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Menthyl glutarate is a chemical compound with applications in various fields, including organic synthesis, pharmaceuticals, and flavoring agents. Below is a detailed overview of its properties, uses, and related information based on the search results:
1. Chemical Properties and Structure
- Chemical Name: Menthyl glutarate (also known as monomenthyl glutarate or pentanedioic acid monomethyl ester).
- Molecular Formula: C15H26O4 .
- CAS Number: 220621-22-7 (for L-Monomenthyl glutarate) .
- Molecular Weight: Approximately 270.37 g/mol .
- Structure: It is a monoester of glutaric acid, where the ester group is linked to a menthyl group derived from menthol .
2. Applications and Uses
- Cooling Agent: Menthyl glutarate is known for its cooling effect, similar to menthol but without the burning sensation or strong minty flavor. This makes it suitable for use in products like chewing gum, oral care items, and cosmetics .
- Organic Synthesis: It serves as an intermediate in the synthesis of pharmaceuticals, agrochemicals, and dyestuffs .
- Flavoring: Due to its lack of distinct flavor, it can be used in applications where a cooling sensation is desired without altering the taste profile .
3. Natural Sources
- Menthyl glutarate has been identified in natural sources such as Litchi chinensis (lychee) and Mentha piperita (peppermint) using high-performance liquid chromatography-tandem mass spectrometry (HPLC-MS/MS) .
4. Safety and Handling
- Hazard Statements: May cause skin and eye irritation (H315, H319) .
- Precautionary Measures: Use protective equipment like gloves and eyeshields. Avoid contact with acids, bases, and oxidizing agents .
- Storage: Store in a sealed container at room temperature .
5. Related Compounds
- Monomenthyl Succinate: Another cooling compound found in Lycium barbarum and Mentha piperita .
- Dimenthyl Glutarate: A related ester with similar cooling properties, identified in Litchi chinensis .
6. Commercial Availability
- Menthyl glutarate and its derivatives are available from chemical suppliers, often in high purity grades (e.g., 95% or 97%) .
7. Research and Development
- Studies have explored its potential in modulating thermoreceptors (e.g., TRPM8) and its role in providing cooling effects without the drawbacks of menthol .
For further details, you can refer to the sources cited above or explore the specific CAS numbers and supplier information provided in the search results.