Cyclododecane

Cyclododecane

Names
IUPAC name cyclododecane
Identifiers
CAS Number	294-62-2
3D model (Jmol)	Interactive image
ChemSpider	8911
ECHA InfoCard	100.005.486
PubChem	9268
InChI InChI=1S/C12H24/c1-2-4-6-8-10-12-11-9-7-5-3-1/h1-12H2 Key: DDTBPAQBQHZRDW-UHFFFAOYSA-N InChI=1/C12H24/c1-2-4-6-8-10-12-11-9-7-5-3-1/h1-12H2 Key: DDTBPAQBQHZRDW-UHFFFAOYAN
SMILES C1CCCCCCCCCCC1
Properties
Chemical formula	C12H24
Molar mass	168.319
Appearance	white waxy solid
Density	0.79 g/cm^3
Melting point	60.8 °C (141.4 °F; 333.9 K)
Boiling point	244 °C (471 °F; 517 K)
Hazards
Flash point	87.6 °C (189.7 °F; 360.8 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
verify (what is  ?)
Infobox references

Cyclododecane is an organic compound with the chemical formula (CH₂)₁₂. It is a waxy white solid that is soluble in nonpolar organic solvents.

Uses

It is a precursor to laurolactam, a precursor to the polymer Nylon-12.^[1]

Cyclododecane is also an intermediate in production of flame retardants, detergents, and other chemicals.

Cyclododecane is also used as a volatile binding medium, a temporary binder for sealing and conservation of friable and structurally weak materials, e.g. during excavation and transport of archaeological objects and in art restoration, e.g. to protect water-sensitive parts during cleaning. Due to its relatively slow evaporation in comparison with other volatile binding mediums the layer can last for several weeks. Very pure material has to be used so it does not leave any residue. Cyclododecane can be applied in molten state or dissolved in a nonpolar organic solvent. Other volatile binding mediums in use are camphene, tricyclene and with some limits menthol.

Environmental considerations

Cyclododecane is persistent in the environment, as it does not biodegrade easily. Cyclododecane is lipophilic, usually present in the environment as adsorbed on the surface of soil particles. It has the potential to bioaccumulate. Concentrations above 1 mg/L are toxic to aquatic life.^[2]

References

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