1-Cyclohexylethan-1-one

Chemical properties

Colorless liquid, soluble in alcohol, essential oils and perfume materials. Peculiar camphoraceous-sweet odor with a certain amount of floral tones. Although this chemical would primarily lend itself to perfume compositions in the Pine, Wood, Herbaceous and other non-floral types, it has a similarity to the harsh-floral types such as Hyacinth, etc. and its sweetness is sometimes classified as “musky”.

The Uses of 1-Cyclohexylethan-1-one

It can be used to produce acetoxycyclohexane. It is also used as a pharmaceutical intermediate.

Preparation

1-Cyclohexylethan-1-one is synthesized from cyclohexene, which is then hydrogenated to produce acetylcyclohexane.

Synthesis Reference(s)

Journal of the American Chemical Society, 108, p. 7314, 1986 DOI: 10.1021/ja00283a029
The Journal of Organic Chemistry, 52, p. 2576, 1987 DOI: 10.1021/jo00388a042

Purification Methods

Dissolve acetylcyclohexane in Et2O, shake it with H2O, dry, evaporate and fractionate it under reduced pressure. [UV: Mariella & Raube J Am Chem Soc 74 518 1952, enol content: Gero J Org Chem 19 1960 1954 .] The semicarbazone has m 174o and the 2,4-dinitrophenylhydrazone has m 139-140o [Theus & Schinz Helv Chim Acta 39 1290 1956].