Cyclododecanone
Cyclododecanone is an organic compound with the formula 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.
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.Hydrazone formation with pimagedine leads to a hypoglycemic formula. Notice that the shape of the molecule can be made to appear like a pharmacy cross symbol.