1-(2-methyl cyclohexyl)-5-oxopyrrolidine-3-carboxylic acid methyl ester

1-(2-methyl cyclohexyl)-5-oxopyrrolidine-3-carboxylic acid methyl ester is an ester compound categorized chemically within the pyrrolidine carboxylic acid derivative family. It appears as a defined chemical entity distinguished by its molecular arrangement combining a 2-methylcyclohexyl group with a 5-oxopyrrolidine-3-carboxylic acid methyl ester moiety. This compound is noted for imparting a mild cooling sensation in sensory evaluations, accompanied by a slight upfront bitterness when dissolved at low concentrations in aqueous solutions. Synonymous names include 1-(2-methyl-cyclohexyl)-5-oxo-pyrrolidine-3-carboxylic acid methyl ester and 1-(2-methylcyclohexyl)-5-oxopyrrolidine-3-carboxylic acid methyl ester. For chemical reference, it is indexed under PubChem. The material is primarily referenced from laboratory synthesis or chemical catalogues and not commonly extracted from natural sources or broadly utilized in consumer products.

This compound occurs as a synthetic chemical entity without significant natural biological presence. Its primary area of interest relates to its sensory flavor characteristics, particularly a slight cooling effect observed at concentrations around 40 ppm in aqueous media. Despite this sensory property, regulatory and usage guidelines classify it exclusively for informational purposes and not for incorporation into fragrances or flavor formulations. Standards such as REACH (EU) regulate chemical substances with mandatory notification or authorization for commercial use; however, this compound currently holds no approved status for flavor or fragrance applications according to such frameworks. Its potential utility remains within research contexts investigating cooling mechanisms or novel sensory modifiers rather than commercial product development.

The compound exhibits physicochemical traits typical of methyl ester derivatives of substituted pyrrolidine carboxylic acids. Its structure integrates a cyclohexyl ring substituted with a methyl group, influencing lipophilicity and steric interactions. The presence of the 5-oxo functional group contributes polarity and potential hydrogen bonding capacity, factors which modulate solubility and interaction with biological or sensory receptors. These features underpin its modest solubility in aqueous solvents and ability to evoke a mild cooling sensation, which builds gradually over minutes following initial exposure. The chemical's stability profile and volatility align with ester functionalities, indicating limited tendency for rapid degradation or evaporation under controlled conditions. Such properties suggest challenges and constraints in formulation, especially concerning delivery and maintenance of sensory effects.

None found

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:
information only not used for fragrances or flavors
Recommendation for 1-(2-methyl cyclohexyl)-5-oxopyrrolidine-3-carboxylic acid methyl ester usage levels up to:
	not for fragrance use.
Recommendation for 1-(2-methyl cyclohexyl)-5-oxopyrrolidine-3-carboxylic acid methyl ester flavor usage levels up to:
	not for flavor use.

Safety references

AIDS Citations:Search

Cancer Citations:Search

Toxicology Citations:Search