Methyl cyclohexanecarboxylate

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.

The Uses of Methyl cyclohexanecarboxylate

Methyl cyclohexanecarboxylate may be used in chemical synthesis studies.

The Uses of Methyl cyclohexanecarboxylate

Odorant found in virgin olive oil and green olives.

Preparation

Prepared in 65% overall yield from a two-step procedure starting with readily available chlorocyclohexane.

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.

Taste threshold values

Taste characteristics at 20 ppm: cooling, sweet, fruity and floral

Synthesis Reference(s)

The Journal of Organic Chemistry, 49, p. 4014, 1984 DOI: 10.1021/jo00195a028
Tetrahedron Letters, 20, p. 3809, 1979 DOI: 10.1016/S0040-4039(01)95530-3
Synthetic Communications, 13, p. 985, 1983 DOI: 10.1080/00397918308082716