Description
Methyl cyclohexanecarboxylate has a cheese-like odor.
Description
Methyl cyclohexanecarboxylate is an aliphatic ester that has been used in a variety of chemical synthesis studies, including the preparation of primary amides and reduction of esters to alcohols.
Chemical Properties
CLEAR COLORLESS TO LIGHT YELLOW LIQUID
Chemical Properties
Methyl cyclohexanecarboxylate has a cheese-like odor
Occurrence
Reported found in Bourbon vanilla.
Uses
Methyl cyclohexanecarboxylate may be used in chemical synthesis studies.
Uses
Odorant found in virgin olive oil and green olives.
Definition
ChEBI: Methyl cyclohexanecarboxylate is a methyl ester resulting from the formal condensation of the carboxy group of cyclohexanecarboxylic acid with methanol. It has a role as a human metabolite and a flavouring agent. It is a methyl ester and a volatile organic compound. It is functionally related to a cyclohexanecarboxylic acid.
Preparation
Prepared in 65% overall yield from a two-step procedure starting with readily available chlorocyclohexane.
Taste threshold values
Taste characteristics at 20 ppm: cooling, sweet, fruity and floral
References
[1] PRASANTH C. P. Stabilization of NaBH4 in Methanol Using a Catalytic Amount of NaOMe. Reduction of Esters and Lactones at Room Temperature without Solvent-Induced Loss of Hydride[J]. The Journal of Organic Chemistry, 2018, 83 3: 1431-1440. DOI:
10.1021/acs.joc.7b02993[2] GEMMA E. VEITCH Steven V L Katy L Bridgwood. Magnesium Nitride as a Convenient Source of Ammonia: Preparation of Primary Amides[J]. Organic Letters, 2008, 10 16: 3623-3625. DOI:
10.1021/ol801398z
