cyclododecanone
Sign in to saveCyclododecanone 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.
Wikidata facts
- Mass
- 182.167
Show 4 more facts
- chemical formula
- C₁₂H₂₂O
- canonical SMILES
- C1CCCCCC(=O)CCCCC1
- melting point
- 61.0
- Commons category
- Cyclododecanone
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- History and synthesis
- Uses
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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. ==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.