| Identification | Back Directory | [Name]
Monomethyl succinate | [CAS]
77341-67-4 | [Synonyms]
Monomethyl succinate
MONO-MENTHYLSUCCINATE
Butanedioic acid mono-(5-methyl-2-isopropyl-cyclohexyl) ester
4-(((1R,2S,5R)-2-Isopropyl-5-Methylcyclohexyl)oxy)-4-oxobutanoic acid | [EINECS(EC#)]
426-890-4 | [Molecular Formula]
C5H8O4 | [MDL Number]
MFCD23135646 | [MOL File]
77341-67-4.mol | [Molecular Weight]
132.11 |
| Hazard Information | Back Directory | [Chemical Properties]
mono-Menthyl succinate has a mint, cooling taste. | [Uses]
Mono-methyl Succinate is one of the substances used in the study of lactobacillus plantarum culture supernatants with potential pro-heating and anti-pathogenic properties in skin chronic wounds | [Aroma threshold values]
Aroma characteristics at 1.0%: little or no apparent aroma. | [Taste threshold values]
Threshold in water: 40 ppm. Taste characteristics at 100 ppm: lingering cooling with a slightly oily mouthfeel. | [Synthesis Reference(s)]
The Journal of Organic Chemistry, 51, p. 2039, 1986 DOI: 10.1021/jo00361a019 | [Synthesis]
Synthesis Example 1: Synthesis of 1-menthyl-(1-menthoxyethyl) succinate
Synthesis of Compound 1: To a 100 mL autoclave, 10.00 g (63.99 mmol) of L-menthol and 6.40 g (63.96 mmol) of succinic anhydride were added, and the air in the autoclave was replaced with nitrogen. Subsequently, the mixture was stirred at 110°C for 8 hours. After completion of the reaction, it was cooled to room temperature and 100 mL of hexane was added to the reaction mixture. The precipitated crystals were filtered and the hexane phase of the filtrate was concentrated to give 16.61 g of 1-menthylsuccinic acid with purity >99.9%. | [References]
[1] Patent: US2011/81393, 2011, A1. Location in patent: Page/Page column 10
[2] Molecules, 2005, vol. 10, # 1, p. 81 - 97
[3] Molecular Crystals and Liquid Crystals, 2015, vol. 609, # 1, p. 31 - 39
[4] Patent: US2009/28803, 2009, A1 |
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