2,2,6-TRIMETHYLCYCLOHEXANONE

Chemical properties

CLEAR COLOURLESS LIQUID

Occurrence

Reported found in bilberries, passion fruit and tea. Also reported found in apricot, bilberry, white wine, black tea, green tea, microbial fermented tea, brewed tea, yellow passion fruit juice and dill herb.

The Uses of 2,2,6-TRIMETHYLCYCLOHEXANONE

2,2,6-Trimethylcyclohexanone is used as a flavoring agent. It is also used to prepare terpene viz. beta-ionone.

Aroma threshold values

Detection: 100 ppb; recognition: 310 ppb

Synthesis Reference(s)

Journal of the American Chemical Society, 80, p. 4072, 1958 DOI: 10.1021/ja01548a061
The Journal of Organic Chemistry, 27, p. 1615, 1962 DOI: 10.1021/jo01052a031

Purification Methods

Purify it via the semicarbazone (m 218o, from MeOH or EtOH), decompose this in the usual way (cf p 65 and 67, or MEK, p 106) and fractionally distil the liquid ketone through a vigreux column (p 11) at ~760mm. [Chakravarti J Chem Soc 1567 1947, Milas et al. J Am Chem Soc 70 1831 1948, Beilstein 7 I 24, 7 II 32, 7 III 7.]