indicating minimal identified risks during typical handling. It is not recommended for direct use in flavor or fragrance applications according to current safety references. Regulatory information is supported by authoritative databases such as FEMA (US) and EPA chemical registries, and safety data does not report specific oral, dermal, or inhalation toxicities. These factors guide its restricted application within controlled industrial environments.

US / EU / FDA / JECFA / FEMA / Scholar / Patents

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General Material Information

Preferred name 2-ethyl-6-vinyl pyrazine
Trivial Name 2-ethenyl-6-ethylpyrazine
Short Description pyrazine, 2-ethyl, 6-vinyl
Formula C8 H10 N2
CAS Number 32736-90-6
FDA UNII Search
Nikkaji Number J1.616.788F
xLogP3-AA 1.40 (est)
NMR Predictor External link
Synonyms
  • 2-ethenyl-6-ethylpyrazine
  • 2-ethyl-6-vinylpyrazine
  • pyrazine, 2-ethyl, 6-vinyl

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 134.18170166016
Vapor Pressure 0.728 mmHg @ 25 °C
Flash Point TCC Value 70.9 °C TCC
logP (o/w) 2.194 est
Solubility
water, 2192 mg/L @ 25 °C (est) Yes

Organoleptic Properties

Odor Type: Buttery
buttery, potato baked potato
General comment At 0.10 % in propylene glycol. buttery baked and potato-like

Safety Information

Safety information

Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Pictogram
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined

Safety in use information

Category:
natural substances and extractives
Recommendation for 2-ethyl-6-vinyl pyrazine usage levels up to:
not for fragrance use.
Recommendation for 2-ethyl-6-vinyl pyrazine flavor usage levels up to:
not for flavor use.

Safety references

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :36224
National Institute of Allergy and Infectious Diseases:Data
2-ethenyl-6-ethylpyrazine
Chemidplus:0032736906