2,5-dimethyl-5-isopentyl pyrazine

2,5-dimethyl-5-isopentyl pyrazine (C11H18N2) is an aromatic heterocyclic organic compound categorized as a pyrazine derivative. It appears as a colorless or pale liquid with a characteristic fruity odor and anise-like flavor profile. The compound is also known under several synonyms including 2,5-dimethyl-3-(3-methylbutyl)pyrazine and 2,5-dimethyl-3-isoamyl pyrazine. Its molecular weight is approximately 178.28 g/mol, and structural data are available in databases such as PubChem. This pyrazine is typically obtained from natural sources such as cocoa and roasted chicory root oil, where it contributes to complex flavor and aroma characteristics valued in food and fragrance contexts.

2,5-dimethyl-5-isopentyl pyrazine is naturally found in cocoa and roasted chicory root oil, occurring in minor concentrations such as approximately 0.073% in chicory root oil. Its presence is significant in imparting characteristic fruity and anise-like sensory notes to these materials. The compound is mainly utilized in the category of natural substances and extractives, contributing to the flavor and odor profiles in food and beverage products. Regulatory frameworks such as FEMA (Flavor and Extract Manufacturers Association, US) classify it within natural extract-derived flavor components. However, current guidelines do not recommend its usage for fragrance or flavor formulation applications due to lack of safety data or regulatory approval for such uses.

This pyrazine derivative exhibits a boiling point in the range of 242 to 243°C at standard atmospheric pressure (760 mm Hg), indicating substantial thermal stability. Its flash point is reported as 195°F (approximately 90.5°C), suggesting moderate flammability typical of organic liquids. The compound has an estimated logP value around 2.83, indicative of moderate lipophilicity, which influences its solubility and bioavailability characteristics. It exhibits slight solubility in water, estimated at 60.71 mg/L at 25°C, while demonstrating good solubility in alcohol solvents. The vapor pressure at 25°C is low (0.054 mmHg), reflecting low volatility. These properties impact its behavior in formulations, notably influencing evaporation rate, dispersion, and interaction with formulation matrices.

	2,5-dimethyl-3-(3-methylbutyl)pyrazine
NIST Chemistry WebBook:	Search Inchi
Pubchem (cid):	519564
Pubchem (cas):	18433-98-2
Flavornet:	18433-98-2
Pherobase:	View

(IUPAC):	Atomic Weights of the Elements 2011 (pdf)
Videos:	The Periodic Table of Videos
tgsc:	Atomic Weights use for this web site
(IUPAC):	Periodic Table of the Elements
CHEMBL:	View
HMDB (The Human Metabolome Database):	Search
FooDB:	FDB029719
Typical G.C.
VCF-Online:	VCF Volatile Compounds in Food
ChemSpider:	View

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 2,5-dimethyl-5-isopentyl pyrazine usage levels up to:
	not for fragrance use.
Recommendation for 2,5-dimethyl-5-isopentyl 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 :519564

National Institute of Allergy and Infectious Diseases:Data

2,5-dimethyl-3-(3-methylbutyl)pyrazine