Cyclododecanone is an organic compound with the formula (CH2)11CO. It is a cyclic ketone that exists as a white solid at room temperature. Like its smaller analogs but unlike the larger ones, it has a camphor-like odor. History and synthesis It was first obtained by Ružička et al. in 1926 by ketonic decarboxylation. A higher-yield method by acyloin condensation was devised by Prelog et al. in 1947.
It is now industrially produced by the oxidation of cyclododecane via cyclododecanol.Schiffer, T.; Oenbrink, G. "Cyclododecanol, Cyclododecanone, and Laurolactam" in Ullman’s Encyclopedia of Industrial Chemistry: Wiley-VCH, 2009. Uses Cyclododecanone is oxidized on an industrial scale to give the corresponding dicarboxylic acid 1,12-dodecanedioic acid and laurolactam, which are precursors to certain specialized nylons. It is also precursor to cyclohexadecanone, which is used in some fragrances.Johannes Panten and Horst Surburg "Flavors and Fragrances, 2. Aliphatic Compounds" in Ullmann's Encyclopedia of Industrial Chemistry, 2015, Wiley-VCH, Weinheim.
Hydrazone formation with pimagedine leads to a hypoglycemic formula.J Nordmann, et al. (1973 to Ugine Kuhlmann SA). Notice that the shape of the molecule can be made to appear like a pharmacy cross symbol.
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