Cyclododecanone

Cyclododecanone
Names
	Preferred IUPAC name Cyclododecanone
Identifiers
CAS Number	830-13-7 ;
3D model (JSmol)	Interactive image;
ChemSpider	12690;
ECHA InfoCard	100.011.450
PubChem CID	13246;
UNII	WL053118A9 ;
CompTox Dashboard (EPA)	DTXSID3027322 ;
	InChI InChI=1S/C12H22O/c13-12-10-8-6-4-2-1-3-5-7-9-11-12/h1-11H2 Key: SXVPOSFURRDKBO-UHFFFAOYSA-N;
	SMILES C1CCCCCC(=O)CCCCC1;
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

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[edit]

It is produced by the oxidation of cyclododecane via cyclododecanol.^[1]

Uses[edit]

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[edit]

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[edit]

^ 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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[1] 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

[2] 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

[3] J Nordmann, et al. U.S. patent 3,746,764 (1973 to Ugine Kuhlmann SA).

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