Cyclododecanone
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Preferred IUPAC name Cyclododecanone | |
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ECHA InfoCard | 100.011.450 |
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Properties | |
Chemical formula | C12H22O |
Molar mass | 182.307 g·mol−1 |
Appearance | white solid |
Melting point | 60.8 °C (141.4 °F; 333.9 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references |
Chemical compound
Cyclododecanone is an organic compound with the formula (CH2)11CO. It is a cyclic ketone that exists as a white solid at room temperature.
Synthesis
It is produced by the oxidation of cyclododecane via cyclododecanol.[1]
Uses
- Cyclododecanone is mainly consumed as a precursor to 1,12-dodecanedioic acid and laurolactam, which are precursors to certain specialized nylons.
- Small amounts are also converted to cyclohexadecanone, which is used in some fragrances.[2]
Drug Use
Hydrazone formation with pimagedine leads to a hypoglycemic formula.[3] Notice that the shape of the molecule can be made to appear like a pharmacy cross symbol.
References
- ^ Schiffer, T.; Oenbrink, G. "Cyclododecanol, Cyclododecanone, and Laurolactam" in Ullman’s Encyclopedia of Industrial Chemistry: Wiley-VCH, 2009. doi:10.1002/14356007.a08_201.pub2
- ^ Johannes Panten and Horst Surburg "Flavors and Fragrances, 2. Aliphatic Compounds" in Ullmann's Encyclopedia of Industrial Chemistry, 2015, Wiley-VCH, Weinheim.doi:10.1002/14356007.t11_t01
- ^ J Nordmann, et al. U.S. patent 3,746,764 (1973 to Ugine Kuhlmann SA).
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