Synthesis
Menthone 1,2-glycerol ketal is synthesized by the condensation of the carbonyl group of menthone with the hydroxyl group of glycerol under acid catalysis to form a hemiketal. The resulting hemiketal is unstable and will directly condense with the unreacted hydroxyl group of glycerol to form Menthone 1,2-glycerol ketal and one molecule of water. This process is reversible, so timely removal of water from the reaction system can significantly improve the reaction efficiency. The synthetic route of Menthone 1,2-glycerol ketal is shown in Figure 1.
Figure 1 Synthetic route of Menthone 1,2-glycerol ketal (6-isopropyl-9-methyl-1,4-dioxospiro[4,5]decane-2-methanol)
In addition, menthone will also condense with the hydroxyl group on Menthone 1,2-glycerol ketal to form a polymer.
This reaction is thermodynamically driven; as temperature increases, the polymer content increases significantly, indicating it is a byproduct of the synthesis of Menthone 1,2-glycerol ketal.
Chemical Properties
l-Menthone 1,2-glycerol ketal has a mint, menthol taste.
Chemical Properties
Menthone 1,2-glycerol ketal is a clear, colorless, pale, viscous liquid and creates a physiological cooling sensation on the skin or mucosa. The material is mainly used to create a cooling effect in cosmetic preparations used on the skin.
The material is prepared by acetalization of l-menthone with glycerine.
Chemical Properties
Menthone 1,2-glycerol ketal is Colorless viscous liquid
Uses
is therapeutic agent containing TRPM8 agonist for treating gastrointestinal disorders and abdominal pain.
Uses
Menthone 1,2-glycerol ketal is used for adding fragrance, and to leave the skin feeling refreshed and cool. It is a menthol derivative that can be naturally obtained or synthetically manufactured.
Definition
ChEBI: Menthone 1,2-glyceryl ketal is a p-menthane monoterpenoid.
Aroma threshold values
Aroma characteristics at 10%: little or no odor.
Taste threshold values
Taste characteristics at 5 to 100 ppm: a clean crisp coolness on palate starting out low but growing. The
coolness is readily apparent in the throat. A slight tingling or burning sensation accompanies the coolness. The flavor character is
lingering and apparently cumulative in effect.
Trade name
Frescolate MGA (Symrise)
